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Acetonitrile is deprotonated by very strong bases. Write

Organic Chemistry | 8th Edition | ISBN: 9780321768414 | Authors: L.G. Wade Jr ISBN: 9780321768414 33

Solution for problem 32P Chapter 4

Organic Chemistry | 8th Edition

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Organic Chemistry | 8th Edition | ISBN: 9780321768414 | Authors: L.G. Wade Jr

Organic Chemistry | 8th Edition

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Problem 32P

Acetonitrile  is deprotonated by very strong bases. Write resonance forms to show the stabilization of the carbanion that results.

Step-by-Step Solution:

Solution 32P :

Step 1:

Here, we have to show the resonance forms to show the stabilization of the carbanion that results when acetonitrile (CH3CN) is deprotonated by very strong bases.

Deprotonation is the removal of a proton from a molecule by a radical. Reactions with Bronsted-Lowry bases(solution that accepts proton) are deprotonation reactions.

A carbanion has a trivalent carbon atom that bears a negative charge.  A resonance form is another way of drawing a Lewis dot structure for a compound when there is more than one possibility of placing valence or lone pairs of electrons, but the atoms in the resonance forms should have identical position. Equivalent Lewis structures of same compound are called resonance forms.

Step 2 of 2

Chapter 4, Problem 32P is Solved
Textbook: Organic Chemistry
Edition: 8
Author: L.G. Wade Jr
ISBN: 9780321768414

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