Benzene → Naphthalene

HRID 1649888Notes

Reaction equation

HRID 1649888 reaction equation
[C:1]1(=[O:7])[O:6][C:4](=[O:5])[CH:3]=[CH:2]1.[CH:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[CH3:14][CH2:15][CH2:16][CH3:17]>CC1C=CC=CC=1C>[C:4]1(=[O:5])[O:6][C:1](=[O:7])[C:2]2=[CH:13][CH:8]=[CH:9][CH:10]=[C:3]12.[CH:8]1[C:13]2[C:12](=[CH:14][CH:15]=[CH:16][CH:17]=2)[CH:11]=[CH:10][CH:9]=1

Participants

6

Reactant 3

HCID 241BenzeneHCID 7843ButaneHCID 7923Maleic Anhydride

Product 2

HCID 931NaphthaleneHCID 6811Phthalic Anhydride

Reagents, catalysts & solvents 1

HCID 7237O-XyleneSolvent

Procedure

It is well known that maleic anhydride is prepared by the catalytic oxidation of benzene, naphthenes, butenes, or butane in the vapor phase, and that it is also obtained as a by-product of the preparation of phthalic anhydride by oxidation of o-xylene or naphthalene. It is usual to isolate maleic anhydride from the crude product by fractional distillation; crystallization of the distillate gives colorless, almost pure maleic anhydride. It has been found however that even the colorless, crystalline maleic anhydride obtained in this way is prone to discolor when it is stored for some time, and molten maleic anhydride discolors quicker.

Sources & evidence

ORD record
ord-0a6cdd1905974d399b7aec25744ffce4
Source dataset
uspto-grants-1990_05
Patent number
US04921977

Reaction notes

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