Among the following compounds the compound which reacts faster in S N 2 reaction is to be identified. Concept Introduction: Primary substitution, unless there is a steric hindrance in the alkyl halide or nucleophile, then elimination is favoured.

Question

bre The reaction sequence shown in Scheme 5 demonstrates the synthesis of a substituted benzene derivative Q. wolsd works 2 NH2 NaNO2, HCI (apexe) 13× (1 HNO3, H2SO4 C6H5CIN2 0°C HOTE CHINO₂ N O *O₂H ( PO Q Я Scheme 5 2 bag abouoqmics to sounde odi WEIC (i) Draw the structure of intermediate O. [2 marks] to noitsmot od: tot meinedogm, noit so oft listsb ni zaupaib bas wa (ii) Draw the mechanism for the transformation of aniline N to intermediate O. Spoilage (b) [6 marks] (iii) Identify the reagent X used to convert compound O to the iodinated compound [tom E P. vueimado oilovonsa ni moitos nolisbnolov ayd toes ai tedw nisiqx (iv) Identify the possible structures of compound Q. [2 marks] [2 marks] [shom 2] (v) bus noires goiribbeolovo xnivollot adj to subora sidab Draw the mechanism for the transformation of intermediate P to compound Q. [5 marks] vi (vi) Account for the regiochemical outcome observed in the reaction forming compound Q. [3 marks]

Answer 1

Question

Chapter 9.12, Problem 39P

(a)

Interpretation Introduction

Interpretation:

Among the following compounds the compound which reacts faster in S_N2 reaction is to be identified.

Concept Introduction:

Primary substitution, unless there is a steric hindrance in the alkyl halide or nucleophile, then elimination is favoured.

(b)

Interpretation Introduction

Interpretation:

Among the following compounds the compound which reacts faster in E1 reaction is to be identified.

Concept Introduction:

For an E1/E2 reaction, when same alkyl group is present with the leaving group, the relative reactivity of alkyl halide is,

RI > RBr > RCl > RF .

(c)

Interpretation Introduction

Interpretation:

Among the following which reacts faster in S_N1 reaction is to be identified.

Concept Introduction:

Secondary alkyl halide do not undergo S_N1 reaction, tertiary can undergo both substitution and elimination product, and substitution is mostly favored.

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bre The reaction sequence shown in Scheme 5 demonstrates the synthesis of a substituted benzene derivative Q. wolsd works 2 NH2 NaNO2, HCI (apexe) 13× (1 HNO3, H2SO4 C6H5CIN2 0°C HOTE CHINO₂ N O *O₂H ( PO Q Я Scheme 5 2 bag abouoqmics to sounde odi WEIC (i) Draw the structure of intermediate O. [2 marks] to noitsmot od: tot meinedogm, noit so oft listsb ni zaupaib bas wa (ii) Draw the mechanism for the transformation of aniline N to intermediate O. Spoilage (b) [6 marks] (iii) Identify the reagent X used to convert compound O to the iodinated compound [tom E P. vueimado oilovonsa ni moitos nolisbnolov ayd toes ai tedw nisiqx (iv) Identify the possible structures of compound Q. [2 marks] [2 marks] [shom 2] (v) bus noires goiribbeolovo xnivollot adj to subora sidab Draw the mechanism for the transformation of intermediate P to compound Q. [5 marks] vi (vi) Account for the regiochemical outcome observed in the reaction forming compound Q. [3 marks]

PROBLEM 4 Solved Show how 1-butanol can be converted into the following compounds: a. PROBLEM 5+ b. d. -C= N

Which alkene is the major product of this dehydration? OH H2SO4 heat

Answer 2

Question

Chapter 9.12, Problem 39P

(a)

Interpretation Introduction

Interpretation:

Among the following compounds the compound which reacts faster in S_N2 reaction is to be identified.

Concept Introduction:

Primary substitution, unless there is a steric hindrance in the alkyl halide or nucleophile, then elimination is favoured.

(b)

Interpretation Introduction

Interpretation:

Among the following compounds the compound which reacts faster in E1 reaction is to be identified.

Concept Introduction:

For an E1/E2 reaction, when same alkyl group is present with the leaving group, the relative reactivity of alkyl halide is,

RI > RBr > RCl > RF .

