w Beli R-C-X nh 1. The nucleophile attacks both from the front and from the back of the planar carbocation. II. The nucleophile attacks from a backside position. III. The halide ion as the leaving group leaves initially. IV. The halide ion as the leaving group leaves subsequently. V. The halide ion as the leaving group leaves simultaneously. VI. The product is formed. VII. A stable carbocation is formed. VIII. A product with inversed chirality is formed. T R-C-Nu wh 6-7. For an Sint reaction, which of the following is the correct order? c) I, III, VIII a) II, IV, VII b) I, V, VII d) III, VII, II, e) III, VII, I, VI VIII 8-9. For an S2 reaction, which of the following is the correct order? a) II, IV, VII c) I, III, VIII b) I, V, VII d) III, VII, II, e) III, VII, I, VI VIII

EBK A SMALL SCALE APPROACH TO ORGANIC L
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Chapter20: Nucleophilic Substitution Reactions: Competing Nucleophiles
Section: Chapter Questions
Problem 2Q
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w
Beli
R-C-X
nh
1. The nucleophile attacks both from the front and from
the back of the planar carbocation.
II. The nucleophile attacks from a backside position.
III. The halide ion as the leaving group leaves initially.
IV. The halide ion as the leaving group leaves
subsequently.
V. The halide ion as the leaving group leaves
simultaneously.
VI. The product is formed.
VII. A stable carbocation is formed.
VIII. A product with inversed chirality is formed.
T
R-C-Nu
wh
6-7. For an Sint reaction, which of the following is the correct
order?
c) I, III, VIII
a) II, IV, VII
b) I, V, VII
d) III, VII, II, e) III, VII, I, VI
VIII
8-9. For an S2 reaction, which of the following is the correct
order?
a) II, IV, VII
c) I, III, VIII
d) III, VII, II,
VIII
b) I, V, VII
e) III, VII, I, VI
Transcribed Image Text:w Beli R-C-X nh 1. The nucleophile attacks both from the front and from the back of the planar carbocation. II. The nucleophile attacks from a backside position. III. The halide ion as the leaving group leaves initially. IV. The halide ion as the leaving group leaves subsequently. V. The halide ion as the leaving group leaves simultaneously. VI. The product is formed. VII. A stable carbocation is formed. VIII. A product with inversed chirality is formed. T R-C-Nu wh 6-7. For an Sint reaction, which of the following is the correct order? c) I, III, VIII a) II, IV, VII b) I, V, VII d) III, VII, II, e) III, VII, I, VI VIII 8-9. For an S2 reaction, which of the following is the correct order? a) II, IV, VII c) I, III, VIII d) III, VII, II, VIII b) I, V, VII e) III, VII, I, VI
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