ORGANIC CHEMISTRY 2 YEAR CONNECT ACCES
ORGANIC CHEMISTRY 2 YEAR CONNECT ACCES
10th Edition
ISBN: 9781260025309
Author: Carey
Publisher: MCG/CREATE
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Textbook Question
Chapter 7, Problem 31P

Write structural formulas for each of the following:

1-Heptene

3-Ethyl-2-pentene

cis-3-Octene

trans-1,4-Dichloro-2-butene

(Z)-3-Methyl-2-hexene

(E)-3-Chloro-2-hexene

1-Bromo-3-methylcyclohexene

1-Bromo-6-methylcyclohexene

4-Methyl-4-penten-2-ol

Vinylcycloheptane

1,1-Diallylcyclopropane

trans-1-Isopropenyl-3-methylcyclohexane

Expert Solution & Answer
Check Mark
Interpretation Introduction

Interpretation:

The structural formula for each of the given compounds is to be written.

Concept introduction:

When writing the structural formula of any compound, first the functional group from the suffix of the given name is identified.

The longest carbon chain containing the functional group is located.

The carbon atoms of the chain are numbered in a such way that the functional group is at the lowest numbered carbon atom.

Substituents are attached to the parent chain according to their positions given in the name.

In alkenes, the Z isomers have the higher ranked substituents on the same side of the double bond, and in E isomers, higher ranked substituents are on opposite sides of the double bond.

Answer to Problem 31P

Solution:

ORGANIC CHEMISTRY 2 YEAR CONNECT ACCES, Chapter 7, Problem 31P , additional homework tip  1

ORGANIC CHEMISTRY 2 YEAR CONNECT ACCES, Chapter 7, Problem 31P , additional homework tip  2

ORGANIC CHEMISTRY 2 YEAR CONNECT ACCES, Chapter 7, Problem 31P , additional homework tip  3

ORGANIC CHEMISTRY 2 YEAR CONNECT ACCES, Chapter 7, Problem 31P , additional homework tip  4

ORGANIC CHEMISTRY 2 YEAR CONNECT ACCES, Chapter 7, Problem 31P , additional homework tip  5

ORGANIC CHEMISTRY 2 YEAR CONNECT ACCES, Chapter 7, Problem 31P , additional homework tip  6

ORGANIC CHEMISTRY 2 YEAR CONNECT ACCES, Chapter 7, Problem 31P , additional homework tip  7

ORGANIC CHEMISTRY 2 YEAR CONNECT ACCES, Chapter 7, Problem 31P , additional homework tip  8

ORGANIC CHEMISTRY 2 YEAR CONNECT ACCES, Chapter 7, Problem 31P , additional homework tip  9

ORGANIC CHEMISTRY 2 YEAR CONNECT ACCES, Chapter 7, Problem 31P , additional homework tip  10

ORGANIC CHEMISTRY 2 YEAR CONNECT ACCES, Chapter 7, Problem 31P , additional homework tip  11

ORGANIC CHEMISTRY 2 YEAR CONNECT ACCES, Chapter 7, Problem 31P , additional homework tip  12

Explanation of Solution

a) 1-Heptene

The parent chain has seven carbon atoms since the name has the word “hept.” The functional group is alkene. The double bond is present between C1 and C2 carbon atoms.

The structural formula is as follows:

ORGANIC CHEMISTRY 2 YEAR CONNECT ACCES, Chapter 7, Problem 31P , additional homework tip  13

b) 3-Ethyl-2-pentene

The parent chain has five carbon atoms since the name has the word “pent.” The functional group is alkene. The double bond is present between C2 and C3 carbon atoms. An ethyl group is attached to the C3 carbon atom of the pentene chain.

The structural formula is as follows:

ORGANIC CHEMISTRY 2 YEAR CONNECT ACCES, Chapter 7, Problem 31P , additional homework tip  14

c) cis-3-Octene

The parent chain has eight carbon atoms since the name has the word “oct.” The functional group is alkene. The double bond is present between C3 and C4 carbon atoms. The similar substituents attached to the double bonded carbon atoms must be on the same side of the double bond since the conformation is cis.

The structural formula is as follows:

ORGANIC CHEMISTRY 2 YEAR CONNECT ACCES, Chapter 7, Problem 31P , additional homework tip  15

d) trans-1,4-Dichloro-2-butene

The parent chain has four carbon atoms since the name has the word “but.” The functional group is alkene. The double bond is present between C2 and C3 carbon atoms. One chlorine atom is attached to the C1 and C4 carbon atoms each. The similar substituents attached to the double bonded carbon atoms must be on the opposite side of the double bond since the conformation is trans.

The structural formula is as follows:

ORGANIC CHEMISTRY 2 YEAR CONNECT ACCES, Chapter 7, Problem 31P , additional homework tip  16

e) (Z)-3-Methyl-2-hexene

The parent chain has six carbon atoms since the name has the word “hex.” The functional group is alkene. The double bond is present between C2 and C3 carbon atoms. A methyl group is attached to the C3 carbon atom of the hexene chain.

The higher ranked substituents attached to the double bonded carbon atoms must be on the same side of the double bond since the conformation is Z. The structural formula is as follows:

ORGANIC CHEMISTRY 2 YEAR CONNECT ACCES, Chapter 7, Problem 31P , additional homework tip  17

f) (E)-3-Chloro-2-hexene

The parent chain has six carbon atoms since the name has the word “hex.” The functional group is alkene. The double bond is present between C2 and C3 carbon atoms. A chlorine atom is attached to the C3 carbon atom of the hexene chain.

The higher ranked substituents attached to the double bonded carbon atoms must be on the opposite side of the double bond since the conformation is E.

