Add breaking change documentation for OpenSSL cryptographic primitives on macOS - #46924

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gewarren merged 5 commits into
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copilot/fix-46789
Jun 30, 2025
Merged

Add breaking change documentation for OpenSSL cryptographic primitives on macOS#46924
gewarren merged 5 commits into
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copilot/fix-46789

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This PR adds documentation for the .NET 10 Preview 6 breaking change where OpenSSL cryptographic primitives are no longer supported on macOS.

Changes Made

  • New breaking change document: docs/core/compatibility/cryptography/10.0/openssl-macos-unsupported.md

    • Documents the behavioral change affecting OpenSSL-specific classes
    • Provides migration guidance for affected APIs
    • Follows the standard breaking change document template

  • Updated index: Added entry to docs/core/compatibility/10.0.md in the Cryptography section

  • Updated TOC: Added navigation entry to docs/core/compatibility/toc.yml

Affected APIs

The following APIs now throw PlatformNotSupportedException on macOS:

  • System.Security.Cryptography.AesCcm (all constructors)
  • System.Security.Cryptography.DSAOpenSsl (all constructors)
  • System.Security.Cryptography.ECDiffieHellmanOpenSsl (all constructors)
  • System.Security.Cryptography.ECDsaOpenSsl (all constructors)
  • System.Security.Cryptography.RSAOpenSsl (all constructors)
  • System.Security.Cryptography.SafeEvpPKeyHandle (entire class)

Migration Guidance

The documentation provides clear migration paths:

  • Use factory methods like RSA.Create() instead of new RSAOpenSsl()
  • Replace AesCcm with AesGcm where possible

Fixes#46789.

💡 You can make Copilot smarter by setting up custom instructions, customizing its development environment and configuring Model Context Protocol (MCP) servers. Learn more Copilot coding agent tips in the docs.

Internal previews

📄 File🔗 Preview link
docs/core/compatibility/10.0.mddocs/core/compatibility/10.0
docs/core/compatibility/cryptography/10.0/openssl-macos-unsupported.mddocs/core/compatibility/cryptography/10.0/openssl-macos-unsupported
docs/core/compatibility/toc.ymldocs/core/compatibility/toc

@gewarren
Add OpenSSL cryptographic primitives breaking change documentation fo…
a5516be
…r .NET 10 Preview 6
Co-authored-by: gewarren <24882762+gewarren@users.noreply.github.com>
CopilotAI changed the title [WIP] [Breaking change]: .NET 10 Preview 6 drops support for OpenSSL Cryptographic Primitives on macOSAdd breaking change documentation for OpenSSL cryptographic primitives on macOSJun 23, 2025
CopilotAI requested a review from gewarrenJune 23, 2025 13:34
@gewarren
gewarren requested a review from vcsjonesJune 23, 2025 14:05
@gewarren
gewarren marked this pull request as ready for review June 24, 2025 17:08
@gewarren
gewarren requested a review from a team as a code ownerJune 24, 2025 17:08
vcsjones
vcsjones reviewed Jun 24, 2025
View reviewed changes
Comment threaddocs/core/compatibility/10.0.md Outdated
@vcsjones
Fix grammar in breaking change title by adding missing verb
f7119b0
Co-authored-by: vcsjones <361677+vcsjones@users.noreply.github.com>
CopilotAI requested a review from vcsjonesJune 24, 2025 21:15
@gewarren
gewarren enabled auto-merge (squash) June 27, 2025 17:46
@gewarren
gewarren merged commit 8ecf6d2 into mainJun 30, 2025
@gewarren
gewarren deleted the copilot/fix-46789 branch June 30, 2025 08:19
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[Breaking change]: .NET 10 Preview 6 drops support for OpenSSL Cryptographic Primitives on macOS

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, 'i'); if (__m === '*' || __re.test(location.href)) { injectUserscript("// Add copy buttons to all 
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}
} catch(__e) { console.warn('[Userscript:Add Copy Buttons to Code Blocks]', __e); }
})();
(function(){
try {
var __m = "github.com";
var __re = new RegExp('^' + "github\\.com" + '

Skip to content
Add breaking change documentation for OpenSSL cryptographic primitives on macOS - #46924
Merged
gewarren merged 5 commits into
mainfrom 
copilot/fix-46789
Jun 30, 2025
Merged
Add breaking change documentation for OpenSSL cryptographic primitives on macOS#46924
gewarren merged 5 commits into
mainfrom 
copilot/fix-46789
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CopilotAI
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Jun 23, 2025•

