Allyl chloride → Propane, 2-bromo-1-chloro-

HRID 2071883Notes

Reaction equation

HRID 2071883 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][Cl:5].[CH2:6]([Cl:9])[CH:7]=[CH2:8]>C1CCCCC1>[Br:1][CH2:2][CH2:3][CH2:4][Cl:5].[Br:1][CH:7]([CH3:8])[CH2:6][Cl:9]

Participants

5

Reactant 2

HCID 7850Allyl chlorideHCID 80061-Bromo-3-chloropropane

Product 2

HCID 80061-Bromo-3-chloropropaneHCID 18175Propane, 2-bromo-1-chloro-Yield 3%

Reagents, catalysts & solvents 1

HCID 8078CyclohexaneSolvent

Procedure

The same process as in example 2 was carried out, but the cyclohexane was replaced by 3-bromo-1-chloropropane. The reaction developed in the same way. After 30 minutes of irradiation at 22° C, 90% of allyl chloride had been converted. The reaction product was degassed and the unreacted allyl chloride was distilled. The remaining product was formed by 3-bromo-1-chloropropane (solvent + formed product) and about 3% of 2-bromo-1-chloropropane. This operation has the advantage of making the solvent distillation unnecessary.

Workup

  1. customAfter 30 minutes of irradiation at 22° C
  2. customThe reaction product was degassed
  3. distillationthe unreacted allyl chloride was distilled

Sources & evidence

ORD record
ord-fd729aa701f2427aaa34fce67080442c
Source dataset
uspto-grants-1977_09
Patent number
US04049516

Reaction notes

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