1-Bromo-3-isocyanobenzene

Base Information

• Chemical Name: 1-Bromo-3-isocyanobenzene
• CAS No.: 148854-09-5
• Molecular Formula: C7H4 Br N
• Molecular Weight: 182.019
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID40373740
• Wikidata: Q82162062
• Mol file: 148854-09-5.mol

Synonyms:1-bromo-3-isocyanobenzene;148854-09-5;3-Bromophenylisocyanide;Benzene, 1-bromo-3-isocyano- (9CI);Benzene,1-bromo-3-isocyano-;Benzene, 1-bromo-3-isocyano-;SCHEMBL2922291;DTXSID40373740;AKOS006294913;GS-0310;FT-0692088;EN300-1177051

Chemical Property of 1-Bromo-3-isocyanobenzene

Chemical Property:

• PSA: 0.00000
• LogP: 2.23060
• XLogP3: 1.8
• 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

3-BROMOPHENYLISOCYANIDE 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1-Bromo-3-isocyanobenzene

There total 2 articles about 1-Bromo-3-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: 81.0%

N-(3-bromophenyl)formamide (37831-25-7) → 1-bromo-3-isocyanobenzene (148854-09-5)

Guidance literature:

With diisopropylamine; trichlorophosphate; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.tetlet.2011.03.122

Reference yield:

m-Bromoaniline (591-19-5) → 1-bromo-3-isocyanobenzene (148854-09-5)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene-4-sulfonic acid / 72 h / Reflux; Inert atmosphere

2: trichlorophosphate; diisopropylamine / dichloromethane / 0.25 h / 0 - 20 °C

With toluene-4-sulfonic acid; diisopropylamine; trichlorophosphate; In dichloromethane;

Reference yield: 83.0%

Thiophene-2-acetic acid (1918-77-0) + 1-bromo-3-isocyanobenzene (148854-09-5) → N-(3-bromophenyl)-N-formyl-2-(thiophen-2-yl)acetamide (1414349-70-4)

Guidance literature:

In toluene; at 110 ℃; Sealed tube; Inert atmosphere;

DOI:10.1016/j.tet.2012.09.068

upstream raw materials:

N-(3-bromophenyl)formamide

m-Bromoaniline

Downstream raw materials:

N-(3-bromophenyl)-N-formyl-4-nitrobenzamide

N-(3-bromophenyl)-N-formyl-2-(thiophen-2-yl)acetamide

tert-butyl (3-bromophenyl)carbamate

Refernces

• 1、 -. "MULTICYCLIC COMPOUND HAVING NITROGEN AND ORGANIC LIGHT EMITTING DEVICE USING THE SAME". Paragraph 0168-0169; 0172-0173. . Retrieved 2016/10/09.
• 2、 Polisar, Jason G.,Li, Ling,Norton, Jack R.. "Facile reaction of carboxylic acids with isonitriles in toluene". supporting information; experimental part. p. 2933 - 2934. Retrieved 2011/06/23.