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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 442071Generated: October 29, 2026

4-Nitrobenzaldehyde → 1-(dichloromethyl)-4-nitrobenzene

https://huagongshe.com/reaction/442071

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-NitrobenzaldehydeHCID 541—
ReactantPhosgeneHCID 6371—
CatalystTriphenylphosphine OxideHCID 13097—
Product1-(dichloromethyl)-4-nitrobenzeneHCID 728683107.4%

Reaction Steps

151 g (1 mol) of p-nitrobenzaldehyde and 5 g (0.018 mol) of triphenylphosphine oxide are treated, in the tube reactor described above, at a temperature of 120° to 140° C, for 6 hours with 80 g (0.8 mol) of phosgene gas per hour. At the end of the reaction time the increased in weight was 53 g (calculated 55 g). Vacuum distillation of the resulting crude product gave, in a boiling range of 100° to 110° C/1.5 mm Hg, 177 g (86% of theory) of p-nitrobenzal chloride with a melting point of 44° to 46° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04044060
Source datasetuspto-grants-1977_08
ORD IDord-5afd78d135814468b02bb5d060ec3d7b
Source noteuspto-grants-1977_08