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

HRID 452047Notes

Reaction equation

HRID 452047 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 97%; 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 3.7, 76.7, and 7.6 percent, respectively. The yield of the usual four undesired prominent high-boiling byproducts was 6.3 wt % in the reactor effluent. Comparison of this experiment with Example 8 shows a significant advantage for the feedstock containing 15.7 wt % carbon tetrachloride.

Sources & evidence

ORD record
ord-f5c35b82c22e478c96044a85f4d0b1e0
Source dataset
uspto-grants-2013_07
Patent number
US08487146B2

Reaction notes

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