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Chemistry Question on Organic Chemistry- Some Basic Principles and Techniques

-The stability of carbanions in the following (i) RC≡C⊖RC \equiv {C}^{\ominus} (iii) R2C=CH⊖R_2C = {CH}^{\ominus} (iv) R3C=CH2⊖R_3C = {CH_2}^{\ominus} , is in the order of

A

(i) > (ii) > (iii) > (iv)

B

(ii) > (iii) > (iv) > (i)

C

(iv) > (ii)>(iii)>(i)

D

(i) > (iii) > (ii) > (i)

Answer

(i) > (ii) > (iii) > (iv)

Explanation

Solution

The carbanion with more s-character is more stable. Thus, the order of stability is RC≡C⊖>C6H5⊖>R2C=CH⊖>R3C−CH2⊖RC \equiv _{C}^{\ominus} > C_6H_5^{\ominus} > R_2C = _{CH}^{\ominus} > R_3C -_{CH_2}^{\ominus}