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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;1,2,3,4-tetrazole;1H-Tetrazole,99+%
CBNumber:
CB4230898
Molecular Formula:
CH2N4
Molecular Weight:
70.05
MDL Number:
MFCD00005247
MOL File:
288-94-8.mol
Last updated:2024-03-13 16:52:01

Tetrazole Properties

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)
FDA UNII D34J7PAT68
NIST Chemistry Reference 1H-Tetrazole(288-94-8)
EPA Substance Registry System 1H-Tetrazole (288-94-8)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS02,GHS07
Signal word  Danger
Hazard statements  H303-H312-H225-H302-H319-H332
Precautionary statements  P210-P305+P351+P338-P261-P280-P303+P361+P353-P501a
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
3-4.15-10
HazardClass  4.1
PackingGroup  III
HS Code  29339900

Tetrazole price More Price(15)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 88185 Tetrazole solution for DNA synthesis, filtered through a 1 μm filter, ~0.45 M in acetonitrile 288-94-8 100ml $178 2024-03-01 Buy
Sigma-Aldrich 88185 Tetrazole solution for DNA synthesis, filtered through a 1 μm filter, ~0.45 M in acetonitrile 288-94-8 500ml $803 2024-03-01 Buy
Alfa Aesar J61034 1H-Tetrazole, 0.45M in acetonitrile 288-94-8 200ml $299 2024-03-01 Buy
Alfa Aesar J61034 1H-Tetrazole, 0.45M in acetonitrile 288-94-8 450ml $599 2024-03-01 Buy
TRC T307505 1H-Tetrazole, 0.45M in acetonitrile 288-94-8 25ml $85 2021-12-16 Buy
Product number Packaging Price Buy
88185 100ml $178 Buy
88185 500ml $803 Buy
J61034 200ml $299 Buy
J61034 450ml $599 Buy
T307505 25ml $85 Buy

Tetrazole Chemical Properties,Uses,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.

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.

Application

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

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.]

122-51-0
288-94-8
Synthesis of Tetrazole from Triethyl orthoformate
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View Lastest Price from Tetrazole manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Tetrazole pictures 2024-03-13 Tetrazole
288-94-8
US $13.00-7.00 / kg 500kg 99.9 200tons Shandong Juchuang Chemical Co., LTD
Tetrazole pictures 2023-09-20 Tetrazole
288-94-8
US $0.00 / kg 1kg 99% 20tons Hebei Yanxi Chemical Co., Ltd.
Tetrazole pictures 2023-09-08 Tetrazole
288-94-8
US $0.00-0.00 / kg 1kg 99% 500kg XINXIANG RUNYU MATERIAL CO., LTD.
  • Tetrazole pictures
  • Tetrazole
    288-94-8
  • US $13.00-7.00 / kg
  • 99.9
  • Shandong Juchuang Chemical Co., LTD
  • Tetrazole pictures
  • Tetrazole
    288-94-8
  • US $0.00 / kg
  • 99%
  • Hebei Yanxi Chemical Co., Ltd.
  • Tetrazole pictures
  • Tetrazole
    288-94-8
  • US $0.00-0.00 / kg
  • 99%
  • XINXIANG RUNYU MATERIAL CO., LTD.
TETRAZOLE 1H-1,2,3,4-TETRAZOLE Tetrazole, 3 to 4 wt.% solution in acetonitrile, AcroSeal Tetrazole 1H-Tetrazole 1H-Tetrazole [Coupling Agent] 1H-Tetrazole (solution) 1H-Tetrazole,99+% 2H-1,2,3,4-tetrazole Tetrazole solution for DNA synthesis, filtered through a 1 mum filter, ~0.45 M in acetonitrile Tetrazole solution Vetec(TM) reagent grade 1,2,3,4-tetrazole 1H-Tetraazole 1tetrazole Tetraazacyclopentadiene Tetrazole solution TETRAZOLE SOLUTION, FOR SYNTHESIS, 1H-TETRAZOLE SUBLIMED 1H-TETRAZOLE, SUBLIMED, 99+% TETRAZOLE SOLUTION, FOR DNA SYNTHESIS, 0 .45 M IN ACETON. TETRAZOLE SOLUTION REAGENT GRADE 3 WT& 1H-TETRAZOLE, 3 WT. % SOLUTION IN ACETONITRILE 1H-TetrazoleForDNASynthesis(Amiditeactivator) 1H-TetrazoleForDnaSynthesis 1H-Tetrazole,98+% 1(H)-TETRAZOLE STANDARD-GRADE 1(H)-TETRAZOLE ULTRA-PURE TETRAZOLE 0.4M SOLUTION IN ACETONITRILE (28G/LT) TETRAZOLE 0.45M SOLUTION IN ACETONITRILE TETRAZOLE 0.5M SOLUTION IN ACETONITRILE Tetrazole,98% 1 H-TETRAZOLE sublimed extrapure 1H TETRAZOLE IN 35% DMF SOLUTION Ceftezole Impurity 14 Ceftezole Impurity 17 1H-Tetrazole, 98%, for synthesis 1H-TETRAZOLE 288-94-8 Tetrazole USP/EP/BP 1H-TETRAZOLE (35 % SOLUTION IN DMF) Tetrazole 3 to 4 wt.% solution in acetonitrile 1H-TETRAZOLE 1H-1,2,3,4-TETRAAZOLE 2H-TETRAZOLE Four azole nitrogen 1H-Tetrazole (8CI, 9CI) 1H-Tetrazole 35% DMF SOLUTION 1H tetrazolium Tetrazole in acetronitrile 288-94-8 6034-64-9 288-94-4 288-98-8 C1H2N4 CH2N4 Solvents and Mixtures for Peptide Synthesis Specialty Synthesis Peptide Synthesis Chemistry Tetrazoles