Log out Go to App
Go to App

Learning Materials

Features

Discover

Chapter 25: PROBLEM 25.18 (page 1016)

Question: Write out steps to show how each of the following pairs of compounds can be separated by an extraction procedure.

a.

and

b.

and

Short Answer

Expert verified

Answer

a.

b.

Step by step solution

01

Separation of the amine compound  

An amine can be separated from other organic compounds by converting it to a water-soluble ammonium salt by an acid-base reaction. In each case, the extraction procedure will employ the following steps:

  • Dissolve the amine and either X or Y in CH2Cl2 .
  • Add a solution of 10% HCl. The amine will be protonated and dissolved in the aqueous layer, while X or Y will remain in the organic layer as a neutral compound.
  • Separate the layers.
02

Explanation

a. The salts are soluble in water, and the non-polar compounds are insoluble in water.

The reaction is shown as follows.

Solubility of the products in the respective solvents

b. The tertiary amine forms a salt. The higher ether compounds are insoluble in water.

Solubility of the products in the respective solvents

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

Draw the product formed when A is treated with each series of reagents.

a. [1]H2O ; [2] NaH; [3] CH3Br

b. [1] CuCN; [2] DIBAL-H; [3] H2O

c. [1] C6H5NH2; [2] CH3COCl

Draw the organic products formed in each reaction.

a

b

c

d

e

f

g

h

i

j

Draw the products formed when each amine is treated with [1] CH3I(excess); [2] Ag2O; [3] ∆. Indicate the major product when a mixture results.

a

b

c

d

Question: Synthesize each compound from benzene. Use a diazonium salt as one of the synthetic intermediates.

Question: What alkyl halide is needed to prepare each 1° amine by a Gabriel synthesis?

a.

b.

c.
See all solutions

Recommended explanations on Chemistry Textbooks

Physical Chemistry

Read Explanation

Ionic and Molecular Compounds

Read Explanation

The Earths Atmosphere

Read Explanation

Chemical Reactions

Read Explanation

Making Measurements

Read Explanation

Chemical Analysis

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