When the alkyl bromides (listed here) were subjected to hydrolysis in a mixture of ethanol and water (80% EtOH/20% H20) at 55°C, the rates of the reaction showed the following order: (CH3)3CB > CH3B > CH3CH2Br > (CH3)2CHBR Provide an explanation for this order of reactivity. Two different mechanisms are involved. (CH3)3CBr reacts by an * mechanism and apparently this reaction takes place faster. The other three alkyl halides react by * mechanism, and their reactions are slower because the 3. The reaction rates of CH3BR, CH3CH2Br, (CH3)2CHBR are affected by an * and thus their order of reactivity is CH3B > CH3CH2B > (CH3)2CHBR.

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter19: Aldehydes And Ketones: Nucleophilic Addition Reactions
Section19.SE: Something Extra
Problem 36MP: It is not uncommon for organic chemists to prepare acetals by an exchange-type process known as...
icon
Related questions
Question
When the alkyl bromides (listed here) were subjected to hydrolysis in a mixture of ethanol and water (80% EtOH/20% H20) at 55°C, the rates of the reaction showed the
following order:
(CH3)3CB > CH3B > CH3CH2Br > (CH3)2CHBR
Provide an explanation for this order of reactivity.
Two different mechanisms are involved. (CH3)3CBr reacts by an
* mechanism and apparently this reaction takes place faster. The other three alkyl halides react by
* mechanism, and their reactions are slower because the
3. The reaction rates of CH3BR, CH3CH2Br, (CH3)2CHBR are affected by
an
* and thus their order of reactivity is CH3B > CH3CH2B > (CH3)2CHBR.
Transcribed Image Text:When the alkyl bromides (listed here) were subjected to hydrolysis in a mixture of ethanol and water (80% EtOH/20% H20) at 55°C, the rates of the reaction showed the following order: (CH3)3CB > CH3B > CH3CH2Br > (CH3)2CHBR Provide an explanation for this order of reactivity. Two different mechanisms are involved. (CH3)3CBr reacts by an * mechanism and apparently this reaction takes place faster. The other three alkyl halides react by * mechanism, and their reactions are slower because the 3. The reaction rates of CH3BR, CH3CH2Br, (CH3)2CHBR are affected by an * and thus their order of reactivity is CH3B > CH3CH2B > (CH3)2CHBR.
Expert Solution
trending now

Trending now

This is a popular solution!

steps

Step by step

Solved in 3 steps with 3 images

Blurred answer
Knowledge Booster
Thioethers
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
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9781305080485
Author:
John E. McMurry
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9781305580350
Author:
William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:
Cengage Learning