GENERAL,ORGANIC, & BIOLOGICAL CHEM-ACCES
GENERAL,ORGANIC, & BIOLOGICAL CHEM-ACCES
4th Edition
ISBN: 9781265982959
Author: SMITH
Publisher: MCG
bartleby

Concept explainers

Question
Book Icon
Chapter 14, Problem 59P
Interpretation Introduction

(a)

Interpretation:

The structure of products formed from dehydration of 3-hexanol needs to be determined.

Concept Introduction:

According to Zaitsev's rule, in elimination reaction the alkene formed in major amount is the one which is formed due to the removal of hydrogen from the beta carbon atom with a smaller number of hydrogen atoms. Also, the alkene formed as major product is more substituted.

Dehydration reaction is defined as removal of water molecule from a compound. An alcohol reacts with acid to from alkene as a dehydration product.

Interpretation Introduction

(b)

Interpretation:

The reason for the formation of both the products in same amount needs to be explained.

Concept Introduction:

According to Zaitsev's rule, in elimination reaction the alkene formed in major amount is the one which is formed due to the removal of hydrogen from the beta carbon atom with a smaller number of hydrogen atoms. Also, the alkene formed as major product is more substituted.

Dehydration reaction is defined as removal of water molecule from a compound. An alcohol reacts with acid to from alkene as a dehydration product.

Blurred answer
Students have asked these similar questions
Kumada Coupling: 1. m-Diisobutylbenzene below could hypothetically be synthesized by Friedel-Crafts reaction. Write out the reaction with a mechanism and give two reasons why you would NOT get the desired product. Draw the reaction (NOT a mechanism) for a Kumada coupling to produce the molecule above from m-dichlorobenzene. Calculate the theoretical yield for the reaction in question 2 using 1.5 g of p-dichlorobenzene and 3.0 mL isobutyl bromide. What signals appeared/disappeared/shifted that indicate that you have your intended product and not starting material? What other impurities are present in your product and how do you know?
Wintergreen from Aspirin: 1. In isolating the salicylic acid, why is it important to press out as much of the water as possible? 2. Write the mechanism of the esterification reaction you did. 3. What characteristic absorption band changes would you expect in the IR spectrum on going from aspirin to salicyclic acid and then to methyl salicylate as you did in the experiment today? Give approximate wavenumbers associated with each functional group change. What signals appeared/disappeared/shifted that indicate that you have your intended product and not starting material? What other impurities are present in your product and how do you know?
Synthesis of ZybanⓇ: 1. Write a mechanism for the bromination of m-chloropropiophenone. Br₂ CH2Cl2 Cl Br 2. Give the expected m/z (to a round number) for the molecular ion from the product above (including isotopic peaks). 3. What signals appeared/disappeared/shifted that indicate that you have your intended product and not starting material? What other impurities are present in your product and how do you know?

Chapter 14 Solutions

GENERAL,ORGANIC, & BIOLOGICAL CHEM-ACCES

Ch. 14.5 - Prob. 14.4PPCh. 14.6 - Prob. 14.8PCh. 14.7 - Prob. 14.9PCh. 14.7 - Prob. 14.5PPCh. 14.7 - Prob. 14.10PCh. 14.7 - Name each ether. CH3OCH2CH2CH2CH3Ch. 14.7 - Prob. 14.11PCh. 14.8 - (a) Translate the hall and stick model of...Ch. 14.8 - Prob. 14.13PCh. 14.9 - Prob. 14.14PCh. 14.9 - Prob. 14.15PCh. 14.9 - Prob. 14.16PCh. 14.9 - Prob. 14.17PCh. 14.9 - Prob. 14.18PCh. 14.9 - Prob. 14.19PCh. 14.9 - Prob. 14.20PCh. 14.10 - Give the IUPAC name for each thiol.Ch. 14.10 - Prob. 14.21PCh. 14.10 - Prob. 14.22PCh. 14 - Classify each alcohol as 1°, 2°, or 3o a....Ch. 14 - Prob. 24PCh. 14 - Prob. 25PCh. 14 - Classify each halide hi A as 1°, 2°, or 3°. A is a...Ch. 14 - Prob. 27PCh. 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 - Draw the structure of l-propanethiol, a compound...Ch. 14 - Prob. 32PCh. 14 - Prob. 33PCh. 14 - Prob. 34PCh. 14 - Prob. 35PCh. 14 - Answer each question about alcohol B. Draw a...Ch. 14 - Prob. 37PCh. 14 - Give the IUAPC name for each alcohol.Ch. 14 - Prob. 39PCh. 14 - Prob. 40PCh. 14 - Prob. 41PCh. 14 - Prob. 42PCh. 14 - Draw the structures and give the IUPAC names for...Ch. 14 - Prob. 44PCh. 14 - Prob. 45PCh. 14 - Prob. 46PCh. 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. 53PCh. 14 - Prob. 54PCh. 14 - Prob. 55PCh. 14 - Prob. 56PCh. 14 - Prob. 57PCh. 14 - Prob. 58PCh. 14 - Prob. 59PCh. 14 - Prob. 60PCh. 14 - Prob. 61PCh. 14 - Prob. 62PCh. 14 - Prob. 63PCh. 14 - Prob. 64PCh. 14 - Prob. 65PCh. 14 - Prob. 66PCh. 14 - Prob. 67PCh. 14 - Prob. 68PCh. 14 - Prob. 69PCh. 14 - Prob. 70PCh. 14 - Prob. 71PCh. 14 - Prob. 72PCh. 14 - Prob. 73PCh. 14 - Prob. 74PCh. 14 - Prob. 75PCh. 14 - Prob. 76PCh. 14 - Prob. 77PCh. 14 - Prob. 78PCh. 14 - Prob. 79PCh. 14 - Prob. 80PCh. 14 - With reference to the halogenated organic...Ch. 14 - Prob. 82PCh. 14 - Prob. 83PCh. 14 - Prob. 84PCh. 14 - Write out the chemical reaction that occurs when a...Ch. 14 - Prob. 86PCh. 14 - Prob. 87PCh. 14 - Lactic acid [CH3CH(OH)CO2H] gives sour milk its...Ch. 14 - Prob. 89PCh. 14 - Prob. 90PCh. 14 - Prob. 91PCh. 14 - Prob. 92PCh. 14 - Prob. 93PCh. 14 - Answer the following questions about alcohol B....Ch. 14 - Prob. 95CPCh. 14 - Dehydration of alcohol C forms two products of...
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 Chemistry
    Chemistry
    ISBN:9781305580350
    Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
    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