Find study content
Learning Materials

Discover learning materials by subject, university or textbook.

Explanations

Textbooks

Exams
All Subjects

Anthropology

Archaeology

Architecture

Art and Design

Bengali

Biology

Business Studies

Greek

Chemistry

Chinese

Combined Science

Computer Science

Economics

Engineering

English

English Literature

Environmental Science

French

Geography

German

History

Hospitality and Tourism

Human Geography

Italian

Japanese

Law

Macroeconomics

Marketing

Math

Media Studies

Medicine

Microeconomics

Music

Nursing

Nutrition and Food Science

Physics

Polish

Politics

Psychology

Religious Studies

Sociology

Spanish

Sports Sciences

Translation

All Subjects

Biology

Business Studies

Chemistry

Combined Science

Computer Science

Economics

English

Environmental Science

Geography

History

Math

Physics

Psychology

Sociology

EXAM TYPES

GCSE

IGCSE

AS

A Level

International A Level

University Admissions Tests

GCSE SUBJECTS

GCSE 1

GCSE 2

GCSE 3

GCSE 4

GCSE 5

SOME-TEXT

IGCSE SUBJECTS

IGCSE 1

AS SUBJECTS

AS 1

A Level SUBJECTS

A Level 1

International A Level SUBJECTS

International A Level 1

University Admissions Tests SUBJECTS

University Admissions Tests 1
Features
Features

Discover all of these amazing features with a free account.

Flashcards

Vaia AI

Notes

Study Plans

Study Sets
What’s new?

Flashcards
Study your flashcards with three learning modes.

Study Sets
All of your learning materials stored in one place.

Notes
Create and edit notes or documents.

Study Plans
Organise your studies and prepare for exams.
Resources
Discover

All the hacks around your studies and career - in one place.

Find a job

Find a degree

Student Deals

Magazine

Mobile App
Featured

Magazine
Trusted advice for anyone who wants to ace their studies & career.

Job Board
The largest student job board with the most exciting opportunities.

Vaia Deals
Verified student deals from top brands.

Our App
Discover our mobile app to take your studies anywhere.

Go to App

Learning Materials

Features

Discover

Chapter 17: Q12P (page 811)

What compound is formed when a dilute solution of cyclohexanone is shaken with NaOD in $D_{2} O$ for several hours?

Short Answer

Expert verified

The compound formed when a dilute solution of cyclohexanone is treated with NaOD in $D_{2} O$ is as follows.

Step by step solution

01

Step-by-Step SolutionStep 1: Use of strong base to remove α hydrogens

A strong base is needed for removing hydrogens as it abstracts protons present at $α$ carbons of carbonyl compounds. For example, NaOD is a catalytic sodium deuteroxide. This base removes all the hydrogens present at $α$ carbon and replaces them with a deuterium atom.

02

Step 2: Cyclohexanone, when shaken with NaOD in D2O

When a dilute cyclohexanone solution is treated with catalytic sodium deuteroxide (NaOD) in $D_{2} O$ , the ${}^{-}{OD}$ acts as a base that removes all the $α$ hydrogen present in the cyclohexanone ring and replace it with a deuterium atom, there are two $α$ carbons of the carbonyl group present, one is on the left side, and the other is on the right side. The reaction is as follows.

Cyclohexanone, when shaken with NaOD in $D_{2} O$

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.

Start your free trial

Over 30 million students worldwide already upgrade their learning with Vaia!

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

Show how the following compound can be prepared from starting materials that have no more than five carbons:

Draw the products of the following reactions:

What aldol addition product is formed from each of the following compounds?

What is the product of the following reaction?

An aldol addition can be catalyzed by acids as well as by bases. Propose a mechanism for the acid-catalyzedaldol addition of propanal.

See all solutions

Recommended explanations on Chemistry Textbooks

Kinetics

Read Explanation

Ionic and Molecular Compounds

Read Explanation

Chemical Analysis

Read Explanation

Inorganic Chemistry

Read Explanation

Nuclear Chemistry

Read Explanation

Chemistry Branches

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.

Sign-up for free