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ChemistryOrganic And Biological Chemistry7th Edition

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Chapter 5, Problem 5.138EP
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Organic And Biological Chemistry

7th Edition
STOKER + 1 other
ISBN: 9781305081079

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Organic And Biological Chemistry

7th Edition
STOKER + 1 other
ISBN: 9781305081079
Textbook Problem

Draw the structural formula for each of the following thioesters.

  1. a. Methyl thiopropanoate
  2. b. Methyl thiopropionate
  3. c. Ethyl thioacetate
  4. d. Ethyl thioethanoate

(a)

Interpretation Introduction

Interpretation:

Structural formula for methyl thiopropanoate has to be drawn.

Concept Introduction:

General structure of thioester can be represented as shown below,

Organic And Biological Chemistry, Chapter 5, Problem 5.138EP , additional homework tip 1

From an IUPAC name, the structure of the thioester can be derived.  IUPAC name of thioester consists of two parts.  In an IUPAC name of thioester, the first part of the name is the alkyl part and the second part is the acid part.  Alkyl group have come from the thiol and acyl part from carboxylic acid.

The same rule applies for deriving a structure from common name.  The only difference is the acyl part name.  The acyl part is named using the common name of thiocarboxylic acid.

Explanation

Given name of the thioester is methyl thiopropanoate.  From the given IUPAC name, the alkyl part is identified as methyl and the acyl part is identified as thiopropanoate.  Alkyl part, namely methyl contains only one carbon atom.  Acyl part, namely thiopropanoate contains three carbon atoms...

(b)

Interpretation Introduction

Interpretation:

Structural formula for methyl thiopropionate has to be drawn.

Concept Introduction:

General structure of thioester can be represented as shown below,

Organic And Biological Chemistry, Chapter 5, Problem 5.138EP , additional homework tip 2

From an IUPAC name, the structure of the thioester can be derived.  IUPAC name of thioester consists of two parts.  In an IUPAC name of thioester, the first part of the name is the alkyl part and the second part is the acid part.  Alkyl group have come from the thiol and acyl part from carboxylic acid.

The same rule applies for deriving a structure from common name.  The only difference is the acyl part name.  The acyl part is named using the common name of thiocarboxylic acid.

(c)

Interpretation Introduction

Interpretation:

Structural formula for ethyl thioacetate has to be drawn.

Concept Introduction:

General structure of thioester can be represented as shown below,

Organic And Biological Chemistry, Chapter 5, Problem 5.138EP , additional homework tip 3

From an IUPAC name, the structure of the thioester can be derived.  IUPAC name of thioester consists of two parts.  In an IUPAC name of thioester, the first part of the name is the alkyl part and the second part is the acid part.  Alkyl group have come from the thiol and acyl part from carboxylic acid.

The same rule applies for deriving a structure from common name.  The only difference is the acyl part name.  The acyl part is named using the common name of thiocarboxylic acid.

(d)

Interpretation Introduction

Interpretation:

Structural formula for ethyl thioethanoate has to be drawn.

Concept Introduction:

General structure of thioester can be represented as shown below,

Organic And Biological Chemistry, Chapter 5, Problem 5.138EP , additional homework tip 4

From an IUPAC name, the structure of the thioester can be derived.  IUPAC name of thioester consists of two parts.  In an IUPAC name of thioester, the first part of the name is the alkyl part and the second part is the acid part.  Alkyl group have come from the thiol and acyl part from carboxylic acid.

The same rule applies for deriving a structure from common name.  The only difference is the acyl part name.  The acyl part is named using the common name of thiocarboxylic acid.

