Organic Chemistry - With Access (Custom)
Organic Chemistry - With Access (Custom)
4th Edition
ISBN: 9781259147760
Author: OHIO UNIV.
Publisher: MCG
bartleby

Videos

Textbook Question
Book Icon
Chapter 9, Problem 9.1P

Draw all constitutional isomers having molecular formula C4H100. Classify each compound as a 1°, 2°, or 3° alcohol, or a symmetrical or unsymmetrical ether.

Expert Solution & Answer
Check Mark
Interpretation Introduction

Interpretation:

To draw all the constitutional isomers for the molecular formula C4H10O and classify each compound as a 1°, 2°, or 3° alcohol, or a symmetrical or unsymmetrical ether.

Concept introduction:

Constitutional isomers also known as structural isomers. They are molecules that have the same chemical formula but their atoms are arranged differently. They are three main types of constitutional isomers.

a) Chain isomers – the carbon chain has a different order of carbon and hydrogen atoms.

Organic Chemistry - With Access (Custom), Chapter 9, Problem 9.1P , additional homework tip  1

b) Position isomers- a functional group of the isomers is in a different location on the molecules.

Organic Chemistry - With Access (Custom), Chapter 9, Problem 9.1P , additional homework tip  2

c) Functional isomers- the isomers contain a different functional group.

Organic Chemistry - With Access (Custom), Chapter 9, Problem 9.1P , additional homework tip  3

Answer to Problem 9.1P

Molecular formula C4H10O may be an alcohol and ether and seven isomers are shown below.

Organic Chemistry - With Access (Custom), Chapter 9, Problem 9.1P , additional homework tip  4

Strucutre,

A= 2o alcohol

B=1o alcohol

C=1o alcohol

D=3o alcohol

E=Symmetrical ether

F=Unsymmetrical ether

G=Unsymmetrical ether

Explanation of Solution

Organic Chemistry - With Access (Custom), Chapter 9, Problem 9.1P , additional homework tip  5

Alcohol are classified into 1o, 2o and 3o alcohol based on the number of the carbon atom bonded to carbon with OH functional group. Whereas the ether are symmetrical and unsymmetreical ethers. The ether that have two identical R groups is said to be symmetrical ether and having different R group is said to unsymmetrical ether.

Strucutre,

A= 2o alcohol

B=1o alcohol

C=1o alcohol

D=3o alcohol

E=Symmetrical ether

F=Unsymmetrical ether

G=Unsymmetrical ether

Conclusion

Thus seven constitutional isomers with functional groups alcohol and ether are obtained for the molecular formula C4H10O. And the structure,

A= 2o alcohol

B=1o alcohol

C=1o alcohol

D=3o alcohol

E=Symmetrical ether

F=Unsymmetrical ether

G=Unsymmetrical ether

Want to see more full solutions like this?

Subscribe now to access step-by-step solutions to millions of textbook problems written by subject matter experts!
Students have asked these similar questions
Draw a cyclic ether with molecular formula C5H10O
Draw the structure of the six constitutional isomers of molecular formula C 5H 12O that contain an ether as functional group.
Draw the structure of a molecule that fi ts each description: a. a 2 ° alcohol of molecular formula C 6H 14O b. an ether with molecular formula C 6H 14O that has a methyl group bonded to oxygen c. a 3 ° alkyl halide with molecular formula C 5H 11Br

Chapter 9 Solutions

Organic Chemistry - With Access (Custom)

