Organic Reaction Pathways

Question 1

alkane to haloalkane

Answer 1

halogen / UV light

Question 2

alkene to alkane

Answer 2

H2 / Ni

Question 3

alkene to haloalkane

Answer 3

hydrogen halide

Question 4

haloalkane to alcohol

Answer 4

NaOH

Question 5

alcohol to haloalkane

Answer 5

sodium halide / H2SO4

Question 6

alkene to alcohol

Answer 6

steam / H3PO4

Question 7

alcohol to alkene

Answer 7

heat / H3PO4

Question 8

haloalkane to nitrile (C-CN)

Answer 8

CN- / ethanol

Question 9

haloalkane to amine (C-NH2)

Answer 9

NH3 / ethanol

Question 10

nitrile (C-CN) to amine

Answer 10

H2 / Ni

Question 11

alcohol to ketone/aldehyde/-COOH

Answer 11

K2Cr2O7 / H2SO4 (reflux/distillation)

Question 12

ketone/aldehyde to alcohol

Answer 12

NaBH4

Question 13

alcohol/COOH to ester (O=C-O-C)

Answer 13

alcohol/COOH / conc H2SO4

Question 14

ester to COOH

Answer 14

dilute acid / heat

Question 15

aldehyde/ketone to hydroxynitrile (OH-C-CN)

Answer 15

NaCN / H+

Question 16

hydroxynitrile to amine

Answer 16

H2 / Ni

Question 17

hydroxynitrile/nitrile to COOH

Answer 17

H2O / HCl / heat

Question 18

COOH to acyl chloride (O=C-Cl)

Answer 18

SOCl2

Question 19

acyl chloride to COOH

Answer 19

H2O

Question 20

acyl chloride to amide

Answer 20

NH3

Question 21

benzene to nitrobenzene (NO2)

Answer 21

conc H2SO4 / conc HNO3

Question 22

nitrobenzene to aminobenzene

Answer 22

Sn / conc HCl

Question 23

benzene to methyl benzene

Answer 23

CH3Cl / AlCl3

Question 24

benzene to bromobenzene

Answer 24

Br2 / FeBr3/AlBr3

Question 25

phenol to bromophenol

Answer 25

Br2