Title ORGANIC CHEMISTRY ROAD MAPS - 2.pdf ✅

Road maps
Road map set II || EtOH/H O OH ⊕ A NaOEt EtOH B NaOEt + EtOH || O | Cl C H3O / ∆ ⊕ D NaBH4 (ii) H E 3O+ SOCl2 F CH2 (COOEt)2 EtONa + EtOH G H2N−C−NH2 + NaOH S || O= =O HN NH S || Spiro Thiobarbital Question
Solution
Road map set II Ph−C≡CH H2 /Pd/BaSO4 i) H2 /Pd/BaSO4 ii) H3O+ i) NaNH2 ii) Me−I i) H2 /Lindlar Cat. 6 7 i) Na ii) Me−I 4 5 Hg2+ H3O+ 8 9 HBr/R2O2 11 HBr CCl4 NaCN DMSO 10 NaCN DMSO 12 H2 /Ni 13 MnO2 PCC 14 15 CH2 (COOEt)2 / OH ⊝ 16 H3O / ∆ ⊕ 17 OH / ∆ ⊝ 18 HBr CCl4 19 aq. NaOH 20 Question 1 2 i.) BH3 ii.) H2O2 / OH⊝ 3 i) Na ii) Me−I