Introduction to General, Organic and Biochemistry
Introduction to General, Organic and Biochemistry
12th Edition
ISBN: 9780357391594
Author: Frederick A. Bettelheim; William H. Brown; Mary K. Campbell
Publisher: Cengage Learning US
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Chapter 12, Problem 16P

Explain why each name is incorrect and then write a correct name. Strategy: First draw the structural formula suggested by the incorrect name. Then identify the error, for example, failure to locate the longest chain that contains the alkene functional group etc., and then write the correct name.

(a) 1-Methylpropene (b) 3-Pentene

(c) 2-Methylcyclohexene (d) 3,3-Dimethylpentene

(e) 4-Hexyne

(f) 2-lsopropyl-2-butene

Expert Solution
Check Mark
Interpretation Introduction

(a)

Interpretation:

To analyse the error and write the correct IUPAC names.

Concept Introduction:

The rules to write the IUPAC names are as follows-

  • The longest carbon chain is identified, and the root name is given accordingly.
  • All the substituents attached to the root chain are determined.
  • The position of the substituents is so assigned that the sum of their positions comes to be the least of all possible positions.
  • The prefix di, tri, tetra is used if the same substituent is present two, three and four times respectively.
  • All the substituents in the name are written in alphabetical order.
  • For a cyclic hydrocarbon the prefix cyclo- is used.

Answer to Problem 16P

Introduction to General, Organic and Biochemistry, Chapter 12, Problem 16P , additional homework tip  1

But-2-ene.

Explanation of Solution

1-Methylpropene.

Introduction to General, Organic and Biochemistry, Chapter 12, Problem 16P , additional homework tip  2

Error- longest chain not correctly located.

Correct name-

But-2-ene.

Introduction to General, Organic and Biochemistry, Chapter 12, Problem 16P , additional homework tip  3

But-2-ene.

Expert Solution
Check Mark
Interpretation Introduction

(b)

Interpretation:

To analyse the error and write the correct IUPAC names.

Concept Introduction:

The rules to write the IUPAC names are as follows-

  • The longest carbon chain is identified, and the root name is given accordingly.
  • All the substituents attached to the root chain are determined.
  • The position of the substituents is so assigned that the sum of their positions comes to be the least of all possible positions.
  • The prefix di, tri, tetra is used if the same substituent is present two, three and four times respectively.
  • All the substituents in the name are written in alphabetical order.
  • For a cyclic hydrocarbon the prefix cyclo- is used.

Answer to Problem 16P

Introduction to General, Organic and Biochemistry, Chapter 12, Problem 16P , additional homework tip  4

2-pentene.

Explanation of Solution

3-Pentene.

Introduction to General, Organic and Biochemistry, Chapter 12, Problem 16P , additional homework tip  5

Error- Position of double bond not mentioned correctly.

Correct name-

2-Pentene.

Introduction to General, Organic and Biochemistry, Chapter 12, Problem 16P , additional homework tip  6

Expert Solution
Check Mark
Interpretation Introduction

(c)

Interpretation:

To analyse the error and write the correct IUPAC names.

Concept Introduction:

The rules to write the IUPAC names are as follows-

  • The longest carbon chain is identified, and the root name is given accordingly.
  • All the substituents attached to the root chain are determined.
  • The position of the substituents is so assigned that the sum of their positions comes to be the least of all possible positions.
  • The prefix di, tri, tetra is used if the same substituent is present two, three and four times respectively.
  • All the substituents in the name are written in alphabetical order.
  • For a cyclic hydrocarbon the prefix cyclo- is used.

Answer to Problem 16P

Introduction to General, Organic and Biochemistry, Chapter 12, Problem 16P , additional homework tip  7

1-Methylcyclo-1-hexene.

Explanation of Solution

2-Methylcyclohexene.

Introduction to General, Organic and Biochemistry, Chapter 12, Problem 16P , additional homework tip  8

Error- Position of methyl not correct.

Correct name-

1-Methylcyclo-1-hexene.

Introduction to General, Organic and Biochemistry, Chapter 12, Problem 16P , additional homework tip  9

Expert Solution
Check Mark
Interpretation Introduction

(d)

Interpretation:

To analyse the error and write the correct IUPAC names.

