Chandrasekhar, Sosale and Kumar, Honnaiah Vijay (2011) The reaction of aspirin with base. In: Tetrahedron Letters, 52 (28). pp. 3561-3564.
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Aspirin anion appears to exist only fleetingly, rearranging via acetyl transfer to the ortho carboxylate group, as indicated by IR, UV and NMR. The resulting mixed anhydride cyclises to the more stable bicyclic orthoacetate isomer, a process facilitated by time and increasing pH. Mechanistic possibilities are discussed to explain these intriguing observations. (C) 2011 Elsevier Ltd. All rights reserved.
|Item Type:||Journal Article|
|Additional Information:||Copyright of this article belongs to Elsevier Science.|
|Department/Centre:||Division of Chemical Sciences > Organic Chemistry|
|Date Deposited:||18 Jul 2011 09:35|
|Last Modified:||18 Jul 2011 09:35|
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