edited by github-actions
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This PR adds documentation for the .NET 10 Preview 6 breaking change where OpenSSL cryptographic primitives are no longer supported on macOS.
Changes Made
  • New breaking change document: docs/core/compatibility/cryptography/10.0/openssl-macos-unsupported.md
    • Documents the behavioral change affecting OpenSSL-specific classes
    • Provides migration guidance for affected APIs
    • Follows the standard breaking change document template
  • Updated index: Added entry to docs/core/compatibility/10.0.md in the Cryptography section
  • Updated TOC: Added navigation entry to docs/core/compatibility/toc.yml
Affected APIs
The following APIs now throw PlatformNotSupportedException on macOS:
  • System.Security.Cryptography.AesCcm (all constructors)
  • System.Security.Cryptography.DSAOpenSsl (all constructors)
  • System.Security.Cryptography.ECDiffieHellmanOpenSsl (all constructors)
  • System.Security.Cryptography.ECDsaOpenSsl (all constructors)
  • System.Security.Cryptography.RSAOpenSsl (all constructors)
  • System.Security.Cryptography.SafeEvpPKeyHandle (entire class)
Migration Guidance
The documentation provides clear migration paths:
  • Use factory methods like RSA.Create() instead of new RSAOpenSsl()
  • Replace AesCcm with AesGcm where possible
Fixes#46789.
💡 You can make Copilot smarter by setting up custom instructions, customizing its development environment and configuring Model Context Protocol (MCP) servers. Learn more Copilot coding agent tips in the docs.
Internal previews
📄 File🔗 Preview link
docs/core/compatibility/10.0.mddocs/core/compatibility/10.0
docs/core/compatibility/cryptography/10.0/openssl-macos-unsupported.mddocs/core/compatibility/cryptography/10.0/openssl-macos-unsupported
docs/core/compatibility/toc.ymldocs/core/compatibility/toc
@gewarren
Add OpenSSL cryptographic primitives breaking change documentation fo…
a5516be
…r .NET 10 Preview 6
Co-authored-by: gewarren <24882762+gewarren@users.noreply.github.com>
CopilotAI
changed the title
[WIP] [Breaking change]: .NET 10 Preview 6 drops support for OpenSSL Cryptographic Primitives on macOSAdd breaking change documentation for OpenSSL cryptographic primitives on macOSJun 23, 2025
CopilotAI
requested a review
from gewarrenJune 23, 2025 13:34
@gewarren
gewarren
requested a review
from vcsjonesJune 23, 2025 14:05
@gewarren
gewarren
marked this pull request as ready for review
June 24, 2025 17:08
@gewarren
gewarren
requested a review
from a team
as a code ownerJune 24, 2025 17:08
vcsjones
vcsjones
reviewed
Jun 24, 2025
View reviewed changes
Comment threaddocs/core/compatibility/10.0.md
Outdated

@vcsjones
Fix grammar in breaking change title by adding missing verb
f7119b0
Co-authored-by: vcsjones <361677+vcsjones@users.noreply.github.com>
CopilotAI
requested a review
from vcsjonesJune 24, 2025 21:15
@gewarren
gewarren
enabled auto-merge (squash)
June 27, 2025 17:46
@gewarren
gewarren
merged commit 8ecf6d2
into
mainJun 30, 2025
@gewarren
gewarren
deleted the

copilot/fix-46789

branch
June 30, 2025 08:19
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[Breaking change]: .NET 10 Preview 6 drops support for OpenSSL Cryptographic Primitives on macOS


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@vcsjones@gewarren

, 'i');
if (__m === '*' || __re.test(location.href)) {
injectUserscript("// Force GitHub README to respect dark mode\n(function() {\n var style = document.createElement('style');\n style.textContent = '\n .markdown-body {\n color-scheme: dark light;\n }\n .markdown-body pre { background: #161b22 !important; }\n .markdown-body code { background: rgba(110, 118, 129, 0.4) !important; }\n .markdown-body table th, .markdown-body table td { border-color: #30363d !important; }\n .markdown-body img { background: #0d1117; }\n .markdown-body blockquote { border-left-color: #8b949e; }\n .markdown-body hr { border-color: #30363d; }\n ';\n document.head.appendChild(style);\n})();", "GitHub Dark Mode README Fix");
}
} catch(__e) { console.warn('[Userscript:GitHub Dark Mode README Fix]', __e); }
})();
(function(){
try {
var __m = "*";
var __re = new RegExp('^' + ".*" + '

Skip to content
Add breaking change documentation for OpenSSL cryptographic primitives on macOS - #46924
Merged
gewarren merged 5 commits into
mainfrom 
copilot/fix-46789
Jun 30, 2025
Merged
Add breaking change documentation for OpenSSL cryptographic primitives on macOS#46924
gewarren merged 5 commits into
mainfrom 
copilot/fix-46789
Conversation
CopilotAI
commented
Jun 23, 2025•

