(c) You conducted an experiment involving a hydrohalogenation reaction with starting material A and HBr. Product C was obtained as the major product of the reaction instead of the regioisomer product B which you expected. CH3 CH3 CH3 Br Br + HBr Product B Starting material A Product C (i) Suggest a detailed reaction mechanism to explain the formation of the major product C. (ii) Briefly explain why this unexpected major product C predominated in your reaction Question 1 Continued (iii) 1,2-elimination of HBr from product C yields a mixture of two alkenes. Draw the structures of the two alkene products and briefly explain using Zaitsev's rule which alkene is the major one.

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(c) You conducted an experiment involving a hydrohalogenation reaction with starting material A and
HBr. Product C was obtained as the major product of the reaction instead of the regioisomer product
B which you expected.
CH3
CH3
CH3
Br
Br
+ HBr
Product B
Starting material A
Product C
(i) Suggest a detailed reaction mechanism to explain the formation of the major product C.
(ii) Briefly explain why this unexpected major product C predominated in your reaction.
Question 1 Continued
(iii) 1,2-elimination of HBr from product C yields a mixture of two alkenes. Draw the structures of
the two alkene products and briefly explain using Zaitsev's rule which alkene is the major one.
Transcribed Image Text:(c) You conducted an experiment involving a hydrohalogenation reaction with starting material A and HBr. Product C was obtained as the major product of the reaction instead of the regioisomer product B which you expected. CH3 CH3 CH3 Br Br + HBr Product B Starting material A Product C (i) Suggest a detailed reaction mechanism to explain the formation of the major product C. (ii) Briefly explain why this unexpected major product C predominated in your reaction. Question 1 Continued (iii) 1,2-elimination of HBr from product C yields a mixture of two alkenes. Draw the structures of the two alkene products and briefly explain using Zaitsev's rule which alkene is the major one.
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