Identification | More | [Name]
Tetrazole | [CAS]
288-94-8 | [Synonyms]
1H-1,2,3,4-TETRAAZOLE 1H-1,2,3,4-TETRAZOLE 1H-TETRAZOLE 2H-TETRAZOLE TETRAZOLE 1,2,3,4-tetrazole 1H-Tetraazole 1tetrazole Tetraazacyclopentadiene Tetrazole solution Tetrazole,98% 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+% | [EINECS(EC#)]
206-023-4 | [Molecular Formula]
CH2N4 | [MDL Number]
MFCD00005247 | [Molecular Weight]
70.05 | [MOL File]
288-94-8.mol |
Chemical Properties | Back Directory | [Appearance]
white crystals or crystalline powder | [Melting point ]
156-158°C | [Boiling point ]
220℃ | [density ]
0.798 g/mL at 20 °C
| [refractive index ]
n20/D 1.348
| [RTECS ]
UW7370000 | [Fp ]
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]
288-94-8(EPA Substance) |
Safety Data | Back Directory | [Hazard Codes ]
F,Xn | [Risk Statements ]
R11:Highly Flammable. R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . R36:Irritating to the eyes. R5:Heating may cause an explosion. R4:Forms very sensitive explosive metallic compounds. | [Safety Statements ]
S16:Keep away from sources of ignition-No smoking . S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36:Wear suitable protective clothing . | [RIDADR ]
UN 1993 3/PG 2
| [WGK Germany ]
3
| [F ]
3-4.15-10 | [HazardClass ]
4.1 | [PackingGroup ]
III | [HS Code ]
29339900 |
Hazard Information | Back Directory | [General Description]
1H-TETRAZOLE(288-94-8) is an odorless white to light-yellow crystalline powder. Mp:1 55-157°C. When heated to decomposition 1H-TETRAZOLE(288-94-8) 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. | [Chemical Properties]
white crystals or crystalline powder | [Uses]
A catalyst for phosphoramidite synthesis. | [Application]
1H-Tetrazole is used as a bioisostere for the carboxylate group. It is also used as coupling reagent for preparation of polynucleotides. | [Definition]
ChEBI: A tetrazole tautomer where the proton is located on the 1st position. | [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. | [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.] |
Questions And Answer | Back Directory | [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
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