edited by github-actions
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This PR adds documentation for the .NET 10 Preview 6 breaking change where OpenSSL cryptographic primitives are no longer supported on macOS.
Changes Made
  • New breaking change document: docs/core/compatibility/cryptography/10.0/openssl-macos-unsupported.md
    • Documents the behavioral change affecting OpenSSL-specific classes
    • Provides migration guidance for affected APIs
    • Follows the standard breaking change document template
  • Updated index: Added entry to docs/core/compatibility/10.0.md in the Cryptography section
  • Updated TOC: Added navigation entry to docs/core/compatibility/toc.yml
Affected APIs
The following APIs now throw PlatformNotSupportedException on macOS:
  • System.Security.Cryptography.AesCcm (all constructors)
  • System.Security.Cryptography.DSAOpenSsl (all constructors)
  • System.Security.Cryptography.ECDiffieHellmanOpenSsl (all constructors)
  • System.Security.Cryptography.ECDsaOpenSsl (all constructors)
  • System.Security.Cryptography.RSAOpenSsl (all constructors)
  • System.Security.Cryptography.SafeEvpPKeyHandle (entire class)
Migration Guidance
The documentation provides clear migration paths:
  • Use factory methods like RSA.Create() instead of new RSAOpenSsl()
  • Replace AesCcm with AesGcm where possible
Fixes#46789.
💡 You can make Copilot smarter by setting up custom instructions, customizing its development environment and configuring Model Context Protocol (MCP) servers. Learn more Copilot coding agent tips in the docs.
Internal previews
📄 File🔗 Preview link
docs/core/compatibility/10.0.mddocs/core/compatibility/10.0
docs/core/compatibility/cryptography/10.0/openssl-macos-unsupported.mddocs/core/compatibility/cryptography/10.0/openssl-macos-unsupported
docs/core/compatibility/toc.ymldocs/core/compatibility/toc
@gewarren
Add OpenSSL cryptographic primitives breaking change documentation fo…
a5516be
…r .NET 10 Preview 6
Co-authored-by: gewarren <24882762+gewarren@users.noreply.github.com>
CopilotAI
changed the title
[WIP] [Breaking change]: .NET 10 Preview 6 drops support for OpenSSL Cryptographic Primitives on macOSAdd breaking change documentation for OpenSSL cryptographic primitives on macOSJun 23, 2025
CopilotAI
requested a review
from gewarrenJune 23, 2025 13:34
@gewarren
gewarren
requested a review
from vcsjonesJune 23, 2025 14:05
@gewarren
gewarren
marked this pull request as ready for review
June 24, 2025 17:08
@gewarren
gewarren
requested a review
from a team
as a code ownerJune 24, 2025 17:08
vcsjones
vcsjones
reviewed
Jun 24, 2025
View reviewed changes
Comment threaddocs/core/compatibility/10.0.md
Outdated

@vcsjones
Fix grammar in breaking change title by adding missing verb
f7119b0
Co-authored-by: vcsjones <361677+vcsjones@users.noreply.github.com>
CopilotAI
requested a review
from vcsjonesJune 24, 2025 21:15
@gewarren
gewarren
enabled auto-merge (squash)
June 27, 2025 17:46
@gewarren
gewarren
merged commit 8ecf6d2
into
mainJun 30, 2025
@gewarren
gewarren
deleted the

copilot/fix-46789

branch
June 30, 2025 08:19
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[Breaking change]: .NET 10 Preview 6 drops support for OpenSSL Cryptographic Primitives on macOS


3 participants

@vcsjones@gewarren

, 'i');
if (__m === '*' || __re.test(location.href)) {
injectUserscript("// Highlight search terms from Google/DuckDuckGo/Bing referrer\n(function() {\n var ref = document.referrer;\n var terms = [];\n \n if (ref.includes('google.com') || ref.includes('duckduckgo.com') || ref.includes('bing.com')) {\n var url = new URL(ref);\n var q = url.searchParams.get('q') || url.searchParams.get('p');\n if (q) {\n terms = q.split(/\\s+/).filter(function(t) { return t.length > 2; });\n }\n }\n \n if (terms.length === 0) return;\n \n var style = document.createElement('style');\n style.textContent = '.userscript-highlight { background: #fbbf24; color: #1a1a2e; padding: 1px 3px; border-radius: 2px; }';\n document.head.appendChild(style);\n \n function highlight(node) {\n if (node.nodeType === 3) { // text node\n var text = node.textContent;\n var found = false;\n terms.forEach(function(term) {\n var regex = new RegExp('(' + term.replace(/[.*+?^${}()|[\\]\\\\]/g, '\\\\') + ')', 'gi');\n if (regex.test(text)) {\n found = true;\n var frag = document.createDocumentFragment();\n var parts = text.split(regex);\n parts.forEach(function(part, i) {\n if (i % 2 === 0) {\n frag.appendChild(document.createTextNode(part));\n } else {\n var span = document.createElement('span');\n span.className = 'userscript-highlight';\n span.textContent = part;\n frag.appendChild(span);\n }\n });\n node.parentNode.replaceChild(frag, node);\n }\n });\n } else if (node.nodeType === 1 && node.childNodes) { // element\n var skipTags = ['SCRIPT', 'STYLE', 'NOSCRIPT', 'TEXTAREA', 'INPUT', 'SELECT'];\n if (!skipTags.includes(node.tagName)) {\n Array.from(node.childNodes).forEach(highlight);\n }\n }\n }\n \n highlight(document.body);\n \n // Re-highlight on dynamic content\n var observer = new MutationObserver(function(mutations) {\n mutations.forEach(function(m) {\n m.addedNodes.forEach(function(node) {\n if (node.nodeType === 1 || node.nodeType === 3) highlight(node);\n });\n });\n });\n observer.observe(document.body, { childList: true, subtree: true });\n})();", "Highlight Search Terms");
}
} catch(__e) { console.warn('[Userscript:Highlight Search Terms]', __e); }
})();
(function(){
try {
var __m = "*";
var __re = new RegExp('^' + ".*" + '

