/*! This file is auto-generated */ .wp-block-button__link{color:#fff;background-color:#32373c;border-radius:9999px;box-shadow:none;text-decoration:none;padding:calc(.667em + 2px) calc(1.333em + 2px);font-size:1.125em}.wp-block-file__button{background:#32373c;color:#fff;text-decoration:none} 66P Treatment of (HOCH2CH2CH2CH2)2CO... [FREE SOLUTION] | 91影视

91影视

Log out

Learning Materials

Features

Discover

Chapter 21: 66P (page 817)

Treatment of (HOCH2CH2CH2CH2)2CO with acid forms a product of molecular formula C9H16O2and a molecule of water. Draw the structure of the product and explain howit is formed.

Short Answer

Expert verified

In an acetal, the carbonyl carbon is singly connected to two alkoxy groups. Hemiacetals are generated by combining a carbonyl compound with one alcohol equivalent.

Step by step solution

01

Formation of acetal and hemiacetal

In an acetal, the carbonyl carbon is singly connected to two alkoxy groups. Hemiacetals are generated by combining a carbonyl compound with one alcohol equivalent.

02

Pinacol-pinacolone rearrangement 

The transformation of 1,2-diol into a carbonyl compound happens using the pinacol-pinacolone rearrangement. An acid catalyst is necessary for this reaction to take place.

03

Treatment of  (HOCH2CH2CH2CH2)2CO with acid

The OH group on the right attacks the carbonyl carbon leading to the formation of the hemiacetal. The hemiacetal gets subjected to pinacol-pinacolone rearrangement to form the acetal that can be given as:

Treatment of(HOCH2CH2CH2CH2)2CO with acid

Unlock Step-by-Step Solutions & Ace Your Exams!

  • Full Textbook Solutions

    Get detailed explanations and key concepts

  • Unlimited Al creation

    Al flashcards, explanations, exams and more...

  • Ads-free access

    To over 500 millions flashcards

  • Money-back guarantee

    We refund you if you fail your exam.

Over 30 million students worldwide already upgrade their learning with 91影视!

One App. One Place for Learning.

All the tools & learning materials you need for study success - in one app.

Get started for free

Most popular questions from this chapter

Label each compound as an acetal, a hemiacetal, or an ether.

a.

b.

c.

d.

Reaction of 5,5-dimethoxypentan-2-one with methylmagnesium iodide followed by treatment with aqueous acid forms cyclic hemiacetal Y. Draw a stepwise mechanism that illustrates how Y is formed

What carbonyl compound and diol are needed to prepare each compound?

a.

b.

Draw a stepwise mechanism for the following reaction, a key step in the synthesis of conivaptan (trade name Vaprisol), a drug used in the treatment of low sodium levels.

Draw a stepwise mechanism for the following reaction
See all solutions

Recommended explanations on Chemistry Textbooks

Kinetics

Read Explanation

Nuclear Chemistry

Read Explanation

The Earths Atmosphere

Read Explanation

Chemical Analysis

Read Explanation

Organic Chemistry

Read Explanation

Physical Chemistry

Read Explanation
View all explanations

What do you think about this solution?

We value your feedback to improve our textbook solutions.

Study anywhere. Anytime. Across all devices.