Benzoyl Peroxide → 1-Chloro-4-(1-chloro-2-methylpropan-2-yl)benzene

HRID 434537Notes

Reaction equation

HRID 434537 reaction equation
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([Cl:11])=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].S(Cl)([Cl:15])(=O)=O.C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1>>[Cl:11][C:8]1[CH:7]=[CH:6][C:5]([C:1]([CH3:4])([CH3:2])[CH2:3][Cl:15])=[CH:10][CH:9]=1

Participants

4

Reactant 3

HCID 7187Benzoyl PeroxideHCID 24648Sulfuryl chlorideHCID 775944-tert-Butylchlorobenzene

Product 1

HCID 155826481-Chloro-4-(1-chloro-2-methylpropan-2-yl)benzeneYield 56.5%

Conditions

Temperature
100 °C

Procedure

To 25 g of 4-tert-butylchlorobenzene synthesized in (1) above were added 20 g of sulfuryl chloride and a catalytic amount of benzoyl peroxide, and the temperature was elevated and the mixture was maintained at 100° C. for 1 hour. Then, the mixture was distilled under reduced pressure to give 17.0 g of 2-(4-chlorophenyl)-2-methyl-1-chloropropane (bp.: 121°-123° C./10 mmHg).

Workup

  1. distillationThen, the mixture was distilled under reduced pressure

Sources & evidence

ORD record
ord-166e0046ad6d4f0084ab5a949a69703c
Source dataset
uspto-grants-1983_08
Patent number
US04397864

Reaction notes

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