DMAP: The Hypernucleophile. - C&EN Global Enterprise (ACS

Nov 7, 2010 - DOI: 10.1021/cen-v058n011.ifc. Publication Date: March 17, 1980. Copyright © 1980 American Chemical Society. ACS Chem. Eng. News ...
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CH3-N-CH3

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4-Obnothylamlnopyridine 4-Dknethvlamirtopyrictin6 cataiyxes acylations «t rates 10,000 times faster than pyridine. Amines, phenols, alcohols, andeootatea which prove difficult to acytate using classical methods, give good yields and product purity whenDMAPls the catalyst. Polymerizations yielding potyamides, poryurethanea, potyisocyanates and potyepoxJaes ail beneftt from catalyst systems incorporating DMAP. Ha high reactivity coupled with good solu­ bility characteristics permit the use of a wide range of solvents.

DMAP forms stable functionaiized pyridinium salts which are effective reagents for the transfer of acyt and cyano groups to other substrates. Its utility in pharmaceutical, agricultural and polymer chemistry is well documented. Specifi­ cations, data and bibliographic information available on request.