JEE Advanced2026ChemistryHydrocarbonsActual
Treatment of buta-1,3-diyne with NaNH ₂ ( 2 equivalents), followed by reaction with excess of trans - CH ₃ -CH=CH-CH ₂ -Br gives X as the major product. The maximum number of carbon atoms that are collinear (in a straight line) in X is ____.
Correct answer
0
Step-by-step solution
Buta-1,3-diyne ( HC C - C CH ) reacts with 2 equivalents of NaNH ₂ to undergo double deprotonation, forming the acetylide dianion: HC C - C CH + 2 NaNH ₂ ^ C C - C C ^ + 2 NH ₃ This dianion acts as a strong nucleophile and undergoes an S_N2 reaction with the primary allylic halide, trans - CH ₃ -CH=CH-CH ₂ -Br (excess ensures both sides react): ^ C C - C C ^ + 2 CH ₃ -CH=CH-CH ₂ -Br CH ₃ -CH=CH-CH ₂ - C C - C C - CH ₂ -CH=CH-CH ₃ In the major product X , the central diyne unit consists of four sp hybridized carbon