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1.What is the reason that the product of the electrophilic addition to asymmetri

ID: 902271 • Letter: 1

Question

1.What is the reason that the product of the electrophilic addition to asymmetric alkene occurs regioselectively, the electrophilic component of the reagent adds to the least substituted carbon of the double bond while the nucleophilic component of the reagent adds to the most substituted carbon of the double bond?

a. the final product of the reaction is more stable

b. such product is statistically favored

c. it is formed through the most stable carbocation

d. steric hinderence favors the formation of such product

2.Addition of 2 mol of HCl to 1-butyne would yield:

Select one:

a. CH3CH2CH=CHCl

b. CH3CH2CH2CHCl2

c. CH3CHClCHClCH3

d. CH3CH2CHClCH2Cl

e. CH3CH2CCl2CH3

3.The major product of the acid-catalyzed hydration of (Z)-3-methyl-3-hexene is

Select one:

a. 3-methyl-3-hexanol racemic mixture of two enantiomers

b. (S)-3-methyl-3-hexanol exclusively

c. 4-methyl-3-hexanol racemic mixture of two enantiomers

d. (3R,4R)-4-methyl-3-hexanol exclusively

e. (3S,4S)-4-methyl-3-hexanol exclusively

f. (R)-3-methyl-3-hexanol exclusively

4.Which of the following is the major product in the electrophilic addition of HCl to (3S)-2,3-dimethylpent-1-ene?

Select one:

a. (2R,3S)-1-chloro-2,3-dimethylpentane exclusively

b. (3S)-3-chloro-2,3-dimethylpentane exclusively

c. 2-chloro-2,3-dimethylpentane racemic mixture of two enantiomers

d. (3R)-2-chloro-2,3-dimethylpentane exclusively

e. (3S)-2-chloro-2,3-dimethylpentane exclusively

5.Which of the following is the most resistant compound to the action of KMnO4?

Select one:

a. cyclopetene

b. pentane

c. 1-pentene

d. 2-pentene

e. 2-pentyne

Explanation / Answer

1.c. it is formed through the most stable carbocation

2.e. CH3CH2CCl2CH3

3.a. 3-methyl-3-hexanol racemic mixture of two enantiomers

4.c. 2-chloro-2,3-dimethylpentane racemic mixture of two enantiomers

5.b. pentane

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