2,3-Dichloro-1,1,1-trifluoropropane → 1,1,1,2,2-Pentafluoropropane

HRID 714000Notes

Reaction equation

HRID 714000 reaction equation
[CH2:1]=[C:2]([F:7])[C:3]([F:6])([F:5])[F:4].Cl[CH:9]([CH2:14][Cl:15])[C:10]([F:13])([F:12])[F:11].Cl[C:17]([C:19]([F:22])([F:21])[F:20])=[CH2:18]>>[Cl:15][CH:14]=[CH:9][C:10]([F:13])([F:12])[F:11].[F:4][C:3]([F:6])([F:5])[C:2]([F:20])([F:7])[CH3:1].[F:4][CH:18]=[CH:17][C:19]([F:22])([F:21])[F:20]

Participants

6

Reactant 3

HCID 95612,3-Dichloro-1,1,1-trifluoropropaneHCID 27367162-chloro-3,3,3-trifluoroprop-1-eneHCID 27767312,3,3,3-Tetrafluoropropene2×

Product 3

HCID 157471,1,1,2,2-PentafluoropropaneHCID 27767291,3,3,3-Tetrafluoroprop-1-eneHCID 27790221-Chloro-3,3,3-trifluoropropene

Procedure

WO 2008/054781 describes a preparation of HFO-1234yf by reaction of 2,3-dichloro-1,1,1-trifluoropropane (HFC-243db) in the presence of HF over a catalyst, in particular 98/2 Cr/Co. The reaction products comprise HFO-1234yf and 2-chloro-3,3,3-trifluoro-1-propene (HCFO-1233xf), the latter product being predominant; the other products 1-chloro-3,3,3-trifluoro-1-propene (HCFO-1233zd) and also 1,1,1,2,2-pentafluoropropane (HFC-245cb) and 1,3,3,3-tetrafluoro-1-propene (HFO-1234ze) are also formed. A higher temperature favors the production of the 1233zd isomer. The starting material, 2,3-dichloro-1,1,1-trifluoropropane (HFC-243db), is indicated as being obtained by chlorination of trifluoro-1-propene (TFP).

Sources & evidence

ORD record
ord-88f386cfb8694a398eac81bb6c2df894
Source dataset
uspto-grants-2015_11
Patent number
US09187387B2

Reaction notes

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