(a) Interpretation: The reaction between propan − 2 − ol and sodium metal is to be completed. Concept introduction: Williamson synthesis is a way of preparing ethers by the reaction between an alkyl halide and alkoxide. Williamson synthesis takes place through S N 2 reaction mechanism. The carbon atom at which the substitution takes place undergoes inversion of configuration.

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Answer 1

Question

Chapter 11, Problem 11.2P

Interpretation Introduction

(a)

Interpretation:

The reaction between propan−2−ol and sodium metal is to be completed.

Concept introduction:

Williamson synthesis is a way of preparing ethers by the reaction between an alkyl halide and alkoxide. Williamson synthesis takes place through SN2 reaction mechanism. The carbon atom at which the substitution takes place undergoes inversion of configuration.

Interpretation Introduction

(b)

Interpretation:

The reaction between methanethiol and allyl chloride in presence of NaOH is to be completed.

Concept introduction:

Williamson synthesis is a way of preparing ethers by the reaction between an alkyl halide and alkoxide. Williamson synthesis takes place through SN2 reaction mechanism. The carbon atom at which the substitution takes place undergoes inversion of configuration.

Interpretation Introduction

(c)

Interpretation:

The reaction between sodium salt of methanol and t−butylbromide in the presence of NaOH is to be completed.

Concept introduction:

Williamson synthesis is a way of preparing ethers by the reaction between an alkyl halide and alkoxide. Williamson synthesis takes place through SN2 reaction mechanism. The carbon atom at which the substitution takes place undergoes inversion of configuration.

Interpretation Introduction

(d)

Interpretation:

The reaction between potassium salt of ethanol and neopentyl−4−methylbenzenesulfonate in presence of EtOH at 25 °C is to be completed.

Concept introduction:

Williamson synthesis is a way of preparing ethers by the reaction between an alkyl halide and alkoxide. Williamson synthesis takes place through SN2 reaction mechanism. The carbon atom at which the substitution takes place undergoes inversion of configuration.

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Transmitance 3. Which one of the following compounds corresponds to this IR spectrum? Point out the absorption band(s) that helped you decide. OH H3C OH H₂C CH3 H3C CH3 H3C INFRARED SPECTRUM 0.8- 0.6 0.4- 0.2 3000 2000 1000 Wavenumber (cm-1) 4. Consider this compound: H3C On the structure above, label the different types of H's as A, B, C, etc. In table form, list the labeled signals, and for each one state the number of hydrogens, their shifts, and the splitting you would observe for these hydrogens in the ¹H NMR spectrum. Label # of hydrogens splitting Shift (2)

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Answer 2

Question

Chapter 11, Problem 11.2P

Interpretation Introduction

(a)

Interpretation:

The reaction between propan−2−ol and sodium metal is to be completed.

Concept introduction:

Williamson synthesis is a way of preparing ethers by the reaction between an alkyl halide and alkoxide. Williamson synthesis takes place through SN2 reaction mechanism. The carbon atom at which the substitution takes place undergoes inversion of configuration.

Interpretation Introduction

(b)

Interpretation:

The reaction between methanethiol and allyl chloride in presence of NaOH is to be completed.

Concept introduction:

Williamson synthesis is a way of preparing ethers by the reaction between an alkyl halide and alkoxide. Williamson synthesis takes place through SN2 reaction mechanism. The carbon atom at which the substitution takes place undergoes inversion of configuration.

Interpretation Introduction

(c)

Interpretation:

The reaction between sodium salt of methanol and t−butylbromide in the presence of NaOH is to be completed.

Concept introduction:

Williamson synthesis is a way of preparing ethers by the reaction between an alkyl halide and alkoxide. Williamson synthesis takes place through SN2 reaction mechanism. The carbon atom at which the substitution takes place undergoes inversion of configuration.

Interpretation Introduction

(d)

Interpretation:

The reaction between potassium salt of ethanol and neopentyl−4−methylbenzenesulfonate in presence of EtOH at 25 °C is to be completed.

Concept introduction:

Williamson synthesis is a way of preparing ethers by the reaction between an alkyl halide and alkoxide. Williamson synthesis takes place through SN2 reaction mechanism. The carbon atom at which the substitution takes place undergoes inversion of configuration.

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Answer 3

Question

Chapter 11, Problem 11.2P

Interpretation Introduction

(a)

Interpretation:

The reaction between propan−2−ol and sodium metal is to be completed.