Skip to content
Add breaking change documentation for OpenSSL cryptographic primitives on macOS - #46924
Merged
gewarren merged 5 commits into
mainfrom 
copilot/fix-46789
Jun 30, 2025
Merged
Add breaking change documentation for OpenSSL cryptographic primitives on macOS#46924
gewarren merged 5 commits into
mainfrom 
copilot/fix-46789
Conversation
CopilotAI
commented
Jun 23, 2025•

edited by github-actions
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This PR adds documentation for the .NET 10 Preview 6 breaking change where OpenSSL cryptographic primitives are no longer supported on macOS.
Changes Made
  • New breaking change document: docs/core/compatibility/cryptography/10.0/openssl-macos-unsupported.md
    • Documents the behavioral change affecting OpenSSL-specific classes
    • Provides migration guidance for affected APIs
    • Follows the standard breaking change document template
  • Updated index: Added entry to docs/core/compatibility/10.0.md in the Cryptography section
  • Updated TOC: Added navigation entry to docs/core/compatibility/toc.yml
Affected APIs
The following APIs now throw PlatformNotSupportedException on macOS:
  • System.Security.Cryptography.AesCcm (all constructors)
  • System.Security.Cryptography.DSAOpenSsl (all constructors)
  • System.Security.Cryptography.ECDiffieHellmanOpenSsl (all constructors)
  • System.Security.Cryptography.ECDsaOpenSsl (all constructors)
  • System.Security.Cryptography.RSAOpenSsl (all constructors)
  • System.Security.Cryptography.SafeEvpPKeyHandle (entire class)
Migration Guidance
The documentation provides clear migration paths:
  • Use factory methods like RSA.Create() instead of new RSAOpenSsl()
  • Replace AesCcm with AesGcm where possible
Fixes#46789.
💡 You can make Copilot smarter by setting up custom instructions, customizing its development environment and configuring Model Context Protocol (MCP) servers. Learn more Copilot coding agent tips in the docs.
Internal previews
📄 File🔗 Preview link
docs/core/compatibility/10.0.mddocs/core/compatibility/10.0
docs/core/compatibility/cryptography/10.0/openssl-macos-unsupported.mddocs/core/compatibility/cryptography/10.0/openssl-macos-unsupported
docs/core/compatibility/toc.ymldocs/core/compatibility/toc
@gewarren
Add OpenSSL cryptographic primitives breaking change documentation fo…
a5516be
…r .NET 10 Preview 6
Co-authored-by: gewarren <24882762+gewarren@users.noreply.github.com>
CopilotAI
changed the title
[WIP] [Breaking change]: .NET 10 Preview 6 drops support for OpenSSL Cryptographic Primitives on macOSAdd breaking change documentation for OpenSSL cryptographic primitives on macOSJun 23, 2025
CopilotAI
requested a review
from gewarrenJune 23, 2025 13:34
@gewarren
gewarren
requested a review
from vcsjonesJune 23, 2025 14:05
@gewarren
gewarren
marked this pull request as ready for review
June 24, 2025 17:08
@gewarren
gewarren
requested a review
from a team
as a code ownerJune 24, 2025 17:08
vcsjones
vcsjones
reviewed
Jun 24, 2025
View reviewed changes
Comment threaddocs/core/compatibility/10.0.md
Outdated

@vcsjones
Fix grammar in breaking change title by adding missing verb
f7119b0
Co-authored-by: vcsjones <361677+vcsjones@users.noreply.github.com>
CopilotAI
requested a review
from vcsjonesJune 24, 2025 21:15
@gewarren
gewarren
enabled auto-merge (squash)
June 27, 2025 17:46
@gewarren
gewarren
merged commit 8ecf6d2
into
mainJun 30, 2025
@gewarren
gewarren
deleted the

copilot/fix-46789

branch
June 30, 2025 08:19
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Reviewers

@vcsjonesvcsjonesvcsjones approved these changes

+1 more reviewer

@gewarrengewarrengewarren approved these changes
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[Breaking change]: .NET 10 Preview 6 drops support for OpenSSL Cryptographic Primitives on macOS


3 participants

@vcsjones@gewarren

, 'i');
if (__m === '*' || __re.test(location.href)) {
injectUserscript("// Strip utm_, fbclid, gclid, etc. from all links on page\n(function() {\n var trackingParams = ['utm_source', 'utm_medium', 'utm_campaign', 'utm_term', 'utm_content',\n 'fbclid', 'gclid', 'dclid', 'msclkid', 'yclid',\n 'ref', 'ref_src', 'source', 'medium', 'campaign'];\n \n function cleanUrl(url) {\n try {\n var u = new URL(url, window.location.origin);\n var changed = false;\n trackingParams.forEach(function(p) {\n if (u.searchParams.has(p)) {\n u.searchParams.delete(p);\n changed = true;\n }\n });\n return changed ? u.toString() : url;\n } catch (e) {\n return url;\n }\n }\n \n function cleanLinks() {\n document.querySelectorAll('a[href]').forEach(function(a) {\n var clean = cleanUrl(a.href);\n if (clean !== a.href) a.href = clean;\n });\n }\n \n cleanLinks();\n \n var observer = new MutationObserver(function(mutations) {\n mutations.forEach(function(m) {\n m.addedNodes.forEach(function(node) {\n if (node.nodeType === 1) {\n if (node.tagName === 'A') cleanLinks();\n node.querySelectorAll('a[href]').forEach(function(a) {\n var clean = cleanUrl(a.href);\n if (clean !== a.href) a.href = clean;\n });\n }\n });\n });\n });\n observer.observe(document.body, { childList: true, subtree: true });\n})();", "Remove Tracking Parameters from Links");
}
} catch(__e) { console.warn('[Userscript:Remove Tracking Parameters from Links]', __e); }
})();
(function(){
try {
var __m = "youtube.com";
var __re = new RegExp('^' + "youtube\\.com" + '

