Carbon Tetrachloride → 1-Nitro-4-(tribromomethyl)benzene

HRID 1730722Notes

Reaction equation

HRID 1730722 reaction equation
[N+:1]([C:4]1[CH:12]=[CH:11][C:7]([CH:8]([Br:10])[Br:9])=[CH:6][CH:5]=1)([O-:3])=[O:2].C(Cl)(Cl)(Cl)Cl.[Br:18]Br.[OH-].[Na+]>O>[N+:1]([C:4]1[CH:12]=[CH:11][C:7]([C:8]([Br:18])([Br:9])[Br:10])=[CH:6][CH:5]=1)([O-:3])=[O:2]

Participants

6

Reactant 4

HCID 5943Carbon TetrachlorideHCID 14798Sodium HydroxideHCID 24408BromineHCID 69276Benzene, 1-(dibromomethyl)-4-nitro-

Product 1

HCID 149217151-Nitro-4-(tribromomethyl)benzeneYield 90%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 51 parts of p-nitrobenzal bromide in 500 parts of carbon tetrachloride is added to a solution of 80 parts of bromine plus 160 parts of 50% sodium hydroxide in 2,000 parts of water at 50° C. The mixture is stirred with a mechanical stirrer for 2.5 hours. The carbon tetrachloride layer is separated, dried and evaporated to give 58 parts (90% yield) of p-nitrobenzotribromide, m.p. 81-3° C.

Workup

  1. customThe carbon tetrachloride layer is separated
  2. customdried
  3. customevaporated

Sources & evidence

ORD record
ord-06eb211c180948f6983791c5d1093d49
Source dataset
uspto-grants-1976_11
Patent number
US03993704

Reaction notes

Loading…