Concept Introduction:

The rules to write the IUPAC names are as follows-

  • The longest carbon chain is identified, and the root name is given accordingly.
  • All the substituents attached to the root chain are determined.
  • The position of the substituents is so assigned that the sum of their positions comes to be the least of all possible positions.
  • The prefix di, tri, tetra is used if the same substituent is present two, three and four times respectively.
  • All the substituents in the name are written in alphabetical order.
  • For a cyclic hydrocarbon the prefix cyclo- is used.

Answer to Problem 16P

Introduction to General, Organic and Biochemistry, Chapter 12, Problem 16P , additional homework tip  10

3,3-Dimethyl-1-pentene.

Explanation of Solution

3,3-Dimethylpentene.

Introduction to General, Organic and Biochemistry, Chapter 12, Problem 16P , additional homework tip  11

Error-position of double bond not mentioned.

Correct name-

3,3-Dimethyl-1-pentene.

Introduction to General, Organic and Biochemistry, Chapter 12, Problem 16P , additional homework tip  12

Expert Solution
Check Mark
Interpretation Introduction

(e)

Interpretation:

To analyse the error and write the correct IUPAC names.

Concept Introduction:

The rules to write the IUPAC names are as follows-

  • The longest carbon chain is identified, and the root name is given accordingly.
  • All the substituents attached to the root chain are determined.
  • The position of the substituents is so assigned that the sum of their positions comes to be the least of all possible positions.
  • The prefix di, tri, tetra is used if the same substituent is present two, three and four times respectively.
  • All the substituents in the name are written in alphabetical order.
  • For a cyclic hydrocarbon the prefix cyclo- is used.

Answer to Problem 16P

Introduction to General, Organic and Biochemistry, Chapter 12, Problem 16P , additional homework tip  13

2-Hexyne.

Explanation of Solution

4-Hexyne.

Introduction to General, Organic and Biochemistry, Chapter 12, Problem 16P , additional homework tip  14

Error- position of triple bond is incorrectly mentioned.

Correct name 2-Hexyne.

Introduction to General, Organic and Biochemistry, Chapter 12, Problem 16P , additional homework tip  15

Expert Solution
Check Mark
Interpretation Introduction

(f)

Interpretation:

To analyse the error and write the correct IUPAC names.

Concept Introduction:

The rules to write the IUPAC names are as follows-

  • The longest carbon chain is identified, and the root name is given accordingly.
  • All the substituents attached to the root chain are determined.
  • The position of the substituents is so assigned that the sum of their positions comes to be the least of all possible positions.
  • The prefix di, tri, tetra is used if the same substituent is present two, three and four times respectively.
  • All the substituents in the name are written in alphabetical order.
  • For a cyclic hydrocarbon the prefix cyclo- is used.

Answer to Problem 16P

Introduction to General, Organic and Biochemistry, Chapter 12, Problem 16P , additional homework tip  16

3,4-Dimethyl-2-pentene.

Explanation of Solution

2-Isopropyl-2-butene.

Introduction to General, Organic and Biochemistry, Chapter 12, Problem 16P , additional homework tip  17

Error- longest chain is not correctly located.

The correct name will be-

3,4-Dimethyl-2-pentene.

Introduction to General, Organic and Biochemistry, Chapter 12, Problem 16P , additional homework tip  18

