Connect 1-Semester Access Card for General, Organic, & Biological Chemistry
Connect 1-Semester Access Card for General, Organic, & Biological Chemistry
3rd Edition
ISBN: 9781259815072
Author: Janice Gorzynski Smith Dr.
Publisher: McGraw-Hill Education
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Chapter 14, Problem 14.44P
Interpretation Introduction

(a)

Interpretation:

Structure of the 3-methyl-3-pentanol should be drawn.

Concept Introduction:

Alcohols are the organic molecules which have OH group bonded to a tetrahedral carbon atom.

Longest carbon chain containing the carbon bonded to the OH group is named as an alkane and -e of the alkane replaced by the suffix -ol.

Numbering of main carbon chain is done in such a way so that OH group gets the lowest number.

When OH group is bonded to a ring, the ring is numbered beginning with the OH group and the 1 is normally omitted from the name. The ring is numbered in clockwise or anticlockwise by giving the lowest number to the next substitute.

Compounds which contains two OH groups are named as diols and when in nomenclature, -diol suffix is added to the end of the parent alcohol and position of the OH groups are used as prefix to indicate the location of the two OH groups.

Expert Solution
Check Mark

Answer to Problem 14.44P

  Connect 1-Semester Access Card for General, Organic, & Biological Chemistry, Chapter 14, Problem 14.44P , additional homework tip  1

Explanation of Solution

Structure of the 3-methyl-3-pentanol contains five carbon length main carbon chain which connects to an alcohol group in the 3rd carbon of the main carbon chain. Furthermore, methyl group also connects to the 3rd position of the main carbon chain. And according to the structure it should be a tertiary alcohol.

According to the name, structure of the compound is as below;

  Connect 1-Semester Access Card for General, Organic, & Biological Chemistry, Chapter 14, Problem 14.44P , additional homework tip  2

Interpretation Introduction

(b)

Interpretation:

Structure of the 4-methyl-2-pentanol should be drawn.

Concept Introduction:

Alcohols are the organic molecules which have OH group bonded to a tetrahedral carbon atom.

Longest carbon chain containing the carbon bonded to the OH group is named as an alkane and -e of the alkane replaced by the suffix -ol.

Numbering of main carbon chain is done in such a way so that OH group gets the lowest number.

When OH group is bonded to a ring, the ring is numbered beginning with the OH group and the 1 is normally omitted from the name. The ring is numbered in clockwise or anticlockwise by giving the lowest number to the next substitute.

Compounds which contains two OH groups are named as diols and when in nomenclature, -diol suffix is added to the end of the parent alcohol and position of the OH groups are used as prefix to indicate the location of the two OH groups.

Expert Solution
Check Mark

Answer to Problem 14.44P

  Connect 1-Semester Access Card for General, Organic, & Biological Chemistry, Chapter 14, Problem 14.44P , additional homework tip  3

Explanation of Solution

Structure of the 4-methyl-2-pentanol consist one main C chain which contains five C atoms, and alcohol group is connected to the 2nd position of the main C ring. Methyl group is connects to the 4th position of the main C chain. And as per the name it should be a secondary alcohol.

Structure of the compound is as below;

  Connect 1-Semester Access Card for General, Organic, & Biological Chemistry, Chapter 14, Problem 14.44P , additional homework tip  4

Interpretation Introduction

(c)

Interpretation:

Structure of the 2,4-dimethyl-2-hexanol should be drawn.

Concept Introduction:

Alcohols are the organic molecules which have OH group bonded to a tetrahedral carbon atom.

Longest carbon chain containing the carbon bonded to the OH group is named as an alkane and -e of the alkane replaced by the suffix -ol.

Numbering of main carbon chain is done in such a way so that OH group gets the lowest number.

When OH group is bonded to a ring, the ring is numbered beginning with the OH group and the 1 is normally omitted from the name. The ring is numbered in clockwise or anticlockwise by giving the lowest number to the next substitute.

Compounds which contains two OH groups are named as diols and when in nomenclature, -diol suffix is added to the end of the parent alcohol and position of the OH groups are used as prefix to indicate the location of the two OH groups.

Expert Solution
Check Mark

Answer to Problem 14.44P

  Connect 1-Semester Access Card for General, Organic, & Biological Chemistry, Chapter 14, Problem 14.44P , additional homework tip  5

Explanation of Solution

Structure of the 2, 4-dimethyl-2-hexanol consist one main C chain which contains six C atoms, and alcohol group is connected to the 2nd position of the main C ring. Two methyl groups are connected to the 4th position and 2nd position of the main C chain. And as per the name it should be a tertiary alcohol.