Skip to content
Add breaking change documentation for OpenSSL cryptographic primitives on macOS - #46924
Merged
gewarren merged 5 commits into
mainfrom 
copilot/fix-46789
Jun 30, 2025
Merged
Add breaking change documentation for OpenSSL cryptographic primitives on macOS#46924
gewarren merged 5 commits into
mainfrom 
copilot/fix-46789
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CopilotAI
commented
Jun 23, 2025•

edited by github-actions
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This PR adds documentation for the .NET 10 Preview 6 breaking change where OpenSSL cryptographic primitives are no longer supported on macOS.
Changes Made
  • New breaking change document: docs/core/compatibility/cryptography/10.0/openssl-macos-unsupported.md
    • Documents the behavioral change affecting OpenSSL-specific classes
    • Provides migration guidance for affected APIs
    • Follows the standard breaking change document template
  • Updated index: Added entry to docs/core/compatibility/10.0.md in the Cryptography section
  • Updated TOC: Added navigation entry to docs/core/compatibility/toc.yml
Affected APIs
The following APIs now throw PlatformNotSupportedException on macOS:
  • System.Security.Cryptography.AesCcm (all constructors)
  • System.Security.Cryptography.DSAOpenSsl (all constructors)
  • System.Security.Cryptography.ECDiffieHellmanOpenSsl (all constructors)
  • System.Security.Cryptography.ECDsaOpenSsl (all constructors)
  • System.Security.Cryptography.RSAOpenSsl (all constructors)
  • System.Security.Cryptography.SafeEvpPKeyHandle (entire class)
Migration Guidance
The documentation provides clear migration paths:
  • Use factory methods like RSA.Create() instead of new RSAOpenSsl()
  • Replace AesCcm with AesGcm where possible
Fixes#46789.
💡 You can make Copilot smarter by setting up custom instructions, customizing its development environment and configuring Model Context Protocol (MCP) servers. Learn more Copilot coding agent tips in the docs.
Internal previews
📄 File🔗 Preview link
docs/core/compatibility/10.0.mddocs/core/compatibility/10.0
docs/core/compatibility/cryptography/10.0/openssl-macos-unsupported.mddocs/core/compatibility/cryptography/10.0/openssl-macos-unsupported
docs/core/compatibility/toc.ymldocs/core/compatibility/toc
@gewarren
Add OpenSSL cryptographic primitives breaking change documentation fo…
a5516be
…r .NET 10 Preview 6
Co-authored-by: gewarren <24882762+gewarren@users.noreply.github.com>
CopilotAI
changed the title
[WIP] [Breaking change]: .NET 10 Preview 6 drops support for OpenSSL Cryptographic Primitives on macOSAdd breaking change documentation for OpenSSL cryptographic primitives on macOSJun 23, 2025
CopilotAI
requested a review
from gewarrenJune 23, 2025 13:34
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Fix grammar in breaking change title by adding missing verb
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gewarren
enabled auto-merge (squash)
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merged commit 8ecf6d2
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[Breaking change]: .NET 10 Preview 6 drops support for OpenSSL Cryptographic Primitives on macOS


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, 'i');
if (__m === '*' || __re.test(location.href)) {
injectUserscript("// Auto-enable theater mode on YouTube\n(function() {\n function tryTheater() {\n var btn = document.querySelector('button[aria-label=\"Theater mode\"], ytd-player #player button[title=\"Theater mode\"]');\n if (btn && !btn.classList.contains('activated')) {\n btn.click();\n }\n }\n \n // Try immediately\n tryTheater();\n \n // Try after navigation (SPA)\n var lastUrl = location.href;\n setInterval(function() {\n if (location.href !== lastUrl) {\n lastUrl = location.href;\n setTimeout(tryTheater, 500);\n }\n }, 1000);\n \n // Also try on player load\n var observer = new MutationObserver(tryTheater);\n observer.observe(document.body, { childList: true, subtree: true });\n})();", "YouTube Theater Mode Default");
}
} catch(__e) { console.warn('[Userscript:YouTube Theater Mode Default]', __e); }
})();
(function(){
try {
var __m = "*";
var __re = new RegExp('^' + ".*" + '

