Chapter 9: Q34P (page 494)
Question:Show how you would accomplish the following synthetic transformations. Show all intermediates.
(²¹)2,2-»å¾±²ú°ù´Ç³¾´Ç²ú³Ü³Ù²¹²Ô±ð→b³Ü³Ù-1-²â²Ô±ð
(²ú)2,2-»å¾±²ú°ù´Ç³¾´Ç²ú³Ü³Ù²¹²Ô±ð→b³Ü³Ù-2-²â²Ô±ð
(³¦)²ú³Ü³Ù-1-²â²Ô±ð→o³¦³Ù-3-²â²Ô±ð
(d)trans-³ó±ð³æ-2-±ð²Ô±ð→h±ð³æ-2-²â²Ô±ð
(±ð)2,2-»å¾±²ú°ù´Ç³¾´Ç³ó±ð³æ²¹²Ô±ð→h±ð³æ-1-²â²Ô±ð
(´Ú)³¦²â³¦±ô´Ç»å±ð³¦²â²Ô±ð→cis-cyclodecene
(²µ)³¦²â³¦±ô´Ç»å±ð³¦²â²Ô±ð→trans-cyclodecene
(h)hex-1-yne→hexan-2-one, CH3COCH2CH2CH2CH3
(i)hex-1-yne→hexanal, CH3(CH2)4CHO
(j)trans-³ó±ð³æ-2-±ð²Ô±ð→cis-hex-2-ene
Short Answer
Answer
(a)

Synthetic transformation of 2,2-dibromobutane to but-1-yne
(b)

Synthetic transformation of 2,2-dibromobutane to but-2-yne
(c)

Synthetic conversion of but-1-yne to oct-3-yne
(d)

Synthetic transformation of trans-hex-2-ene to oct-3-yne
(e)

Synthetic conversion of 2,2-dibromohexane to hex-1-yne
(f)

Synthetic conversion of cyclodecyne to cis-cyclodecene
(g)

Synthetic conversion of cyclodecyne to trans-cyclodecene
(h)

Synthetic conversion of hex-1-yne to hexan-2-one,
(i)

Synthetic conversion of hex-1-yne to hexanal,
(j)

Synthetic conversion of trans-hex-2-ene to cis-hex-2-ene












