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Acetic anhydride
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===Hydrolysis=== Acetic anhydride dissolves in water to approximately 2.6% by weight.<ref>{{citation|title=Acetic Anhydride: Frequently Asked Questions |url=http://www.bp.com/liveassets/bp_internet/globalbp/STAGING/global_assets/downloads/pdfs/acetyls_aromatics_pta/AceticAnhydrideFAQ.pdf |publisher=British Petroleum |access-date=2006-05-03 |url-status=dead |archive-url=https://web.archive.org/web/20071011104749/http://www.bp.com/liveassets/bp_internet/globalbp/STAGING/global_assets/downloads/pdfs/acetyls_aromatics_pta/AceticAnhydrideFAQ.pdf |archive-date=2007-10-11 }}.</ref> Aqueous solutions have limited stability because, like most acid anhydrides, acetic anhydride hydrolyses to give carboxylic acids. In this case, acetic acid is formed, this reaction product being fully water miscible:<ref>{{citation|title=Acetic Anhydride: Material Safety Data Sheet (PDF) |url=http://www.celanese.com/msds/pdf/570-22027587.pdf |publisher=Celanese |access-date=2006-05-03 |url-status=dead |archive-url=https://web.archive.org/web/20070927025258/http://www.celanese.com/msds/pdf/570-22027587.pdf |archive-date=2007-09-27 }}.</ref> :{{chem2|(CH3CO)2O + H2O -> 2 CH3COOH}}
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