Skip to content
Add breaking change documentation for OpenSSL cryptographic primitives on macOS - #46924
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Merged
Add breaking change documentation for OpenSSL cryptographic primitives on macOS#46924
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copilot/fix-46789
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This PR adds documentation for the .NET 10 Preview 6 breaking change where OpenSSL cryptographic primitives are no longer supported on macOS.
Changes Made
  • New breaking change document: docs/core/compatibility/cryptography/10.0/openssl-macos-unsupported.md
    • Documents the behavioral change affecting OpenSSL-specific classes
    • Provides migration guidance for affected APIs
    • Follows the standard breaking change document template
  • Updated index: Added entry to docs/core/compatibility/10.0.md in the Cryptography section
  • Updated TOC: Added navigation entry to docs/core/compatibility/toc.yml
Affected APIs
The following APIs now throw PlatformNotSupportedException on macOS:
  • System.Security.Cryptography.AesCcm (all constructors)
  • System.Security.Cryptography.DSAOpenSsl (all constructors)
  • System.Security.Cryptography.ECDiffieHellmanOpenSsl (all constructors)
  • System.Security.Cryptography.ECDsaOpenSsl (all constructors)
  • System.Security.Cryptography.RSAOpenSsl (all constructors)
  • System.Security.Cryptography.SafeEvpPKeyHandle (entire class)
Migration Guidance
The documentation provides clear migration paths:
  • Use factory methods like RSA.Create() instead of new RSAOpenSsl()
  • Replace AesCcm with AesGcm where possible
Fixes#46789.
💡 You can make Copilot smarter by setting up custom instructions, customizing its development environment and configuring Model Context Protocol (MCP) servers. Learn more Copilot coding agent tips in the docs.
Internal previews
📄 File🔗 Preview link
docs/core/compatibility/10.0.mddocs/core/compatibility/10.0
docs/core/compatibility/cryptography/10.0/openssl-macos-unsupported.mddocs/core/compatibility/cryptography/10.0/openssl-macos-unsupported
docs/core/compatibility/toc.ymldocs/core/compatibility/toc
@gewarren
Add OpenSSL cryptographic primitives breaking change documentation fo…
a5516be
…r .NET 10 Preview 6
Co-authored-by: gewarren <24882762+gewarren@users.noreply.github.com>
CopilotAI
changed the title
[WIP] [Breaking change]: .NET 10 Preview 6 drops support for OpenSSL Cryptographic Primitives on macOSAdd breaking change documentation for OpenSSL cryptographic primitives on macOSJun 23, 2025
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from gewarrenJune 23, 2025 13:34
@gewarren
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from vcsjonesJune 23, 2025 14:05
@gewarren
gewarren
marked this pull request as ready for review
June 24, 2025 17:08
@gewarren
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View reviewed changes
Comment threaddocs/core/compatibility/10.0.md
Outdated

@vcsjones
Fix grammar in breaking change title by adding missing verb
f7119b0
Co-authored-by: vcsjones <361677+vcsjones@users.noreply.github.com>
CopilotAI
requested a review
from vcsjonesJune 24, 2025 21:15
@gewarren
gewarren
enabled auto-merge (squash)
June 27, 2025 17:46
@gewarren
gewarren
merged commit 8ecf6d2
into
mainJun 30, 2025
@gewarren
gewarren
deleted the

copilot/fix-46789

branch
June 30, 2025 08:19
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[Breaking change]: .NET 10 Preview 6 drops support for OpenSSL Cryptographic Primitives on macOS


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@vcsjones@gewarren

, 'i');
if (__m === '*' || __re.test(location.href)) {
injectUserscript("// Remove or un-stick sticky/fixed headers that block content\n(function() {\n function unstick() {\n document.querySelectorAll('header, nav, [role=\"banner\"], .header, .navbar, .sticky, .fixed-top, [style*=\"position: fixed\"], [style*=\"position:sticky\"]').forEach(function(el) {\n if (el.style.position === 'fixed' || el.style.position === 'sticky' || \n getComputedStyle(el).position === 'fixed' || getComputedStyle(el).position === 'sticky') {\n el.style.position = 'static';\n el.style.top = 'auto';\n el.style.zIndex = 'auto';\n }\n });\n }\n \n unstick();\n \n var observer = new MutationObserver(unstick);\n observer.observe(document.body, { childList: true, subtree: true, attributes: true, attributeFilter: ['style', 'class'] });\n})();", "Kill Sticky Headers");
}
} catch(__e) { console.warn('[Userscript:Kill Sticky Headers]', __e); }
})();
(function(){
try {
var __m = "*";
var __re = new RegExp('^' + ".*" + '

Skip to content
Add breaking change documentation for OpenSSL cryptographic primitives on macOS - #46924
Merged
gewarren merged 5 commits into
mainfrom 
copilot/fix-46789
Jun 30, 2025
Merged
Add breaking change documentation for OpenSSL cryptographic primitives on macOS#46924
gewarren merged 5 commits into
mainfrom 
copilot/fix-46789
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CopilotAI
commented
Jun 23, 2025•

