1H-1,2,3,4-tetrazol-5-amine hydrate

• ChemBase ID: 53596
• Molecular Formular: CH5N5O
• Molecular Mass: 103.0833
• Monoisotopic Mass: 103.04940981
• SMILES: n1c([nH]nn1)N.O
• Canonical SMILES: Nc1nnn[nH]1.O
• InChI: InChI=1S/CH3N5.H2O/c2-1-3-5-6-4-1;/h(H3,2,3,4,5,6);1H2
• InChIKey: JVSMPWHQUPKRNV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1H-1,2,3,4-tetrazol-5-amine hydrate
• IUPAC Traditional name: 5-amino-1H-tetrazole hydrate
• Synonyms: 1H-Tetrazol-5-amine hydrate; 1H-Tetrazol-5-amine monohydrate; 5-Amino-1H-tetrazole monohydrate; Tetrazol-5-amine; 5-Aminotetrazole monohydrate; 1H-Tetrazol-5-amine; 5-Amino-1H-tetrazole monohydrate; 5-氨基-1H-四氮唑; 5-氨基四氮唑 一水合物; 5-氨基-1H-四唑水合物

Database IDs

• CAS Number: 15454-54-3
• EC Number: 224-581-7
• MDL Number: MFCD00149327
• Beilstein Number: 108872
• PubChem SID: 24891314; 162058359
• PubChem CID: 12211273

CALCULATED PROPERTIES

• Acid pKa: 4.535975
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.8363692
• LogD (pH = 7.4): -2.5043395
• Log P: -0.9156403
• Molar Refractivity: 22.4923 cm^3
• Polarizability: 6.703063 Å^3
• Polar Surface Area: 80.48 Å^2
• Rotatable Bonds: 0
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 198-204 °C (dec.)(lit.); ca 203°C dec.

Safety Information

• Storage Warning: Flammable/Irritant; IRRITANT
• RTECS: XF7465000
• European Hazard Symbols: Irritant (Xi); Harmful (Xn)
• UN Number: UN1325
• German water hazard class: 3
• Hazard Class: 4.1
• Packing Group: III
• Risk Statements: 22-36/37/38; 4-5-36/37/38
• Safety Statements: 26; 26-37
• TSCA Listed: false; 是
• GHS Pictograms: GHS01; GHS02; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H240-H228-H315-H319-H335-H303; H302-H315-H319-H335
• GHS Precautionary statements: P210-P241-P305+P351+P338-P302+P352-P405-P501A; P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥96.0% (NT); 95+%; 97%; 99%
• Grade: purum
• Salt Data: H2O
• Empirical Formula (Hill Notation): CH3N5 · H2O

DETAILS

Sigma Aldrich - A80602

Packaging
100, 500 g in poly bottle
5 g in glass bottle
Application
Useful reagent in condensation reactions to form, for example, pyrimidines.1,2

Sigma Aldrich - 09470

Other Notes
Starting material for diazotetrazole (warning: diazotetrazole is a highly explosive compound), an atomic carbon precursor 1,2,3

REFERENCES

• Aldehydes can be converted to isonitriles via imine formation, catalytic reduction and hypobromite oxidation of the tetrazole ring: Angew. Chem. Int. Ed., 15, 113 (1976): Org. Synth. Coll., 7, 27 (1990):