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Chapter 12 Solutions

Introduction to General, Organic and Biochemistry

Ch. 12.8 - Prob. 12.11QCCh. 12 - Prob. 1PCh. 12 - Answer true or false. Both ethylene and acetylene...Ch. 12 - 12-13 What is the difference in structure between...Ch. 12 - There are three compounds with the molecular...Ch. 12 - 12-15 Name and draw structural formulas for all...Ch. 12 - Prob. 6PCh. 12 - Draw a structural formula for at least one...Ch. 12 - Each carbon atom in ethane and in ethylene is...Ch. 12 - Prob. 9PCh. 12 - Prob. 10PCh. 12 - Prob. 11PCh. 12 - 12*22 Draw a structural formula for each compound....Ch. 12 - 12-23 Draw a structural formula for each compound....Ch. 12 - Prob. 14PCh. 12 - 12-25 Write the IUPAC name for each unsaturated...Ch. 12 - Explain why each name is incorrect and then write...Ch. 12 - 12-27 Explain why each name is incorrect and then...Ch. 12 - Prob. 18PCh. 12 - 12-29 Which of these alkenes show cis-trans...Ch. 12 - 12-30 Which of these alkenes shows cis-trans...Ch. 12 - 12-31 Cyclodecene exists as both cis and trans...Ch. 12 - Arachidonic acid is a naturally occurring C„o...Ch. 12 - Prob. 23PCh. 12 - If you examine the structural formulas for the...Ch. 12 - 12*35 For each molecule that shows eis-trans...Ch. 12 - Name and draw structural formulas for all...Ch. 12 - /3-Ocimene, a triene found in the fragrance of...Ch. 12 - Answer true or false. Alkenes and alkynes are...Ch. 12 - Prob. 29PCh. 12 - 12-40 Define alkene addition reaction. Write an...Ch. 12 - Prob. 31PCh. 12 - 12-42 Complete these equations.Ch. 12 - Draw structural formulas for all possible...Ch. 12 - Prob. 34PCh. 12 - 12-45 Draw a structural formula for the product of...Ch. 12 - Draw a structural formula for an alkene with the...Ch. 12 - 12-47 Draw a structural formula for an alkene with...Ch. 12 - Draw a structural formula for an alkene with the...Ch. 12 - Prob. 39PCh. 12 - 12-50 Draw the structural formula of an alkene...Ch. 12 - Prob. 41PCh. 12 - Prob. 42PCh. 12 - Following is the structural formula of...Ch. 12 - Propose an explanation for the following...Ch. 12 - There are nine alkenes with the molecular formula...Ch. 12 - Prob. 46PCh. 12 - 12-57 Hydrocarbon A, Cf,Hs, reacts with 2 moles of...Ch. 12 - 12-58 Show how to convert ethylene to these...Ch. 12 - 12-59 Show how to convert 1-butene to these...Ch. 12 - Prob. 50PCh. 12 - 12-61 (Chemical Connections 12A) What is one...Ch. 12 - Prob. 52PCh. 12 - Prob. 53PCh. 12 - 12-64 (Chemical Connections 120 What is the...Ch. 12 - (Chemical Connections 120 Assume that 1 X IO-12 g...Ch. 12 - Prob. 56PCh. 12 - Prob. 57PCh. 12 - Prob. 58PCh. 12 - Prob. 59PCh. 12 - Prob. 60PCh. 12 - Prob. 61PCh. 12 - Suppose you have unlabeled bottles of benzene and...Ch. 12 - Prob. 63PCh. 12 - Prob. 64PCh. 12 - Answer true or false. (a) Phenols and alcohols...Ch. 12 - Prob. 66PCh. 12 - Prob. 67PCh. 12 - Prob. 68PCh. 12 - Prob. 69PCh. 12 - 12-67 (Chemical Connections 12D ) In which isomer...Ch. 12 - Prob. 71PCh. 12 - Prob. 72PCh. 12 - Prob. 73PCh. 12 - Prob. 74PCh. 12 - Prob. 75PCh. 12 - Prob. 76PCh. 12 - Prob. 77PCh. 12 - Prob. 78PCh. 12 - Prob. 79PCh. 12 - Prob. 80PCh. 12 - Prob. 81PCh. 12 - Prob. 82PCh. 12 - Prob. 83PCh. 12 - Prob. 84PCh. 12 - Prob. 85PCh. 12 - Prob. 86PCh. 12 - Propose a structural formula for the product!s)...Ch. 12 - Prob. 88PCh. 12 - Draw the structural formula of an alkene that...Ch. 12 - 12-77 Show how to convert cyclopentene into these...Ch. 12 - Prob. 91PCh. 12 - Prob. 92PCh. 12 - Prob. 93PCh. 12 - Prob. 94PCh. 12 - Prob. 95PCh. 12 - In omega-3 fatty adds, the last carbon of the last...Ch. 12 - Prob. 97PCh. 12 - Prob. 98P
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