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This PR adds documentation for the .NET 10 Preview 6 breaking change where OpenSSL cryptographic primitives are no longer supported on macOS.
Changes Made
  • New breaking change document: docs/core/compatibility/cryptography/10.0/openssl-macos-unsupported.md
    • Documents the behavioral change affecting OpenSSL-specific classes
    • Provides migration guidance for affected APIs
    • Follows the standard breaking change document template
  • Updated index: Added entry to docs/core/compatibility/10.0.md in the Cryptography section
  • Updated TOC: Added navigation entry to docs/core/compatibility/toc.yml
Affected APIs
The following APIs now throw PlatformNotSupportedException on macOS:
  • System.Security.Cryptography.AesCcm (all constructors)
  • System.Security.Cryptography.DSAOpenSsl (all constructors)
  • System.Security.Cryptography.ECDiffieHellmanOpenSsl (all constructors)
  • System.Security.Cryptography.ECDsaOpenSsl (all constructors)
  • System.Security.Cryptography.RSAOpenSsl (all constructors)
  • System.Security.Cryptography.SafeEvpPKeyHandle (entire class)
Migration Guidance
The documentation provides clear migration paths:
  • Use factory methods like RSA.Create() instead of new RSAOpenSsl()
  • Replace AesCcm with AesGcm where possible
Fixes#46789.
💡 You can make Copilot smarter by setting up custom instructions, customizing its development environment and configuring Model Context Protocol (MCP) servers. Learn more Copilot coding agent tips in the docs.
Internal previews
📄 File🔗 Preview link
docs/core/compatibility/10.0.mddocs/core/compatibility/10.0
docs/core/compatibility/cryptography/10.0/openssl-macos-unsupported.mddocs/core/compatibility/cryptography/10.0/openssl-macos-unsupported
docs/core/compatibility/toc.ymldocs/core/compatibility/toc
@gewarren
Add OpenSSL cryptographic primitives breaking change documentation fo…
a5516be
…r .NET 10 Preview 6
Co-authored-by: gewarren <24882762+gewarren@users.noreply.github.com>
CopilotAI
changed the title
[WIP] [Breaking change]: .NET 10 Preview 6 drops support for OpenSSL Cryptographic Primitives on macOSAdd breaking change documentation for OpenSSL cryptographic primitives on macOSJun 23, 2025
CopilotAI
requested a review
from gewarrenJune 23, 2025 13:34
@gewarren
gewarren
requested a review
from vcsjonesJune 23, 2025 14:05
@gewarren
gewarren
marked this pull request as ready for review
June 24, 2025 17:08
@gewarren
gewarren
requested a review
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as a code ownerJune 24, 2025 17:08
vcsjones
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Jun 24, 2025
View reviewed changes
Comment threaddocs/core/compatibility/10.0.md
Outdated

@vcsjones
Fix grammar in breaking change title by adding missing verb
f7119b0
Co-authored-by: vcsjones <361677+vcsjones@users.noreply.github.com>
CopilotAI
requested a review
from vcsjonesJune 24, 2025 21:15
@gewarren
gewarren
enabled auto-merge (squash)
June 27, 2025 17:46
@gewarren
gewarren
merged commit 8ecf6d2
into
mainJun 30, 2025
@gewarren
gewarren
deleted the

copilot/fix-46789

branch
June 30, 2025 08:19
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+1 more reviewer

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[Breaking change]: .NET 10 Preview 6 drops support for OpenSSL Cryptographic Primitives on macOS


3 participants

@vcsjones@gewarren

, 'i');
if (__m === '*' || __re.test(location.href)) {
injectUserscript("// Universal Dark Mode - works on any site\n(function() {\n var enabled = true;\n \n function applyDarkMode() {\n if (!enabled) return;\n \n // Create style element if it doesn't exist\n var style = document.getElementById('universal-dark-mode-style');\n if (!style) {\n style = document.createElement('style');\n style.id = 'universal-dark-mode-style';\n document.head.appendChild(style);\n }\n \n // Dark mode CSS - inverts colors but preserves images/video\n style.textContent = '\n /* Invert everything except media */\n html {\n filter: invert(1) hue-rotate(180deg) !important;\n background: #1a1a2e !important;\n }\n \n /* Restore images, videos, iframes, canvas */\n img, video, iframe, canvas, svg, picture, [style*=\"background-image\"] {\n filter: invert(1) hue-rotate(180deg) !important;\n }\n \n /* Preserve specific elements that should not be inverted */\n .no-dark-mode, .no-dark-mode *,\n [data-theme=\"light\"], [data-theme=\"light\"],\n .ace_editor, .ace_editor *,\n .CodeMirror, .CodeMirror *,\n .monaco-editor, .monaco-editor *,\n .markdown-body pre, .markdown-body pre *,\n .highlight, .highlight *,\n pre code, pre code * {\n filter: none !important;\n }\n \n /* Fix common UI elements */\n .modal, .popup, .dropdown-menu, .tooltip, .popover {\n filter: invert(1) hue-rotate(180deg) !important;\n background: #2d2d44 !important;\n border-color: #444 !important;\n }\n \n /* Scrollbars */\n ::-webkit-scrollbar { background: #1a1a2e !important; }\n ::-webkit-scrollbar-thumb { background: #444 !important; }\n ::-webkit-scrollbar-thumb:hover { background: #555 !important; }\n \n /* Selection */\n ::selection { background: #4ecdc4 !important; color: #1a1a2e !important; }\n ::-moz-selection { background: #4ecdc4 !important; color: #1a1a2e !important; }\n ';\n }\n \n function removeDarkMode() {\n var style = document.getElementById('universal-dark-mode-style');\n if (style) style.remove();\n }\n \n // Toggle with Alt+Shift+D\n document.addEventListener('keydown', function(e) {\n if (e.altKey && e.shiftKey && e.key === 'D') {\n e.preventDefault();\n enabled = !enabled;\n if (enabled) {\n applyDarkMode();\n console.log('[Universal Dark Mode] Enabled');\n } else {\n removeDarkMode();\n console.log('[Universal Dark Mode] Disabled');\n }\n }\n });\n \n // Apply on load\n applyDarkMode();\n \n // Re-apply on dynamic content\n var observer = new MutationObserver(function(mutations) {\n if (enabled && !document.getElementById('universal-dark-mode-style')) {\n applyDarkMode();\n }\n });\n observer.observe(document.head, { childList: true });\n \n console.log('[Universal Dark Mode] Loaded - Press Alt+Shift+D to toggle');\n})();", "Universal Dark Mode");
}
} catch(__e) { console.warn('[Userscript:Universal Dark Mode]', __e); }
})();
})();

