Hydrogen Peroxide → Benzophenone

HRID 842411Notes

Reaction equation

HRID 842411 reaction equation
[CH:1]([OH:14])([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.ON1C(=O)C2=CC=CC=C2C1=O.O=O.OO>C(#N)C>[C:1]([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)(=[O:14])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

6

Reactant 4

HCID 784Hydrogen PeroxideHCID 977OxygenHCID 7037Benzhydrol2×HCID 10665N-Hydroxyphthalimide

Product 1

HCID 3102BenzophenoneYield 48%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

A mixture of 5 mmol of benzhydrol, 0.5 mmol of N-hydroxyphthalimide, and 5 ml of acetonitrile was stirred at 75° C. in an oxygen atmosphere (1 atm) for 18 hours. An iodometric analysis of a reaction mixture revealed that hydrogen peroxide was formed in yield of 42% (selectivity: 87%). Separately, as a result of a gas chromatographic analysis of the reaction mixture, the conversion rate from benzhydrol was 48%, and benzophenone was formed in yield of 48%.

Workup

  1. customwas formed in yield of 42% (selectivity: 87%)
  2. customSeparately, as a result of a gas chromatographic analysis of the reaction mixture

Sources & evidence

ORD record
ord-2a54a95262c34a74af85984a1fd3bcfd
Source dataset
uspto-grants-2002_04
Patent number
US06375922B1

Reaction notes

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