The structural formula is as follows:

ORGANIC CHEMISTRY 2 YEAR CONNECT ACCES, Chapter 7, Problem 31P , additional homework tip  18

g) 1-Bromo-3-methylcyclohexene

The parent is a six carbon atom ring since the name has the word “cyclohex.” The functional group is alkene. The double bond is present between C1 and C2 carbon atoms. A bromine atom is attached to the C1 carbon atom of the cyclohexene ring while a methyl group is attached to the C3 carbon atom.

The structural formula is as follows:

ORGANIC CHEMISTRY 2 YEAR CONNECT ACCES, Chapter 7, Problem 31P , additional homework tip  19

h) 1-Bromo-6-methylcyclohexene

The parent is a six carbon atom ring since the name has the word “cyclohex.” The functional group is alkene. The double bond is present between C1 and C2 carbon atoms. A bromine atom is attached to the C1 carbon atom of the cyclohexene ring while a methyl group is attached to the C6 carbon atom.

The structural formula is as follows:

ORGANIC CHEMISTRY 2 YEAR CONNECT ACCES, Chapter 7, Problem 31P , additional homework tip  20

i) 4-Methyl-4-penten-2-ol

The parent chain has five carbon atoms since the name has the word “pent.” A double bond is present between C4 and C5 carbon atoms. A hydroxyl group is attached to the C2 carbon atom while a methyl group is attached to the C4 carbon atom of the pentane chain.

The structural formula is as follows:

ORGANIC CHEMISTRY 2 YEAR CONNECT ACCES, Chapter 7, Problem 31P , additional homework tip  21

j) Vinylcycloheptane

The structure of a vinyl group is CH2= CH-

A cycloheptane ring is attached to this vinyl group. The ring has seven carbon atoms. The structural formula is as follows:

ORGANIC CHEMISTRY 2 YEAR CONNECT ACCES, Chapter 7, Problem 31P , additional homework tip  22

k) 1,1-Diallylcyclopropane

1,1-Diallylcyclopropane denotes that two allyl groups. i.e.. CH2CH=CH2, are attached to the C1 carbon atom of cyclopropane. So the structural formula of 1,1-Diallylcyclopropane is as follows:

ORGANIC CHEMISTRY 2 YEAR CONNECT ACCES, Chapter 7, Problem 31P , additional homework tip  23

l) Trans-1-Isopropenyl-3-methylcyclohexane

The parent is a six carbon atom ring since the name has the word “cyclohex.” An isopropenyl group is attached to the C1 carbon atom of the cyclohexene ring while a methyl group is attached to the C3 carbon atom. The two substituents must be on the opposite sides of the ring since the conformation is trans.

The structural formula is as follows:

ORGANIC CHEMISTRY 2 YEAR CONNECT ACCES, Chapter 7, Problem 31P , additional homework tip  24

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Chapter 7 Solutions

ORGANIC CHEMISTRY 2 YEAR CONNECT ACCES

Ch. 7.6 - Standard enthalpies of formation are known for all...Ch. 7.6 - Prob. 12PCh. 7.6 - Despite numerous attempts, the alkene...Ch. 7.6 - Write structural formulas for the six isomeric...Ch. 7.7 - Place a double bond in the carbon skeleton shown...Ch. 7.9 - Identify the alkene obtained on dehydration of...Ch. 7.10 - Prob. 17PCh. 7.11 - Prob. 18PCh. 7.12 - Prob. 19PCh. 7.13 - The alkene mixture obtained on dehydration of...Ch. 7.14 - Write the structures of all the alkenes that can...Ch. 7.14 - Write structural formulas for all the alkenes that...Ch. 7.15 - A study of the hydrolysis behavior of...Ch. 7.15 - Use curved arrows to illustrate the electron flow...Ch. 7.15 - Predict the major product of the reaction shown.Ch. 7.16 - Prob. 26PCh. 7.17 - Prob. 27PCh. 7.18 - Prob. 28PCh. 7.19 - Predict the major organic product of each of the...Ch. 7.19 - A standard method for the synthesis of ethers is...Ch. 7 - Write structural formulas for each of the...Ch. 7 - Prob. 32PCh. 7 - Give an IUPAC name for each of the following...Ch. 7 - A hydrocarbon isolated from fish oil and from...Ch. 7 - Prob. 35PCh. 7 - Prob. 36PCh. 7 - Prob. 37PCh. 7 - Prob. 38PCh. 7 - Choose the more stable alkene in each of the...Ch. 7 - Suggest an explanation for the fact that...Ch. 7 - Prob. 41PCh. 7 - Write structural formulas for all the alkene...Ch. 7 - Prob. 43PCh. 7 - Prob. 44PCh. 7 - Predict the major organic product of each of the...Ch. 7 - Prob. 46PCh. 7 - Prob. 47PCh. 7 - The rate of the reaction In the first order in...Ch. 7 - Prob. 49PCh. 7 - Prob. 50PCh. 7 - You have available 2,2-dimethylcyclopentanol (A)...Ch. 7 - Prob. 52PCh. 7 - Prob. 53PCh. 7 - Prob. 54PCh. 7 - Acid-catalyzed dehydration of...Ch. 7 - The ratio of elimination to substitution is...Ch. 7 - Prob. 57PCh. 7 - Prob. 58DSPCh. 7 - Prob. 59DSPCh. 7 - Prob. 60DSPCh. 7 - Prob. 61DSPCh. 7 - A Mechanistic Preview of Addition Reactions The...Ch. 7 - Prob. 63DSPCh. 7 - Prob. 64DSPCh. 7 - Prob. 65DSP
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