Carbon Tetrachloride → 4-Chlorobenzotrichloride

HRID 903091

Reaction equation

HRID 903091 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5](C)=[CH:4][CH:3]=1.O(Cl)Cl.[C:12]([Cl:16])(Cl)([Cl:14])[Cl:13]>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:12]([Cl:16])([Cl:14])[Cl:13])=[CH:4][CH:3]=1

Participants

4

Reactant 3

HCID 5943Carbon TetrachlorideHCID 78104-ChlorotolueneHCID 24646Chlorine monoxide

Product 1

HCID 212774-ChlorobenzotrichlorideYield 83.9%

Procedure

p-Chlorotoluene (1.17 g, 0.0092 mole) and dichlorine monoxide (2.40 g, 0.028 mole) in carbon tetrachloride (35 ml) were mixed and stored in a stoppered bottle at room temperature for 5 days. The initial reaction ws exothermic. The product was dried (MgSO4) and the solvent removed on a rotary evaporator to give 4-chlorotrichloromethylbenzene as a pale yellow oil (2.00 g, purity by HPLC 88.78%; yield 83.9%), containing a small amount of dichlorotrichloromethylbenzene.

Workup

  1. customThe initial reaction ws exothermic
  2. dry with materialThe product was dried (MgSO4)
  3. customthe solvent removed on a rotary evaporator

Sources & evidence

ORD record
ord-0adcae1df60a44df90dbe38c1ef7ed31
Source dataset
uspto-grants-1980_10
Patent number
US04226783

Linked notes

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