Isobutane → 1,1,1,2,3,3-Hexafluoro-4,4-dimethylpentane

HRID 1414927Notes

Reaction equation

HRID 1414927 reaction equation
[CH3:1][CH:2]([CH3:4])[CH3:3].[F:5][C:6]([F:13])([F:12])[C:7]([F:11])=[C:8]([F:10])[F:9]>>[F:5][C:6]([F:13])([F:12])[CH:7]([F:11])[C:8]([F:10])([F:9])[C:2]([CH3:4])([CH3:3])[CH3:1]

Participants

3

Reactant 2

HCID 6360Isobutane2×HCID 8302Hexafluoropropylene2×

Product 1

HCID 107270451,1,1,2,3,3-Hexafluoro-4,4-dimethylpentane

Procedure

Isobutane (1.98 g., 34.2 mmole) and hexafluoropropene (1.71 g., 11.4 mmole) were heated at 295° for 4 days to give: (i) isobutane (1.42 g., 24.4 mmole; 71% recovery); (ii) hexafluoropropene (0.51 g., 3.4 mmole; 30% recovery); (iii) 1,1,1,2,3,3-hexafluoro-4,4-dimethylpentane (CH3)3C. CF2. CHF. CF3 (1.39g., 6.7 mmole; 84% based on C3F6 consumed) (Found: C, 40.6; H, 4.7%; M, 209. C7H10F6 required C, 40.4; H, 4.8%; M, 208), b.p. 101° C. Similar reactions carried out at 210° C, 260° C and 330° C gave respectively 2% 43% and 51% conversions to 1,1,1,2,3,3-hexafluoro-4,4-dimethylpentane (100%, 80% 52% yields based on C3F6 consumed).

Workup

  1. customto give
  2. customcarried out at 210° C, 260° C and 330° C

Sources & evidence

ORD record
ord-5f3716c6cb3140578d56cbe962e2e2b3
Source dataset
uspto-grants-1977_01
Patent number
US04002810

Reaction notes

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