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S-[2-(Diethylamino)ethyl]O,O-diethylphosphorothioate

CAS No.
78-53-5
Chemical Name:
S-[2-(Diethylamino)ethyl]O,O-diethylphosphorothioate
Synonyms
DSDP;R-5158;Amiton;Inferno;Metramac;Brn 1785674;Amiton [bsi];Chipman 6200;Caswell no. 333d;3734-97-2 (Oxalate[1:1])
CBNumber:
CB9852206
Molecular Formula:
C10H24NO3PS
Molecular Weight:
269.34
MDL Number:
MOL File:
78-53-5.mol
Last updated:2023-04-23 13:52:06

S-[2-(Diethylamino)ethyl]O,O-diethylphosphorothioate Properties

Melting point 25°C
Boiling point bp0.01 76°; bp0.2 110°
Density 1.070±0.06 g/cm3(Predicted)
refractive index nD27 1.4655
form liquid
pka 9.39±0.25(Predicted)
FDA UNII 7SD1SH009V
EPA Substance Registry System O,O-Diethyl S-(2-(diethylamino)ethyl) phosphorothioate (78-53-5)

SAFETY

Risk and Safety Statements

RIDADR  3018
HazardClass  6.1(a)
PackingGroup  I
Toxicity LD50 orally in rats: 5.4 mg/kg (Frawley)

S-[2-(Diethylamino)ethyl]O,O-diethylphosphorothioate Chemical Properties,Uses,Production

Chemical Properties

Amiton is a liquid organophosphate.

Uses

Insecticide.

General Description

Liquid. Used as an acaricide and insecticide.

Reactivity Profile

Organothiophosphates, such as S-[2-(Diethylamino)ethyl]O,O-diethylphosphorothioate, are susceptible to formation of highly toxic and flammable phosphine gas in the presence of strong reducing agents such as hydrides. Partial oxidation by oxidizing agents may result in the release of toxic phosphorus oxides.

Hazard

Cholinesterase inhibitor. Use may be restricted.

Health Hazard

One of the most toxic organophosphorusinsecticides; highly toxic by oral route;effects are cumulative; toxic symptoms aresimilar to those of other cholinesteraseinhibitors and include nausea, vomiting, diar-rhea, excessive salivation, blurred vision andpain in eye muscle, convulsion, coma, andrespiratory failure; probable lethal dose isestimated to be 5–10 g for adult humans.

Health Hazard

S-[2-(Diethylamino)ethyl]O,O-diethylphosphorothioate is highly toxic orally. It is a cholinesterase inhibitor.

Fire Hazard

When heated to decomposition, can emit toxic fumes of oxides of nitrogen, phosphorus, and sulfur. (Non-Specific -- Organophosphorus Pesticide, Liquid, n.o.s.) Container may explode in heat of fire. Fire may produce irritating or poisonous gases. Runoff from fire control water may give off poisonous gases. Runoff from fire control or dilution water may cause pollution. Avoid extreme heat.

Potential Exposure

Amiton is used as an acaricide and an insecticide; exposure may occur in manufacture and in application and use. VG has been used as a military nerve agent.

Shipping

UN3018 Organophosphorus pesticides, liquid, toxic, Hazard Class: 6.1; Labels: 6.1-Poisonous material.

Purification Methods

Recrystallise it from isopropanol/diethyl ether. [Ailman & Magee in Organo Phosphorus Compound (Kosolapoff & Maier eds) Wiley Vol 7 pp 487-871 1976.] Diethylmethylsilane [760 -32 -7] M 102.3, b 78.4o/760mm, 77.2 -77.6o/atm, d 4 0.71. Fractionally distil it through a ca 20-plate column, and the fraction boiling within a range of less than 0.5o is collected. It is a flammable irritating liquid. [Price J Am Chem Soc 69 2600 1947, Beilstein 4 III 1847.]

Incompatibilities

Contact with strong oxidizers may cause release of toxic phosphorus oxides. Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides. Organophosphates, in the presence of strong reducing agents such as hydrides, may form highly toxic and flammable phosphine gas. Keep away from alkaline materials.

Waste Disposal

Use a licensed professional waste disposal service to dispose of this material. All federal, state, and local environmental regulations must be observed. High-temperature incineration. Hydrolysis may also be used. In accordance with 40CFR165, follow recommendations for the disposal of pesticides and pesticide containers. Must be disposed properly by following package label directions or by contacting your local or federal environmental control agency, or by contacting your regional EPA office.

S-[2-(Diethylamino)ethyl]O,O-diethylphosphorothioate Preparation Products And Raw materials

Raw materials

Preparation Products

O,O-diethyl S-(2-diethylaminoethyl)phosphorothioate O,O-DIETHYL-5-[2-(DIETHYLAMINO)ETHYL]PHOSPHONOTHIOATE Amiton: (O,O-Diethyl-S-(2-diethylaminoethyl) thiophosphate) DSDP Inferno Metramac Phosphorothioic acid S-(2-diethylaminoethyl) O,O-diethyl R-5158 O,O-DIETHYL-S-[2-(DIETHYLAMINO)ETHYL]PHOSPHOROTHIOLATE (2-Diethylamino)ethylphosphorothioic acid o,o-diethyl ester 3734-97-2 (Oxalate[1:1]) Amiton [bsi] Brn 1785674 Caswell no. 333d Chipman 6200 Diethyl S-2-diethylaminoethyl phosphorothioate Amiton S-[2-(Diethylamino)ethyl]O,O-diethylphosphorothioate PJISLFCKHOHLLP-UHFFFAOYSA-N Phosphorothioic acid, S-[2-(diethylamino)ethyl] O,O-diethyl ester 78-53-5 C10H24NO3PS