Elimination reactions of cis-and trans-1-bromo-2-methylcyclohexanes with NaOEt in E1OH can give the same or different main product, 1-methylcyclohexene (1) or 3-methylcyclohexene (2). Which of (a)-(d) indicates the main products? Br Br NaOEt NaOEt EIOH Me ELOH Me Me Me trans cis 2 A. 1 both from the cis and trans substrate B. 2 both from the cis and trans substrates C. 1 from the cis and 2 from the trans substrate D. 2 from the cis and 1 from the trans substrate

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter9: Nucleophilic Substitution And Β-elimination
Section9.7: Experimental Evidence For E1 And E2 Mechanisms
Problem 9.7P
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Elimination reactions of cis-and trans-1-bromo-2-methylcyclohexanes with NaOEt in E1OH
can give the same or different main product, 1-methylcyclohexene (1) or 3-methylcyclohexene
(2). Which of (a)-(d) indicates the main products?
Br
Br
NaOEt
NaOEt
ELOH
ELOH
Me
`Me
Me
Me
cis
1
2
trans
A. 1 both from the cis and trans substrate
B. 2 both from the cis and trans substrates
C. 1 from the cis and 2 from the trans substrate
D. 2 from the cis and 1 from the trans substrate
Transcribed Image Text:Elimination reactions of cis-and trans-1-bromo-2-methylcyclohexanes with NaOEt in E1OH can give the same or different main product, 1-methylcyclohexene (1) or 3-methylcyclohexene (2). Which of (a)-(d) indicates the main products? Br Br NaOEt NaOEt ELOH ELOH Me `Me Me Me cis 1 2 trans A. 1 both from the cis and trans substrate B. 2 both from the cis and trans substrates C. 1 from the cis and 2 from the trans substrate D. 2 from the cis and 1 from the trans substrate
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