Hydrogen Peroxide → Benzophenone

HRID 842413Notes

Reaction equation

HRID 842413 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.OO>C([O-])(=O)C.[Co+2].C([O-])(=O)C.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 3

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

Product 1

HCID 3102BenzophenoneYield 18%

Reagents, catalysts & solvents 2

HCID 6277Cobalt diacetateCatalystHCID 6342AcetonitrileSolvent

Conditions

Temperature
50 °C

Procedure

A mixture of 5 mmol of benzhydrol, 0.5 mmol of N-hydroxyphthalimide, 0.0005 mmol of cobalt(II) acetate, and 5 ml of acetonitrile was stirred at 50° C. in an air atmosphere (1 atm) for 24 hours. An iodometric analysis of a reaction mixture revealed that hydrogen peroxide was formed in yield of 16% (selectivity: 89%). Separately, a gas chromatographic analysis of the reaction mixture revealed that the conversion rate from benzhydrol was 18%, and benzophenone was formed in yield of 18%.

Workup

  1. customwas formed in yield of 16% (selectivity: 89%)

Sources & evidence

ORD record
ord-2c980cf4dae84e53a1b77af6e888c0bd
Source dataset
uspto-grants-2002_04
Patent number
US06375922B1

Reaction notes

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