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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1833902Generated: October 30, 2026

Diethyl chlorophosphate → 1-[Ethoxy(isothiocyanato)phosphoryl]oxyethane

https://huagongshe.com/reaction/1833902

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl chlorophosphateHCID 13139—
ReactantAmmonium thiocyanateHCID 15666—
ReactantSodiumHCID 5360545—
ReactantPotassiumHCID 5462222—
Product1-[Ethoxy(isothiocyanato)phosphoryl]oxyethaneHCID 556832—

Reaction Steps

One molar equivalent of diethoxyphosphoryl chloride of formula (II) is reacted neat with a 1.0 to 1.2 molar equivalent of anhydrous sodium-, potassium- or ammonium thiocyanate at a temperature range of 5° C to 30° C and, preferably, 15° C to 25° C for a period of time from 2 to 4 hours to yield diethoxyphosphinyl isothiocyanate of formula (III). The reaction is slightly exothermic, but is easily controlled by a cooling bath. The thus-obtained reaction mixture containing the isothiocyanate of formula (III) is used "as is" for the preparation of diethoxyphosphinyldithiocarbamate of formula (IV) as follows:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04067882
Source datasetuspto-grants-1978_01
ORD IDord-9f841f5fd7fe471e9b6873c9e17a4670
Source noteuspto-grants-1978_01