Benzene → Biphenyl

HRID 1605616Notes

Reaction equation

HRID 1605616 reaction equation
[CH:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.S(=O)(=O)(O)O.O=O>C(O)(=O)C>[C:1]1([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 3

HCID 241BenzeneHCID 977OxygenHCID 1118Sulfuric Acid

Product 1

HCID 7095BiphenylYield 21.3%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

10 c.c. of the catalyst thus prepared was fed into a 50 c.c. microbomb, together with 10 g of benzene, 5 g of acetic acid and 0.2 g of concentrated sulfuric acid, and the bomb was sealed. Oxygen was introduced therein through an upper valve till its pressure reached 40 kg/cm2. The bomb was then placed in an oil bath of shaking type whose temperature had been controlled to 100°C. After the reaction was carried out for 20 hours, the catalyst was separated and removed. The reaction mixture containing unreacted benzene and acetic acid was cooled and filtered. The resultant filtrate was evaporated to give 2.1 g of biphenyl

Workup

  1. customof the catalyst thus prepared
  2. customthrough an upper valve till its pressure reached
  3. customThe bomb was then placed in an oil bath
  4. customhad been controlled to 100°C
  5. customthe catalyst was separated
  6. customremoved
  7. additionThe reaction mixture containing unreacted benzene and acetic acid
  8. temperaturewas cooled
  9. filtrationfiltered
  10. customThe resultant filtrate was evaporated

Sources & evidence

ORD record
ord-9bd72c1e4f304e1d9127da4b2656b29b
Source dataset
uspto-grants-1976_04
Patent number
US03950434

Reaction notes

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