# Reaction of alkynes with sodium in liquid ammonia [duplicate]

### Problem

The hydrocarbon which can react with sodium in liquid ammonia is?

(A) $$\ce{CH3CH2C#CH}$$
(B) $$\ce{CH3CH=CHCH3}$$
(C) $$\ce{CH3CH2C#CCH2CH3}$$
(D) $$\ce{CH3CH2CH2C#CCH2CH2CH3}$$

(A) $$\ce{CH3CH2C#CH}$$

### Question

I am confused why the answer cant be (C) or (D) since these two could undergo reaction with sodium in ammonia to give me trans-alkenes as products.

• Well, I guess they missed this possibility. – Mithoron Apr 26 at 14:00
• Similar to this (even poorer) question Similar to chemistry.stackexchange.com/questions/94716/…. The one marked in red in the picture that you have included is the only which doesn't occur. – Alchimista Apr 26 at 14:01
• @Alchimista Ah so i think the question itself has ambiguity. Also yes, i know the second reaction wont undergo birch reduction, i mis clicked option lol. – Ashwin Singh Apr 26 at 14:06
• @Alchimista Nicely found. Well, I guess we can safely close this as a dupe and solve the $\ce{#CH3}$ mystery once and for all. – andselisk Apr 26 at 14:19
• Poorer in my first comment referred to the quiz not really to the SE questions. @Andselisk yes its a kind of duplicate. – Alchimista Apr 27 at 8:48