73908-63-1Relevant articles and documents
Baylis-Hillman mechanism: A new interpretation in aprotic solvents
Price, Kristin E.,Broadwater, Steven J.,Jung, Hyun M.,McQuade, D. Tyler
, p. 147 - 150 (2005)
(Chemical Equation Presented) Using reaction rate data collected in aprotic solvents, we have determined that the Baylis-Hillman rate-determining step is second order in aldehyde and first order in DABCO and acrylate. On the basis of these data, we have p
Reactive Intermediates from the Solvolysis of Mutagenic O-Alkyl N-Acetoxybenzohydroxamates
Bonin, Antonio M.,Glover, Stephen A.,Hammond, Gerard P.
, p. 1173 - 1180 (2007/10/02)
Mutagenic O-(para-substituted benzyl) N-acetoxybenzohydroxamates undergo acid-catalysed solvolysis in aqueous acetonitrile but three is a change in mechanism from AA11 to E1 on going from para electron-withdrawing substituents to para +M electron-donating groups.The former permit the formation of a discrete nitrenium ion intermediate whereas the latter promote a concerted elimination of a resonance stabilized benzyl carbocation.
Kinetics and Stereochemistry of Elimination of Nitrous Acid from 1-p-Nitrophenyl-2-nitroethyl Derivatives
Norris, Robert K.,Wright, Timothy A.
, p. 281 - 294 (2007/10/02)
The eliminations of nitrous acids from the compounds (1) and (6) are E2 processes, which proceed with a large primary kinetic isotope effect and with antiperiplanar stereochemistry.The rate of elimination of HNO2 fom (1) is intermediate between the rate o