Phthalic Anhydride → Naphthalene

HRID 464479Notes

Reaction equation

HRID 464479 reaction equation
[CH:1]1[CH:2]=[CH:3][C:4]2[C:11](=[O:12])[CH:10]=[CH:9][C:7](=[O:8])[C:5]=2[CH:6]=1.[C:13]1(=[O:23])[O:18][C:16](=[O:17])[C:15]2=CC=CC=[C:14]12>>[CH:6]1[C:5]2[C:4](=[CH:11][CH:10]=[CH:9][CH:7]=2)[CH:3]=[CH:2][CH:1]=1.[CH:2]1[CH:1]=[CH:6][C:5]2[C:7](=[O:8])[CH:9]=[CH:10][C:11](=[O:12])[C:4]=2[CH:3]=1.[C:16]1(=[O:17])[O:18][C:13](=[O:23])[CH:14]=[CH:15]1

Participants

5

Reactant 2

HCID 6811Phthalic AnhydrideHCID 85301,4-Naphthoquinone

Product 3

HCID 931NaphthaleneHCID 7923Maleic AnhydrideHCID 85301,4-Naphthoquinone

Procedure

By the process according to the present invention it has surprisingly been possible to obtain a colorless, pure phthalic anhydride with a melting point of 131.2° C., a naphthoquinone content of less than 1 ppm, and a color value of less than 10 APHA. These surprising results have been obtained by heating crude phthalic anhydride produced from naphthalene containing 0.7-0.8% by weight of naphthoquinone and 0.04% by weight of maleic anhydride, for 20 hours with, for example, 0.2% by weight of commercial polybutadiene oils to about 240° C., followed by vacuum distillation. Similar results were obtained with the use of polyisoprene, polydimethylbutadiene, and poly-1,3-pentadiene.

Workup

  1. customThese surprising results
  2. customhave been obtained

Sources & evidence

ORD record
ord-85564bf7d67f433ab1c99a3dc119285e
Source dataset
uspto-grants-1985_10
Patent number
US04547578

Reaction notes

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