(c)

Interpretation Introduction

Interpretation:

Among the following which reacts faster in S_N1 reaction is to be identified.

Concept Introduction:

Secondary alkyl halide do not undergo S_N1 reaction, tertiary can undergo both substitution and elimination product, and substitution is mostly favored.

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Answer 3

Question

Chapter 9.12, Problem 39P

(a)

Interpretation Introduction

Interpretation:

Among the following compounds the compound which reacts faster in S_N2 reaction is to be identified.

Concept Introduction:

Primary substitution, unless there is a steric hindrance in the alkyl halide or nucleophile, then elimination is favoured.

(b)

Interpretation Introduction

Interpretation:

Among the following compounds the compound which reacts faster in E1 reaction is to be identified.

Concept Introduction:

For an E1/E2 reaction, when same alkyl group is present with the leaving group, the relative reactivity of alkyl halide is,

RI > RBr > RCl > RF .

(c)

Interpretation Introduction

Interpretation:

Among the following which reacts faster in S_N1 reaction is to be identified.

Concept Introduction:

Secondary alkyl halide do not undergo S_N1 reaction, tertiary can undergo both substitution and elimination product, and substitution is mostly favored.

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Answer 4

Question

Chapter 9.12, Problem 39P

(a)

Interpretation Introduction

Interpretation:

Among the following compounds the compound which reacts faster in S_N2 reaction is to be identified.

Concept Introduction:

Primary substitution, unless there is a steric hindrance in the alkyl halide or nucleophile, then elimination is favoured.

(b)

Interpretation Introduction

Interpretation:

Among the following compounds the compound which reacts faster in E1 reaction is to be identified.

Concept Introduction:

For an E1/E2 reaction, when same alkyl group is present with the leaving group, the relative reactivity of alkyl halide is,

RI > RBr > RCl > RF .

(c)

Interpretation Introduction

Interpretation:

Among the following which reacts faster in S_N1 reaction is to be identified.

Concept Introduction:

Secondary alkyl halide do not undergo S_N1 reaction, tertiary can undergo both substitution and elimination product, and substitution is mostly favored.

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Answer 5

Chapter 9.12, Problem 39P

(a)

Interpretation Introduction

Interpretation:

Among the following compounds the compound which reacts faster in S_N2 reaction is to be identified.

Concept Introduction:

Primary substitution, unless there is a steric hindrance in the alkyl halide or nucleophile, then elimination is favoured.

(b)

Interpretation Introduction

Interpretation:

Among the following compounds the compound which reacts faster in E1 reaction is to be identified.

Concept Introduction:

For an E1/E2 reaction, when same alkyl group is present with the leaving group, the relative reactivity of alkyl halide is,

RI > RBr > RCl > RF .

(c)

Interpretation Introduction

Interpretation:

Among the following which reacts faster in S_N1 reaction is to be identified.

Concept Introduction:

Secondary alkyl halide do not undergo S_N1 reaction, tertiary can undergo both substitution and elimination product, and substitution is mostly favored.

Answer 6

Chapter 9.12, Problem 39P

(a)

Interpretation Introduction

Interpretation:

Among the following compounds the compound which reacts faster in S_N2 reaction is to be identified.

Concept Introduction:

Primary substitution, unless there is a steric hindrance in the alkyl halide or nucleophile, then elimination is favoured.

Answer 7

Chapter 9.12, Problem 39P

(a)

Interpretation Introduction

Interpretation:

Among the following compounds the compound which reacts faster in S_N2 reaction is to be identified.

Concept Introduction:

Primary substitution, unless there is a steric hindrance in the alkyl halide or nucleophile, then elimination is favoured.

Answer 8

(b)

Interpretation Introduction

Interpretation:

Among the following compounds the compound which reacts faster in E1 reaction is to be identified.

Concept Introduction:

For an E1/E2 reaction, when same alkyl group is present with the leaving group, the relative reactivity of alkyl halide is,

RI > RBr > RCl > RF .

Answer 9

(b)

Interpretation Introduction

Interpretation:

Among the following compounds the compound which reacts faster in E1 reaction is to be identified.

