The predominant organic product structure in the given reaction that involves alcohol as reactant has to be drawn. Concept Introduction: Dehydration reaction is the loss of water from a single reactant. Alcohol undergoes dehydration reaction to form alkene . Sulfuric acid acts as a catalyst for hydration of alkene at room temperature. The same sulfuric acid acts as a dehydrating agent when treated with alcohol at high temperature. If the reaction is carried out at a lower temperature, the loss of water molecule takes place from two molecule of reactant. This results in the formation of ether. Primary alcohol when treated with sulfuric acid at lower temperature ( 140 °C ) gives ether as the product while secondary and primary alcohol gives alkene as the main product in good yield.

Question

synthesize 1-propyne starting with propane.

Answer 1

Question

Chapter 14, Problem 14.55EP

(a)

Interpretation Introduction

Interpretation:

The predominant organic product structure in the given reaction that involves alcohol as reactant has to be drawn.

Concept Introduction:

Dehydration reaction is the loss of water from a single reactant. Alcohol undergoes dehydration reaction to form alkene. Sulfuric acid acts as a catalyst for hydration of alkene at room temperature. The same sulfuric acid acts as a dehydrating agent when treated with alcohol at high temperature. If the reaction is carried out at a lower temperature, the loss of water molecule takes place from two molecule of reactant. This results in the formation of ether. Primary alcohol when treated with sulfuric acid at lower temperature (140 °C) gives ether as the product while secondary and primary alcohol gives alkene as the main product in good yield.

(b)

Interpretation Introduction

Interpretation:

The predominant organic product structure in the given reaction that involves alcohol as reactant has to be drawn.

Concept Introduction:

Dehydration reaction is the loss of water from a single reactant. Alcohol undergoes dehydration reaction to form alkene. Sulfuric acid acts as a catalyst for hydration of alkene at room temperature. The same sulfuric acid acts as a dehydrating agent when treated with alcohol at high temperature. If the reaction is carried out at a lower temperature, the loss of water molecule takes place from two molecule of reactant. This results in the formation of ether. Primary alcohol when treated with sulfuric acid at lower temperature (140 °C) gives ether as the product while secondary and primary alcohol gives alkene as the main product in good yield.

(c)

Interpretation Introduction

Interpretation:

The predominant organic product structure in the given reaction that involves alcohol as reactant has to be drawn.

Concept Introduction:

Dehydration reaction is the loss of water from a single reactant. Alcohol undergoes dehydration reaction to form alkene. Sulfuric acid acts as a catalyst for hydration of alkene at room temperature. The same sulfuric acid acts as a dehydrating agent when treated with alcohol at high temperature. If the reaction is carried out at a lower temperature, the loss of water molecule takes place from two molecule of reactant. This results in the formation of ether. Primary alcohol when treated with sulfuric acid at lower temperature (140 °C) gives ether as the product while secondary and primary alcohol gives alkene as the main product in good yield.

(d)

Interpretation Introduction

Interpretation:

The predominant organic product structure in the given reaction that involves alcohol as reactant has to be drawn.

Concept Introduction:

Dehydration reaction is the loss of water from a single reactant. Alcohol undergoes dehydration reaction to form alkene. Sulfuric acid acts as a catalyst for hydration of alkene at room temperature. The same sulfuric acid acts as a dehydrating agent when treated with alcohol at high temperature. If the reaction is carried out at a lower temperature, the loss of water molecule takes place from two molecule of reactant. This results in the formation of ether. Primary alcohol when treated with sulfuric acid at lower temperature (140 °C) gives ether as the product while secondary and primary alcohol gives alkene as the main product in good yield.

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synthesize 1-propyne starting with propane.

starting reactant IV target + enantiomer 1) BH3, THF 2) H₂O2, NaOH, H₂O 1) Hg(OAc)2, THF, H₂O (or ROH) 2) NaBH4 D2, Pt/C H₂, Pt/C D2, Lindlar catalyst or Ni₂B H₂, Lindlar catalyst or Ni₂B NaNH, OH/H₂O or SH/H₂S H₂O/H₂O 1) 03 2) H₂O 1) 03 2) (CH3)2S HBr, w/ROOR HBr, (cold, dark, no ROOR) Naº, NH3(e) NBS (trace Br2), light HgSO4, H2SO4, H₂O Naº, ROH 1) Sia₂BH, THF 2) H2O2, NaOH, H₂O H3O/ROH or H₂O*/RSH OR/ROH or SR/RSH 1) OsO4, NMO 2) NaHSO3, H₂O 1) MCPBA (peroxy acid) 2) H3O, H2O (or ROH or RSH) KMnO4 (warm, concentrated) Br₂/H₂O Br₂, heat or light Br2, cold, dark, no peroxides (CH3)3CO(CH3)3COH ROH or RSH H₂O KMnO4/OH (cold, dilute)

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Answer 2

Question

Chapter 14, Problem 14.55EP

(a)

Interpretation Introduction

Interpretation:

The predominant organic product structure in the given reaction that involves alcohol as reactant has to be drawn.

