sequence, the availability of materials, and other factors.
3) In reality, it may be necessary to try several approaches in the laboratory in order
to find the most efficient or successful route.
4.20B IDENTIFYING PRECURSORS
Retrosynthetic Analysis
CCCH 2 CH 3 CC − CCH
Synthesis
CCH(NaNH−NH^2
3 ) CC^
−Na+ BrCH^2 CH^3
(−NaBr)
CCCH 2 CH 3
Retrosynthetic Analysis
CH 3 CH 2 CH 2 CH 2 CHCH 3
CH 3
2-Methylhexane
CH 3 C CCH 2 CHCH 3
CH 3
+
+ H
CH 3 CC −
CH 3 X + C CCH 2 CHCH 3
CH 3
−
+ XCH 2 CHCH 3
CH 3
( 1 o, but branched at second carbon)
HC CCH 2 CH 2 CHCH 3
CH 3
HC C −
XCH 2 CH 2 CHCH 3
+ CH 3
CH 3 CH 2 C CCHCH 3
CH 3
+ XCHCH 3
CH 3
(a 2o alkyl halide)
XCH 2 CH 3 C CCHCH 3
CH 3
+ −
3 CH 2 CC C−