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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 638016Generated: October 31, 2026

Bromine → 4-Methylphthalic anhydride

https://huagongshe.com/reaction/638016

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBromineHCID 24408—
Reactant3a,4,7,7a-Tetrahydro-5-methyl-1,3-isobenzofurandioneHCID 98496—
ReactantSulfurHCID 5362487—
SolventAcetic AcidHCID 176—
Product4-Methylphthalic anhydrideHCID 8806916%

Reaction Steps

Various processes are known for preparing substituted phthalic anhydrides. In two such processes 4-methyl-1,2,3,6-tetrahydrophthalic anhydride is dehydrogenated either by sulfur or by bromine in acetic acid. Yields of 4-methylphthalic anhydride of 59%-87% are claimed for the former method, while the latter gives only a 16% yield [see IZV. Akad Nauk SSSR, Ser Khim, 6, 1315(1973) English trans. Pg. 1271 and D. Craig, Journal of Am. Chem. Soc., Vol. 72, Pg. 3732 (1950)].

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04559405
Source datasetuspto-grants-1985_12
ORD IDord-8043c9a711cc4fb590b64ee7b611348a
Source noteuspto-grants-1985_12