ORGANIC CHEMISTRY (LL)-W/SOLN.>CUSTOM<
ORGANIC CHEMISTRY (LL)-W/SOLN.>CUSTOM<
10th Edition
ISBN: 9781259972348
Author: Carey
Publisher: MCG CUSTOM
bartleby

Concept explainers

Question
Book Icon
Chapter 5, Problem 37P
Interpretation Introduction

Interpretation:

An alcohol from given alcohols, which is converted to the corresponding chloride at the fastest rate, on reaction with concentrated hydrochloric acid is to be determined. Which one reacts at the slowest rate is to be determined as well.

Concept Introduction:

The rate of reaction of alcohols with hydrogen chloride increase in the order of primary < secondary < tertiary. This is consistent with the stability of carbocation intermediates.

When a tertiary alcohol reacts with hydrogen chloride, a tertiary carbocation is formed.

When a secondary alcohol reacts with hydrogen chloride, a secondary carbocation is formed.

When a primary alcohol reacts with hydrogen chloride, a primary carbocation is formed.

Tertiary alcohols react fastest while primary alcohols react the slowest on reaction with concentrated hydrochloric acid.

More stable carbocations are formed faster, than less stable carbocations. Thus, tertiary carbocations react the fastest, while primary carbocations react the slowest on reaction with concentrated hydrochloric acid.

Blurred answer
Students have asked these similar questions
Complete the following acid-base reactions and predict the direction of equilibrium for each. Justify your prediction by citing pK values for the acid and conjugate acid in each equilibrium. (a) (b) NHs (c) O₂N NH NH OH H₁PO₁
23.34 Show how to convert each starting material into isobutylamine in good yield. ཅ ནད ཀྱི (b) Br OEt (c) (d) (e) (f) H
Please help me Please use https://app.molview.com/ to draw this. I tried, but I couldn't figure out how to do it.
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