Ch. 9 - Prob. 9.11PCh. 9 - Prob. 9.12PCh. 9 - Prob. 9.13PCh. 9 - Prob. 9.14PCh. 9 - Problem 9.13 Draw the structure of each...Ch. 9 - What other alkene is also formed along with Y in...Ch. 9 - Prob. 9.17PCh. 9 - Explain how the reaction of CH32CHCHCl CH3 with...Ch. 9 - Prob. 9.19PCh. 9 - Draw the products of each reaction, indicating the...Ch. 9 - Problem 9.19 What is the major product formed...Ch. 9 - Prob. 9.22PCh. 9 - Prob. 9.23PCh. 9 - Problem 9.22 Draw the organic products formed in...Ch. 9 - Problem 9.23 Draw two steps to convert into each...Ch. 9 - Draw the products of each reaction, and indicate...Ch. 9 - Draw the products of each reaction, and include...Ch. 9 - Draw the products formed when (S)-butan-2-ol is...Ch. 9 - Prob. 9.29PCh. 9 - Prob. 9.30PCh. 9 - Explain why the treatment of anisole with HBr...Ch. 9 - Prob. 9.32PCh. 9 - The cis and trans isomers of 2, 3-dimethyloxirane...Ch. 9 - Problem 9.36 Draw the product of each...Ch. 9 - 9.37 Name each compound depicted in the...Ch. 9 - Answer each question using the ball-and-stick...Ch. 9 - Prob. 9.37PCh. 9 - a. Draw the structure of 1, 2, and 3 alcohol with...Ch. 9 - Give IUPAC name for each alcohol. a....Ch. 9 - Name each ether and epoxide. a.b.c.d.Ch. 9 - Prob. 9.41PCh. 9 - Draw the eight constitutional isomers with...Ch. 9 - Rank each group of compounds in order of: a....Ch. 9 - Prob. 9.44PCh. 9 - 9.44 Why is the boiling point of higher than...Ch. 9 - Draw the organic products formed when CH3CH2CH2OH...Ch. 9 - Draw the organic products formed when 1-methyl...Ch. 9 - What alkenes are formed when each alcohol is...Ch. 9 - Prob. 9.49PCh. 9 - Prob. 9.50PCh. 9 - 9.48 Draw the products of each reaction and...Ch. 9 - Prob. 9.52PCh. 9 - 9.52 Draw a stepwise mechanism for the following...Ch. 9 - 9.53 Although alcohol V gives a single alkene W...Ch. 9 - Prob. 9.55PCh. 9 - Prob. 9.56PCh. 9 - Prob. 9.57PCh. 9 - When CH3CH2CH2CH2OH is treated with H2SO4 NaBr,...Ch. 9 - 9.57 Draw a stepwise, detailed mechanism for the...Ch. 9 - Prob. 9.60PCh. 9 - Draw two different routes to each of the following...Ch. 9 - Prob. 9.62PCh. 9 - Prob. 9.63PCh. 9 - 9.62 Draw a stepwise mechanism for each...Ch. 9 - Draw a stepwise, detailed mechanism for the...Ch. 9 - Prob. 9.66PCh. 9 - Draw the products of each reaction. a.c. b.d.Ch. 9 - When each halohydrin is treated with, a product of...Ch. 9 - Prob. 9.69PCh. 9 - Devise a stepwise mechanism for the following...Ch. 9 - Draw the products of each reaction, and indicate...Ch. 9 - Prepare each compound from CH3CH2CH2CH2OH. More...Ch. 9 - Prepare each compound from cyclopentanol. More...Ch. 9 - 9.72 Identify the reagents (a–h) needed to carry...Ch. 9 - Prob. 9.75PCh. 9 - 9.74 Treatment of with affords compound A and ....Ch. 9 - Prob. 9.77PCh. 9 - Prob. 9.78PCh. 9 - 9.77 Draw a stepwise, detailed mechanism for the...Ch. 9 - Dehydration of 1, 2, 2-trimethylcyclohexanol with...Ch. 9 - Prob. 9.81PCh. 9 - 9.80 Draw a stepwise mechanism for the following...Ch. 9 - 9.81 Aziridines are heterocycles that contain an...
Knowledge Booster
Background pattern image
Chemistry
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar questions
SEE MORE QUESTIONS
Recommended textbooks for you
Text book image
Organic And Biological Chemistry
Chemistry
ISBN:9781305081079
Author:STOKER, H. Stephen (howard Stephen)
Publisher:Cengage Learning,
Text book image
General, Organic, and Biological Chemistry
Chemistry
ISBN:9781285853918
Author:H. Stephen Stoker
Publisher:Cengage Learning
Text book image
Chemistry & Chemical Reactivity
Chemistry
ISBN:9781133949640
Author:John C. Kotz, Paul M. Treichel, John Townsend, David Treichel
Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
07 Physical Properties of Organic Compounds; Author: Mindset;https://www.youtube.com/watch?v=UjlSgwq4w6U;License: Standard YouTube License, CC-BY