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Straight → Smart Quotes

Convert straight ASCII quotes to typographic curly quotes, picking opening vs closing by context.

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About Straight → Smart Quotes

This tool replaces plain ASCII quotes ( " and ' ) with the appropriate curly typographic variants ( “ ” ‘ ’ ), choosing opening versus closing based on the surrounding context. The result is publication-quality typography suitable for prose, blog posts, and printed material — but unsuitable for code, JSON, or anything that expects ASCII quotes.

When to use it

  • Polishing prose for a blog post or article before publishing
  • Producing print-ready output from a plain-text source
  • Adding typographic quotes to a Markdown document for a static site
  • Sprucing up plain-text quotes in email signatures or marketing copy

How it works

A pair of regex passes inspect each quote in context. A double quote at the start of the string or after whitespace becomes “ (left double); one before whitespace, punctuation, or end becomes ” (right double). The same logic applies to single quotes. Apostrophes in contractions (don't → don’t) are handled because the apostrophe sits between letters and follows the right-single rule.

Examples

ASCII → curly with apostrophe handling
"Hello," she said. It's a test.
“Hello,” she said. It’s a test.

Frequently asked questions

Is the opening/closing detection perfect?
It handles the common cases — sentence-initial quotes, quoted phrases between words, contractions like don't and it's. Pathological inputs (nested quotes of the same type, quotes adjacent to non-word characters in unusual ways) may need manual correction.
Can I round-trip with the straightener?
Yes. Run smart-to-straight-quotes on the output and you'll get back ASCII quotes. The original whitespace and surrounding characters are unchanged.
Are nested quotes of the same kind handled?
Nested double quotes inside double quotes are unusual in English typography. If your text has them, the converter may pick the wrong pair — manually adjust if needed.
What style of typographic quotes does it use?
English/American style: “ ” for outer double quotes and ‘ ’ for inner single quotes / apostrophes. For French (« »), German („ ") , or other locales, post-process or use a locale-aware library.

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