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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1448013Generated: October 26, 2026

1-Chloro-4-nitrobenzene → 1,1'-Oxybis(4-nitrobenzene)

https://huagongshe.com/reaction/1448013

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-Chloro-4-nitrobenzeneHCID 7474—
ReactantSodium CarbonateHCID 10340—
ReactantSodium NitriteHCID 23668193—
CatalystHexadecyltributylphosphonium bromideHCID 84716—
SolventWaterHCID 962—
Product1,1'-Oxybis(4-nitrobenzene)HCID 756893.8%

Reaction Conditions

Temperature140 °C

Reaction Steps

A mixture of 69 g (1.0 mol) of sodium nitrite, 53 g (0.5 mol) of sodium carbonate, 5 g (0.01 mol) of hexadecyltributyl-phosphonium bromide, 220 ml of water and 78.5 g (0.5 mol) of 4-chloro-nitrobenzene is heated to 140° C. for 7 hours. After cooling, the solid product is filtered off and washed, first with a little dilute hydrochloric acid and then with a little alcohol. After drying, 61 g (91.5% of theory) of 4,4'-dinitrodiphenyl ether (melting point: 139°-140° C.) are obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04179461
Source datasetuspto-grants-1979_12
ORD IDord-169bd0371b324d15a71172a170e11b6a
Source noteuspto-grants-1979_12