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Chapter 1: Q21P (page 2)

Rank the carbanions shown in the margin from most basic to least basic.

HC=C-

H2C=CH-

H3C-CH2-

Short Answer

Expert verified

H3C-CH2->H2C=CH->HC=C-

Step by step solution

01

Understanding the basic strength

All the above-given ions are conjugate bases of acids. In order to categorize them according to their basic strength, we need to compare the acidity of the respective acids. The acid with the least acidity will have the most basic conjugate base.

02

Ranking the ions from most basic to least basic

Order of acidic strength:HC=CH>H2C=CH2>H3C-CH3

Order of basic strength:H3C-CH2->H2C=CH->HC=C-

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Most popular questions from this chapter

Question:PLP can catalyze both \(\alpha ,\beta - \)-elimination reactions (Problem 33) and \(\beta ,\gamma - \)-elimination reactions. Propose a mechanism for the following PLP-catalyzed

\(\beta ,\gamma - \) elimination reaction:

Indicate the kind of molecular orbital (σ ,σ *,π ,π *) that results when the two atomic orbitals are combined:

Do the sp2carbons and the indicated sp3 carbons lie in the same plane?

Explain why the following compound is not stable

Draw the skeletal structure for each of the compounds

1. CH3CHO

2. CH3OCH3

3. CH3COOH
See all solutions

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