Concept Introduction:

Dehydration reaction is the loss of water from a single reactant. Alcohol undergoes dehydration reaction to form alkene. Sulfuric acid acts as a catalyst for hydration of alkene at room temperature. The same sulfuric acid acts as a dehydrating agent when treated with alcohol at high temperature. If the reaction is carried out at a lower temperature, the loss of water molecule takes place from two molecule of reactant. This results in the formation of ether. Primary alcohol when treated with sulfuric acid at lower temperature (140 °C) gives ether as the product while secondary and primary alcohol gives alkene as the main product in good yield.

(b)

Interpretation Introduction

Interpretation:

The predominant organic product structure in the given reaction that involves alcohol as reactant has to be drawn.

Concept Introduction:

Dehydration reaction is the loss of water from a single reactant. Alcohol undergoes dehydration reaction to form alkene. Sulfuric acid acts as a catalyst for hydration of alkene at room temperature. The same sulfuric acid acts as a dehydrating agent when treated with alcohol at high temperature. If the reaction is carried out at a lower temperature, the loss of water molecule takes place from two molecule of reactant. This results in the formation of ether. Primary alcohol when treated with sulfuric acid at lower temperature (140 °C) gives ether as the product while secondary and primary alcohol gives alkene as the main product in good yield.

(c)

Interpretation Introduction

Interpretation:

The predominant organic product structure in the given reaction that involves alcohol as reactant has to be drawn.

Concept Introduction:

Dehydration reaction is the loss of water from a single reactant. Alcohol undergoes dehydration reaction to form alkene. Sulfuric acid acts as a catalyst for hydration of alkene at room temperature. The same sulfuric acid acts as a dehydrating agent when treated with alcohol at high temperature. If the reaction is carried out at a lower temperature, the loss of water molecule takes place from two molecule of reactant. This results in the formation of ether. Primary alcohol when treated with sulfuric acid at lower temperature (140 °C) gives ether as the product while secondary and primary alcohol gives alkene as the main product in good yield.

(d)

Interpretation Introduction

Interpretation:

The predominant organic product structure in the given reaction that involves alcohol as reactant has to be drawn.

Concept Introduction:

Dehydration reaction is the loss of water from a single reactant. Alcohol undergoes dehydration reaction to form alkene. Sulfuric acid acts as a catalyst for hydration of alkene at room temperature. The same sulfuric acid acts as a dehydrating agent when treated with alcohol at high temperature. If the reaction is carried out at a lower temperature, the loss of water molecule takes place from two molecule of reactant. This results in the formation of ether. Primary alcohol when treated with sulfuric acid at lower temperature (140 °C) gives ether as the product while secondary and primary alcohol gives alkene as the main product in good yield.

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Answer 3

Question

Chapter 14, Problem 14.55EP

(a)

Interpretation Introduction

Interpretation:

The predominant organic product structure in the given reaction that involves alcohol as reactant has to be drawn.

Concept Introduction:

Dehydration reaction is the loss of water from a single reactant. Alcohol undergoes dehydration reaction to form alkene. Sulfuric acid acts as a catalyst for hydration of alkene at room temperature. The same sulfuric acid acts as a dehydrating agent when treated with alcohol at high temperature. If the reaction is carried out at a lower temperature, the loss of water molecule takes place from two molecule of reactant. This results in the formation of ether. Primary alcohol when treated with sulfuric acid at lower temperature (140 °C) gives ether as the product while secondary and primary alcohol gives alkene as the main product in good yield.

(b)

Interpretation Introduction

Interpretation:

The predominant organic product structure in the given reaction that involves alcohol as reactant has to be drawn.

Concept Introduction:

Dehydration reaction is the loss of water from a single reactant. Alcohol undergoes dehydration reaction to form alkene. Sulfuric acid acts as a catalyst for hydration of alkene at room temperature. The same sulfuric acid acts as a dehydrating agent when treated with alcohol at high temperature. If the reaction is carried out at a lower temperature, the loss of water molecule takes place from two molecule of reactant. This results in the formation of ether. Primary alcohol when treated with sulfuric acid at lower temperature (140 °C) gives ether as the product while secondary and primary alcohol gives alkene as the main product in good yield.

