Organic Chemistry
Organic Chemistry
12th Edition
ISBN: 9781118875766
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
Question
Book Icon
Chapter 23, Problem 12PP
Interpretation Introduction

Interpretation:

The chemical conversion of cholesterol into the given compounds needs to be summarized.

Concept Introduction:

>

Cholesterol is essential for human life. In the human body, it is produced as an intermediate in the biosynthesis of all steroids. It is produced at a much higher rate than is necessary for the synthesis of steroid. In a typical molecule of cholesterol, there is no internal plane of symmetry, and hence every carbon atom is different and each carbon has four different groups.

>

A single unit of cholesterol consists of eight tetrahedral chirality centers. This means that there may be 256 stereoisomers of the basic structure of cholesterol, of which there is one correct structure of a single cholesterol unit.

>

Reactions of steroids are greatly influenced by steric hindrance. Most steroids prefer reaction at β position, but some reagents attack at α position in case it is sterically favorable (lower steric hindrance).

>

Reaction of alkenes with peroxide acids to form epoxides is called epoxidation reaction. In this reaction, the double bond of C=C is converted to an epoxide.

>

A chemical reaction between compound and molecular hydrogen in the presence of a catalyst. The addition of hydrogen to double or triple bond is a hydrogenation reaction.

>

Hydrogenation of alkenes or alkynes is an addition reaction, which is done in the presence of reducing agents, such as H2/Ni.

>

The addition of halogen to double or triple bond is a halogenation reaction.

Blurred answer
Students have asked these similar questions
2. a) Draw the following: (a) nonanamide (b) N-methyloctanamide (c) (d) N-ethyl-N-propylpropanamide N-ethyl-2,4,6-trimethyldecanamide
(a) Explain how NaBH4 in CH3OH can reduce hemiacetal A to butane-1,4-diol (HOCH2CH2CH2CH2OH). (b) What product is formed when A is treated with Ph3P = CHCH2CH(CH3)2? (c) The drug isotretinoin is formed by reaction of X and Y. What is the structure of isotretinoin? Although isotretinoin (trade name Accutane or Roaccutane) is used for the treatment of severe acne, it is dispensed under strict controls because it also causes birth defects.
A key step in the synthesis of the narcotic analgesic meperidine (trade name Demerol) is the conversion of phenylacetonitrile to X. (a) What is the structure of X? (b) What reactions convert X to meperidine?
Knowledge Booster
Background pattern image
Similar questions
SEE MORE QUESTIONS
Recommended textbooks for you
Text book image
Chemistry
Chemistry
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning
Text book image
Chemistry
Chemistry
ISBN:9781259911156
Author:Raymond Chang Dr., Jason Overby Professor
Publisher:McGraw-Hill Education
Text book image
Principles of Instrumental Analysis
Chemistry
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9780078021558
Author:Janice Gorzynski Smith Dr.
Publisher:McGraw-Hill Education
Text book image
Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning
Text book image
Elementary Principles of Chemical Processes, Bind...
Chemistry
ISBN:9781118431221
Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:WILEY