Description References
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Tetrazole

Description References
Product Name
Tetrazole
CAS No.
288-94-8
Chemical Name
Tetrazole
Synonyms
1H-TETRAZOLE;2H-TETRAZOLE;1H-1,2,3,4-TETRAAZOLE;TETRAZOLE;1tetrazole;1H-Tetraazole;Tetrazole,98%;1H tetrazolium;1H-Tetrazole,99+%;1,2,3,4-tetrazole
CBNumber
CB4230898
Molecular Formula
CH2N4
Formula Weight
70.05
MOL File
288-94-8.mol
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Tetrazole Property

Melting point:
156-158°C
Boiling point:
220℃
Density 
0.798 g/mL at 20 °C
refractive index 
n20/D 1.348
RTECS 
UW7370000
Flash point:
5 °C
storage temp. 
Room temperature.
solubility 
DMSO, Methanol
form 
Liquid
pka
4.9(at 25℃)
color 
Cream to orange
Water Solubility 
Soluble
Decomposition 
220°C
BRN 
105799
Stability:
Stable at RT
InChIKey
KJUGUADJHNHALS-UHFFFAOYSA-N
CAS DataBase Reference
288-94-8(CAS DataBase Reference)
NIST Chemistry Reference
1H-Tetrazole(288-94-8)
EPA Substance Registry System
1H-Tetrazole (288-94-8)
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Safety

Hazard Codes 
F,Xn,E
Risk Statements 
11-20/21/22-36-5-4
Safety Statements 
16-26-36-36/37-35-15
RIDADR 
UN 1993 3/PG 2
WGK Germany 
3
F 
3-4.15-10
HazardClass 
4.1
PackingGroup 
III
HS Code 
29339900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H225Highly Flammable liquid and vapour

H302Harmful if swallowed

H303May be harmfulif swallowed

H312Harmful in contact with skin

H319Causes serious eye irritation

H332Harmful if inhaled

Precautionary statements

P210Keep away from heat/sparks/open flames/hot surfaces. — No smoking.

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P303+P361+P353IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
88185
Product name
Tetrazole solution
Purity
for DNA synthesis, filtered through a 1 μm filter, ~0.45 M in acetonitrile
Packaging
100ml
Price
$178
Updated
2024/03/01
Sigma-Aldrich
Product number
88185
Product name
Tetrazole solution
Purity
for DNA synthesis, filtered through a 1 μm filter, ~0.45 M in acetonitrile
Packaging
500ml
Price
$803
Updated
2024/03/01
Alfa Aesar
Product number
J61034
Product name
1H-Tetrazole, 0.45M in acetonitrile
Packaging
200ml
Price
$299
Updated
2024/03/01
Alfa Aesar
Product number
J61034
Product name
1H-Tetrazole, 0.45M in acetonitrile
Packaging
450ml
Price
$599
Updated
2024/03/01
TRC
Product number
T307505
Product name
1H-Tetrazole, 0.45M in acetonitrile
Packaging
25ml
Price
$85
Updated
2021/12/16
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Tetrazole Chemical Properties,Usage,Production

Description

Tetrazole is a class of synthetic organic heterocyclic compound containing a 5-member ring of four nitrogen atoms and one carbon atom. It appears as an odorless white to light-yellow crystalline powder. It has several pharmaceutical applications. Tetrazole compound can act as a bioisotere for the carboxylate group, angiotensin II receptor blockers such as losartan and candesartan as well as dimethyl thiazolyl diphenyl tetrazolium bromide (MTT), which can be used in MTT assay for quantifying the respiratory activity of liver cells. It can also be used in DNA assays. In addition, Tetrazole derivatives have also been used in explosives such as TNT or high performance solid rocket propellant formulations. Tetrazole can be synthesized through the reaction between anhydrous hydrazoic acid and hydrogen cyanide under pressure.

References

https://en.wikipedia.org/wiki/Tetrazole
https://pubchem.ncbi.nlm.nih.gov/compound/1H-Tetrazole#section=Information-Sources

Chemical Properties

white crystals or crystalline powder

Uses

Tetrazole is a catalyst for phosphoramidite synthesis. It is also used as an intermediate for the drug cilostazol. Cilostazol is an antiplatelet drug and a vasodilator. Tetrazole derivatives are used as antibiotics and optically active tetrazole-containing antifungal preparations of azole type was reported.

Application

1H-Tetrazole is used as a bioisostere for the carboxylate group. It is also used as coupling reagent for preparation of polynucleotides.

