Question

(10 pts total) Give the structures for compounds/reagents A through K in the following road- map. 6-methylhept-1-yne D. SOC F E (1) CH3MgBr in ether (2) H,о* (CH)2CuLi G (1) B (CH3),CH(CH2)3MgBr Na2Cr2O7 С H2SO4 (2) H2O* KCN HCN (1) K (2) H30* (1) J (2) H20* н OH Но OH ERK

Answer 1

Structure of A:

Structure of B:

CH₃CHO

Structure of C:

Structure of D:

НО.

Structure of E:

Structure of F:

HgSO₄, H₂O, H₂SO₄

Structure of G:

NE

Structure of H:

CN

Structure of I:

ОН COOH

Structure of J:

PhMgBr

Structure of K:

LiAlH₄

Roadmap explanation:

OH (D) SOCI 6-methylhept-1-yne (G) HgSO4, H2O H2SO4 УСІ 1. CH MgBr in ether 2. H2O (CH3),Culi (B) 1. CH CHO Na2Cr20 (CH3)-CH(CH),MgBr 2. H30 H.S04 (C) 1. LiAlH4(K) 2. Hz0 KCN HCN I. PhMgBr (J) 2. H20- OH OOH (H) CN H0+ OH wa COOH