| Identification | More | [Name]
5-(2-BROMOPHENYL)-1H-TETRAZOLE | [CAS]
73096-42-1 | [Synonyms]
5-(2-BROMOPHENYL)-1H-TETRAZOLE
5-(2-BROMOPHENYL)TETRAZOLE
LABOTEST-BB LT00441147
5-(2-Bromophenyl)tetrazole, 98+%
2-BPT
5-(2-BROMOPHENYL)-1H-TETRAZOLE,98.0+%(LC)(T)
5-(2-Bromophenyl)-1H-tetrazole, 98+% | [Molecular Formula]
C7H5BrN4 | [MDL Number]
MFCD00151799 | [Molecular Weight]
225.05 | [MOL File]
73096-42-1.mol |
| Chemical Properties | Back Directory | [Appearance]
white to off-white powder | [Melting point ]
182-184 °C(lit.) | [Boiling point ]
389.3±44.0 °C(Predicted) | [density ]
1.8047 (rough estimate) | [refractive index ]
1.6700 (estimate) | [storage temp. ]
Flammables area | [form ]
powder to crystal | [pka]
3.78±0.10(Predicted) | [color ]
White to Almost white | [BRN ]
148567 | [InChI]
1S/C7H5BrN4/c8-6-4-2-1-3-5(6)7-9-11-12-10-7/h1-4H,(H,9,10,11,12) | [InChIKey]
YHVBXKTXLJTDRI-UHFFFAOYSA-N | [SMILES]
Brc1ccccc1-c2nnn[nH]2 | [CAS DataBase Reference]
73096-42-1(CAS DataBase Reference) |
| Questions And Answer | Back Directory | [Uses]
5-(2-BROMOPHENYL)-1H-TETRAZOLE is a heterocyclic organic compound that can be used as an extremely important intermediate in organic synthesis. It can be used to synthesize pharmaceutical, pesticide, and industrial foaming agent products. |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [HS Code ]
29339900 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| Hazard Information | Back Directory | [Chemical Properties]
white to off-white powder | [General Description]
5-(2-Bromophenyl)-1H-tetrazole is a 5-substituted 1H-tetrazole. It can be synthesized via silica supported sulfuric acid catalyzed [3+2] cycloaddition of nitriles and sodium azide. Copper-catalyzed reaction of 5-(2-bromophenyl)-1H-tetrazole with ethyl 2-cyanoacetate has been reported to afford ethyl 1,3-diaminoisoquinoline-4-carboxylate. | [Synthesis]
Step 2) Synthesis of 5-(2-bromophenyl)-1H-tetrazole: A mixture of 2-bromobenzonitrile (10.0 g, 0.055 mol), sodium azide (3.9 g, 0.060 mol), ammonium chloride (3.2 g, 0.060 mol), and N,N-dimethylformamide (DMF, 90 mL) was heated for 18 hours at 100 °C. After completion of the reaction, the mixture was concentrated, dissolved in water and adjusted to alkaline (pH 9) with 1N potassium hydroxide (KOH) solution. The aqueous phase was extracted with ether (the organic phase was discarded) and subsequently acidified with 2N hydrochloric acid (HCl). The precipitate precipitated was collected by filtration to afford 9.1 g (73% yield) of the target product, 5-(2-bromophenyl)-1H-tetrazole, as an off-white solid with melting point 179-181 °C. The 1H NMR (DMSO-d6) data were as follows: δ 7.56 (m, 2H), 7.69 (dd, J = 7.0 Hz, 2.1 Hz, 1H), 7.86 (dd, J = 7.6 Hz, 1.3 Hz, 1H). | [References]
[1] Patent: WO2017/59411, 2017, A1. Location in patent: Paragraph 00386
[2] Patent: WO2006/81807, 2006, A2. Location in patent: Page/Page column 20; 33-34
[3] Patent: EP838458, 1998, A1
[4] Research on Chemical Intermediates, 2017, vol. 43, # 12, p. 7365 - 7374
[5] Tetrahedron Letters, 2014, vol. 55, # 24, p. 3507 - 3510 |
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