3440-99-1

Basic information

• Product Name: 5-(3-Bromophenyl)-1H-tetrazole
• Synonyms: 5-(3-BROMOPHENYL)-1H-TETRAZOLE;5-(3-BROMOPHENYL)-1H-TETRAZOLE(3-BPHT)
• CAS NO: 3440-99-1
• Molecular Formula: C₇H₅BrN₄
• Molecular Weight: 225.05
• EINECS: -0
• Mol File: 3440-99-1.mol
• Article Data: 38

Chemical Properties

• Melting Point: 150-152°C
• Boiling Point: 390.7°Cat760mmHg
• Flash Point: 190.1°C
• Appearance: /
• Density: 1.745g/cm³
• Vapor Pressure: 2.61E-06mmHg at 25°C
• Refractive Index: 1.653
• Storage Temp.: Room temperature.
• BRN: 141258
• CAS DataBase Reference: 5-(3-Bromophenyl)-1H-tetrazole(CAS DataBase Reference)
• NIST Chemistry Reference: 5-(3-Bromophenyl)-1H-tetrazole(3440-99-1)
• EPA Substance Registry System: 5-(3-Bromophenyl)-1H-tetrazole(3440-99-1)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36
• Hazardous Substances Data: 3440-99-1(Hazardous Substances Data)

Usage

General Description

5-(3-Bromophenyl)-1H-tetrazole is a chemical compound with the molecular formula C7H5BrN4. It is a tetrazole derivative that contains a bromophenyl group attached to the tetrazole ring. The compound has potential applications in various fields including pharmaceuticals, agrochemicals, and materials science. It is known for its high energy content and has been investigated for its use as a high-energy density material and as a precursor for the synthesis of energetic materials. Additionally, it has shown potential as an inhibitor of enzymes and as a ligand in coordination chemistry. Further research on its properties and potential applications is ongoing.

InChI:InChI=1/C7H5BrN4/c8-6-3-1-2-5(4-6)7-9-11-12-10-7/h1-4H,(H,9,10,11,12)

Upstream product

• 6952-59-6 3-cyanobromobenzene 
• 3132-99-8 m-bromobenzoic aldehyde 

Downstream Products

• 660859-36-9 4-[5-(3-bromophenyl)tetrazol-2-ylmethyl]benzenesulfonic acid sodium salt 
• 660859-37-0 {4-[5-(3-bromophenyl)tetrazol-2-ylmethyl]benzyl}phosphonic acid dimethyl ester 
• 1117833-77-8 N-[2-hydroxy-1-(1H-indol-3-ylmethyl)-1-methyl-ethyl]-5-[3-(1H-tetrazol-5-yl)-phenylethynyl]-2-trifluoromethoxy-benzamide 
• 84832-73-5 2,5-bis(m-bromophenyl)-[1,3,4]-oxadiazole 
• 1170215-06-1 2-(3-bromophenyl)-5-(3,4,5-trimethoxyphenyl)-1,3,4-oxadiazole 

Relevant articles and documents

Coupling ofN-tosylhydrazones with tetrazoles: synthesis of 2-β-d-glycopyranosylmethyl-5-substituted-2H-tetrazole type glycomimetics

Coupling reactions ofO-peracylated 2,6-anhydro-aldose tosylhydrazones (C-(β-d-glycopyranosyl)formaldehyde tosylhydrazones) with tetrazoles were studied under metal-free conditions using thermic or microwave activation in the presence of different bases. The reactions proved highly regioselective and gave the corresponding, up-to-now unknown 2-β-d-glycopyranosylmethyl-2H-tetrazoles in 7-67% yields. The method can be applied to get new types of disaccharide mimetics, 5-glycosyl-2-glycopyranosylmethyl-2H-tetrazoles, as well. Galectin binding studies withC-(β-d-galactopyranosyl)formaldehyde tosylhydrazone and 2-(β-d-galactopyranosylmethyl)-5-phenyl-2H-tetrazole revealed no significant inhibition of any of these lectins.

TMSN3-Bu2Sn(OAc)2: A modified and mild reagent system for Wittenberger tetrazole-synthesis

Treatments of various nitriles with TMSN3 and Bu2Sn(OAc)2 at 30 °C in benzene for 60 h yielded the corresponding 5-substituted 1H-tetrazoles in good to excellent yields. This method is a mild and efficient alternative reagent system for Wittenberger tetrazole-synthesis that uses TMSN3 and Bu2SnO in toluene at high temperature (93–110 °C) for 24–72 h.

Humic acid as an efficient and reusable catalyst for one pot three-component green synthesis of 5-substituted 1: H -tetrazoles in water

Humic acid is a non toxic, inexpensive, easily available high-molecular weight polymer. A simple and facile one pot three-component synthesis of 5-substituted 1H-tetrazoles from aldehydes, hydroxyamine hydrochloride and sodium azide using humic acid as an efficient catalyst in water is described. The method reported has several advantages such as high to excellent yields, easy work-up, mild reaction conditions, use of water as a green solvent, and a commercially available, nontoxic and reusable catalyst.