1-benzyl-5-bromo-1H-tetrazole

Base Information

• Chemical Name: 1-benzyl-5-bromo-1H-tetrazole
• CAS No.: 79344-08-4
• Molecular Formula: C8H7BrN4
• Molecular Weight: 239.074
• European Community (EC) Number: 823-829-7
• DSSTox Substance ID: DTXSID10450532
• Nikkaji Number: J3.217.118D
• Wikidata: Q82270308
• Mol file: 79344-08-4.mol

Synonyms:1-benzyl-5-bromo-1H-tetrazole;79344-08-4;1-benzyl-5-bromotetrazole;1-benzyl-5-bromo-1H-1,2,3,4-tetrazole;1H-Tetrazole, 5-bromo-1-(phenylmethyl)-;SCHEMBL950306;DTXSID10450532;JEUFVIDEBOFLAA-UHFFFAOYSA-N;EN300-312460

Chemical Property of 1-benzyl-5-bromo-1H-tetrazole

Chemical Property:

• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 237.98541
• Heavy Atom Count: 13
• Complexity: 160

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1-benzyl-5-bromo-1H-tetrazole

There total 3 articles about 1-benzyl-5-bromo-1H-tetrazole 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: 90.0%

1-benzyl-1H-tetrazole (6926-50-7) → 1-benzyl-5-bromo-1H-tetrazole (79344-08-4)

Guidance literature:

With N-Bromosuccinimide; acetic acid; at 80 ℃; for 6h;

DOI:10.1055/s-0032-1316737

Reference yield: 82.5%

bromocyane (506-68-3) + benzyl azide (622-79-7) → 1-benzyl-5-bromo-1H-tetrazole (79344-08-4)

Guidance literature:

In acetonitrile; at 105 ℃; for 5h; under 7500600 Torr;

Reference yield:

benzylamine (100-46-9) → 1-benzyl-5-bromo-1H-tetrazole (79344-08-4)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium azide; acetic acid / 17 h / 80 °C

2: acetic acid; N-Bromosuccinimide / 6 h / 80 °C

With N-Bromosuccinimide; sodium azide; acetic acid;

DOI:10.1055/s-0032-1316737

upstream raw materials:

bromocyane

benzyl azide

1-benzyl-1H-tetrazole

benzylamine

Downstream raw materials:

(1-benzyl-1H-tetrazol-5-yl)diphenylmethanol

1-(1-benzyl-1H-tetrazol-5-yl)(phenyl)methanol

5-[1-(benzyl)-1H-tetrazol-5-yl]-10,11-dihydro-5H-dibenzo[α,δ]cyclohepten-5-ol

1-(1-benzyl-1H-tetrazol-5-yl)-1,2,3,4-tetrahydronaphthalen-1-ol

Refernces

• 1、 Wiedemann, Sean H.,Bio, Matthew M.,Brown, Liane M.,Hansen, Karl B.,Langille, Neil F.. "Some practical methods for the application of 5-metallo-1-benzyl-1H- tetrazoles in synthesis". supporting information. p. 2231 - 2236. Retrieved 2012/11/13.
• 2、 Krayushkin, M. M.,Beskopyl'nyi, A. M.,Zlotin, S. G.,Stashina, G. A.,Zhulin, V. M.. "SYNTHESIS OF TETRAZOLES FROM ORGANIC NITRILES AND AZIDES UNDER HIGH PRESSURE CONDITIONS". . p. 314 - 317. Retrieved 2007/10/02.