1-Azido-3-bromobenzene

Base Information

• Chemical Name: 1-Azido-3-bromobenzene
• CAS No.: 2101-89-5
• Molecular Formula: C6H4BrN3
• Molecular Weight: 198.022
• Hs Code.: 2929909090
• European Community (EC) Number: 685-727-7
• DSSTox Substance ID: DTXSID20340016
• Nikkaji Number: J124.285G
• Wikidata: Q82109429
• Mol file: 2101-89-5.mol

Synonyms:1-azido-3-bromobenzene;2101-89-5;Benzene, 1-azido-3-bromo-;m-Bromophenyl azide;1-azido-3-bromo-benzene;3-Bromophenyl azide;SCHEMBL16698061;DTXSID20340016;AKOS009119870;EN300-27399;3-Bromophenyl azide ~0.5 M in tert-butyl methyl ether;F2157-0574;Z239092036

Chemical Property of 1-Azido-3-bromobenzene

Chemical Property:

• Flash Point: -33oC
• PSA: 49.75000
• LogP: 2.84366
• Storage Temp.: ?20°C
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 196.95886
• Heavy Atom Count: 10
• Complexity: 153

Purity/Quality:

98%Min ^*data from raw suppliers

1-Azido-3-bromobenzene,95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): 2044137
• Hazard Codes: F,T
• Statements: 11-38-39/23/24/25
• Safety Statements: 16

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)Br)N=[N+]=[N-]
• Uses: Review1

Technology Process of 1-Azido-3-bromobenzene

There total 7 articles about 1-Azido-3-bromobenzene 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: 100.0%

m-Bromoaniline (591-19-5) → 1-azido-3-bromobenzene (2101-89-5)

Guidance literature:

m-Bromoaniline; With hydrogenchloride; In water; at 0 ℃;

With sodium nitrite; In water; at 0 ℃; for 0.333333h;

With sodium azide; In water; at 0 ℃; for 3h;

DOI:10.1021/acs.jmedchem.5b00602

Reference yield: 85.0%

1-Bromo-3-iodobenzene (591-18-4) → 1-azido-3-bromobenzene (2101-89-5)

Guidance literature:

With sodium azide; copper diacetate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dimethyl sulfoxide; at 95 ℃; for 4.5h;

Reference yield: 80.0%

(3-bromophenyl)boronic acid (89598-96-9) → 1-azido-3-bromobenzene (2101-89-5)

Guidance literature:

With sodium azide; copper(II) ferrite; In water; at 20 ℃; for 7h;

DOI:10.1002/ejoc.201300343

upstream raw materials:

3-bromophenyldiazonium chloride

1-Bromo-3-iodobenzene

m-Bromoaniline

(3-bromophenyl)boronic acid

Downstream raw materials:

4-amino-2-bromophenyl methyl sulphide

2-amino-4-bromophenyl methyl sulphide

m-Bromoaniline

1-(3-bromophenyl)-4-carboxy-5-methyl-1,2,3-triazole

Refernces

• 1、 Ciupak, Olga,Da?ko, Mateusz,Biernacki, Karol,Rachon, Janusz,Mas?yk, Maciej,Kubiński, Konrad,Martyna, Aleksandra,Demkowicz, Sebastian. "New potent steroid sulphatase inhibitors based on 6-(1-phenyl-1H-1,2,3-triazol-4-yl)naphthalen-2-yl sulphamate derivatives". . p. 238 - 247. Retrieved 2021.
• 2、 Chiarelli, Laurent R.,Fan, Dongguang,Han, Quanquan,Lu, Yu,Qiao, Chunhua,Shi, Rui,Stelitano, Giovanni,Wang, Bin,Huszár, Stanislav,Miku?ová, Katarína,Savková, Karin. "Structural and Activity Relationships of 6-Sulfonyl-8-Nitrobenzothiazinones as Antitubercular Agents". supporting information. p. 14526 - 14539. Retrieved 2021/10/26.
• 3、 Pallesen, Jakob S.,Narayanan, Dilip,Tran, Kim T.,Solbak, Sara M. ?.,Marseglia, Giuseppe,S?rensen, Louis M. E.,H?j, Lars J.,Munafò, Federico,Carmona, Rosa M. C.,Garcia, Anthony D.,Desu, Haritha L.,Brambilla, Roberta,Johansen, Tommy N.,Popowicz, Grzegorz M.,Sattler, Michael,Gajhede, Michael,Bach, Anders. "Deconstructing Noncovalent Kelch-like ECH-Associated Protein 1 (Keap1) Inhibitors into Fragments to Reconstruct New Potent Compounds". supporting information. p. 4623 - 4661. Retrieved 2021/05/07.