Amitrole

(4H)-1,2,4-triazol-3-amine

Identifiers & Physical Properties

CAS No.	61-82-5
Molecular formula	C2H4N4
Average molar mass	84.08 g/mol
Monoisotopic mass	84.04359613 g/mol
SMILES	Nc1ncn[nH]1
InChIKey	KLSJWNVTNUYHDU-UHFFFAOYSA-N
PubChem CID	1639
ChEMBL	CHEMBL232801
ChEBI	CHEBI:40036
EC No.	200-521-5
DTXSID	DTXSID0020076

Chemical & Physical Properties

XLogP	-0.4
Topological polar surface area	67.6
Hydrogen bond donors	2
Hydrogen bond acceptors	3
Rotatable bonds	0
Heavy atoms	6
Formal charge	0
Complexity	44.8
Chemical classes	Carcinogens
pH	FORMS NEUTRAL AQ SOLN BUT ACTS AS WEAK BASE WITH KB OF 1X10-10
Pesticides	Agrochemicals -> Pesticide active substancesActive substance -> EU Pesticides database: Not approvedPesticides -> Herbicides, Other
LogP (partition coefficient)	log Kow= -0.97-0.87
Odor	Odorless when pure.
Taste	Bitter taste
Density	1.138 at 68 °F (NTP, 1992) - Denser than waterwill sink1.138 at 20 °CRelative density (water = 1): 1.14 (20 °C)1.12 @ 20°C1.488±0.06 g/cm3(Predicted)
Color/Form	Transparent to off white crystalline powder
Solubility	greater than or equal to 100 mg/mL at 63.5 °F (NTP, 1992)2.6X10+5 mg/L in ethanol at 75 °C. Slightly soluble in chloroform, acetonitrile, and ethyl acetateand insoluble in acetone, ether, hydrocarbonsIn water, 2.8X10+5 mg/L at 25 °CSolubility in water, g/l at 25 °C: 2807.6 [ug/mL] (The mean of the results at pH 7.4)(77 °F): 28%
Corrosivity	MILDLY CORROSIVE TO IRON, ALUMINUM, COPPER, & COPPER ALLOYS.
Endocrine Disruptors	Potential endocrine disrupting compound
Decomposition	When strongly heated it emits highly toxic fumes of /nitrogen oxides/.
Boiling point	347.2±25.0 °C(Predicted)
Storage conditions	under inert gas (nitrogen or Argon) at 2–8 °C
Physical state	solid
pKa (acidity coefficient)	11.14±0.20(Predicted)
InChI	1S/C2H4N4/c3-2-4-1-5-6-2/h1H,(H3,3,4,5,6)
InChIKey	KLSJWNVTNUYHDU-UHFFFAOYSA-N
SMILES	Nc1nnc[nH]1
UNSPSC Code	12352116
NACRES	NA.21
GHS pictogram	GHS07
Signal word	Warning
GHS hazard statements	H302
Water hazard class (WGK)	WGK 3
Storage class	11 - Combustible Solids
Hazard class	Acute Tox. 4 Oral

Safety & Regulations

GHS classification	WarningH361d ***: Suspected of damaging the unborn child [Warning Reproductive toxicity]P203, P260, P273, P280, P318, P319, P391, P405, and P501 (click each P-code to see the statement)H361 (47.1%): Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity]
Regulatory information	Chemical: 1H-1,2,4-Triazol-3-amineHazard Traits - CarcinogenicityCommission Regulation (EU) No 1141/20101H-1,2,4-Triazol-5-amine is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 1H-1,2,4-Triazol-5-amine are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)01/21/EC, 2010/77/EU, Reg (EU) 2015/408, Reg. (EU) 2015/1885, Reg. (EU) 2016/871, Reg. (EU) No 540/2011Status: Active Update: 15-12-2021 https://echa.europa.eu/registration-dossier/-/registered-dossier/21685
DOT label	Class 9
Fire hazards	Literature sources indicate that this compound is non-combustible. (NTP, 1992)Combustible if powdered. Gives off irritating or toxic fumes (or gases) in a fire.
Fire potential	Aqueous, nonflammable, as amitrol-tdry powder, non-flammable, as amizol.
Health hazards	Excerpt from NIOSH Pocket Guide for Amitrole:
Hazards summary	In the triazole class of herbicides, the known toxicity of amitrole is limited to slight irritant effects. [EPA Pesticides, p. 121] Classified as slightly toxic, it may be used only by certified applicators. [EXTOXNET] A weed control worker with allergic contact dermatitis was reported[Kanerva, p. 783] Aminotriazole may be hepatotoxic on ingestion. [Zimmerman, p. 393] The following herbicides have an oral LD50 of >1 gm/kg and have little or no acute toxicity in humans: Alachlor, Amitrole, Ammonium sulfamate, Atrazine, Dalapon, Dicamba, Glyphosphate, Monuron, Oryzalin, Picloram, Propanil, Simazine, etc. [LaDou, p. 613] TLV basis: thyroid effects[ACGIH]The major hazards encountered in the use and handling of 2-amino-1,3,4-triazole stem from its toxicologic properties. Exposure to this odorless, colorless-to-white, crystalline substance may occur from its manufacture, handling, and use as a weed-killer. Effects from exposure may include dermal irritation, muscle spasms, shortness-of-breath, and anorexia. Also, the International Agency for Research on Cancer (IARC) has designated this substance as a Group 3 carcinogen, meaning, "The agent is not classifiable as to its carcinogenicity to humans." OSHA has set a Time Weighted Average (TWA) limit of 0.2 mg/cu m as a final rule to become effective December 31, 1992. In activities and situations where over-exposure may occur, wear a protective suit and a carefully fitted respirator. If contact should occur, irrigate exposed eyes with copious amounts of tepid water for at least 15 minutes, and wash exposed skin thoroughly with soap and water. Smoking, drinking, and eating should be prohibited in 2-amino-1,3,4-tiazole work areas, and cleanliness following the handling of this substance should be emphasized. While considered nonflammable, 2-amino-1,3,4-triazole will emit highly toxic fumes when strongly heated. 2-Amino-1,3,4-triazole should be kept in securely sealed containers, away from light (which will act to decompose the substance). Choice of container should take into consideration that 2-amino-1,3,4-triazole is mildly corrosive to iron, aluminum, copper, and copper alloys.