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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1194584Generated: October 30, 2026

2-Chlorotoluene → Benzoyl chloride

https://huagongshe.com/reaction/1194584

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-ChlorotolueneHCID 7238—
Reactant4-ChlorotolueneHCID 7810—
Reactant4-Nitrobenzoyl chlorideHCID 8502—
Reactant2-Fluorobenzoyl chlorideHCID 9808—
Reactant2-Nitrobenzoyl chlorideHCID 11875—
Reactant4-(Trifluoromethyl)benzoyl chlorideHCID 67607—
Reactant4-Fluorobenzoyl chlorideHCID 67879—
Reactant4-Bromobenzoyl chlorideHCID 68515—
Reactant2-Chlorobenzoyl chlorideHCID 69110—
Reactant2-Iodobenzoyl chlorideHCID 69112—
Reactant4-Iodobenzoyl chlorideHCID 74373—
Reactant3-Fluorobenzoyl chlorideHCID 74376—
Reactant2-(Chloromethyl)anisoleHCID 81495—
Reactant4-Ethylbenzoyl chlorideHCID 85368—
ProductBenzoyl chlorideHCID 7412—

Reaction Steps

Substituting p-chlorobenzoyl chloride for benzoyl chloride in the above reaction yields p-chlorobenzoic acid, 2-tert-butylhydrazide; melting point 116°-122° C. Similarly, substituting p-fluorobenzoyl chloride, p-nitro-benzoyl chloride, o-toluyl chloride, m-fluorobenzoyl chloride, p-bromobenzoyl chloride, p-trifluoromethylbenzoyl chloride, o-anisyl chloride, p-toluyl chloride, o-chlorobenzoyl chloride, p-iodobenzoyl chloride, o-iodobenzoyl chloride, p-ethylbenzoyl chloride and o-fluorobenzoyl chloride, o-nitrobenzoyl chloride, for benzoyl chloride, yields respectively: p-fluorobenzoic acid, o-bromobenzoyl chloride, 2-tert-butylhydrazide; mp 136°-138° C.; p-nitrobenzoic acid, 2-tert-butylhydrazide; o-toluic acid, 2-tert-butylhydrazide; m-fluorobenzoic acid, 2-tert-butylhydrazide, mp 119°-120° C.; p-bromobenzoic acid, 2-tert-butylhydrazide; p-trifluoromethylbenzoic acid, 2-tert-butylhydrazide; anisic acid, 2-tert-butylhydrazide; p-toluic acid, 2-tert-butylhydrazide; o-chlorobenzoic acid, 2-tert-butylhydrazide; mp 68°-70° C.; o-iodobenzoic acid, 2-tert-butylhydrazide; p-ethylbenzoic acid, 2-tert-butylhydrazide; and o-fluorobenzoic acid, 2-tert-butylhydrazide; mp 58°-59° C.; o-nitrobenzoic acid, 2-tert-butylhydrazide; mp 116°-118° C.; o-bromobenzoic acid, 2-tert-butylhydrazide; mp 85°-87° C.; and N-methylanthranilic acid, 2-tert-butylhydrazide, mp 125°-129° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04814349
Source datasetuspto-grants-1989_03
ORD IDord-995f2042c8f9443a98b1ec0be66e7e68
Source noteuspto-grants-1989_03