Water → Acetophenone

HRID 621830

Reaction equation

HRID 621830 reaction equation
[C:1]1([CH:7]([CH3:9])[CH3:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.C(C1C=CC(C(C)C)=CC=1)(C)C.[CH3:22][C:23](C)([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)[OH:24].[OH2:32]>>[C:23]([C:25]1[CH:30]=[CH:29][CH:28]=[CH:27][CH:26]=1)(=[O:24])[CH3:22].[O-:32][OH:24].[C:1]1([CH:7]([CH3:9])[CH3:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

6

Reactant 4

HCID 962WaterHCID 7406Cumene2×HCID 74861,4-DiisopropylbenzeneHCID 120532-Phenyl-2-propanol

Product 2

HCID 7410AcetophenoneHCID 53627471Cumen hydroperoxide

Procedure

Using 79.9 g (0.665 mole) of cumene in lieu of p-diisopropylbenzene, oxidation was carried out in the same apparatus and under the same conditions as those employed in Example 1. The reaction product obtained subsequent to its water washing and drying was an oily matter whose weight was 79.6 g. According to results of a high-performance liquid chromatographic analysis, the oily matter was found to contain 3.1 g (0.026 mole; conversion: 96.1%) of cumene and 75.3 g (0.553 mole; yield: 83.2 mole %) of dimethylphenylcarbinol. Acetophenone or cumene hydroperoxide was not formed practically.

Workup

  1. customdrying
  2. customto results of a high-performance liquid chromatographic analysis

Sources & evidence

ORD record
ord-2fb7bffb1d064be3b513c787f38a15b1
Source dataset
uspto-grants-1989_04
Patent number
US04825007

Linked notes

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