Essential Organic Chemistry (3rd Edition)
Essential Organic Chemistry (3rd Edition)
3rd Edition
ISBN: 9780321937711
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 9.1, Problem 2P

(a)

Interpretation Introduction

Interpretation:

The systematic name of the given alcohol has to be given and has to predict whether the alcohol is a primary, secondary or tertiary alcohol.

Concept introduction:

Nomenclature of alcohols:

  • The suffix used to denote the -OH group will be “ol” and this has to be replaced with “e” at the end of the name of the parent hydrocarbon.
  • The longest chain containing the functional group will be the parent chain.
  • While numbering the parent chain, care must be taken to number in a direction that gives the functional group suffix the lowest possible number.
  • The functional group suffix has to get the lowest possible number in the presence of a functional group suffix and a substituent.
  • There is no need to designate the position of a functional group suffix in a cyclic compound since it is assumed to be at the first position.

The alcohols can be classified according to the number of carbon atoms attached to the -OH group.

Essential Organic Chemistry (3rd Edition), Chapter 9.1, Problem 2P , additional homework tip  1

(b)

Interpretation Introduction

Interpretation:

The systematic name of the given alcohol has to be given and has to predict whether the alcohol is a primary, secondary or tertiary alcohol.

Concept introduction:

Nomenclature of alcohols:

  • The suffix used to denote the -OH group will be “ol” and this has to be replaced with “e” at the end of the name of the parent hydrocarbon.
  • The longest chain containing the functional group will be the parent chain.
  • While numbering the parent chain, care must be taken to number in a direction that gives the functional group suffix the lowest possible number.
  • The functional group suffix has to get the lowest possible number in the presence of a functional group suffix and a substituent.
  • There is no need to designate the position of a functional group suffix in a cyclic compound since it is assumed to be at the first position.

The alcohols can be classified according to the number of carbon atoms attached to the -OH group.

Essential Organic Chemistry (3rd Edition), Chapter 9.1, Problem 2P , additional homework tip  2

(c)

Interpretation Introduction

Interpretation:

The systematic name of the given alcohol has to be given and has to predict whether the alcohol is a primary, secondary or tertiary alcohol.

Concept introduction:

Nomenclature of alcohols:

  • The suffix used to denote the -OH group will be “ol” and this has to be replaced with “e” at the end of the name of the parent hydrocarbon.
  • The longest chain containing the functional group will be the parent chain.
  • While numbering the parent chain, care must be taken to number in a direction that gives the functional group suffix the lowest possible number.
  • The functional group suffix has to get the lowest possible number in the presence of a functional group suffix and a substituent.
  • There is no need to designate the position of a functional group suffix in a cyclic compound since it is assumed to be at the first position.

The alcohols can be classified according to the number of carbon atoms attached to the -OH group.

Essential Organic Chemistry (3rd Edition), Chapter 9.1, Problem 2P , additional homework tip  3

(d)

Interpretation Introduction

Interpretation:

The systematic name of the given alcohol has to be given and has to predict whether the alcohol is a primary, secondary or tertiary alcohol.

Concept introduction:

Nomenclature of alcohols:

  • The suffix used to denote the -OH group will be “ol” and this has to be replaced with “e” at the end of the name of the parent hydrocarbon.
  • The longest chain containing the functional group will be the parent chain.
  • While numbering the parent chain, care must be taken to number in a direction that gives the functional group suffix the lowest possible number.
  • The functional group suffix has to get the lowest possible number in the presence of a functional group suffix and a substituent.
  • There is no need to designate the position of a functional group suffix in a cyclic compound since it is assumed to be at the first position.

The alcohols can be classified according to the number of carbon atoms attached to the -OH group.

Essential Organic Chemistry (3rd Edition), Chapter 9.1, Problem 2P , additional homework tip  4

(e)

Interpretation Introduction

Interpretation:

The systematic name of the given alcohol has to be given and has to predict whether the alcohol is a primary, secondary or tertiary alcohol.

