Nitric Acid → 1,1,1,4,4,4-Hexafluorobutane

HRID 1379918Notes

Reaction equation

HRID 1379918 reaction equation
[N+]([O-])(O)=O.[F:5][C:6]([F:14])([F:13])[CH:7]=[CH:8][C:9]([F:12])([F:11])[F:10].[H][H]>>[F:5][C:6]([F:14])([F:13])[CH2:7][CH2:8][C:9]([F:12])([F:11])[F:10]

Participants

4

Reactant 3

HCID 944Nitric AcidHCID 27749751,1,1,4,4,4-Hexafluoro-2-buteneHCID 178418361HCID 178418361, compound

Product 1

HCID 678901,1,1,4,4,4-HexafluorobutaneYield 99%

Procedure

In a 20 1 stainless steel autoclave, which had previously been conditioned using 10% strength nitric acid and was equipped with closed circuit heating and an anchor stirrer, 10.0 kg of 1,1,1,4,4,4-hexafluorobutene were heated from 0 to 30 C. over a period of 10 minutes in the presence of 250 g of catalyst (5% by weight of metallic palladium on activated carbon) at a pressure of 20 bar of hydrogen. After reaching this temperature, the hydrogen consumption was compensated for by repeated pressurization with fresh hydrogen at pressures between 20 and 30 bar. After about 2.5 hours the conversion was 87%. 1,1,1,4,4,4-Hexafluorobutane had been formed in a yield of greater than 99% of theory.

Workup

  1. customwas equipped
  2. customwith closed circuit
  3. temperatureheating
  4. customthe hydrogen consumption

Sources & evidence

ORD record
ord-dd800c5757ae4403aac47100bbb57a5e
Source dataset
uspto-grants-1997_09
Patent number
US05672787

Reaction notes

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