1,1,1,3-Tetrachloropropane → 1,1,3-Trichloropropene

HRID 1404752Notes

Reaction equation

HRID 1404752 reaction equation
[Cl:1]Cl.[Cl:3][C:4]([Cl:9])([Cl:8])[CH2:5][CH2:6][Cl:7]>>[Cl:3][C:4]([Cl:8])=[CH:5][CH2:6][Cl:7].[Cl:3][C:4]([Cl:9])([Cl:8])[CH:5]([Cl:1])[CH2:6][Cl:7].[Cl:9][C:4]([Cl:8])=[C:5]([Cl:1])[CH2:6][Cl:7]

Participants

5

Reactant 2

HCID 140561,1,1,3-TetrachloropropaneHCID 24526Chlorine

Product 3

HCID 173781,1,3-TrichloropropeneHCID 252811,1,2,3-Tetrachloro-1-propeneHCID 134544911,1,1,2,3-Pentachloropropane

Procedure

Chlorine conversion was 99%; 1,1,1,3-tetrachloropropane conversion was 99%. The yields of 1,1,3-trichloropropene, 1,1,1,2,3-pentachloropropane, and 1,1,2,3-tetrachloropropene on 1,1,1,3-tetrachloropropane fed were 2.0, 85, and 5.8 percent, respectively. The total yield of four prominent high-boiling byproducts was 3.3 wt % in the reactor effluent. These byproducts are believed to be hexachloropropane, two pentachlorohexene isomers, and hexachlorohexadiene.

Sources & evidence

ORD record
ord-c4201951fd364661b64a6398f452d955
Source dataset
uspto-grants-2014_12
Patent number
US08912372B2

Reaction notes

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