Structure of the compound is as below;

  Connect 1-Semester Access Card for General, Organic, & Biological Chemistry, Chapter 14, Problem 14.44P , additional homework tip  6

Interpretation Introduction

(d)

Interpretation:

Structure of the 1,3-propanediol should be drawn.

Concept Introduction:

Alcohols are the organic molecules which have OH group bonded to a tetrahedral carbon atom.

Longest carbon chain containing the carbon bonded to the OH group is named as an alkane and -e of the alkane replaced by the suffix -ol.

Numbering of main carbon chain is done in such a way so that OH group gets the lowest number.

When OH group is bonded to a ring, the ring is numbered beginning with the OH group and the 1 is normally omitted from the name. The ring is numbered in clockwise or anticlockwise by giving the lowest number to the next substitute.

Compounds which contains two OH groups are named as diols and when in nomenclature, -diol suffix is added to the end of the parent alcohol and position of the OH groups are used as prefix to indicate the location of the two OH groups.

Expert Solution
Check Mark

Answer to Problem 14.44P

  Connect 1-Semester Access Card for General, Organic, & Biological Chemistry, Chapter 14, Problem 14.44P , additional homework tip  7

Explanation of Solution

Structure of the 4-methyl-2-pentanol consist one main C chain which contains five C atoms, and alcohol group is connected to the 2nd position of the main C ring. Methyl group is connects to the 4th position of the main C chain. And as per the name it should be a secondary alcohol.

Structure of the compound is as below;

  Connect 1-Semester Access Card for General, Organic, & Biological Chemistry, Chapter 14, Problem 14.44P , additional homework tip  8

Interpretation Introduction

(e)

Interpretation:

Structure of the 3,5-dimethylcyclohexanol should be drawn.

Concept Introduction:

Alcohols are the organic molecules which have OH group bonded to a tetrahedral carbon atom.

Longest carbon chain containing the carbon bonded to the OH group is named as an alkane and -e of the alkane replaced by the suffix -ol.

Numbering of main carbon chain is done in such a way so that OH group gets the lowest number.

When OH group is bonded to a ring, the ring is numbered beginning with the OH group and the 1 is normally omitted from the name. The ring is numbered in clockwise or anticlockwise by giving the lowest number to the next substitute.

Compounds which contains two OH groups are named as diols and when in nomenclature, -diol suffix is added to the end of the parent alcohol and position of the OH groups are used as prefix to indicate the location of the two OH groups.

Expert Solution
Check Mark

Answer to Problem 14.44P

  Connect 1-Semester Access Card for General, Organic, & Biological Chemistry, Chapter 14, Problem 14.44P , additional homework tip  9

Explanation of Solution

Structure of the 3,5-dimethylcyclohexanol consist one main C ring which contains six C atoms, and alcohol group is connected to the 1st position of the main C ring. Two methyl groups are connected to the 3rd and 5th position of the main C ring. And as per the name it should be a secondary alcohol.

Structure of the compound is as below;

  Connect 1-Semester Access Card for General, Organic, & Biological Chemistry, Chapter 14, Problem 14.44P , additional homework tip  10

Interpretation Introduction

(f)

Interpretation:

Structure of the 4-methyl-2-pentanol should be drawn.

Concept Introduction:

Alcohols are the organic molecules which have OH group bonded to a tetrahedral carbon atom.

Longest carbon chain containing the carbon bonded to the OH group is named as an alkane and -e of the alkane replaced by the suffix -ol.

Numbering of main carbon chain is done in such a way so that OH group gets the lowest number.

When OH group is bonded to a ring, the ring is numbered beginning with the OH group and the 1 is normally omitted from the name. The ring is numbered in clockwise or anticlockwise by giving the lowest number to the next substitute.

Compounds which contains two OH groups are named as diols and when in nomenclature, -diol suffix is added to the end of the parent alcohol and position of the OH groups are used as prefix to indicate the location of the two OH groups.

Expert Solution
Check Mark

Answer to Problem 14.44P

  Connect 1-Semester Access Card for General, Organic, & Biological Chemistry, Chapter 14, Problem 14.44P , additional homework tip  11

Explanation of Solution

Structure of the 4-methyl-2-pentanol consist one main C chain which contains five C atoms, and alcohol group is connected to the 2nd position of the main C ring. Methyl group is connects to the 4th position of the main C chain. And as per the name it should be a secondary alcohol.