Concept introduction:

Williamson synthesis is a way of preparing ethers by the reaction between an alkyl halide and alkoxide. Williamson synthesis takes place through SN2 reaction mechanism. The carbon atom at which the substitution takes place undergoes inversion of configuration.

Interpretation Introduction

(b)

Interpretation:

The reaction between methanethiol and allyl chloride in presence of NaOH is to be completed.

Concept introduction:

Williamson synthesis is a way of preparing ethers by the reaction between an alkyl halide and alkoxide. Williamson synthesis takes place through SN2 reaction mechanism. The carbon atom at which the substitution takes place undergoes inversion of configuration.

Interpretation Introduction

(c)

Interpretation:

The reaction between sodium salt of methanol and t−butylbromide in the presence of NaOH is to be completed.

Concept introduction:

Williamson synthesis is a way of preparing ethers by the reaction between an alkyl halide and alkoxide. Williamson synthesis takes place through SN2 reaction mechanism. The carbon atom at which the substitution takes place undergoes inversion of configuration.

Interpretation Introduction

(d)

Interpretation:

The reaction between potassium salt of ethanol and neopentyl−4−methylbenzenesulfonate in presence of EtOH at 25 °C is to be completed.

Concept introduction:

Williamson synthesis is a way of preparing ethers by the reaction between an alkyl halide and alkoxide. Williamson synthesis takes place through SN2 reaction mechanism. The carbon atom at which the substitution takes place undergoes inversion of configuration.

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Answer 4

Question

Chapter 11, Problem 11.2P

Interpretation Introduction

(a)

Interpretation:

The reaction between propan−2−ol and sodium metal is to be completed.

Concept introduction:

Williamson synthesis is a way of preparing ethers by the reaction between an alkyl halide and alkoxide. Williamson synthesis takes place through SN2 reaction mechanism. The carbon atom at which the substitution takes place undergoes inversion of configuration.

Interpretation Introduction

(b)

Interpretation:

The reaction between methanethiol and allyl chloride in presence of NaOH is to be completed.

Concept introduction:

Williamson synthesis is a way of preparing ethers by the reaction between an alkyl halide and alkoxide. Williamson synthesis takes place through SN2 reaction mechanism. The carbon atom at which the substitution takes place undergoes inversion of configuration.

Interpretation Introduction

(c)

Interpretation:

The reaction between sodium salt of methanol and t−butylbromide in the presence of NaOH is to be completed.

Concept introduction:

Williamson synthesis is a way of preparing ethers by the reaction between an alkyl halide and alkoxide. Williamson synthesis takes place through SN2 reaction mechanism. The carbon atom at which the substitution takes place undergoes inversion of configuration.

Interpretation Introduction

(d)

Interpretation:

The reaction between potassium salt of ethanol and neopentyl−4−methylbenzenesulfonate in presence of EtOH at 25 °C is to be completed.

Concept introduction:

Williamson synthesis is a way of preparing ethers by the reaction between an alkyl halide and alkoxide. Williamson synthesis takes place through SN2 reaction mechanism. The carbon atom at which the substitution takes place undergoes inversion of configuration.

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Answer 5

Chapter 11, Problem 11.2P

Interpretation Introduction

(a)

Interpretation:

The reaction between propan−2−ol and sodium metal is to be completed.

Concept introduction:

Williamson synthesis is a way of preparing ethers by the reaction between an alkyl halide and alkoxide. Williamson synthesis takes place through SN2 reaction mechanism. The carbon atom at which the substitution takes place undergoes inversion of configuration.

Interpretation Introduction

(b)

Interpretation:

The reaction between methanethiol and allyl chloride in presence of NaOH is to be completed.

Concept introduction:

Williamson synthesis is a way of preparing ethers by the reaction between an alkyl halide and alkoxide. Williamson synthesis takes place through SN2 reaction mechanism. The carbon atom at which the substitution takes place undergoes inversion of configuration.

Interpretation Introduction

(c)

Interpretation:

The reaction between sodium salt of methanol and t−butylbromide in the presence of NaOH is to be completed.

Concept introduction:

Williamson synthesis is a way of preparing ethers by the reaction between an alkyl halide and alkoxide. Williamson synthesis takes place through SN2 reaction mechanism. The carbon atom at which the substitution takes place undergoes inversion of configuration.

