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 24, Problem 4PP
Interpretation Introduction

Interpretation:

The Strecker synthesis of DL-phenylalanine is to be outlined, and by preparing the starting aldehyde using acrolein and methanethiol, Strecker synthesis of DL-methanethiol is to be outlined.

Concept introduction:

舧 Amino acids are organic compounds containing amine (NH2) and carboxyl (COOH) functional group along with a side chain (R group) specific to each amino acid.

舧 Strecker synthesis involves treating an aldehyde with ammonia and hydrogen cyanide to give an aminonitrile, which can be hydrolyzed to an αa-amino acid.

The general reaction is as:

Organic Chemistry, Chapter 24, Problem 4PP

舧 The Strecker synthesis involves formation of imine from phenyl acetaldehyde and ammonia, which on addition of hydrogen cyanide produces α amino nitrile, and further undergoes hydrolysis to yield DL-phenylalanine.

舧 Acrolein and methanethiol on treating with a base gives 3(methylthio)propanal, which when subjected to Strecker synthesis forms imine from 3(methylthio)propanal and ammonia, which on addition of hydrogen cyanide produces α amino nitrile, and further undergoes hydrolysis in the second step to yield DL-Methionine.

Blurred answer
Students have asked these similar questions
Draw the major organic substitution product or products for (2R,3S)-2-bromo-3-methylpentane reacting with the given nucleophile. Clearly drawn the stereochemistry, including a wedged bond, a dashed bond and two in-plane bonds at each stereogenic center. Omit any byproducts. Bri CH3CH2O- (conc.) Draw the major organic product or products.
Tartaric acid (C4H6O6) is a diprotic weak acid. A sample of 875 mg tartaric acid are dissolved in 100 mL water and titrated with 0.994 M NaOH. How many mL of NaOH are needed to reach the first equivalence point? How many mL of NaOH are needed to reach the second equivalence point?
Including activity, calculate the solubility of Pb(IO3)2 in a matrix of 0.020 M Mg(NO3)2.
Knowledge Booster
Background pattern image
Similar questions
SEE MORE QUESTIONS
Recommended textbooks for you
  • Text book image
    Organic Chemistry
    Chemistry
    ISBN:9781305080485
    Author:John E. McMurry
    Publisher:Cengage Learning
    Text book image
    Organic Chemistry
    Chemistry
    ISBN:9781305580350
    Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
    Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9781305080485
Author:John E. McMurry
Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning