Azobisisobutyronitrile → 4,5-Dichloro-4,5,5-trifluoropent-1-ene

HRID 2051374Notes

Reaction equation

HRID 2051374 reaction equation
[Cl:1][C:2]([F:8])(I)[C:3]([F:6])([F:5])[Cl:4].[CH2:9]([Si](C)(C)C)[CH:10]=[CH2:11].N(C(C)(C)C#N)=NC(C)(C)C#N>>[Cl:1][C:2]([F:8])([C:3]([Cl:4])([F:6])[F:5])[CH2:11][CH:10]=[CH2:9]

Participants

4

Conditions

Temperature
80 °C

Procedure

A mixture of 279 mg (1.0 mmol) of 1,2-dichloro-1-iodotrifluoroethane, 114 mg (1.0 mmol) of allyltrimethylsilane and 10 mg (0.06 mmol) of azobisisobutyronitrile (AIBN) was heated in a sealed glass tube at 80° C. for 3 hours. After cooling, 10 mg (0.06 mmol) of AIBN was added to the mixture, followed by heating in a sealed tube at 80° C. for 3 hours to obtain 4,5-dichloro-4,5,5-trifluoro-1-pentene (Compound 39) in a yield of 40%.

Workup

  1. temperatureAfter cooling
  2. temperatureby heating in a sealed tube at 80° C. for 3 hours

Sources & evidence

ORD record
ord-d8addac6ff36493095b54b0b6f44107e
Source dataset
uspto-grants-1991_05
Patent number
US05017718

Reaction notes

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