Interpretation Introduction

(d)

Interpretation:

The reaction between potassium salt of ethanol and neopentyl−4−methylbenzenesulfonate in presence of EtOH at 25 °C is to be completed.

Concept introduction:

Williamson synthesis is a way of preparing ethers by the reaction between an alkyl halide and alkoxide. Williamson synthesis takes place through SN2 reaction mechanism. The carbon atom at which the substitution takes place undergoes inversion of configuration.

Answer 6

Chapter 11, Problem 11.2P

Interpretation Introduction

(a)

Interpretation:

The reaction between propan−2−ol and sodium metal is to be completed.

Concept introduction:

Williamson synthesis is a way of preparing ethers by the reaction between an alkyl halide and alkoxide. Williamson synthesis takes place through SN2 reaction mechanism. The carbon atom at which the substitution takes place undergoes inversion of configuration.

Answer 7

Chapter 11, Problem 11.2P

Interpretation Introduction

(a)

Interpretation:

The reaction between propan−2−ol and sodium metal is to be completed.

Concept introduction:

Williamson synthesis is a way of preparing ethers by the reaction between an alkyl halide and alkoxide. Williamson synthesis takes place through SN2 reaction mechanism. The carbon atom at which the substitution takes place undergoes inversion of configuration.

Answer 8

Interpretation Introduction

(b)

Interpretation:

The reaction between methanethiol and allyl chloride in presence of NaOH is to be completed.

Concept introduction:

Williamson synthesis is a way of preparing ethers by the reaction between an alkyl halide and alkoxide. Williamson synthesis takes place through SN2 reaction mechanism. The carbon atom at which the substitution takes place undergoes inversion of configuration.

Answer 9

Interpretation Introduction

(b)

Interpretation:

The reaction between methanethiol and allyl chloride in presence of NaOH is to be completed.

Concept introduction:

Williamson synthesis is a way of preparing ethers by the reaction between an alkyl halide and alkoxide. Williamson synthesis takes place through SN2 reaction mechanism. The carbon atom at which the substitution takes place undergoes inversion of configuration.

Answer 10

Interpretation Introduction

(c)

Interpretation:

The reaction between sodium salt of methanol and t−butylbromide in the presence of NaOH is to be completed.

Concept introduction:

Williamson synthesis is a way of preparing ethers by the reaction between an alkyl halide and alkoxide. Williamson synthesis takes place through SN2 reaction mechanism. The carbon atom at which the substitution takes place undergoes inversion of configuration.

Answer 11

Interpretation Introduction

(c)

Interpretation:

The reaction between sodium salt of methanol and t−butylbromide in the presence of NaOH is to be completed.

Concept introduction:

Williamson synthesis is a way of preparing ethers by the reaction between an alkyl halide and alkoxide. Williamson synthesis takes place through SN2 reaction mechanism. The carbon atom at which the substitution takes place undergoes inversion of configuration.

Answer 12

Interpretation Introduction

(d)

Interpretation:

The reaction between potassium salt of ethanol and neopentyl−4−methylbenzenesulfonate in presence of EtOH at 25 °C is to be completed.

Concept introduction:

Williamson synthesis is a way of preparing ethers by the reaction between an alkyl halide and alkoxide. Williamson synthesis takes place through SN2 reaction mechanism. The carbon atom at which the substitution takes place undergoes inversion of configuration.

Answer 13

Interpretation Introduction

(d)

Interpretation:

The reaction between potassium salt of ethanol and neopentyl−4−methylbenzenesulfonate in presence of EtOH at 25 °C is to be completed.

Concept introduction:

Williamson synthesis is a way of preparing ethers by the reaction between an alkyl halide and alkoxide. Williamson synthesis takes place through SN2 reaction mechanism. The carbon atom at which the substitution takes place undergoes inversion of configuration.

Answer 14

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Answer 15

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Answer 16

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Answer 17

Ch. 11 - Prob. 11.1P Ch. 11 - Prob. 11.2P Ch. 11 - Prob. 11.3P Ch. 11 - Prob. 11.4P Ch. 11 - Prob. 11.5P Ch. 11 - Prob. 11.6P Ch. 11 - Prob. 11.7P Ch. 11 - Prob. 11.8P Ch. 11 - Prob. 11.9P Ch. 11 - Prob. 11.10P

Solution Summary: The author explains that Williamson synthesis is a way of preparing ethers by the reaction between an alkyl halide and alkoxide.

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Chapter 11 Solutions