/*! 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} 51E 1,6 Hexanediamine, a starting ma... [FREE SOLUTION] | 91影视

91影视

Log out

Learning Materials

Features

Discover

Chapter 20: 51E (page 678)

1,6 Hexanediamine, a starting material needed for making nylon, can be made from 1,3 butadiene. How would you accomplish the synthesis?

H2C=CHCH=CH2鈫�?H2NCH2CH2CH2CH2CH2CH2CH2NH2

Short Answer

Expert verified

1,6-Hexanediamine can be synthesized from 1,3-butadiene through the steps

Step by step solution

01

Definition of synthesis

The construction of complex chemical compounds from simpler ones is defined as synthesis.

02

Explanations

1,3 butadiene is a conjugated diene. Hence it is treated with bromine, and a 1,4-addition of bromine to the diene takes place to yield 1,4-dibromobut-2-ene. Treatment with NaCN converts the dibromide to 1,4-dicyanobut-2-ene. When treated with LiAlH4 the nitrile groups are reduced to -CH2NH2 groups to give 1,6-dicyanohex-3-ene. The double bond is not reduced by LiAlH4. It is reduced by treating with H2,Pd/C to get 1,6-hexane diamine.

1,6-Hexanediamine can be synthesized from 1,3-butadiene through the steps

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

How could you convert butanoic acid into the following compounds?
Write each step showing the reagents needed.
(a) 1-Butanol (b) 1-Bromobutane (c) Pentanoic acid
(d) 1-Butene (e) Octane

In the Ritter reaction, an alkene reacts with a nitrile in the presence of strong aqueous sulfuric acid to yield an amide. Propose a mechanism.

Naturally occurring compounds called cyanogenic glycosides, such as lotaustralin, release hydrogen cyanide, HCN, when treated with aqueous acid. The reaction occurs by hydrolysis of the acetal linkage to form a cyanohydrin, which then expels HCN and gives a carbonyl compound

a. Show the mechanism of the acetal hydrolysis and the structure of the cyanohydrins that results

b. Propose a mechanism for the loss of HCN, and show the structure of the carbonyl compound that forms

How could you convert each of the following compounds into butanoic acid? Write each step showing the reagents needed.

(a) 1-Butanol

(b) 1-Bromobutane

(c) 1-Butene

(d) 1-Bromopropane

(e) 4-Octene

Nitriles can be converted directly to esters by the Pinner reaction, which first produces an iminoester salt that is isolated and then treated with water to give the final product. Propose a mechanism for the Pinner reaction using curved arrows to show the flow of electrons at each step.
See all solutions

Recommended explanations on Chemistry Textbooks

Chemical Analysis

Read Explanation

Organic Chemistry

Read Explanation

The Earths Atmosphere

Read Explanation

Physical Chemistry

Read Explanation

Making Measurements

Read Explanation

Chemical Reactions

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.