Concept introduction:

Nomenclature of alcohols:

  • The suffix used to denote the -OH group will be “ol” and this has to be replaced with “e” at the end of the name of the parent hydrocarbon.
  • The longest chain containing the functional group will be the parent chain.
  • While numbering the parent chain, care must be taken to number in a direction that gives the functional group suffix the lowest possible number.
  • The functional group suffix has to get the lowest possible number in the presence of a functional group suffix and a substituent.
  • There is no need to designate the position of a functional group suffix in a cyclic compound since it is assumed to be at the first position.

The alcohols can be classified according to the number of carbon atoms attached to the -OH group.

Essential Organic Chemistry (3rd Edition), Chapter 9.1, Problem 2P , additional homework tip  5

(f)

Interpretation Introduction

Interpretation:

The systematic name of the given alcohol has to be given and has to predict whether the alcohol is a primary, secondary or tertiary alcohol.

Concept introduction:

Nomenclature of alcohols:

  • The suffix used to denote the -OH group will be “ol” and this has to be replaced with “e” at the end of the name of the parent hydrocarbon.
  • The longest chain containing the functional group will be the parent chain.
  • While numbering the parent chain, care must be taken to number in a direction that gives the functional group suffix the lowest possible number.
  • The functional group suffix has to get the lowest possible number in the presence of a functional group suffix and a substituent.
  • There is no need to designate the position of a functional group suffix in a cyclic compound since it is assumed to be at the first position.

The alcohols can be classified according to the number of carbon atoms attached to the -OH group.

Essential Organic Chemistry (3rd Edition), Chapter 9.1, Problem 2P , additional homework tip  6

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Identify the alcohols in Problem 1 as primary, secondary, or tertiary.
3. Dimethyl ether, H3C-O-CH3, is a gas at room temperature and insoluble in water. Draw a structural isomer of dimethyl ether that is much more soluble in water and explain the basis of its increased water solubility.
WHICH IS USED TO DIFFERENTIATE WHETHER AN ALCOHOL IS PRIMARY, SECONDARY OR TERTIARY BENEDICT   TOLLENS   LUCAS   FEHLING

Chapter 9 Solutions

Essential Organic Chemistry (3rd Edition)

Ch. 9.4 - Prob. 13PCh. 9.5 - What product will be obtained from the reaction of...Ch. 9.5 - Prob. 15PCh. 9.6 - a. What is each ethers systematic name? 1....Ch. 9.8 - Draw the structure of the following: a....Ch. 9.8 - Prob. 20PCh. 9.8 - Would you expect the reactivity of a five-membered...Ch. 9.9 - Explain why the two arene oxides in Problem 22...Ch. 9.9 - Which compound is more likely to be...Ch. 9.11 - The following three nitrogen mustards were studied...Ch. 9 - What are the common and systematic names of the...Ch. 9 - Prob. 28PCh. 9 - Prob. 29PCh. 9 - Prob. 30PCh. 9 - Prob. 31PCh. 9 - What is the major product obtained from the...Ch. 9 - Draw structures for the following: a....Ch. 9 - Prob. 34PCh. 9 - Prob. 35PCh. 9 - Prob. 36PCh. 9 - Prob. 37PCh. 9 - Ethylene oxide reacts readily with HO.because of...Ch. 9 - Propose a mechanism for each of the following...Ch. 9 - Which of the following ethers would be obtained in...Ch. 9 - Show how each of the following syntheses could be...Ch. 9 - Prob. 42PCh. 9 - Prob. 43PCh. 9 - Prob. 44PCh. 9 - Propose a mechanism for each of the following...Ch. 9 - a. Propose a mechanism for the following reaction:...Ch. 9 - Three arene oxides can be obtained from...Ch. 9 - Prob. 48PCh. 9 - The following reaction takes place several times...Ch. 9 - Show how each of the following compounds could be...Ch. 9 - Propose a mechanism for the following reaction:Ch. 9 - Propose a mechanism for the following reaction:Ch. 9 - What alkenes would you expect to be obtained from...Ch. 9 - Triethylenemelamine (TEM) is an antitumor agent....Ch. 9 - When a diol that has OH groups on adjacent carbons...Ch. 9 - What product is obtained when...Ch. 9 - Prob. 58P
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