Skip to content
Add breaking change documentation for OpenSSL cryptographic primitives on macOS - #46924
Merged
gewarren merged 5 commits into
mainfrom 
copilot/fix-46789
Jun 30, 2025
Merged
Add breaking change documentation for OpenSSL cryptographic primitives on macOS#46924
gewarren merged 5 commits into
mainfrom 
copilot/fix-46789
Conversation
CopilotAI
commented
Jun 23, 2025•

edited by github-actions
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This PR adds documentation for the .NET 10 Preview 6 breaking change where OpenSSL cryptographic primitives are no longer supported on macOS.
Changes Made
  • New breaking change document: docs/core/compatibility/cryptography/10.0/openssl-macos-unsupported.md
    • Documents the behavioral change affecting OpenSSL-specific classes
    • Provides migration guidance for affected APIs
    • Follows the standard breaking change document template
  • Updated index: Added entry to docs/core/compatibility/10.0.md in the Cryptography section
  • Updated TOC: Added navigation entry to docs/core/compatibility/toc.yml
Affected APIs
The following APIs now throw PlatformNotSupportedException on macOS:
  • System.Security.Cryptography.AesCcm (all constructors)
  • System.Security.Cryptography.DSAOpenSsl (all constructors)
  • System.Security.Cryptography.ECDiffieHellmanOpenSsl (all constructors)
  • System.Security.Cryptography.ECDsaOpenSsl (all constructors)
  • System.Security.Cryptography.RSAOpenSsl (all constructors)
  • System.Security.Cryptography.SafeEvpPKeyHandle (entire class)
Migration Guidance
The documentation provides clear migration paths:
  • Use factory methods like RSA.Create() instead of new RSAOpenSsl()
  • Replace AesCcm with AesGcm where possible
Fixes#46789.
💡 You can make Copilot smarter by setting up custom instructions, customizing its development environment and configuring Model Context Protocol (MCP) servers. Learn more Copilot coding agent tips in the docs.
Internal previews
📄 File🔗 Preview link
docs/core/compatibility/10.0.mddocs/core/compatibility/10.0
docs/core/compatibility/cryptography/10.0/openssl-macos-unsupported.mddocs/core/compatibility/cryptography/10.0/openssl-macos-unsupported
docs/core/compatibility/toc.ymldocs/core/compatibility/toc
@gewarren
Add OpenSSL cryptographic primitives breaking change documentation fo…
a5516be
…r .NET 10 Preview 6
Co-authored-by: gewarren <24882762+gewarren@users.noreply.github.com>
CopilotAI
changed the title
[WIP] [Breaking change]: .NET 10 Preview 6 drops support for OpenSSL Cryptographic Primitives on macOSAdd breaking change documentation for OpenSSL cryptographic primitives on macOSJun 23, 2025
CopilotAI
requested a review
from gewarrenJune 23, 2025 13:34
@gewarren
gewarren
requested a review
from vcsjonesJune 23, 2025 14:05
@gewarren
gewarren
marked this pull request as ready for review
June 24, 2025 17:08
@gewarren
gewarren
requested a review
from a team
as a code ownerJune 24, 2025 17:08
vcsjones
vcsjones
reviewed
Jun 24, 2025
View reviewed changes
Comment threaddocs/core/compatibility/10.0.md
Outdated

@vcsjones
Fix grammar in breaking change title by adding missing verb
f7119b0
Co-authored-by: vcsjones <361677+vcsjones@users.noreply.github.com>
CopilotAI
requested a review
from vcsjonesJune 24, 2025 21:15
@gewarren
gewarren
enabled auto-merge (squash)
June 27, 2025 17:46
@gewarren
gewarren
merged commit 8ecf6d2
into
mainJun 30, 2025
@gewarren
gewarren
deleted the

copilot/fix-46789

branch
June 30, 2025 08:19
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+1 more reviewer

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[Breaking change]: .NET 10 Preview 6 drops support for OpenSSL Cryptographic Primitives on macOS


3 participants

@vcsjones@gewarren