Preparation

The first tetrazole synthesis was reported in 1885.
Tetrazole Synthesis: Nano-TiCl4.SiO2 (0.1 g) was added to a mixture of benzonitrile (1 mmol), sodium azide (2 mmol) in DMF (5 mL) at reflux for 2 h. After completion of reaction (as monitored by TLC), the mixture was allowed to cool to room temperature, the catalyst was removed by filtration. Then by adding ice water and 4N HCl (5 mL) to the residue, a white solid was obtained. This was then washed with cold chloroform. This simple procedure yielded pure tetrazole with good yields.

Definition

ChEBI: 1H-tetrazole is a tetrazole tautomer where the proton is located on the 1st position. It is a tetrazole and a one-carbon compound. It is a tautomer of a 2H-tetrazole and a 5H-tetrazole.

General Description

Tetrazole is an odorless white to light-yellow crystalline powder. Mp:1 55-157°C. When heated to decomposition Tetrazole emits toxic oxides of nitrogen fumes. Can explode if exposed to shock or heat from friction or fire. The primary hazard is from blast effect where the entire load can explode instantaneously and not from flying projectiles and fragments.

Health Hazard

Fire may produce irritating, corrosive and/or toxic gases.

Fire Hazard

MAY EXPLODE AND THROW FRAGMENTS 1600 meters (1 MILE) OR MORE IF FIRE REACHES CARGO.

Purification Methods

Crystallise the tetrazole from EtOH and sublime it under high vacuum at ca 120o (care should be taken due to possible EXPLOSION). [Beilstein 26 H 346, 26 I 108, 26 II 196, 26 III/IV 1652.]

Tetrazole Preparation Products And Raw materials

Raw materials

Preparation Products

Cilostazol Irbesartan Cefoperazone Cefteram pivoxil Valsartan Ropinirole
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View Lastest Price from Tetrazole manufacturers

Shandong Juchuang Chemical Co., LTD
Product
Tetrazole 288-94-8
Price
US $13.00-7.00/kg
Min. Order
500kg
Purity
99.9
Supply Ability
200tons
Release date
2024-03-13
Hebei Duling International Trade Co. LTD
Product
Tetrazole 288-94-8
Price
US $1.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
300MT/month
Release date
2022-11-23
Hebei Yanxi Chemical Co., Ltd.
Product
Tetrazole 288-94-8
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20tons
Release date
2023-09-20

288-94-8, TetrazoleRelated Search:

5-Mercapto-1-methyltetrazole Nitrotetrazolium blue chloride 1H-Tetrazole-1-acetic acid 2,3,5-Triphenyltetrazolium chloride 5-Phenyltetrazole 5-Mercapto-1H-tetrazole-1-methanesulfonic acid disodium salt 5-(2,3-DICHLOROPHENYL)-1H-TETRAZOLE,5-(2,3-DICHLOROPHENYL)TETRAZOLE,5-(2,3-DICHLOROPHENYL)-1H-TETRAZOLE,5-(2,3-DICHLOROPHENYL)TETRAZOLE 1H-TETRAZOLE-5-CARBOXYLIC ACID ETHYL ESTER SODIUM SALT 5-(Methylthio)-1H-tetrazole 1-[2-(Dimethylamino)ethyl]-1H-tetrazole-5-thiol 5-(2,4-DICHLOROPHENYL)-1H-TETRAZOLE,5-(2,4-DICHLOROPHENYL)-1H-TETRAZOLE,5-(2,4-DICHLOROPHENYL)-1H-TETRAZOLE 5-(2,6-DICHLOROPHENYL)-1H-TETRAZOLE,5-(2,6-DICHLOROPHENYL)-1H-TETRAZOLE 1-(M-SULFOPHENYL)-5-MERCAPTO-1H-TETRAZOLE SODIUM SALT 1H-TETRAZOLE, 1-PHENYL-5-THIOL 5-(2,5-DICHLOROPHENYL)-1H-TETRAZOLE,5-(2,5-DICHLOROPHENYL)-1H-TETRAZOLE 5-(2,6-DIFLUOROPHENYL)TETRAZOLE,5-(2,6-DIFLUOROPHENYL)TETRAZOLE 5-[2-(4-CHLORO-3,5-DIMETHYL-PYRAZOL-1-YL)-ETHYL]-2H-TETRAZOLE,5-[2-(4-CHLORO-3,5-DIMETHYL-PYRAZOL-1-YL)-ETHYL]-2H-TETRAZOLE 5-(2-BROMO-BENZYL)-2H-TETRAZOLE,5-(2-BROMO-BENZYL)-2H-TETRAZOLE

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