(a) Interpretation: The given solvent favors S N 1 or S N 2 reaction is to be identified. Concept introduction: Nucleophilic substitution reaction takes place by two mechanisms, S N 1 and S N 2 . In S N 1 mechanism, formation of carbocation takes place by removal of halide and then nucleophile attack on that carbocation. However in S N 2 mechanism, removal of halide and attack of nucleophile takes place simultaneously. The polar protic solvent favors S N 1 reaction whereas polar aprotic solvent favors S N 2 reaction.
(a) Interpretation: The given solvent favors S N 1 or S N 2 reaction is to be identified. Concept introduction: Nucleophilic substitution reaction takes place by two mechanisms, S N 1 and S N 2 . In S N 1 mechanism, formation of carbocation takes place by removal of halide and then nucleophile attack on that carbocation. However in S N 2 mechanism, removal of halide and attack of nucleophile takes place simultaneously. The polar protic solvent favors S N 1 reaction whereas polar aprotic solvent favors S N 2 reaction.
Definition Definition Solvents that are chemically polar in nature and are not capable of hydrogen bonding. Some commonly used polar aprotic solvents are acetone, DMF, acetonitrile, and DMSO.
Chapter 7, Problem 7.33P
Interpretation Introduction
(a)
Interpretation: The given solvent favors SN1 or SN2 reaction is to be identified.
Concept introduction: Nucleophilic substitution reaction takes place by two mechanisms, SN1 and SN2. In SN1 mechanism, formation of carbocation takes place by removal of halide and then nucleophile attack on that carbocation. However in SN2 mechanism, removal of halide and attack of nucleophile takes place simultaneously. The polar protic solvent favors SN1 reaction whereas polar aprotic solvent favors SN2 reaction.
Interpretation Introduction
(b)
Interpretation: The given solvent favors SN1 or SN2 reaction is to be identified.
Concept introduction: Nucleophilic substitution reaction takes place by two mechanisms, SN1 and SN2. In SN1 mechanism, formation of carbocation takes place by removal of halide and then nucleophile attack on that carbocation. However in SN2 mechanism, removal of halide and attack of nucleophile takes place simultaneously. The polar protic solvent favors SN1 reaction whereas polar aprotic solvent favors SN2 reaction.
Interpretation Introduction
(c)
Interpretation: The given solvent favors SN1 or SN2 reaction is to be identified.
Concept introduction: Nucleophilic substitution reaction takes place by two mechanisms, SN1 and SN2. In SN1 mechanism, formation of carbocation takes place by removal of halide and then nucleophile attack on that carbocation. However in SN2 mechanism, removal of halide and attack of nucleophile takes place simultaneously. The polar protic solvent favors SN1 reaction whereas polar aprotic solvent favors SN2 reaction.
Interpretation Introduction
(d)
Interpretation: The given solvent favors SN1 or SN2 reaction is to be identified.
Concept introduction: Nucleophilic substitution reaction takes place by two mechanisms, SN1 and SN2. In SN1 mechanism, formation of carbocation takes place by removal of halide and then nucleophile attack on that carbocation. However in SN2 mechanism, removal of halide and attack of nucleophile takes place simultaneously. The polar protic solvent favors SN1 reaction whereas polar aprotic solvent favors SN2 reaction.
2. Provide reagents/conditions to accomplish the following syntheses. More than one step is
required in some cases.
a.
b.
CN
Br
Br
CH₂
Revised
F
F
Choose the best reagent(s) for carrying out the following reaction:
A
B
1. PhMgBr
2. H3O+
(D)
C) NaBH4
Br.
1. CH3CH₂CH₂CH₂CH₂CH₂MgBr
2. H3O+
1. CH3CH₂CH₂CH₂MgBr
2. H3O+
O
Br
OH
:
Chapter 7 Solutions
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