ChemicalBook CAS DataBase List 297-97-2

297-97-2

Name	THIONAZIN
CAS	297-97-2
EINECS(EC#)	206-049-6
Molecular Formula	C8H13N2O3PS
MDL Number	MFCD00055349
Molecular Weight	248.24
MOL File	297-97-2.mol

Chemical Properties

Melting point	-1.7℃
Boiling point	bp 80°
density	1.204-1.210 g/cm³ (25 ºC)
refractive index	1.5131 (589.3 nm 25℃)
Fp	100 °C
storage temp.	2-8°C
solubility	Chloroform (Sparingly), Ethyl Acetate (Slightly), Methanol (Slightly)
form	liquid
pka	-1.22±0.10(Predicted)
Water Solubility	1.14g/L(25 ºC)
BRN	884916
Henry's Law Constant	1.0×10¹ mol/(m³Pa) at 25℃, Mackay et al. (2006)
Stability:	Hygroscopic
Major Application	agriculture environmental
InChI	1S/C8H13N2O3PS/c1-3-11-14(15,12-4-2)13-8-7-9-5-6-10-8/h5-7H,3-4H2,1-2H3
InChIKey	IRVDMKJLOCGUBJ-UHFFFAOYSA-N
SMILES	CCOP(=S)(OCC)Oc1cnccn1
EPA Substance Registry System	Thionazin (297-97-2)

Safety Data

Symbol(GHS)	GHS06
Signal word	Danger
Hazard statements	H300+H310
Precautionary statements	P262-P264-P270-P280-P301+P310-P302+P352+P310
Hazard Codes	T+,Xn,F
Risk Statements	27/28-40-21/22-36-20/21/22-11 less more
Safety Statements	36/37/39-38-45-36/37-26-16 less more
RIDADR	3018
WGK Germany	2
RTECS	TF5775000
TSCA	TSCA listed
HazardClass	6.1(a)
PackingGroup	I
HS Code	29339900
Storage Class	6.1A - Combustible acute toxic Cat. 1 and 2 very toxic hazardous materials
Hazard Classifications	Acute Tox. 1 Dermal Acute Tox. 2 Oral
Safety Profile	Poison by ingestion, skin contact, and ocular routes. A cholinesterase inhibitor type of insecticide. When heated to decomposition it emits highly toxic fumes of NOx, POx, and SOx. See also PARATHION. less more
Hazardous Substances Data	297-97-2(Hazardous Substances Data)
Toxicity	LD50 in female, male rats (mg/kg): 3.5, 6.4 orally; 11, 17 dermally (Gaines) less more

Hazard Information

Chemical Properties

Amber liquid. Slightly soluble in water; miscible with most organic solvents.

Uses

Nematocide; insecticide.

General Description

Amber liquid. Pure compound is almost colorless; technical product is light brown to tan. Used in insecticides, fungicides, and nematocides. Not registered as a pesticide in the U.S.

Reactivity Profile

Organothiophosphates, such as THIONAZIN, 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

Toxic by ingestion, inhalation, and skin absorption; cholinesterase inhibitor.

Health Hazard

Cholinesterase inhibitor. (Non-Specific -- Organic Phosphate Compound, Liquid, Poison B). Poisonous; may be fatal if inhaled, swallowed or absorbed through skin. Contact may cause burns to skin and eyes.

Fire Hazard

(Non-Specific -- Organic Phosphate Compound, Liquid, Poison B). THIONAZIN may burn but does not ignite readily. (Non-Specific -- Organic Phosphate Compound, Liquid, Poison B). Fire may produce irritating or poisonous gases.

Definition

ChEBI: Thionazin is an organic thiophosphate.

Production Methods

Thionazin is commercially synthesised by esterifying pyrazin-2-ol with O,O-diethyl phosphorothioic acid chloride. The production process begins with the preparation of pyrazin-2-ol, which is reacted with O,O-diethyl phosphorothioic acid chloride under controlled conditions to form the active ester: O,O-diethyl O-(pyrazin-2-yl) phosphorothioate. This reaction typically occurs in an organic solvent like toluene or chloroform, using a base such as pyridine to neutralise the hydrochloric acid by-product.

Mechanism of action

Acetylcholinesterase (AchE) inhibitor.

Pesticide Type

Nematicide; Insecticide

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