Concept Introduction:

For an E1/E2 reaction, when same alkyl group is present with the leaving group, the relative reactivity of alkyl halide is,

RI > RBr > RCl > RF .

Answer 10

(c)

Interpretation Introduction

Interpretation:

Among the following which reacts faster in S_N1 reaction is to be identified.

Concept Introduction:

Secondary alkyl halide do not undergo S_N1 reaction, tertiary can undergo both substitution and elimination product, and substitution is mostly favored.

Answer 11

(c)

Interpretation Introduction

Interpretation:

Among the following which reacts faster in S_N1 reaction is to be identified.

Concept Introduction:

Secondary alkyl halide do not undergo S_N1 reaction, tertiary can undergo both substitution and elimination product, and substitution is mostly favored.

Answer 12

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Answer 23

Ch. 9.1 - Prob. 3P Ch. 9.1 - Does increasing the energy barrier for an SN2...Ch. 9.1 - Rank the following alkyl bromides from most...Ch. 9.1 - Prob. 8P Ch. 9.2 - Prob. 9P Ch. 9.2 - Prob. 10P Ch. 9.2 - Prob. 11P Ch. 9.2 - Prob. 12P Ch. 9.2 - Which substitution reaction lakes place more...Ch. 9.2 - Prob. 15P

Among the following compounds the compound which reacts faster in S N 2 reaction is to be identified. Concept Introduction: Primary substitution, unless there is a steric hindrance in the alkyl halide or nucleophile, then elimination is favoured.

Solution Summary: The author explains that the compound that reacts faster in S N 2 reaction is to be identified.

Concept explainers

Interpretation:

Among the following compounds the compound which reacts faster in S_N2 reaction is to be identified.

Concept Introduction:

Primary substitution, unless there is a steric hindrance in the alkyl halide or nucleophile, then elimination is favoured.

Interpretation:

Among the following compounds the compound which reacts faster in E1 reaction is to be identified.

Concept Introduction:

For an E1/E2 reaction, when same alkyl group is present with the leaving group, the relative reactivity of alkyl halide is,

RI > RBr > RCl > RF .

Interpretation:

Among the following which reacts faster in S_N1 reaction is to be identified.

Concept Introduction:

Secondary alkyl halide do not undergo S_N1 reaction, tertiary can undergo both substitution and elimination product, and substitution is mostly favored.

Chapter 9 Solutions

Among the following compounds the compound which reacts faster in S N 2 reaction is to be identified. Concept Introduction: Primary substitution, unless there is a steric hindrance in the alkyl halide or nucleophile, then elimination is favoured.

Solution Summary: The author explains that the compound that reacts faster in S N 2 reaction is to be identified.

Concept explainers

Interpretation: Among the following compounds the compound which reacts faster in SN2 reaction is to be identified. Concept Introduction: Primary substitution, unless there is a steric hindrance in the alkyl halide or nucleophile, then elimination is favoured.

Interpretation: Among the following compounds the compound which reacts faster in E1 reaction is to be identified. Concept Introduction: For an E1/E2 reaction, when same alkyl group is present with the leaving group, the relative reactivity of alkyl halide is, RI > RBr > RCl > RF .

Interpretation: Among the following which reacts faster in SN1 reaction is to be identified. Concept Introduction: Secondary alkyl halide do not undergo SN1 reaction, tertiary can undergo both substitution and elimination product, and substitution is mostly favored.

Chapter 9 Solutions

Interpretation:

Among the following compounds the compound which reacts faster in S_N2 reaction is to be identified.

Concept Introduction:

Primary substitution, unless there is a steric hindrance in the alkyl halide or nucleophile, then elimination is favoured.

Interpretation:

Among the following compounds the compound which reacts faster in E1 reaction is to be identified.

Concept Introduction:

For an E1/E2 reaction, when same alkyl group is present with the leaving group, the relative reactivity of alkyl halide is,

RI > RBr > RCl > RF .

Interpretation:

Among the following which reacts faster in S_N1 reaction is to be identified.

Concept Introduction:

Secondary alkyl halide do not undergo S_N1 reaction, tertiary can undergo both substitution and elimination product, and substitution is mostly favored.