Benzoic Acid → (2,5-Dimethylphenyl)(phenyl)methanone

HRID 2260449Notes

Reaction equation

HRID 2260449 reaction equation
C[C:2]1[C:3]([CH3:16])=[C:4]([CH:13]=[CH:14][CH:15]=1)[C:5]([C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)=[O:6].[C:17](O)(=O)C1C=CC=CC=1>CC1C=CC(C)=CC=1>[CH3:16][C:3]1[CH:2]=[CH:15][C:14]([CH3:17])=[CH:13][C:4]=1[C:5]([C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1)=[O:6]

Participants

4

Reactant 2

HCID 243Benzoic AcidHCID 83338(2,3-Dimethylphenyl)(phenyl)methanone2×

Product 1

HCID 256066(2,5-Dimethylphenyl)(phenyl)methanone

Reagents, catalysts & solvents 1

HCID 7809P-XyleneSolvent

Procedure

The dimethylbenzophenone fraction is contaminated with a small amount (0.05-0.1 lb/lb dimethylbenzophenones) of benzoic acid that co-distills with it. The benzoic acid is removed from the final product as described in Example 1. The washed dimethylbenzophenone product may or may not be given a final distillation in a 10 trays Oldershaw column to improve product color and purity as described in Example 1. Synthesis of dimethylbenzophenone from an isomeric mixture of xylenes will produce a mixture of six dimethylbenzo-phenone isomers. Synthesis from pure p-xylene will produce only 2,5-dimethylbenzophenone; pure m-xylene will produce 2,4-, 2,5-, and 2,6-dimethylbenzophenone; and pure o-xylene will produce 2,3- and 3,4-dimethylbenzophenone. Specific isomeric mixtures are produced by a provident choice of the composition of the initial xylene mixture.

Workup

  1. customThe benzoic acid is removed from the final product
  2. distillationdistillation in a 10 trays Oldershaw column
  3. customSynthesis of dimethylbenzophenone
  4. customwill produce

Sources & evidence

ORD record
ord-d6fa6a52ae774c869239bcd51e56c39d
Source dataset
uspto-grants-1995_12
Patent number
US05476970

Reaction notes

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