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584-13-4

Basic Information
CAS No.: 584-13-4
Name: 4-Amino-4H-1,2,4-triazole
Article Data: 39
Cas Database
Molecular Structure:
Molecular Structure of 584-13-4 (4-Amino-4H-1,2,4-triazole)
Formula: C2H4N4
Molecular Weight: 84.0806
Synonyms: 4H-1,2,4-Triazole,4-amino- (8CI);1,2,4-Triazol-4-amine;1,2,4-Triazol-4-ylamine;1,2,4-Triazole-4-amine;1-Amino-1,3,4-triazole;1-Amino-1H-1,3,4-triazole;4-Amino-1,2,4(4H)-triazole;4-Amino-1,2,4-triazole;4H-1,2,4-Triazol-4-amine;NSC 3263;NSC 7242;
EINECS: 209-533-5
Density: 1.599 g/cm3
Melting Point: 84-86 °C(lit.)
Boiling Point: 267.649 °C at 760 mmHg
Flash Point: 115.67 °C
Solubility: 810 g/L (20 °C) in water
Appearance: white to off-white or beige crystalline powder
Hazard Symbols: IrritantXi,HarmfulXn
Risk Codes: 36/37/38-42/43
Safety: 26-36
Transport Information: N/A
PSA: 56.73000
LogP: -0.42690
Synthetic route
624-84-0

formic acid hydrazide

584-13-4

4-amino-1,2,4-triazole

Conditions
ConditionsYield
With pyrographite In ethanol at 100℃;68%
at 150 - 210℃;
288-88-0

1,2,4-Triazole

A

584-13-4

4-amino-1,2,4-triazole

B

24994-60-3

1-amino-1,2,4-triazole

Conditions
ConditionsYield
With potassium hydroxide; hydroxylamine-O-sulfonic acid In water at 70℃; for 1h;A 3%
B 68%
64-18-6

formic acid

584-13-4

4-amino-1,2,4-triazole

Conditions
ConditionsYield
With hydrazine hydrate at 200℃; for 5h;51%
With potassium hydrogencarbonate; hydrazinium sulfate In water at 200℃; for 6h;39%
With hydrazine hydrate at 200℃;
With hydrazine hydrate Reflux;
61626-05-9

1,2-dihydro-[1,2,4,5]tetrazine

584-13-4

4-amino-1,2,4-triazole

Conditions
ConditionsYield
Beim Schmelzen;
860754-87-6

1,2-dihydro-[1,2,4,5]tetrazine-3-carboxylic acid

584-13-4

4-amino-1,2,4-triazole

Conditions
ConditionsYield
at 60 - 70℃;
628-36-4

diformylhydrazine

584-13-4

4-amino-1,2,4-triazole

Conditions
ConditionsYield
at 160℃; Kochen des Reaktionsprodukts mit Salzsaeure;
64-17-5

ethanol

860569-91-1

4-amino-4H-[1,2,4]triazole-3,5-dicarboxylic acid

A

584-13-4

4-amino-1,2,4-triazole

B

15719-64-9, 15719-76-3, 97762-63-5

methylammonium carbonate

860569-91-1

4-amino-4H-[1,2,4]triazole-3,5-dicarboxylic acid

A

584-13-4

4-amino-1,2,4-triazole

B

15719-64-9, 15719-76-3, 97762-63-5

methylammonium carbonate

Conditions
ConditionsYield
beim Aufbewahren an der Luft;
beim Schmelzen;
3787-09-5

1,2-dihydro-[1,2,4,5]tetrazine-3,6-dicarboxylic acid

A

584-13-4

4-amino-1,2,4-triazole

B

15719-64-9, 15719-76-3, 97762-63-5

methylammonium carbonate

Conditions
ConditionsYield
at 100℃;
16694-46-5

ethyl formimidate hydrochloride

584-13-4

4-amino-1,2,4-triazole

Conditions
ConditionsYield
With diethyl ether; hydrazine
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    CAS Number: 584-13-4 Molecular formula: C2H4N4 Molecular Weight: 84.08 EINECS number: 202-799-3 Related Categories: Nitrogen Compounds; Building Blocks; Chemical Synthesis; Heterocyclic Building Blocks; Triazoles; Bio

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Specification

The 4-Amino-1,2,4-triazole, with the CAS registry number 584-13-4, is also known as 4H-1,2,4-Triazol-4-amine. It belongs to the product categories of Heterocycles; Heterocyclic Compounds; Amination; Synthetic Organic Chemistry. Its EINECS registry number is 202-799-3. This chemical's molecular formula is C2H4N4 and molecular weight is 84.08. What's more, its IUPAC name is called 1,2,4-Triazol-4-amine. 

Physical properties about 4-Amino-1,2,4-triazole are: (1)ACD/LogP: -1.069; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -1.07; (4)ACD/LogD (pH 7.4): -1.07; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 6.21; (8)ACD/KOC (pH 7.4): 6.24; (9)#H bond acceptors: 4; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 1; (12)Polar Surface Area: 56.73 Å2; (13)Index of Refraction: 1.739; (14)Molar Refractivity: 21.186 cm3; (15)Molar Volume: 52.577 cm3; (16)Polarizability: 8.399×10-24 cm3; (17)Surface Tension: 80.67 dyne/cm; (18)Density: 1.599 g/cm3; (19)Flash Point: 115.67 °C; (20)Enthalpy of Vaporization: 50.569 kJ/mol; (21)Boiling Point: 267.649 °C at 760 mmHg; (22)Vapour Pressure: 0.0080 mmHg at 25 °C.

Preparation of 4-Amino-1,2,4-triazole: this chemical can be prepared by Formic acid. This reaction needs reagents hydrazine sulfate, potassium bicarbonate and solvent H2O at temperature of 200 °C. The reaction time is 6 hours. The yield is 39 %.

4-Amino-1,2,4-triazole can be prepared by Formic acid.

Uses of 4-Amino-1,2,4-triazole: (1)it is used in the manufacture of chemicals, pharmaceutical intermediates and organic synthesis; (2)it is used to produce other chemicals. For example, it can react with 5-Nitro-furan-2-carbaldehyde to get (5-Nitro-furan-2-ylmethylene)-[1,2,4]triazol-4-yl-amine. The reaction occurs with solvent ethanol and other condition of heating for 30 min. The yield is 90 %.

 4-Amino-1,2,4-triazole can react with 5-Nitro-furan-2-carbaldehyde to get (5-Nitro-furan-2-ylmethylene)-[1,2,4]triazol-4-yl-amine.

When you are dealing with this chemical, you should be very careful. This chemical is inflammation to the skin, eyes and respiratory system or other mucous membranes. It may cause sensitisation by inhalation and skin contact. Therefore, you should wear suitable protective clothing. In case of contacting with eyes, you should rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1) SMILES: c1nncn1N
(2) InChI: InChI=1S/C2H4N4/c3-6-1-4-5-2-6/h1-2H,3H2
(3) InChIKey: FMCUPJKTGNBGEC-UHFFFAOYSA-N

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 oral 11680mg/kg (11680mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 53(9), Pg. 83, 1988.
quail LD50 oral > 316mg/kg (316mg/kg)   Ecotoxicology and Environmental Safety. Vol. 6, Pg. 149, 1982.
rabbit LD50 oral 12500mg/kg (12500mg/kg) BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: EXCITEMENT
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 52(12), Pg. 91, 1987.
rat LD50 oral 13600mg/kg (13600mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 53(9), Pg. 83, 1988.