18207-33-5Relevant articles and documents
How Does a Reaction Change Its Mechanism? General Base Catalysis of the Addition of Alcohols to 1-Phenylethyl Carbocations
Ta-Shma, Rachel,Jencks, William P.
, p. 8040 - 8050 (1986)
Structure-reactivity correlations are reported for general base catalysis of the addition of alcohols to 1-(4-(dimethylamino)phenyl)ethyl and 1-(4-methoxyphenyl)ethyl carbocations in 50:40:10 H2O:CF3CH2OH:ROH.The addition of trifluoroethanol to the relati
Carbocation Lifetimes that are Independent of Carbocation Stability: the Reaction of α-Substituted 4-Methoxybenzyl Carbocations
Amyes, Tina L.,Richard, John P.
, p. 200 - 202 (2007/10/02)
The α-methoxy-4-methoxybenzyl carbocation reacts with the solvent trifluoroethanol-water (50:50 v/v) with a rate constant Ks = 3*107 s-1; ks increases by less than twofold when the carbocation is destabilised by replacement of the strongly electron donating α-OMe substituent by the strongly electron withdrawing α-CF3 substituent.