By C.H. Bamford
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Extra resources for Addition and Elimination Reactions of Aliphatic Compounds
Rate coefficient with olefin in great excess. mole-I. nn k , = 8k,. mole-l. pp k, = 8k,. mole-l. q q pH indicated in parenthesis. rr m-Nitrobenzoate ion = X-. 3) It was subsequently suggested that there was a parallel between the susceptibilities of olefins towards attack by bromine (a known electrophile) and that towards attack by per acid^'^^, and these suggestions were put on to a quantitative basis by the work of Lynch and P a u ~ a c k e r ' ~ who ~ , studied the effects of substituents upon both the peracid and the substrate (stilbene) in the reaction in benzene solution.
4-trimethyl- 1- and 2-pentenes; apparently the former isomer was predominant in the mixture used. 'I Reaction follows the kinetics of eqn. 3); X 2 refers to the second-order process. The data in ref. I03 contains results obtained cissuming a pure second-order reaction. A :S * = -28eu. 5 k ~ a l . mole-';AS-t=-27eu. 083 (eqn. 2 1 ). mole-'. 1 truns-n-3-Undecene. 7 truns-n-4-Undecene. 7 cis-n-5-Undecene. mole-I, ASt. 0 eu. Calculated for a second-order reaction; eqn. 21) is probably more appropriate.
I03 contains results obtained cissuming a pure second-order reaction. A :S * = -28eu. 5 k ~ a l . mole-';AS-t=-27eu. 083 (eqn. 2 1 ). mole-'. 1 truns-n-3-Undecene. 7 truns-n-4-Undecene. 7 cis-n-5-Undecene. mole-I, ASt. 0 eu. Calculated for a second-order reaction; eqn. 21) is probably more appropriate. a ReJ'ercncm p p . RO-86 42 ELECTROPHILIC A D D I T I O N S TO U N S A T U R A T E D SYSTEMS 5. 1); in acidic media the epoxide may suffer ring-opening to yield the mono-ester of a glycol, reaction ( 5 .