What was the major product of the reaction for compound 4 in the table? Did the product distribution change significantly when the temperature was changed in the study from 25 C to 55 C. Suggest why only that product was formed?

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
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What was the major product of the reaction
for compound 4 in the table? Did the
product distribution change significantly
when the temperature was changed in the
study from 25 C to 55 C. Suggest why only
that product was formed?
Transcribed Image Text:What was the major product of the reaction for compound 4 in the table? Did the product distribution change significantly when the temperature was changed in the study from 25 C to 55 C. Suggest why only that product was formed?
TABLE I.
Products from the bimolecular reactions in dry ethyl alcohol, with [KOH or NaOEt] ~ 0-2.
(No olefin was formed in dry alcohol alone, at 55° or 25°.)
Compound.
1. Ph.CBr,Me
2. Ph-CBrH-CH₂Br
3. Ph-CBrHMe
4. Ph-CH₂ CH₂ Br
Olefinic
product.
a-Bromostyrene
Styrene
Styrene
None
Substitution product.
Acetophenone diethylacetal
B-Bromo-a-phenyldiethyl ether (?)
a-Phenyldiethyl ether
B-Phenyldiethyl ether
Olefin, %, at
55°.
0
25°.
0
86-6
19-3
91.1
86-51-4
20-70-6
91.9 1.2
Transcribed Image Text:TABLE I. Products from the bimolecular reactions in dry ethyl alcohol, with [KOH or NaOEt] ~ 0-2. (No olefin was formed in dry alcohol alone, at 55° or 25°.) Compound. 1. Ph.CBr,Me 2. Ph-CBrH-CH₂Br 3. Ph-CBrHMe 4. Ph-CH₂ CH₂ Br Olefinic product. a-Bromostyrene Styrene Styrene None Substitution product. Acetophenone diethylacetal B-Bromo-a-phenyldiethyl ether (?) a-Phenyldiethyl ether B-Phenyldiethyl ether Olefin, %, at 55°. 0 25°. 0 86-6 19-3 91.1 86-51-4 20-70-6 91.9 1.2
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