Question

Part B

Which of the following is not a true statement?

Which of the following is not a true statement?

Under SN2 and E2 conditions, primary alkyl halides form primarily substitution products.

Primary alkyl halides do not undergo SN1 and E1 reactions.

Under SN2 and E2 conditions, secondary alkyl halides form both substitution and elimination products.

Under SN2 and E2 conditions, tertiary alkyl halides form both substitution and elimination products.

Under SN1 and E1 conditions, tertiary alkyl halides form both substitution and elimination products.

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Part C

Which of the following statements about an S_N1 reaction is not correct?

Which of the following statements about an S_N1 reaction is not correct?

The rate-limiting step has a unimolecular transition state.

The mechanism has one step.

The reaction does not depend on the concentration of the nucleophile.

Tertiary alkyl halides are more reactive than secondary alkyl halides.

Products have both identical and inverted configurations compared with the reactant.

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Part D

What product would be obtained from the S_N1 reaction of ¹³CH₂=CH-CH₂-Br with methanol?

What product would be obtained from the S_N1 reaction of ¹³CH₂=CH-CH₂-Br with methanol?

CH2=CH-13CH2-OCH3

CH2=13CH-CH2-OCH3

13CH2=CH-CH2-OCH3

13CH2=CH-CH2-OCH3 and CH2=CH-13CH2-OCH3

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Part E

Which of the following compounds would be the most reactive in an E2 reaction?

Which of the following compounds would be the most reactive in an E2 reaction?

7-bromo-1-octene

8-bromo-1-octene

5-bromo-1-octene

6-bromo-1-octene

4-bromo-1-octene

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Part F

Which substrate forms a six-membered ring ether via an intramolecular nucleophilic substitution reaction?

Which substrate forms a six-membered ring ether via an intramolecular nucleophilic substitution reaction?

Br-CH2-CH2-CH2-O-

Br-CH2-(CH2)5-CH2-O-

Br-CH2-(CH2)2-CH2-O-

Br-CH2-(CH2)3-CH2-O-

Br-CH2-(CH2)4-CH2-O-

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Part G

Which of the following reaction sequences can be used to convert 2-butene into 2-butyne?

Which of the following reaction sequences can be used to convert 2-butene into 2-butyne?

Br2/CH2Cl2, excess -NH2

Br2/CH2Cl2, excess HO-

Br2/H2O, excess HO-

Br2/H2O, excess -NH2

HBr, excess -NH2

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Part H

What reagents should be used to synthesize methyl isopropyl ether?

What reagents should be used to synthesize methyl isopropyl ether?

isopropyl chloride and methoxide ion

methyl alcohol and isopropoxide ion

methyl chloride and methoxide ion

methyl chloride and isopropoxide ion

isopropyl chloride and methyl chloride

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Part I

An S_N2 reaction involves back-side attack. For which of the following reactants would you be able to demonstrate that back-side attack occurs?

An S_N2 reaction involves back-side attack. For which of the following reactants would you be able to demonstrate that back-side attack occurs?

a racemic mixture of (R) and (S)-2-bromobutane

3-bromopentane

2-bromopropane

1-bromopentane

(R)-2-bromobutane

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Part J

How does a change to a more polar solvent affect the reaction coordinate diagram for an S_N2 reaction of an alkyl halide with a negatively charged nucleophile?

How does a change to a more polar solvent affect the reaction coordinate diagram for an S_N2 reaction of an alkyl halide with a negatively charged nucleophile?

The energy of the reactants is decreased slightly, and the energy of transition state is decreased significantly more.

The energy of reactants and the energy of the transition state decrease by about the same amount.

Good. The energy of reactants is decreased, and the energy of the transition state is decreased significantly less.

The energy of the reactants and the energy of the transition state increase by about the same amount.

The energy of the reactants is increased, and the energy of the transition state remains about the same.

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Part K

What would be the major product formed from the E2 reaction between (CH₃)₂CH-CHF-CH₂CH₃ and hydroxide ion?

What would be the major product formed from the E2 reaction between (CH₃)₂CH-CHF-CH₂CH₃ and hydroxide ion?

