Organic Chemistry
Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
Question
Book Icon
Chapter 20.SE, Problem 33AP
Interpretation Introduction

a) The eight carboxylic acids with the formula C6H12O2

Interpretation:

The structure and names of eight carboxylic acids with the formula C6H12O2 are to be given.

Concept introduction:

Different isomers can be arrived by arranging the carbons present in the molecule as a straight chain or as a branched chain with one or two branches and placing the functional group on different carbons in the chain.

The names of simple carboxylic acids which are derivatives of open-chain alkanes are arrived by replacing the terminal –e of the corresponding alkane name by -oic acid. The numbering starts from carboxyl carbon. Compounds with –COOH bonded to a ring are named using the suffix-carboxylic acid. The –COOH carbon in this case is not numbered as C1, instead the carbon to which it is attached is numbered as C1. As a substituent, the –COOH group is called as carboxyl group.

To give:

The structure and names of eight carboxylic acids with the formula C6H12O2.

Interpretation Introduction

b) Three nitriles with the formula C5H7N

Interpretation:

The structure and names of three nitriles with the formula C5H7N are to be given.

Concept introduction:

Different isomers can be arrived by arranging the carbons present in the molecule as a straight chain or as a branched chain with one or two branches and placing the functional group on different carbons in the chain.

Simple open chain nitriles are are named by adding –nitrile as suffix to the alkane name, with the nitrile carbon numbered as C1. Nitriles can also be names as derivatives of carboxylic acids by replacing the –ic acid or –oic acid ending with –onitrile. The nitrile carbon is not numbered but the carbon to which it is attached is numbered ac C1. If another carboxylic acid derivative is present in the same molecule, the prefix –cyano is used for the –CN group.

To give:

The structure and names of three nitriles with the formula C5H7N.

Blurred answer
Students have asked these similar questions
Name the carboxylic acid(s) with formula C6H12O2 that contain two methyl branches on different carbons of the main chain. There are a maximum of 3 compounds.
Propose a structure that fits the description: a nitrile, C3H5N.
Hydrocarbon A, C8H12 absorbs 3 equiv. of hydrogen to give B, C8H18 when hydrogenated over a Pd/C catalyst. Treatment of A with aqueous H2SO4 and Hg(II) gives a single ketone, C. Oxidation of A with KMnO4 gives CO2 and the two carboxylic acids D & E shown below. What would be a structure for A?

Chapter 20 Solutions

Organic Chemistry

Ch. 20.6 - Prob. 11PCh. 20.6 - How might you carry out the following...Ch. 20.7 - Prob. 13PCh. 20.7 - Prob. 14PCh. 20.8 - Cyclopentanecarboxylic acid and...Ch. 20.8 - Prob. 16PCh. 20.SE - Prob. 17VCCh. 20.SE - Prob. 18VCCh. 20.SE - The following carboxylic acid can’t be prepared...Ch. 20.SE - Electrostatic potential maps of anisole and...Ch. 20.SE - Predict the product(s) and provide the mechanism...Ch. 20.SE - Predict the product(s) and provide the mechanism...Ch. 20.SE - Prob. 23MPCh. 20.SE - Predict the product(s) and provide the complete...Ch. 20.SE - Acid-catalyzed hydrolysis of a nitrile to give a...Ch. 20.SE - Prob. 26MPCh. 20.SE - Naturally occurring compounds called cyanogenic...Ch. 20.SE - 2-Bromo-6, 6-dimethylcyclohexanone gives 2,...Ch. 20.SE - Naturally occurring compounds called terpenoids,...Ch. 20.SE - In the Ritter reaction, an alkene reacts with a...Ch. 20.SE - Give IUPAC names for the following compounds:Ch. 20.SE - Prob. 32APCh. 20.SE - Prob. 33APCh. 20.SE - Prob. 34APCh. 20.SE - Prob. 35APCh. 20.SE - Prob. 36APCh. 20.SE - Prob. 37APCh. 20.SE - Prob. 38APCh. 20.SE - Calculate the Ka's for the following acids: (a)...Ch. 20.SE - Thioglycolic acid, HSCH2CO2H, a substance used in...Ch. 20.SE - Prob. 41APCh. 20.SE - Prob. 42APCh. 20.SE - How could you convert butanoic acid into the...Ch. 20.SE - How could you convert each of the following...Ch. 20.SE - How could you convert butanenitrile into the...Ch. 20.SE - How would you prepare the following compounds from...Ch. 20.SE - Prob. 47APCh. 20.SE - Using 13CO2 as your only source of labeled carbon,...Ch. 20.SE - Prob. 49APCh. 20.SE - Which method-Grignard carboxylation or nitrile...Ch. 20.SE - Prob. 51APCh. 20.SE - Prob. 52APCh. 20.SE - Propose a structure for a compound C6H12O2 that...Ch. 20.SE - Prob. 54APCh. 20.SE - How would you use NMR (either 13C or 1H) to...Ch. 20.SE - Prob. 56APCh. 20.SE - A chemist in need of 2,2-dimethylpentanoic acid...Ch. 20.SE - Prob. 58APCh. 20.SE - Prob. 59APCh. 20.SE - Prob. 60APCh. 20.SE - Prob. 61APCh. 20.SE - Prob. 62APCh. 20.SE - Prob. 63APCh. 20.SE - The following pKa values have been measured....Ch. 20.SE - Identify the missing reagents a-f in the following...Ch. 20.SE - Propose a structure for a compound, C4H7N, that...Ch. 20.SE - Prob. 67APCh. 20.SE - The 1H and 13C NMR spectra below belong to a...Ch. 20.SE - Propose structures for carboxylic acids that show...Ch. 20.SE - Carboxylic acids having a second carbonyl group...
Knowledge Booster
Background pattern image
Similar questions
SEE MORE QUESTIONS
Recommended textbooks for you
Text book image
Organic Chemistry
Chemistry
ISBN:9781305080485
Author:John E. McMurry
Publisher:Cengage Learning
Text book image
Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning