Apply retrosynthetic analysis 10 guide thc preparation of each of the following

Question

Apply retrosynthetic analysis 10 guide thc preparation of each of the following compo^ from the indicated starting material. then write oui the synthesis showing the necessan reagents. l-Propanol from 2-propanol 1-Broinopropane from 2-bromopropane 1.2-Dibromopropane from 2-bromopropane l-Bromo-2-propanol from 2-propanol l-Bromo-2-methyl-2-propanol from tert-butyl bromide 1,2-Epoxypropane from 2-propanol /m-Butyl alcohol from isobutyl alcohol fm-Butyl iodide from isobutyl iodide fra/w-2-Chlorocyclohexanol from cyclohexyl chloride (j) Cyelopentyl iodide from eyclopentane (k) 'ra/ij-l,2-Dichlorocyclopentane from cyclopentarc

Explanation / Answer

Answer:

a).

2-Propanol + Conc.H2SO4 Propene

Propene + HCl (Peroxide) 1-Chloro propane

1-Chloro propane + Aqueous KOH 1-Propanol

b).

2-Bromopropane + Alcoholic. KOH Propene

Propene + HBr (Hydrogen peroxide) 1-BromoPropane

c)

2-Bromopropane + Alcoholic. KOH Propene

Propene + Br2 1,2-DiBromopropane

d).

Propanol + CrO3 Propanoic acid

Propanoic acid + HVZ 1-bromopropanoic acid

1-bromopropanoic acid + Reducing agent (Controlled reduction) 1-bromo 2-propanol

e).

f).

2-propanol +Conc.H2SO4 Propene

Propene + Perchloric acid 1,2-Epoxypropane

g).

isobutyl alcohol + Conc.H2SO4 2-Methyl propene

2-Methyl propene + Aq.KOH ter-butyl alcohol

h).

isobutyl iodide + Conc.H2SO4 2-Methyl propene

2-Methyl propene + HI ter-butyl iodide

i).

j).

Cyclopentane + I2 (Catalyst) Cyclopentyl iodide

k).

Cyclopentane + Cl2 Cyclopentyl chloride

Cyclopentyl chloride + Conc.H2SO4 Cyclopentene

Cyclopentene + Cl2 trans-1,2-dichloro cyclopentane

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