(CH3)2CH-CH=CH-CH3

(CH3)2C=CH-CH2CH3

(CH3)2CH-CH2-CH=CH2

CH3-CH=CH-CH2CH3

H2C=C(CH3)-CH=CH-CH3

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Part L

Which of the following alkyl halides will be the most reactive in an E2 reaction?

Which of the following alkyl halides will be the most reactive in an E2 reaction?

1-bromo-2-methylpentane

1-bromo-2,2-dimethylpentane

1-bromo-4-methylpentane

2-bromo-3-methylpentane

3-bromo-3-methylpentane

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Part M

Which of the following statements is not correct?

Which of the following statements is not correct?

An E1 reaction is favored by a strong base.

A primary alkyl halide will not undergo an E1 reaction.

A tertiary alkyl halide can undergo both E1 and E2 reactions.

An E2 reaction is a concerted reaction.

Secondary alkyl halides are more reactive than primary alkyl halides in E2 reactions.

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Part N

Which of the following is not a true statement?

Which of the following is not a true statement?

If there are two hydrogens bonded to the ? carbon, both E and Z isomers will be formed in an E2 reaction.

The major product of an E1 reaction will be the alkene that has the bulkiest groups on opposite sides of the double bond.

If there are two hydrogens bonded to the ? carbon, the major product of an E2 reaction will be the alkene that has the bulkiest groups on opposite sides of the double bond.

Only the E isomer is formed in an E2 reaction.

Both E and Z isomers will be formed in an E1 reaction.

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Part O

What product will be formed from the reaction of cis-1-bromo-4-methylcyclohexane with methoxide ion?

What product will be formed from the reaction of cis-1-bromo-4-methylcyclohexane with methoxide ion?

trans-1-methoxy-4-methylcyclohexane

trans-4-methylcyclohexanol

trans- and cis-1-methoxy-4-methylcyclohexane

trans- and cis-4-methylcyclohexanol

cis-1-methoxy-4-methylcyclohexane

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Part P

Which of the following alkyl halides is the most reactive in an S_N2 reaction?

Which of the following alkyl halides is the most reactive in an S_N2 reaction?

1-bromo-2,3-dimethylpropane

1-chlorobutane

1-bromobutane

1-bromo-2-methylpropane

2-bromopropane

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Part Q

Which of the following would be the best nucleophile in a protic solvent?

Which of the following would be the best nucleophile in a protic solvent?

acetate ion

phenolate ion

methanol

methylamine

methoxide ion

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Part R

Which of the following is not a true statement?

Which of the following is not a true statement?

The concentration of the alkyl halide affects the rate of an SN1 reaction.

The nature of the leaving group affects the rate of an SN1 reaction.

The concentration of the alkyl halide affects the rate of an SN2 reaction.

The nature of the leaving group affects the rate of an SN2 reaction.

The nature of the nucleophile affects the rate of an SN1 reaction.

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Part S

What is the product of the S_N1 hydrolysis of (R)-3-chloro-3-methylheptane?

What is the product of the S_N1 hydrolysis of (R)-3-chloro-3-methylheptane?

(S)-3-methyl-3-heptanol

(R) and (S)-3-methoxy-3-methylheptanol

(R) and (S)-3-methyl-3-heptanol with slightly more of the R enantiomer

(R) and (S)-3-methyl-3-heptanol with slightly more of the S enantiomer

(R)-3-methyl-3-heptanol

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Part T

If an alkyl halide undergoes both S_N1 and S_N2 reactions with methoxide ion in 75 percent methanol and 25 percent water, which of the following would increase the percentage of product produced by the S_N2 reaction?

If an alkyl halide undergoes both S_N1 and S_N2 reactions with methoxide ion in 75 percent methanol and 25 percent water, which of the following would increase the percentage of product produced by the S_N2 reaction?

decreasing the concentration of the alkyl halide

changing the nucleophile to methanol

increasing the concentration of methoxide ion

decreasing the concentration of methoxide ion

increasing the concentration of the alkyl halide

Answer 1

Part-C

The mechanism has one step.- false because it first generates the carbocation and then nucleophile will attack ,,so 2 step process.