Propane → 1,1,1,2,3,3-Hexafluoro-4-methylpentane

HRID 1414926Notes

Reaction equation

HRID 1414926 reaction equation
[CH3:1][CH2:2][CH3:3].[F:4][C:5]([F:12])([F:11])[C:6]([F:10])=[C:7]([F:9])[F:8]>>[F:4][C:5]([F:12])([F:11])[CH:6]([F:10])[C:7]([F:9])([F:8])[CH:2]([CH3:3])[CH3:1]

Participants

3

Reactant 2

HCID 6334Propane2×HCID 8302Hexafluoropropylene4×

Product 1

HCID 155769691,1,1,2,3,3-Hexafluoro-4-methylpentane

Procedure

n-Propane-(1.50 g., 34.2 mmole) and hexafluoropropene (1.71 g., 11.4 mmole) were heated together at 295° for 4 days in a 300 ml. Pyrex ampoule to give: (i) hexafluoropropene (0.55 g., 3.68 mmole; 32% recovery); (ii) n-propane (1.13 g., 25.5 mmole; 75% recovery); (iii) 1,1,1,2,3,3,-hexafluoro-4-methylpentane (CH3)2CH.CF2. CHF CF3 (1.20 g., 6.1 mmole; 80% based on C3F6 consumed) (Found: C, 37.4; H, 4.4; F, 58.1%; M, 194. C6H8F6 requires C, 37.2; H, 4.2; F, 58.6%; M, 194) b.p. 79.8° C. Reaction carried out at 330° C between n-propane and hexafluoropropene and on the same scale as above gave a lower yield (62% based on C3F6 consumed) of 1,1,1,2,3,3-hexafluoro-4-methylpentane.

Workup

  1. customPyrex ampoule to give
  2. customReaction
  3. customas above gave
  4. customa lower yield (62% based on C3F6 consumed) of 1,1,1,2,3,3-hexafluoro-4-methylpentane

Sources & evidence

ORD record
ord-15ab43a5a8e04da9b963ee08514e0162
Source dataset
uspto-grants-1977_01
Patent number
US04002810

Reaction notes

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