/*! 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} Question 28.53 What two aldohexoses yield d-ara... [FREE SOLUTION] | 91影视

91影视

Log out

Learning Materials

Features

Discover

Chapter 28: Question 28.53 (page 1149)

What two aldohexoses yield d-arabinose upon Wohl degradation?

Short Answer

Expert verified

Answer

Step by step solution

01

Wohl degradation

Wohl degradation is an important reaction in carbohydrate chemistry. This reaction shortens the carbon chain in a stepwise manner by cleaving the bond of the aldose chain.

02

From D-glucose

D-glucose is treated with NH2OH,AC2O gives a cyanohydrin further react with NaOCH3 form D-arabinose.

Formation of D-arabinose from D-glucose

03

From D-mannose

D-mannose is treated with NH2OH,Ac2O,AcONa,AcOHforms a product with on further reaction with NaOCH3form D-arabinose.

Formation of D-arabinose from D-mannose

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

Draw the products formed when D-altrose is treated with each reagent.

How would you convert d-glucose into each compound? More than one step is required.

(a.)

(b.)

(c.)

Cellobiose, a disaccharide obtained by the hydrolysis of cellulose, is composed of two glucose units joined together in a 1鈫�4-尾- glycoside bond. What is the structure of cellobiose?

A D-aldohexose A is formed from an aldopentose B by the Kiliani-Fischer synthesis. Reduction of A with forms an optically inactive alditol. Oxidation of B forms an optically active aldaric acid. What are the structures of A and B?

Consider the tetrasaccharide stachyose drawn below. Stachyose is found in white jasmine, soybeans, and lentils. Because humans cannot digest it, its consumption causes flatulence.

a. Label all glycoside bonds.

c. What products are formed when stachyose is hydrolyzed with H3O+?

d. Is stachyose a reducing sugar?

e. What product is formed when stachyose is treated with excess CH3I, Ag2O?

f. What products are formed when the product in (e) is treated with H3O+?
See all solutions

Recommended explanations on Chemistry Textbooks

Chemical Analysis

Read Explanation

Organic Chemistry

Read Explanation

Physical Chemistry

Read Explanation

The Earths Atmosphere

Read Explanation

Chemistry Branches

Read Explanation

Inorganic 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.