4-Chloro-o-xylene → 2,2'-Dichloro-4,4',5,5'-tetramethylbenzophenone

HRID 428796

Reaction equation

HRID 428796 reaction equation
[CH:1]1[C:6]([C:7](C2C=CC3C(OC(=O)C=3C=2)=O)=[O:8])=[CH:5][C:4]2[C:20](O[C:23](=O)[C:3]=2[CH:2]=1)=O.[Cl:25][C:26]1[CH:27]=[C:28]([CH3:33])[C:29]([CH3:32])=[CH:30][CH:31]=1.C(Cl)(=O)C([Cl:37])=O>>[Cl:25][C:26]1[CH:27]=[C:28]([CH3:33])[C:29]([CH3:32])=[CH:30][C:31]=1[C:7]([C:6]1[CH:5]=[C:4]([CH3:20])[C:3]([CH3:23])=[CH:2][C:1]=1[Cl:37])=[O:8]

Participants

4

Procedure

The benzophenonetetracarboxylic dianhydrides are readily available from commercial sources or synthesis. For instance, 3,3′,4,4′-benzophenonetetracarboxylic dianhydride (BTDA) is available from Aldrich Chemical Co., Inc. (1001 W. St. Paul Ave., Milwaukee, Wis. 53233). 2,2′-Dichloro-4,4′,5,5′-benzophenone tetracarboxylic dianhydride is available from 4-chloro-o-xylene by Friedel-Crafts acylation with oxalyl chloride to give 2,2′-dichloro-4,4′,5,5′,-tetramethylbenzophenone, followed by oxidation with nitric acid and dehydration of the resulting tetracarboxylic acid as described by Falcigno, et al., J. Poly. Sci. 1992, 30, 1433.

Sources & evidence

ORD record
ord-36836eaca2ee4bf8a7d639e2ae81e83f
Source dataset
uspto-grants-2001_11
Patent number
US06313348B1

Linked notes

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