35. Elimination reactions of cis- and trans-1-bromo-2-methylcyclohexanes with NaOEt in ELOH can give the same or different main product, 1-methylcyclohexene (1) or 3- methylcyclohexene (2). Which statement indicates the main products? Br Br NaOEI NaOEt EIOH EIOH Me Me Me "Me cis trans A. 1 both from the cis and trans substrates B. 2 both from the cis and trans substrates C. 1 from the cis and 2 from the trans substrates D. 2 from the cis and 1 from the trans substrates
Reactions of Ethers
Ethers (R-O-R’) are compounds formed by replacing hydrogen atoms of an alcohol (R-OH compound) or a phenol (C6H5OH) by an aryl/ acyl group (functional group after removing single hydrogen from an aromatic ring). In this section, reaction, preparation and behavior of ethers are discussed in the context of organic chemistry.
Epoxides
Epoxides are a special class of cyclic ethers which are an important functional group in organic chemistry and generate reactive centers due to their unusual high reactivity. Due to their high reactivity, epoxides are considered to be toxic and mutagenic.
Williamson Ether Synthesis
An organic reaction in which an organohalide and a deprotonated alcohol forms ether is known as Williamson ether synthesis. Alexander Williamson developed the Williamson ether synthesis in 1850. The formation of ether in this synthesis is an SN2 reaction.
35 36 37
![35. Elimination reactions of cis- and trans-1-bromo-2-methylcyclohexanes with NaOEt in
ELOH can give the same or different main product, 1-methylcyclohexene (1) or 3-
methylcyclohexene (2). Which statement indicates the main products?
Br
Br
NaOEI
NaOEt
EIOH
EIOH
Me
Me
Me
"Me
cis
trans
A. 1 both from the cis and trans substrates
B. 2 both from the cis and trans substrates
C. 1 from the cis and 2 from the trans substrates
D. 2 from the cis and 1 from the trans substrates
36. Which of the following statements regarding regioselectivity of elimination reactions
is wrong?
A. More substituted, more stable alkenes are generally formed preferentially by
both E1 and E2 mechanisms.
B. Substrates with a poorer nucleophile tend to give the less substituted alkenes.
C. Sterically hindered, bulky bases tend to give the less substituted alkenes.
D. Reactions by the E1 mechanism are generally less regioselective than those
by the E2 mechanism.](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F24ebea09-0789-4816-9b94-e8cc69a00cad%2Fbd05602c-505c-4713-b389-12b4d86aa4dc%2Frj2svzd_processed.png&w=3840&q=75)
![Instructions (questions 36–40): Consider the following reactions. Draw ALL POSSIBLE
PRODUCTS, including stereochemistry and/or configuration whenever applicable. Write
your answer in a piece of paper and then take a photo or scan your answer. Attach the
answer.
Br
CH,0-
37.
CH3
CH,OH
38.
CHCH,CH3
Br
CH3
39.
HO"
H-
Br
ČHĄCH3
CH3
40.
CH,NH,
H,
CI
CH3CH
CH3OH
41.
CH;CH=CHCH,Br](/v2/_next/image?url=https%3A%2F%2Fcontent.bartleby.com%2Fqna-images%2Fquestion%2F24ebea09-0789-4816-9b94-e8cc69a00cad%2Fbd05602c-505c-4713-b389-12b4d86aa4dc%2F9066ly_processed.png&w=3840&q=75)
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