Homework Help is Here – Start Your Trial Now!
Science
Chemistry
CH3 H3C. H3C H H གཡིག བཤད 1:|:ཁ ག གྱིས ས པ ཀ ཡིག རྒྱུད CH3 CH + H3C H H CH3 Monocarbonyl compounds can be alkylated at the a position via the use of lithium diisopropylamide, a strong, sterically hindered base. Because only one carbonyl group is available to participate in resonance stabilization of the enolate, the a-hydrogens are less acidic than those of ẞ-dicarbonyl compounds and so a stronger base is necessary to completely convert the compound to the enolate. The reaction occurs in a polar aprotic solvent such as THF. Compounds such as esters, ketones, and nitriles are commonly alkylated via this procedure. Aldehydes, however, rarely give high yields in this procedure because they tend to undergo carbonyl condensation instead. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions H₂C :0: X CH3 H₂C :0: CH3 ab

CH3 H3C. H3C H H གཡིག བཤད 1:|:ཁ ག གྱིས ས པ ཀ ཡིག རྒྱུད CH3 CH + H3C H H CH3 Monocarbonyl compounds can be alkylated at the a position via the use of lithium diisopropylamide, a strong, sterically hindered base. Because only one carbonyl group is available to participate in resonance stabilization of the enolate, the a-hydrogens are less acidic than those of ẞ-dicarbonyl compounds and so a stronger base is necessary to completely convert the compound to the enolate. The reaction occurs in a polar aprotic solvent such as THF. Compounds such as esters, ketones, and nitriles are commonly alkylated via this procedure. Aldehydes, however, rarely give high yields in this procedure because they tend to undergo carbonyl condensation instead. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions H₂C :0: X CH3 H₂C :0: CH3 ab

Chemistry
Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
See similar textbooks
icon
Related questions
Question
100%
CH3 H3C. H3C H H གཡིག བཤད 1:|:ཁ ག གྱིས ས པ ཀ ཡིག རྒྱུད CH3 CH + H3C H H CH3 Monocarbonyl compounds can be alkylated at the a position via the use of lithium diisopropylamide, a strong, sterically hindered base. Because only one carbonyl group is available to participate in resonance stabilization of the enolate, the a-hydrogens are less acidic than those of ẞ-dicarbonyl compounds and so a stronger base is necessary to completely convert the compound to the enolate. The reaction occurs in a polar aprotic solvent such as THF. Compounds such as esters, ketones, and nitriles are commonly alkylated via this procedure. Aldehydes, however, rarely give high yields in this procedure because they tend to undergo carbonyl condensation instead. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions H₂C :0: X CH3 H₂C :0: CH3 ab
Transcribed Image Text:CH3 H3C. H3C H H གཡིག བཤད 1:|:ཁ ག གྱིས ས པ ཀ ཡིག རྒྱུད CH3 CH + H3C H H CH3 Monocarbonyl compounds can be alkylated at the a position via the use of lithium diisopropylamide, a strong, sterically hindered base. Because only one carbonyl group is available to participate in resonance stabilization of the enolate, the a-hydrogens are less acidic than those of ẞ-dicarbonyl compounds and so a stronger base is necessary to completely convert the compound to the enolate. The reaction occurs in a polar aprotic solvent such as THF. Compounds such as esters, ketones, and nitriles are commonly alkylated via this procedure. Aldehydes, however, rarely give high yields in this procedure because they tend to undergo carbonyl condensation instead. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions H₂C :0: X CH3 H₂C :0: CH3 ab
Expert Solution
steps

Step by step

Solved in 1 steps with 2 images

SEE SOLUTIONCheck out a sample Q&A here
Blurred answer
Similar questions
  • SEE MORE QUESTIONS
Recommended textbooks for you
Chemistry
Chemistry
Chemistry
ISBN:
9781305957404
Author:
Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:
Cengage Learning
Chemistry
Chemistry
Chemistry
ISBN:
9781259911156
Author:
Raymond Chang Dr., Jason Overby Professor
Publisher:
McGraw-Hill Education
Principles of Instrumental Analysis
Principles of Instrumental Analysis
Chemistry
ISBN:
9781305577213
Author:
Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:
Cengage Learning
Organic Chemistry
Organic Chemistry
Chemistry
ISBN:
9780078021558
Author:
Janice Gorzynski Smith Dr.
Publisher:
McGraw-Hill Education
Chemistry: Principles and Reactions
Chemistry: Principles and Reactions
Chemistry
ISBN:
9781305079373
Author:
William L. Masterton, Cecile N. Hurley
Publisher:
Cengage Learning
Elementary Principles of Chemical Processes, Bind…
Elementary Principles of Chemical Processes, Bind…
Chemistry
ISBN:
9781118431221
Author:
Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:
WILEY
SEE MORE TEXTBOOKS