General, Organic, and Biological Chemistry - 4th edition
General, Organic, and Biological Chemistry - 4th edition
4th Edition
ISBN: 9781259883989
Author: by Janice Smith
Publisher: McGraw-Hill Education
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Chapter 16, Problem 57P
Interpretation Introduction

(a)

Interpretation:

A compound that contains an acetal with the molecular formula C5H12O2 should be drawn.

Concept Introduction:

Addition of one molecule of alcohol to an aldehyde or ketone results in a hemiacetal. Here, the C=O double bond breaks and single bonds are formed. If the hemiacetal is acyclic, it is not stable. Acyclic hemiacetal reacts with a second alcohol molecule and forms acetal.

General, Organic, and Biological Chemistry - 4th edition, Chapter 16, Problem 57P , additional homework tip  1

Interpretation Introduction

(b)

Interpretation:

A compound that contains a hemiacetal with the molecular formula C5H12O2 should be drawn.

Concept Introduction:

Addition of one molecule of alcohol to an aldehyde or ketone results in a hemiacetal. Here, the C=O double bond breaks and single bonds are formed. If the hemiacetal is acyclic, it is not stable. Acyclic hemiacetal reacts with a second alcohol molecule and forms acetal.

General, Organic, and Biological Chemistry - 4th edition, Chapter 16, Problem 57P , additional homework tip  2

Interpretation Introduction

(c)

Interpretation:

A compound that contains two ethers with the molecular formula C5H12O2 should be drawn.

Concept Introduction:

Even though acetals contain C-O-R bond, acetals are not ethers. Acetals have 2 OR groups attached to a single C atom. But an ether has one O atom which is bonded to 2 carbons.

Interpretation Introduction

(d)

Interpretation:

A compound that contains an alcohol and ether, but is not a hemiacetal with the molecular formula C5H12O2 should be drawn.

Concept Introduction:

Addition of one molecule of alcohol to an aldehyde or ketone results in a hemiacetal. Here, the C=O double bond breaks and single bonds are formed. If the hemiacetal is acyclic, it is not stable. Acyclic hemiacetal reacts with a second alcohol molecule and forms acetal.

General, Organic, and Biological Chemistry - 4th edition, Chapter 16, Problem 57P , additional homework tip  3

Even though acetals contain C-O-R bond, acetals are not ethers. Acetals have 2 OR groups attached to a single C atom. But an ether has one O atom which is bonded to 2 carbons.

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1. Name the following ether. 2. Name the following thiol. C C-C-C-C-0-C-C -9-9-⁹ C-C-C-C-C-S-H C-C-C-C 3. Will the ether H bond with water? Will the thiol H bond with water?
18. Ketone reduction Dicyclohexyl ketone Reduce the ketone. 1. NaBH4, ethanol 2. H3O+ H OH Dicyclohexylmethanol (88%) (a 2° alcohol)
4. What alcohol is formed when each compound is treated with NaBH4 in MEOH? a. NaBH MeOH H3CH,CH,C H. NABH4 b. MEOH C. NaBH MEOH Section: Row: 12 Column: 4 Words: 114 O Spell Check O Local backup on Page Num: 1 Page: 1/4 1/1 MacBook Pro 411 F6 F4 esc FI F2 & %23 24 3 4. 6. R T tab Ca

Chapter 16 Solutions

General, Organic, and Biological Chemistry - 4th edition

Ch. 16.5 - What product is formed when each carbonyl compound...Ch. 16.5 - Prob. 16.4PPCh. 16.5 - Prob. 16.9PCh. 16.6 - Prob. 16.5PPCh. 16.6 - Prob. 16.10PCh. 16.6 - Prob. 16.11PCh. 16.7 - Prob. 16.12PCh. 16.8 - Prob. 16.6PPCh. 16.8 - Prob. 16.7PPCh. 16.8 - Prob. 16.13PCh. 16.8 - Prob. 16.8PPCh. 16.8 - Label the three acetalsin solanine, the toxic...Ch. 16.8 - Prob. 16.14PCh. 16.8 - Prob. 16.10PPCh. 16 - Prob. 15PCh. 16 - Prob. 16PCh. 16 - Prob. 17PCh. 16 - Prob. 18PCh. 16 - Prob. 19PCh. 16 - Prob. 20PCh. 16 - Prob. 21PCh. 16 - Prob. 22PCh. 16 - Prob. 23PCh. 16 - Prob. 24PCh. 16 - Give an acceptable name for each ketone. a. b. c....Ch. 16 - Prob. 26PCh. 16 - Prob. 27PCh. 16 - Draw the structure corresponding to each name. a....Ch. 16 - Prob. 29PCh. 16 - Prob. 30PCh. 16 - Prob. 31PCh. 16 - Prob. 32PCh. 16 - Draw out the structure of benzaldehyde, including...Ch. 16 - Prob. 34PCh. 16 - Which compound in each pair has the higher boiling...Ch. 16 - Prob. 36PCh. 16 - Prob. 37PCh. 16 - Prob. 38PCh. 16 - Prob. 39PCh. 16 - Prob. 40PCh. 16 - Prob. 41PCh. 16 - Prob. 42PCh. 16 - Prob. 43PCh. 16 - Prob. 44PCh. 16 - Prob. 45PCh. 16 - Consider the following ball-and-stick model....Ch. 16 - Prob. 47PCh. 16 - Prob. 48PCh. 16 - Prob. 49PCh. 16 - Prob. 50PCh. 16 - Prob. 51PCh. 16 - Prob. 52PCh. 16 - Prob. 53PCh. 16 - Prob. 54PCh. 16 - Prob. 55PCh. 16 - Prob. 56PCh. 16 - Prob. 57PCh. 16 - Prob. 58PCh. 16 - Prob. 59PCh. 16 - Label the functional group(s) in each compound as...Ch. 16 - Prob. 61PCh. 16 - Prob. 62PCh. 16 - What acetal is formed when each aldehyde or ketone...Ch. 16 - What acetal is formed when each aldehyde or ketone...Ch. 16 - Prob. 65PCh. 16 - Prob. 66PCh. 16 - Prob. 67PCh. 16 - Prob. 68PCh. 16 - Prob. 69PCh. 16 - Prob. 70PCh. 16 - Prob. 71PCh. 16 - Prob. 72PCh. 16 - Prob. 73PCh. 16 - Answer each question about phenylacetaldehyde,...Ch. 16 - Prob. 75PCh. 16 - Prob. 76PCh. 16 - Prob. 77PCh. 16 - Prob. 78PCh. 16 - Three constitutional isomers of molecular formula...Ch. 16 - Identify A—C in the following reaction sequenceCh. 16 - Androsterone is a male sex hormone that controls...Ch. 16 - Prob. 82PCh. 16 - Prob. 83PCh. 16 - Prob. 84PCh. 16 - Prob. 85PCh. 16 - Paraldehyde, a hypnotic and sedative once commonly...Ch. 16 - Prob. 87PCh. 16 - Prob. 88PCh. 16 - Prob. 89CPCh. 16 - Prob. 90CP
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