1-Bromo-2-isocyanobenzene

Base Information

• Chemical Name: 1-Bromo-2-isocyanobenzene
• CAS No.: 183209-26-9
• Molecular Formula: C7H4 Br N
• Molecular Weight: 182.019
• Hs Code.: 2926909090
• European Community (EC) Number: 817-001-4
• DSSTox Substance ID: DTXSID30373739
• Nikkaji Number: J1.008.175K
• Wikidata: Q82162060
• Mol file: 183209-26-9.mol

Synonyms:1-bromo-2-isocyanobenzene;183209-26-9;2-Bromophenylisocyanide;Benzene, 1-bromo-2-isocyano- (9CI);Benzene, 1-bromo-2-isocyano-;2-Bromophenyl isocyanide;o-bromophenyl isocyanide;SCHEMBL7911284;DTXSID30373739;Benzene,1-bromo-2-isocyano-(9ci);AKOS006293685;GS-0303;FT-0691582;EN300-141360

Chemical Property of 1-Bromo-2-isocyanobenzene

Chemical Property:

• PSA: 0.00000
• LogP: 2.23060
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 180.95271
• Heavy Atom Count: 9
• Complexity: 135

Purity/Quality:

98%min ^*data from raw suppliers

2-Bromophenylisocyanide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: [C-]#[N+]C1=CC=CC=C1Br

Technology Process of 1-Bromo-2-isocyanobenzene

There total 2 articles about 1-Bromo-2-isocyanobenzene 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: 85.0%

N-(2-bromophenyl)formamide (10113-38-9) → ortho-bromophenyl isocyanide (183209-26-9)

Guidance literature:

With diisopropylamine; trichlorophosphate; In dichloromethane; at 0 ℃; for 0.25h;

DOI:10.1021/ol802659m

Reference yield:

2-bromoaniline (615-36-1) → ortho-bromophenyl isocyanide (183209-26-9)

Guidance literature:

Multi-step reaction with 2 steps

1: zinc(II) oxide / neat (no solvent) / 70 °C

2: triethylamine; bis(trichloromethyl) carbonate / dichloromethane / 3.5 h / 40 °C / Molecular sieve

With bis(trichloromethyl) carbonate; triethylamine; zinc(II) oxide; In dichloromethane;

DOI:10.1016/j.ejmech.2015.03.069

Reference yield: 97.0%

N-ethyl-N-phenylamine (103-69-5) + ortho-bromophenyl isocyanide (183209-26-9) → 2-[(ethyl)(phenyl)amino]-1,3-benzoselenazole

Guidance literature:

With selenium; 1,8-diazabicyclo[5.4.0]undec-7-ene; copper(l) iodide; In tetrahydrofuran; at 20 ℃; for 12h;

DOI:10.1021/jo7013164

upstream raw materials:

N-(2-bromophenyl)formamide

2-bromoaniline

Downstream raw materials:

N-(2-bromophenyl)benzamide

N-(2-bromophenyl)-3,4-dimethoxybenzamide