1-Chloro-1,1-difluoroethane → 1,1-Difluoro-1,2,2-trichloroethane

HRID 1654316Notes

Reaction equation

HRID 1654316 reaction equation
CC(F)(F)F.C([Cl:11])C(F)(F)F.[CH2:12]([Cl:17])[C:13]([Cl:16])([F:15])[F:14].[CH:18]([C:21]([F:24])(F)[F:22])([Cl:20])[Cl:19].C(C(Cl)(Cl)Cl)(F)(F)F.CC(F)(F)Cl>>[CH2:12]([Cl:17])[C:13]([Cl:16])([F:15])[F:14].[CH:18]([Cl:20])([Cl:19])[C:21]([Cl:11])([F:24])[F:22]

Participants

8

Reactant 6

HCID 63881-Chloro-1,1-difluoroethaneHCID 64082-Chloro-1,1,1-trifluoroethaneHCID 93852,2-Dichloro-1,1,1-trifluoroethaneHCID 96351,1,1-Trichloro-2,2,2-trifluoroethaneHCID 98681,1,1-Trifluoroethane2×HCID 154421,2-Dichloro-1,1-difluoroethane

Product 2

HCID 96301,1-Difluoro-1,2,2-trichloroethaneHCID 154421,2-Dichloro-1,1-difluoroethane

Procedure

An alternative approach to HCFC's is the chlorination of fluorocarbons such as CH3CF3 (HFC-143a). For example, McBee (Industrial and Engineering Chemistry, Vol. 39, pp. 409-412 (1947)) reported that vapor phase chlorination of HFC-143a afforded a mixture of HCFC-133a, HCFC-132b, CHCl2CF3 (HCFC-123), and the fully chlorinated CF3CCl3 (CFC-113a). McBee also reported the chlorination of CH3CClF2 (HCFC-142b) to give HCFC-132b, HCFC-122, and the fully chlorinated CClF2CCl3 (CFC-112a). Again, using this technique --CH2Cl and --CHCl2 groups dominate the attainable substitution pattern.

Workup

  1. customafforded

Sources & evidence

ORD record
ord-542bc9eb680148779b9c76cfcfd29658
Source dataset
uspto-grants-1995_04
Patent number
US05406008

Reaction notes

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