Structure of the compound is as below;

  Connect 1-Semester Access Card for General, Organic, & Biological Chemistry, Chapter 14, Problem 14.44P , additional homework tip  12

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Chapter 14 Solutions

Connect 1-Semester Access Card for General, Organic, & Biological Chemistry

Ch. 14.5 - Prob. 14.11PCh. 14.6 - Prob. 14.12PCh. 14.6 - Prob. 14.13PCh. 14.7 - Prob. 14.14PCh. 14.7 - Prob. 14.15PCh. 14.7 - Prob. 14.16PCh. 14.7 - Prob. 14.17PCh. 14.8 - (a) Translate the hall and stick model of...Ch. 14.8 - Prob. 14.19PCh. 14.9 - Prob. 14.20PCh. 14.9 - Prob. 14.21PCh. 14.9 - Prob. 14.22PCh. 14.9 - Prob. 14.23PCh. 14.9 - Prob. 14.24PCh. 14.9 - Prob. 14.25PCh. 14.10 - Prob. 14.26PCh. 14.10 - Prob. 14.27PCh. 14.10 - Prob. 14.28PCh. 14 - Prob. 14.29PCh. 14 - Prob. 14.30PCh. 14 - Prob. 14.31PCh. 14 - Classify each halide hi A as 1°, 2°, or 3°. A is a...Ch. 14 - Prob. 14.33PCh. 14 - Draw the structure of a molecule that fits each...Ch. 14 - Draw the structure of the six constitutional...Ch. 14 - Draw the structure of the four constitutional...Ch. 14 - Prob. 14.37PCh. 14 - Prob. 14.38PCh. 14 - Prob. 14.39PCh. 14 - Answer each question about alcohol B. Draw a...Ch. 14 - Prob. 14.41PCh. 14 - Give the IUAPC name for each alcohol.Ch. 14 - Prob. 14.43PCh. 14 - Prob. 14.44PCh. 14 - Prob. 14.45PCh. 14 - Prob. 14.46PCh. 14 - Draw the structures and give the IUPAC names for...Ch. 14 - Prob. 14.48PCh. 14 - Prob. 14.49PCh. 14 - Prob. 14.50PCh. 14 - Give the structure corresponding to each IUPAC...Ch. 14 - Give the structure corresponding to each IUPAC...Ch. 14 - Which compound in each pair has the higher boiling...Ch. 14 - Rank the compounds in order of increasing melting...Ch. 14 - Rank the following compounds in order of...Ch. 14 - Rank the following compounds in order of...Ch. 14 - Prob. 14.57PCh. 14 - Prob. 14.58PCh. 14 - Prob. 14.59PCh. 14 - Prob. 14.60PCh. 14 - Prob. 14.61PCh. 14 - Prob. 14.62PCh. 14 - Prob. 14.63PCh. 14 - Prob. 14.64PCh. 14 - Prob. 14.65PCh. 14 - Prob. 14.66PCh. 14 - Prob. 14.67PCh. 14 - Prob. 14.68PCh. 14 - Prob. 14.69PCh. 14 - Prob. 14.70PCh. 14 - Prob. 14.71PCh. 14 - Prob. 14.72PCh. 14 - Prob. 14.73PCh. 14 - Prob. 14.74PCh. 14 - Prob. 14.75PCh. 14 - Prob. 14.76PCh. 14 - Prob. 14.77PCh. 14 - Prob. 14.78PCh. 14 - Prob. 14.79PCh. 14 - Prob. 14.80PCh. 14 - Prob. 14.81PCh. 14 - Prob. 14.82PCh. 14 - Prob. 14.83PCh. 14 - Prob. 14.84PCh. 14 - Prob. 14.85PCh. 14 - Prob. 14.86PCh. 14 - With reference to the halogenated organic...Ch. 14 - Prob. 14.88PCh. 14 - Prob. 14.89PCh. 14 - Prob. 14.90PCh. 14 - Write out the chemical reaction that occurs when a...Ch. 14 - Prob. 14.92PCh. 14 - Prob. 14.93PCh. 14 - Lactic acid [CH3CH(OH)CO2H] gives sour milk its...Ch. 14 - Prob. 14.95PCh. 14 - Prob. 14.96PCh. 14 - Prob. 14.97PCh. 14 - Prob. 14.98PCh. 14 - Prob. 14.99PCh. 14 - Answer the following questions about alcohol B....Ch. 14 - Prob. 14.101CPCh. 14 - Dehydration of alcohol C forms two products of...
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