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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 651294Generated: October 26, 2026

Acetic Anhydride → 3-Tolunitrile

https://huagongshe.com/reaction/651294

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetic AnhydrideHCID 7918—
Reactant3-TolunitrileHCID 12104—
ReactantAmmonium BromideHCID 25514—
ReactantAcetic acid--water (1/1)HCID 21899381—
CatalystZinc AcetateHCID 11192—
Product3-TolunitrileHCID 12104—
Productm-Cyanobenzylidene diacetateHCID 53968160—

Reaction Steps

A glass three-neck flask was charged with 106.3 g of acetic anhydride, 0.67 g of cerous (III) acetate monohydrate, 0.88 g of zinc (II) acetate dehydrate and 0.78 g of ammonium bromide, and the mixture was stirred at 500 rpm using stirring blades, while air was bubled in at 150 ml/min at atmospheric pressure. In succession, the three-neck flask was heated in an oil back, to be kept at 90° C., and 14.9 g of m-cyanotoluene was added at a time from a dropping funnel, to start reaction. After initiation of reaction, 0.1 g of ammonium bromide was added every hour 8 times. The reaction solution was sampled at predetermined time intervals and analyzed by high performance liquid chromatography. The m-cyanotoluene conversion and m-cyanobenzylidene diacetate yield were calculated from the following formulae:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06278019B1
Source datasetuspto-grants-2001_08
ORD IDord-4014d31ecae94e85a659d2d5b6cb4dca
Source noteuspto-grants-2001_08