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101-05-3

Basic Information
CAS No.: 101-05-3
Name: ANILAZINE
Article Data: 44
Molecular Structure:
Molecular Structure of 101-05-3 (ANILAZINE)
Formula: C9H5 Cl3 N4
Molecular Weight: 275.524
Synonyms: s-Triazine,2,4-dichloro-6-(o-chloroanilino)- (8CI);2,4-Dichloro-6-(2-chloranilino)-s-triazine; 2,4-Dichloro-6-(2-chloroanilino)-1,3,5-triazine;2,4-Dichloro-6-(o-chloroanilino)-1,3,5-triazine;2,4-Dichloro-6-(o-chloroanilino)-s-triazine;2,4-Dichloro-6-(o-chlorophenyl)amino-s-triazine;2,4-Dichloro-6-o-chloranilino-s-triazine; 2-(2-Chloroanilino)-4,6-dichloro-s-triazine;2-(2'-Chloroanilino)-4,6-dichloro-s-triazine;2-(o-Chloroanilino)-4,6-dichloro-1,3,5-triazine; Anilazin; Anilazine;Aniyaline; B 622; Bortrysan; Dyrene; Dyrene 50W; Dyrene Flussig; Kemate; NSC3851; Triazin; Triazine; Triazine (pesticide); Zinochlor
EINECS: 202-910-5
Density: 1.611 g/cm3
Melting Point: 159 - 160ºC
Boiling Point: 460.4 °C at 760 mmHg
Flash Point: 232.2 °C
Solubility: 10mg/L(temperature not stated)
Appearance: white to light brown crystals or powder
Hazard Symbols: IrritantXiDangerousN
Risk Codes: R20 R21 R22 36/38-50/53
Safety: 22-60-61
Transport Information: UN3077 9/PG 3
PSA: 50.70000
LogP: 3.64840
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Chemistry

Molecular Structure of Anilazine (CAS NO.101-05-3):

EINECS: 202-910-5
IUPAC Name: 4,6-Dichloro-N-(2-chlorophenyl)-1,3,5-triazin-2-amine 
Molecular Formula: C9H5Cl3N4
Molecular Weight: 275.521800 g/mol
XLogP3: 3
H-Bond Donor: 1
H-Bond Acceptor: 4
Canonical SMILES: C1=CC=C(C(=C1)NC2=NC(=NC(=N2)Cl)Cl)Cl
InChI: 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
Index of Refraction: 1.679
Molar Refractivity: 64.58 cm3
Molar Volume: 170.9 cm3
Surface Tension: 67.7 dyne/cm
Density: 1.611 g/cm3
Flash Point: 232.2 °C
Enthalpy of Vaporization: 72.1 kJ/mol
Boiling Point: 460.4 °C at 760 mmHg
Vapour Pressure: 1.17E-08 mmHg at 25 °C
Water Solubility: 8.257 mg/L at 25 °C
Storage Temp.: 0-6 °C
BRN: 0223133

Production

1.  o-Aminochlorobenzene is obtained by deoxidation of  o-Nitrochlorobenzene .
2. Anilazine is obtained by reaction of o-Aminochlorobenzene and Cyanuric chloride under 85 °C.

Toxicity Data With Reference

1.    

skn-man 0.1% MOD

    LANCAO    Lancet. 2 (1980),1252.
2.    

skn-rbt 500 mg SEV

    34ZIAG    Toxicology of Drugs and Chemicals ,Deichmann, W.B.,New York, NY.: Academic Press, Inc.,1969,235.
3.    

otr-rat:emb 990 ng/plate

    JJATDK    JAT, Journal of Applied Toxicology. 1 (1981),190.
4.    

orl-rat LD50:2700 mg/kg

    ARSIM*    Agricultural Research Service, USDA Information Memorandum. 20 (1966),9.
5.    

ipr-rat LD50:16 mg/kg

    JAFCAU    Journal of Agricultural and Food Chemistry. 21 (1973),140.
6.    

orl-mus LD50:6020 mg/kg

    YKYUA6    Yakkyoku. Pharmacy. 30 (1979),623.
7.    

ipr-mus LD50:30 mg/kg

    JAFCAU    Journal of Agricultural and Food Chemistry. 21 (1973),140.
8.    

orl-rbt LD50:400 mg/kg

    34ZIAG    Toxicology of Drugs and Chemicals ,Deichmann, W.B.,New York, NY.: Academic Press, Inc.,1969,235.

Consensus Reports

NCI Carcinogenesis Bioassay Completed; Results Negative NCITR*    National Cancer Institute Carcinogenesis Technical Report Series. (Bethesda, MD 20014) No. NCI-CG-TR-104 ,1978. . EPA Genetic Toxicology Program.

Safety Profile

Safety Information of Anilazine (CAS NO.101-05-3):
Hazard Codes: Xi Harmful,N Dangerous
Risk Statements: 36/38-50/53
R36/38:Irritating to eyes and skin
R50/53:Very toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment
Safety Statements: 22-60-61
S22:Do not breathe dust
S60:This material and its container must be disposed of as hazardous waste
S61:Avoid release to the environment. Refer to special instructions / safety data sheets
RIDADR: UN3077 9/PG 3
RTECS: XY7175000
Poison by intraperitoneal routes. A human skin irritant. A severe skin irritant experimentally. Mutation data reported. A fungicide. When heated to decomposition it emits very toxic fumes of Cl and NOx.

Specification

  Anilazine is white to light brown crystals or powder with CAS Registry Number of 101-05-3, soluble in most other organic solventsin most other organic solvents. It is stable in neutral and slightly acidic aqueous media but hydrolyzes on heating with alkali. It is also known as Anilazine [BSI:ISO] ; Dyrene ; (o-Chloroanilino)dichlorotriazine ; 1,3,5-Triazin-2-amine, 4,6-dichloro-N-(2-chlorophenyl)- ; 2,4-Dichloro-6-(2-chloroanilino)-1,3,5-triazine ; 2,4-Dichloro-6-(o-chloroanilino)-s-triazine ; 2,4-Dichloro-6-o-chloranilino-s-triazine ; 2-(2-Chloranilin)-4,6-dichlor-1,3,5-triazin ; 2-(2-Chloranilin)-4,6-dichlor-1,3,5-triazin [German] ; 2-Chloro-N-(4,6-dichloro-1,3,5-triazin-2-yl)aniline ; 4,6-Dichloro-N-(2-chlorophenyl)-1,3,5-triazin-2-amine ; 5-26-08-00019 (Beilstein Handbook Reference) ; AI3-26058 ; Anilazin ; B-622 ; Bortrysan ; CCRIS 43 ; Caswell No. 302 ; Direz ; Dyrene 50W ; Dyrene Flussig ; ENT 26,058 ; EPA Pesticide Chemical Code 080811 ; HSDB 1567 ; Kemate ; NCI-C08684 ; NSC 3851 ; Triasym ; Triasyn ; Triazin ; Triazine ; Triazine (VAN) ; Triazine (pesticide) ; Zinochlor ; s-Triazine, 2,4-dichloro-6-(o-chloroanilino)- ; 1,3,5-Triazin-2-amine, 4,6-dichloro-N-(2-chlorophenyl)- (9CI) . It is incompatible with oils and alkalies and may corrode some types of metal and alloy. Anilazine is a pesticide used for the prevention of rice blast, melons anthracnose, downy mildew, scab and a variety of crops cinerea.