17-74 Glucose, C 6 H 1 2 O 6 , contains an aldehyde group but exists predominantly in the form of the cyclic hemiacetal shown here. We will discuss this cyclic form of glucose in Chapter 20. A cyclic hemiacetal is formed when the —OH group of one carbon bonds to the carbonyl group of another carbon. (a) Which carbon in glucose provides the —OH group and which provides the —CHO group? (b) Draw the alternative chair confirmations of D-glucose and state which of the two is the more stable.

BuyFind

Introduction to General, Organic a...

11th Edition
Frederick A. Bettelheim + 4 others
Publisher: Cengage Learning
ISBN: 9781285869759
BuyFind

Introduction to General, Organic a...

11th Edition
Frederick A. Bettelheim + 4 others
Publisher: Cengage Learning
ISBN: 9781285869759

Solutions

Chapter 17, Problem 17.74P
Textbook Problem

17-74 Glucose, C6H12O6, contains an aldehyde group but exists predominantly in the form of the cyclic hemiacetal shown here. We will discuss this cyclic form of glucose in Chapter 20.

Chapter 17, Problem 17.74P, 17-74 Glucose, C6H12O6, contains an aldehyde group but exists predominantly in the form of the , example  1

A cyclic hemiacetal is formed when the —OH group of one carbon bonds to the carbonyl group of another carbon.

(a) Which carbon in glucose provides the —OH group and which provides the —CHO group?

(b) Draw the alternative chair confirmations of Chapter 17, Problem 17.74P, 17-74 Glucose, C6H12O6, contains an aldehyde group but exists predominantly in the form of the , example  2D-glucose and state which of the two is the

more stable.

Expert Solution

Want to see the full answer?

Check out a sample textbook solution.

Want to see this answer and more?

Experts are waiting 24/7 to provide step-by-step solutions in as fast as 30 minutes!*

*Response times vary by subject and question complexity. Median response time is 34 minutes and may be longer for new subjects.

Chapter 17 Solutions

Introduction to General, Organic and Biochemistry
Ch. 17 - 17-11 What is the difference in structure between...Ch. 17 - 17-12 Is it possible for the carbon atom of a...Ch. 17 - 17-13 Which compounds contain carbonyl groups?Ch. 17 - 17-14 Following are structural formulas for two...Ch. 17 - 17-15 Draw structural formulas for the four...Ch. 17 - 17-16 Answer true or false. (a) An aldehyde is...Ch. 17 - 17-17 Draw structural formulas for these...Ch. 17 - 17-18 Draw structural formulas for these ketones....Ch. 17 - 17-19 Write the JUPAC names for these compounds.Ch. 17 - 17-20 Write the IUPAC names for these compounds.Ch. 17 - 17-2 1 Explain why each name is incorrect. Write...Ch. 17 - 17-22 Explain why each name is incorrect. Write...Ch. 17 - 17-23 Answer true or false. (a) Aldehydes and...Ch. 17 - 17-24 In each pair of compounds, select the one...Ch. 17 - 17-25 Acetone is completely soluble in water, but...Ch. 17 - 17-26 Account for the fact that acetone has a...Ch. 17 - 17-27 Pentane, 1-butanol, and butanal all have...Ch. 17 - 17-28 Show how acetaldehyde can form hydrogen...Ch. 17 - 17-29 Why can’t two molecules of acetone form a...Ch. 17 - 17-30 Answer true or false. (a) The reduction of...Ch. 17 - 17-3 1 Draw a structural formula for the principal...Ch. 17 - 17-32 Draw a structural formula for the principal...Ch. 17 - 17-33 What simple chemical test could you use to...Ch. 17 - 17-34 Explain why liquid aldehydes are often...Ch. 17 - 17-35 Suppose that you take a bottle of...Ch. 17 - 17-36 Explain why the reduction of an aldehyde...Ch. 17 - 17-37 Write a structural formula for the principal...Ch. 17 - 17-38 Draw a structural formula for the principal...Ch. 17 - 17-39 1, 3-Dihydroxy-2-propanone, more commonly...Ch. 17 - 17-40 Draw a structural formula for the product...Ch. 17 - 17-41 Draw a structural formula for the product...Ch. 17 - 17-42 Mark each statement true or false. (a) Keto...Ch. 17 - 17-43 Which of these compounds undergo keto-enol...Ch. 17 - 17-44 Draw all enol forms of each aldehyde and...Ch. 17 - 17-45 Draw a structural formula for the keto form...Ch. 17 - 17-46 Warfarin is widely used in medicine as a...Ch. 17 - 17-47 What is the characteristic structural...Ch. 17 - 17-48 Which compounds are hemiacetals, which are...Ch. 17 - 17-49 Which compounds are hemiacetals, which are...Ch. 17 - 17-50 Draw the hemiacetal and then the acetal...Ch. 17 - 17-51 Draw the structures of the aldehydes or...Ch. 17 - 17-52 The following compound is a component of the...Ch. 17 - 17-53 Consider the formation of an acetal. If the...Ch. 17 - 17-54 Following is the structure of...Ch. 17 - 17-55 What is the difference in meaning between...Ch. 17 - 17-56 What is the difference in meaning between...Ch. 17 - 17-57 List the reagents and experimental...Ch. 17 - 17-58 Draw a structural formula for an aldehyde or...Ch. 17 - 17-59 Draw a structural formula for an aldehyde or...Ch. 17 - 17-60 1-Propanol can be prepared by the reduction...Ch. 17 - 17-61 Show how to bring about these conversions....Ch. 17 - 17-62 Show how to bring about these conversions....Ch. 17 - 17-63 Describe a simple chemical test by which you...Ch. 17 - 17-64 Mark the aldehyde or ketone group in these...Ch. 17 - 17-65 Draw a structural formula for the product...Ch. 17 - 17-66 Draw structural formulas for the (a) one...Ch. 17 - 17-67 Draw structural formulas for these...Ch. 17 - 17-68 Why does acetone have a lower boiling point...Ch. 17 - 17-69 Propanal (bp 49°C) and 1-propanol (bp 97°C)...Ch. 17 - 17-70 What simple chemical test could you use to...Ch. 17 - 17-71 5-Hydroxyhexanal forms a six-membered cyclic...Ch. 17 - 17-72 The following molecule is an enediol; each...Ch. 17 - 17-73 Alcohols can be prepared by the...Ch. 17 - 17-74 Glucose, C6H12O6, contains an aldehyde group...Ch. 17 - 17-75 Ribose, C5H10O5, contains an aldehyde group...Ch. 17 - 17-76 Name the functional groups in each steroid...Ch. 17 - 17-77 Sodium borohydride is a laboratory reducing...Ch. 17 - 17-78 Complete the following equation for these...Ch. 17 - 17-79 Write an equation for each conversion. (a)...

Additional Science Textbook Solutions

Find more solutions based on key concepts
Irradiation can a. destroy vitamins. b. sterilize spices. c. make food radioactive. d. promote sprouting.

Nutrition: Concepts and Controversies - Standalone book (MindTap Course List)

What is motion?

An Introduction to Physical Science

What is population genetics?

Human Heredity: Principles and Issues (MindTap Course List)

Other than hydrogen and oxygen, what are the most abundant ions in seawater?

Oceanography: An Invitation To Marine Science, Loose-leaf Versin

Two speakers are driven by the same oscillator of frequency f. They are located a distance d from each other on...

Physics for Scientists and Engineers, Technology Update (No access codes included)