ChemicalBook CAS DataBase List 101-05-3

101-05-3

Name	ANILAZINE
CAS	101-05-3
EINECS(EC#)	202-910-5
Molecular Formula	C9H5Cl3N4
MDL Number	MFCD00041815
Molecular Weight	275.52
MOL File	101-05-3.mol

Synonyms

2,4-DICHLORO-6-(2-CHLOROANILINO)-1,3,5-TRIAZINE 2,4-DICHLORO-6-O-CHLOROANILINO-S-TRIAZINE [4-BROMO-3-CHLOROPHENYL]-1-METHOXY-1-METHYLUREA 6-(2-CHLOROANILINO)-2,4-DICHLORO-1,3,5-TRIAZINE ANILAZINE B-622 DYRENE(R) KEMATE(R) LABOTEST-BB LT00134858 TRIAZINE TRIAZINE(R) ZINOCHLOR (o-Chloroanilino)dichlorotriazine 1,3,5-Triazin-2-amine, 4,6-dichloro-N-(2-chlorophenyl)- 2-(2-Chloranilin)-4,6-dichlor-1,3,5-triazin 2,4-Dichloro-6-(2-chloroanilino)-s-triazine 2,4-Dichloro-6-(o-chloranilino)-s-triazine 2,4-dichloro-6-(o-chloroanilino)-s-triazin 2,4-dichloro-6-o-chloranilino-s-triazine 4,6-dichloro-n-(2-chlorophenyl)-1,3,5-triazin-2-amine

Chemical Properties

Appearance	white to light brown crystals or powder
Melting point	159-160℃
Boiling point	425.99°C (rough estimate)
density	1.611
refractive index	1.6000 (estimate)
storage temp.	0-6°C
form	neat
pka	0.43±0.10(Predicted)
Stability:	Stable. Incompatible with oils and alkalies. May corrode some types of metal and alloy.
Water Solubility	10mg/L(temperature not stated)
Merck	13,659
BRN	223133
Henry's Law Constant	3.5×10⁴ mol/(m³Pa) at 25℃, HSDB (2015)
Exposure limits	The German Research Society’s recommended Maximum Allowable Concentration is 0.2 mg/m3.
Major Application	agriculture environmental
InChI	1S/C9H5Cl3N4/c10-5-3-1-2-4-6(5)13-9-15-7(11)14-8(12)16-9/h1-4H,(H,13,14,15,16)
InChIKey	IMHBYKMAHXWHRP-UHFFFAOYSA-N
SMILES	Clc1nc(Cl)nc(Nc2ccccc2Cl)n1
CAS DataBase Reference	101-05-3(CAS DataBase Reference)
EPA Substance Registry System	Anilazine (101-05-3)

Safety Data

Hazard Codes	Xi,N
Risk Statements	R36/38:Irritating to eyes and skin . R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment . less more
Safety Statements	S22:Do not breathe dust . S60:This material and/or its container must be disposed of as hazardous waste . S61:Avoid release to the environment. Refer to special instructions safety data sheet . less more
RIDADR	UN3077 9/PG 3
WGK Germany	3
RTECS	XY7175000
Storage Class	11 - Combustible Solids
Hazard Classifications	Aquatic Acute 1 Aquatic Chronic 1 Eye Irrit. 2 Skin Irrit. 2
Hazardous Substances Data	101-05-3(Hazardous Substances Data)
Toxicity	LD50 orally in rats: >5000 mg/kg, Mobay Technical Information Sheet, Jan. 1979 less more

Raw materials And Preparation Products

Hazard Information

General Description

White to tan crystals or white powder. Moderately soluble in organic solvents. Insoluble in water. Melting point 159°C.

Reactivity Profile

ANILAZINE(101-05-3) is incompatible with oils and alkalis. ANILAZINE(101-05-3) is slightly corrosive to metals.

Air & Water Reactions

Insoluble in water. Stable in neutral and slightly acidic aqueous media but hydrolyzes on heating with alkali.

Fire Hazard

Flash point data for this chemical are not available; however, ANILAZINE is probably combustible.

Description

Anilazine is a largely obsolete fungicide. It has a low aqueous solubility, volatile and presents a low risk of leaching to groundwater. Whilst it is not highly toxic to humans there are some concerns regarding its potential to bioaccumulate. It is highly toxic to fish and moderately toxic to most other aquatic organisms, birds, honeybees and earthworms.

Chemical Properties

white to light brown crystals or powder

Uses

Fungicide.

Uses

Nonsystemic, foliar fungicide used in potatoes, tomatoes, wheat, barley and ornamentals.

Uses

Pesticide used to control fungus diseases in lawns and turf.

Definition

ChEBI: A member of the class of triazenes that is dichlorotriazene in which the hydrogen is replaced by an o-chloroanilino group. A fungicide formerly used to control leaf spots and downy mildew, it is no longer approved for use within the European U ion.

Production Methods

Anilazine is synthesised through a nucleophilic substitution reaction involving cyanuric chloride and o-chloroaniline. The process begins by mixing cyanuric chloride with water and toluene in a stirred vessel at low temperature. O-chloroaniline is then added gradually without external heating, allowing the temperature to rise naturally. The mixture is cooled and the resulting product of anilazine is filtered, washed acid-free with water, and dried.

Mechanism of action

Non-systemic with protective action, enzyme inhibitor. Multi-site activity.

Environmental Fate

Soil. Anilazine is readily degraded by soil bacteria (Harris et al., 1968). The reported half-life of anilazine in soil is approximately 12 hours (Hartley and Kidd, 1987)
Plant. In plants, one or both of the chlorine atoms on the triazine ring may be replaced by thio or amino groups (Hartley and Kidd, 1987)
Chemical/Physical. Anilazine is subject to hydrolysis (Windholz et al., 1983) releasing chlorine gas (Hartley and Kidd, 1987)

Pesticide Type

Fungicide

Well-known Reagent Company Product Information

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