(c)

Interpretation Introduction

Interpretation:

The predominant organic product structure in the given reaction that involves alcohol as reactant has to be drawn.

Concept Introduction:

Dehydration reaction is the loss of water from a single reactant. Alcohol undergoes dehydration reaction to form alkene. Sulfuric acid acts as a catalyst for hydration of alkene at room temperature. The same sulfuric acid acts as a dehydrating agent when treated with alcohol at high temperature. If the reaction is carried out at a lower temperature, the loss of water molecule takes place from two molecule of reactant. This results in the formation of ether. Primary alcohol when treated with sulfuric acid at lower temperature (140 °C) gives ether as the product while secondary and primary alcohol gives alkene as the main product in good yield.

(d)

Interpretation Introduction

Interpretation:

The predominant organic product structure in the given reaction that involves alcohol as reactant has to be drawn.

Concept Introduction:

Dehydration reaction is the loss of water from a single reactant. Alcohol undergoes dehydration reaction to form alkene. Sulfuric acid acts as a catalyst for hydration of alkene at room temperature. The same sulfuric acid acts as a dehydrating agent when treated with alcohol at high temperature. If the reaction is carried out at a lower temperature, the loss of water molecule takes place from two molecule of reactant. This results in the formation of ether. Primary alcohol when treated with sulfuric acid at lower temperature (140 °C) gives ether as the product while secondary and primary alcohol gives alkene as the main product in good yield.

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Answer 4

Question

Chapter 14, Problem 14.55EP

(a)

Interpretation Introduction

Interpretation:

The predominant organic product structure in the given reaction that involves alcohol as reactant has to be drawn.

Concept Introduction:

Dehydration reaction is the loss of water from a single reactant. Alcohol undergoes dehydration reaction to form alkene. Sulfuric acid acts as a catalyst for hydration of alkene at room temperature. The same sulfuric acid acts as a dehydrating agent when treated with alcohol at high temperature. If the reaction is carried out at a lower temperature, the loss of water molecule takes place from two molecule of reactant. This results in the formation of ether. Primary alcohol when treated with sulfuric acid at lower temperature (140 °C) gives ether as the product while secondary and primary alcohol gives alkene as the main product in good yield.

(b)

Interpretation Introduction

Interpretation:

The predominant organic product structure in the given reaction that involves alcohol as reactant has to be drawn.

Concept Introduction:

Dehydration reaction is the loss of water from a single reactant. Alcohol undergoes dehydration reaction to form alkene. Sulfuric acid acts as a catalyst for hydration of alkene at room temperature. The same sulfuric acid acts as a dehydrating agent when treated with alcohol at high temperature. If the reaction is carried out at a lower temperature, the loss of water molecule takes place from two molecule of reactant. This results in the formation of ether. Primary alcohol when treated with sulfuric acid at lower temperature (140 °C) gives ether as the product while secondary and primary alcohol gives alkene as the main product in good yield.

(c)

Interpretation Introduction

Interpretation:

The predominant organic product structure in the given reaction that involves alcohol as reactant has to be drawn.

Concept Introduction:

Dehydration reaction is the loss of water from a single reactant. Alcohol undergoes dehydration reaction to form alkene. Sulfuric acid acts as a catalyst for hydration of alkene at room temperature. The same sulfuric acid acts as a dehydrating agent when treated with alcohol at high temperature. If the reaction is carried out at a lower temperature, the loss of water molecule takes place from two molecule of reactant. This results in the formation of ether. Primary alcohol when treated with sulfuric acid at lower temperature (140 °C) gives ether as the product while secondary and primary alcohol gives alkene as the main product in good yield.

(d)

Interpretation Introduction

Interpretation:

The predominant organic product structure in the given reaction that involves alcohol as reactant has to be drawn.

Concept Introduction:

Dehydration reaction is the loss of water from a single reactant. Alcohol undergoes dehydration reaction to form alkene. Sulfuric acid acts as a catalyst for hydration of alkene at room temperature. The same sulfuric acid acts as a dehydrating agent when treated with alcohol at high temperature. If the reaction is carried out at a lower temperature, the loss of water molecule takes place from two molecule of reactant. This results in the formation of ether. Primary alcohol when treated with sulfuric acid at lower temperature (140 °C) gives ether as the product while secondary and primary alcohol gives alkene as the main product in good yield.

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Answer 5

Chapter 14, Problem 14.55EP

(a)

Interpretation Introduction

Interpretation:

The predominant organic product structure in the given reaction that involves alcohol as reactant has to be drawn.