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Sect-5.1 P-1QQSect-5.1 P-2QQSect-5.1 P-3QQSect-5.1 P-4QQSect-5.1 P-5QQSect-5.2 P-1QQSect-5.2 P-2QQSect-5.2 P-3QQSect-5.2 P-4QQSect-5.2 P-5QQ
Sect-5.3 P-1QQSect-5.3 P-2QQSect-5.3 P-3QQSect-5.4 P-1QQSect-5.4 P-2QQSect-5.4 P-3QQSect-5.5 P-1QQSect-5.5 P-2QQSect-5.5 P-3QQSect-5.6 P-1QQSect-5.6 P-2QQSect-5.7 P-1QQSect-5.7 P-2QQSect-5.7 P-3QQSect-5.8 P-1QQSect-5.8 P-2QQSect-5.8 P-3QQSect-5.8 P-4QQSect-5.9 P-1QQSect-5.9 P-2QQSect-5.10 P-1QQSect-5.10 P-2QQSect-5.11 P-1QQSect-5.11 P-2QQSect-5.11 P-3QQSect-5.12 P-1QQSect-5.12 P-2QQSect-5.12 P-3QQSect-5.12 P-4QQSect-5.13 P-1QQSect-5.13 P-2QQSect-5.14 P-1QQSect-5.14 P-2QQSect-5.14 P-3QQSect-5.15 P-1QQSect-5.15 P-2QQSect-5.15 P-3QQSect-5.16 P-1QQSect-5.16 P-2QQSect-5.16 P-3QQSect-5.17 P-1QQSect-5.17 P-2QQSect-5.18 P-1QQSect-5.18 P-2QQSect-5.18 P-3QQSect-5.19 P-1QQSect-5.19 P-2QQSect-5.19 P-3QQSect-5.19 P-4QQSect-5.20 P-1QQSect-5.20 P-2QQSect-5.20 P-3QQSect-5.20 P-4QQCh-5 P-5.1EPCh-5 P-5.2EPCh-5 P-5.3EPCh-5 P-5.4EPCh-5 P-5.5EPCh-5 P-5.6EPCh-5 P-5.7EPCh-5 P-5.8EPCh-5 P-5.9EPCh-5 P-5.10EPCh-5 P-5.11EPCh-5 P-5.12EPCh-5 P-5.13EPCh-5 P-5.14EPCh-5 P-5.15EPCh-5 P-5.16EPCh-5 P-5.17EPCh-5 P-5.18EPCh-5 P-5.19EPCh-5 P-5.20EPCh-5 P-5.21EPCh-5 P-5.22EPCh-5 P-5.23EPCh-5 P-5.24EPCh-5 P-5.25EPCh-5 P-5.26EPCh-5 P-5.27EPCh-5 P-5.28EPCh-5 P-5.29EPCh-5 P-5.30EPCh-5 P-5.31EPCh-5 P-5.32EPCh-5 P-5.33EPCh-5 P-5.34EPCh-5 P-5.35EPCh-5 P-5.36EPCh-5 P-5.37EPCh-5 P-5.38EPCh-5 P-5.39EPCh-5 P-5.40EPCh-5 P-5.41EPCh-5 P-5.42EPCh-5 P-5.43EPCh-5 P-5.44EPCh-5 P-5.45EPCh-5 P-5.46EPCh-5 P-5.47EPCh-5 P-5.48EPCh-5 P-5.49EPCh-5 P-5.50EPCh-5 P-5.51EPCh-5 P-5.52EPCh-5 P-5.53EPCh-5 P-5.54EPCh-5 P-5.55EPCh-5 P-5.56EPCh-5 P-5.57EPCh-5 P-5.58EPCh-5 P-5.59EPCh-5 P-5.60EPCh-5 P-5.61EPCh-5 P-5.62EPCh-5 P-5.63EPCh-5 P-5.64EPCh-5 P-5.65EPCh-5 P-5.66EPCh-5 P-5.67EPCh-5 P-5.68EPCh-5 P-5.69EPCh-5 P-5.70EPCh-5 P-5.71EPCh-5 P-5.72EPCh-5 P-5.73EPCh-5 P-5.74EPCh-5 P-5.75EPCh-5 P-5.76EPCh-5 P-5.77EPCh-5 P-5.78EPCh-5 P-5.79EPCh-5 P-5.80EPCh-5 P-5.81EPCh-5 P-5.82EPCh-5 P-5.83EPCh-5 P-5.84EPCh-5 P-5.85EPCh-5 P-5.86EPCh-5 P-5.87EPCh-5 P-5.88EPCh-5 P-5.89EPCh-5 P-5.90EPCh-5 P-5.91EPCh-5 P-5.92EPCh-5 P-5.93EPCh-5 P-5.94EPCh-5 P-5.95EPCh-5 P-5.96EPCh-5 P-5.97EPCh-5 P-5.98EPCh-5 P-5.99EPCh-5 P-5.100EPCh-5 P-5.101EPCh-5 P-5.102EPCh-5 P-5.103EPCh-5 P-5.104EPCh-5 P-5.105EPCh-5 P-5.106EPCh-5 P-5.107EPCh-5 P-5.108EPCh-5 P-5.109EPCh-5 P-5.110EPCh-5 P-5.111EPCh-5 P-5.112EPCh-5 P-5.113EPCh-5 P-5.114EPCh-5 P-5.115EPCh-5 P-5.116EPCh-5 P-5.117EPCh-5 P-5.118EPCh-5 P-5.119EPCh-5 P-5.120EPCh-5 P-5.121EPCh-5 P-5.122EPCh-5 P-5.123EPCh-5 P-5.124EPCh-5 P-5.125EPCh-5 P-5.126EPCh-5 P-5.127EPCh-5 P-5.128EPCh-5 P-5.129EPCh-5 P-5.130EPCh-5 P-5.131EPCh-5 P-5.132EPCh-5 P-5.133EPCh-5 P-5.134EPCh-5 P-5.135EPCh-5 P-5.136EPCh-5 P-5.137EPCh-5 P-5.138EPCh-5 P-5.139EPCh-5 P-5.140EPCh-5 P-5.141EPCh-5 P-5.142EPCh-5 P-5.143EPCh-5 P-5.144EPCh-5 P-5.145EPCh-5 P-5.146EPCh-5 P-5.147EPCh-5 P-5.148EPCh-5 P-5.149EPCh-5 P-5.150EPCh-5 P-5.151EPCh-5 P-5.152EPCh-5 P-5.153EPCh-5 P-5.154EPCh-5 P-5.155EPCh-5 P-5.156EPCh-5 P-5.157EPCh-5 P-5.158EPCh-5 P-5.159EPCh-5 P-5.160EPCh-5 P-5.161EPCh-5 P-5.162EPCh-5 P-5.163EPCh-5 P-5.164EP

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