ohh my god...stuck again..

CH3C≡CH + (-)NH2 ---->NH3+?

i thought (-)CH2C≡CH
but answer is CH3C≡C(-)

why am i wrong???????

5 Answers

1
madhumitha harishankar ·

Because the H come from the more electron withdrawing C, which in this case, is on the right of the triple bond

1
Tapas Gandhi ·

alkyne has acidic H

H3CH <<<< acidic

1
madhumitha harishankar ·

Alkyl groups are electron donating...or, proton withdrawing. In this problem, a proton is being given to NH2, so u want proton donating. CH3 is the alkyl group here, so it will keep in its Hydrogens. So comparatively, its easier to pull H from the C on the right.

1
Manmay kumar Mohanty ·

carbon with sp hybridisation is more electronegative since s- character is 50%.
hence hydrogen attached will be more acidic and NH2- will abstract hydrogen from the triple bond carbon....

39
Pritish Chakraborty ·

So an acid base reaction culminates.

CH3C≡CH + NH2- ---->NH3+ + CH3C≡C-

This alkynyl anion can be used as a nucleophile in preparation of alkynes by nucleophilic substitution reactions. The acid base rn you have given here is the typical reaction of acetylene with sodamide in liquid ammonia.

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