Concept Introduction:

Dehydration reaction is the loss of water from a single reactant. Alcohol undergoes dehydration reaction to form alkene. Sulfuric acid acts as a catalyst for hydration of alkene at room temperature. The same sulfuric acid acts as a dehydrating agent when treated with alcohol at high temperature. If the reaction is carried out at a lower temperature, the loss of water molecule takes place from two molecule of reactant. This results in the formation of ether. Primary alcohol when treated with sulfuric acid at lower temperature (140 °C) gives ether as the product while secondary and primary alcohol gives alkene as the main product in good yield.

(b)

Interpretation Introduction

Interpretation:

The predominant organic product structure in the given reaction that involves alcohol as reactant has to be drawn.

Concept Introduction:

Dehydration reaction is the loss of water from a single reactant. Alcohol undergoes dehydration reaction to form alkene. Sulfuric acid acts as a catalyst for hydration of alkene at room temperature. The same sulfuric acid acts as a dehydrating agent when treated with alcohol at high temperature. If the reaction is carried out at a lower temperature, the loss of water molecule takes place from two molecule of reactant. This results in the formation of ether. Primary alcohol when treated with sulfuric acid at lower temperature (140 °C) gives ether as the product while secondary and primary alcohol gives alkene as the main product in good yield.

(c)

Interpretation Introduction

Interpretation:

The predominant organic product structure in the given reaction that involves alcohol as reactant has to be drawn.

Concept Introduction:

Dehydration reaction is the loss of water from a single reactant. Alcohol undergoes dehydration reaction to form alkene. Sulfuric acid acts as a catalyst for hydration of alkene at room temperature. The same sulfuric acid acts as a dehydrating agent when treated with alcohol at high temperature. If the reaction is carried out at a lower temperature, the loss of water molecule takes place from two molecule of reactant. This results in the formation of ether. Primary alcohol when treated with sulfuric acid at lower temperature (140 °C) gives ether as the product while secondary and primary alcohol gives alkene as the main product in good yield.

(d)

Interpretation Introduction

Interpretation:

The predominant organic product structure in the given reaction that involves alcohol as reactant has to be drawn.

Concept Introduction:

Dehydration reaction is the loss of water from a single reactant. Alcohol undergoes dehydration reaction to form alkene. Sulfuric acid acts as a catalyst for hydration of alkene at room temperature. The same sulfuric acid acts as a dehydrating agent when treated with alcohol at high temperature. If the reaction is carried out at a lower temperature, the loss of water molecule takes place from two molecule of reactant. This results in the formation of ether. Primary alcohol when treated with sulfuric acid at lower temperature (140 °C) gives ether as the product while secondary and primary alcohol gives alkene as the main product in good yield.

Answer 6

Chapter 14, Problem 14.55EP

(a)

Interpretation Introduction

Interpretation:

The predominant organic product structure in the given reaction that involves alcohol as reactant has to be drawn.

Concept Introduction:

Dehydration reaction is the loss of water from a single reactant. Alcohol undergoes dehydration reaction to form alkene. Sulfuric acid acts as a catalyst for hydration of alkene at room temperature. The same sulfuric acid acts as a dehydrating agent when treated with alcohol at high temperature. If the reaction is carried out at a lower temperature, the loss of water molecule takes place from two molecule of reactant. This results in the formation of ether. Primary alcohol when treated with sulfuric acid at lower temperature (140 °C) gives ether as the product while secondary and primary alcohol gives alkene as the main product in good yield.

Answer 7

Chapter 14, Problem 14.55EP

(a)

Interpretation Introduction

Interpretation:

The predominant organic product structure in the given reaction that involves alcohol as reactant has to be drawn.

Concept Introduction:

Dehydration reaction is the loss of water from a single reactant. Alcohol undergoes dehydration reaction to form alkene. Sulfuric acid acts as a catalyst for hydration of alkene at room temperature. The same sulfuric acid acts as a dehydrating agent when treated with alcohol at high temperature. If the reaction is carried out at a lower temperature, the loss of water molecule takes place from two molecule of reactant. This results in the formation of ether. Primary alcohol when treated with sulfuric acid at lower temperature (140 °C) gives ether as the product while secondary and primary alcohol gives alkene as the main product in good yield.

Answer 8

(b)

Interpretation Introduction

Interpretation:

The predominant organic product structure in the given reaction that involves alcohol as reactant has to be drawn.

