1-Benzyl-4-bromo-1h-1,2,3-triazole

Base Information

• Chemical Name: 1-Benzyl-4-bromo-1h-1,2,3-triazole
• CAS No.: 31875-99-7
• Molecular Formula: C9H8BrN3
• Molecular Weight: 238.087
• ChEMBL ID: CHEMBL2071153
• DSSTox Substance ID: DTXSID70553533
• Wikidata: Q82434136
• Mol file: 31875-99-7.mol

Synonyms:1-benzyl-4-bromo-1h-1,2,3-triazole;31875-99-7;1-benzyl-4-bromotriazole;1H-1,2,3-Triazole, 4-bromo-1-(phenylmethyl)-;CHEMBL2071153;SCHEMBL16717478;DTXSID70553533;BDBM50390955

Chemical Property of 1-Benzyl-4-bromo-1h-1,2,3-triazole

Chemical Property:

• PSA: 30.71000
• LogP: 2.08890
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 236.99016
• Heavy Atom Count: 13
• Complexity: 159

Purity/Quality:

99% ^*data from raw suppliers

1-Benzyl-4-bromo-1H-1,2,3-triazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CN2C=C(N=N2)Br

Technology Process of 1-Benzyl-4-bromo-1h-1,2,3-triazole

There total 6 articles about 1-Benzyl-4-bromo-1h-1,2,3-triazole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

1-Benzyl-4,5-dibromo-1H-1,2,3-triazole → 4-bromo-1-(phenylmethyl)-1H-1,2,3-triazole (31875-99-7)

Guidance literature:

With isopropylmagnesium chloride; In tetrahydrofuran; at -20 ℃;

Reference yield: 75.0%

1-bromo-2-(diphenylphosphinoyl)ethyne (1151546-49-4) + benzyl azide (622-79-7) → 4-bromo-1-(phenylmethyl)-1H-1,2,3-triazole (31875-99-7)

Guidance literature:

1-bromo-2-(diphenylphosphinoyl)ethyne; With copper(l) iodide; sodium L-ascorbate; potassium hydroxide; In dichloromethane; at 0 ℃; for 0.0833333h; Inert atmosphere;

benzyl azide; With methanol; water; In dichloromethane; at 0 - 20 ℃; for 20h; Solvent; regioselective reaction; Inert atmosphere;

DOI:10.1021/acs.orglett.0c01681

Reference yield: 56.0%

α-bromoethenesulfonic acid fluoride (103020-98-0) + benzyl azide (622-79-7) → 4-bromo-1-(phenylmethyl)-1H-1,2,3-triazole (31875-99-7)

Guidance literature:

α-bromoethenesulfonic acid fluoride; benzyl azide; With water; at 20 ℃; for 16h; Sealed tube; Inert atmosphere;

With sodium hydroxide; In dichloromethane; at 20 ℃; for 6h; Reagent/catalyst; Solvent; chemoselective reaction; Inert atmosphere;

DOI:10.1021/jacs.1c08879

upstream raw materials:

1-bromo-2-(diphenylphosphinoyl)ethyne

benzyl azide

1-bromo-2-(triisopropylsilyl)acetylene

α-bromoethenesulfonic acid fluoride

Downstream raw materials:

1-benzyl-1H-[1,2,3]triazol-4-carboxylic acid

3-benzyl-5-chlorotriazole-1-oxide

3-benzyl-5-hydroxy-1,2,3-triazole-1-oxide

3-benzyltriazole-1-oxide