Benzene, 1-azido-2-(bromomethyl)-

Base Information

• Chemical Name: Benzene, 1-azido-2-(bromomethyl)-
• CAS No.: 31553-17-0
• Molecular Formula: C7H6BrN3
• Molecular Weight: 212.049
• European Community (EC) Number: 872-118-8
• DSSTox Substance ID: DTXSID70456919
• Nikkaji Number: J1.577.415K
• Wikidata: Q82279538
• Mol file: 31553-17-0.mol

Synonyms:1-azido-2-(bromomethyl)benzene;Benzene, 1-azido-2-(bromomethyl)-;31553-17-0;o-azidobenzylbromide;2-Azidobenzyl bromide;DTXSID70456919;EN300-322532

Chemical Property of Benzene, 1-azido-2-(bromomethyl)-

Chemical Property:

• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 210.97451
• Heavy Atom Count: 11
• Complexity: 165

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)CBr)N=[N+]=[N-]

Technology Process of Benzene, 1-azido-2-(bromomethyl)-

There total 2 articles about Benzene, 1-azido-2-(bromomethyl)- 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: 67.0%

1-azido-2-methyl-benzene (31656-92-5) → 1-azido-2-(bromomethyl)benzene (31553-17-0)

Guidance literature:

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In benzene; for 5h; Heating;

Reference yield:

o-toluidine (95-53-4) → 1-azido-2-(bromomethyl)benzene (31553-17-0)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium nitrite; sodium azide / water / 0.5 h

2: N-Bromosuccinimide; dibenzoyl peroxide / benzene / 4.5 h / Darkness; Inert atmosphere; Reflux

With N-Bromosuccinimide; sodium azide; sodium nitrite; dibenzoyl peroxide; In water; benzene;

DOI:10.1016/j.tetlet.2013.08.125

Reference yield: 95.0%

N-propargyl-4-methylaniline (22774-64-7) + 1-azido-2-(bromomethyl)benzene (31553-17-0) → 5-p-tolyl-5,6-dihydro-4H-benzo[f][1,2,3]triazolo[1,5-a][1,4]diazepine

Guidance literature:

With copper(l) iodide; potassium carbonate; In N,N-dimethyl-formamide; at 110 ℃; for 6h;

DOI:10.1016/j.tetlet.2013.08.125

upstream raw materials:

1-azido-2-methyl-benzene

o-toluidine

Downstream raw materials:

6-(o-azidobenzyl)-2,4,6-trimethyl-2,4-cyclohexadien-1-one

5,6,6a,7,9a,9b-hexahydro-7-oxo-4,8,9a-trimethyl-4H-1,2,3-triazolo<4,5,1-ij>benzoquinoline

9a-tert-butyl-6a,8-dimethyl-5,6,6a,7,9a,9b-hexahydro-7-oxo-4H-1,2,3-triazolo<4,5,1-ij>benzquinoline

2-(2-Azido-benzyl)-isoindole-1,3-dione