Concept Introduction:

Dehydration reaction is the loss of water from a single reactant. Alcohol undergoes dehydration reaction to form alkene. Sulfuric acid acts as a catalyst for hydration of alkene at room temperature. The same sulfuric acid acts as a dehydrating agent when treated with alcohol at high temperature. If the reaction is carried out at a lower temperature, the loss of water molecule takes place from two molecule of reactant. This results in the formation of ether. Primary alcohol when treated with sulfuric acid at lower temperature (140 °C) gives ether as the product while secondary and primary alcohol gives alkene as the main product in good yield.

Answer 9

(b)

Interpretation Introduction

Interpretation:

The predominant organic product structure in the given reaction that involves alcohol as reactant has to be drawn.

Concept Introduction:

Dehydration reaction is the loss of water from a single reactant. Alcohol undergoes dehydration reaction to form alkene. Sulfuric acid acts as a catalyst for hydration of alkene at room temperature. The same sulfuric acid acts as a dehydrating agent when treated with alcohol at high temperature. If the reaction is carried out at a lower temperature, the loss of water molecule takes place from two molecule of reactant. This results in the formation of ether. Primary alcohol when treated with sulfuric acid at lower temperature (140 °C) gives ether as the product while secondary and primary alcohol gives alkene as the main product in good yield.

Answer 10

(c)

Interpretation Introduction

Interpretation:

The predominant organic product structure in the given reaction that involves alcohol as reactant has to be drawn.

Concept Introduction:

Dehydration reaction is the loss of water from a single reactant. Alcohol undergoes dehydration reaction to form alkene. Sulfuric acid acts as a catalyst for hydration of alkene at room temperature. The same sulfuric acid acts as a dehydrating agent when treated with alcohol at high temperature. If the reaction is carried out at a lower temperature, the loss of water molecule takes place from two molecule of reactant. This results in the formation of ether. Primary alcohol when treated with sulfuric acid at lower temperature (140 °C) gives ether as the product while secondary and primary alcohol gives alkene as the main product in good yield.

Answer 11

(c)

Interpretation Introduction

Interpretation:

The predominant organic product structure in the given reaction that involves alcohol as reactant has to be drawn.

Concept Introduction:

Dehydration reaction is the loss of water from a single reactant. Alcohol undergoes dehydration reaction to form alkene. Sulfuric acid acts as a catalyst for hydration of alkene at room temperature. The same sulfuric acid acts as a dehydrating agent when treated with alcohol at high temperature. If the reaction is carried out at a lower temperature, the loss of water molecule takes place from two molecule of reactant. This results in the formation of ether. Primary alcohol when treated with sulfuric acid at lower temperature (140 °C) gives ether as the product while secondary and primary alcohol gives alkene as the main product in good yield.

Answer 12

(d)

Interpretation Introduction

Interpretation:

The predominant organic product structure in the given reaction that involves alcohol as reactant has to be drawn.

Concept Introduction:

Dehydration reaction is the loss of water from a single reactant. Alcohol undergoes dehydration reaction to form alkene. Sulfuric acid acts as a catalyst for hydration of alkene at room temperature. The same sulfuric acid acts as a dehydrating agent when treated with alcohol at high temperature. If the reaction is carried out at a lower temperature, the loss of water molecule takes place from two molecule of reactant. This results in the formation of ether. Primary alcohol when treated with sulfuric acid at lower temperature (140 °C) gives ether as the product while secondary and primary alcohol gives alkene as the main product in good yield.

Answer 13

(d)

Interpretation Introduction

Interpretation:

The predominant organic product structure in the given reaction that involves alcohol as reactant has to be drawn.

Concept Introduction:

Dehydration reaction is the loss of water from a single reactant. Alcohol undergoes dehydration reaction to form alkene. Sulfuric acid acts as a catalyst for hydration of alkene at room temperature. The same sulfuric acid acts as a dehydrating agent when treated with alcohol at high temperature. If the reaction is carried out at a lower temperature, the loss of water molecule takes place from two molecule of reactant. This results in the formation of ether. Primary alcohol when treated with sulfuric acid at lower temperature (140 °C) gives ether as the product while secondary and primary alcohol gives alkene as the main product in good yield.

Answer 14

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Answer 25

Ch. 14.1 - Prob. 1QQ Ch. 14.1 - Prob. 2QQ Ch. 14.2 - Prob. 1QQ Ch. 14.2 - Prob. 2QQ Ch. 14.2 - Prob. 3QQ Ch. 14.3 - Prob. 1QQ Ch. 14.3 - Prob. 2QQ Ch. 14.3 - Prob. 3QQ Ch. 14.3 - Prob. 4QQ Ch. 14.4 - Prob. 1QQ

Solution Summary: The author explains that the predominant organic product structure in the given reaction that involves alcohol as reactant has to be drawn.

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