1-Isocyano-3-nitrobenzene

Base Information

• Chemical Name: 1-Isocyano-3-nitrobenzene
• CAS No.: 2008-59-5
• Molecular Formula: C7H4 N2 O2
• Molecular Weight: 148.121
• Hs Code.: 2926909090
• DSSTox Substance ID: DTXSID00173900
• Nikkaji Number: J379.523C
• Wikidata: Q83043947
• Mol file: 2008-59-5.mol

Synonyms:1-Isocyano-3-nitrobenzene;2008-59-5;3-Nitrophenylisocyanide;m-Nitrophenyl isocyanide;Benzene, 1-isocyano-3-nitro-;Phenyl isocyanide, m-nitro-;3-nitrophenyl isocyanide;3-isocyanonitrobenzene;SCHEMBL2913743;DTXSID00173900;AKOS006276863;GS-0333;LS-30403;AM20030293;EN300-1177064;1,2,3,4-tetrahydronaphthalen-1-ylidineacetaticacidethylester

Chemical Property of 1-Isocyano-3-nitrobenzene

Chemical Property:

• Melting Point: 97-99 °C
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 45.82000
• Density: g/cm³
• LogP: 1.89950
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 148.027277375
• Heavy Atom Count: 11
• Complexity: 200

Purity/Quality:

98%min ^*data from raw suppliers

3-NITROPHENYLISOCYANIDE 98.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Low toxicity by ingestion.
• Hazard Codes: Low toxicity by ingestion.

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: [C-]#[N+]C1=CC(=CC=C1)[N+](=O)[O-]
• Uses: Agricultural chemical.

Technology Process of 1-Isocyano-3-nitrobenzene

There total 5 articles about 1-Isocyano-3-nitrobenzene 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: 86.0%

N-(3-nitrophenyl)formamide (102-38-5) → 1-isocyano-3-nitrobenzene (2008-59-5)

Guidance literature:

With iodine; triethylamine; triphenylphosphine; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1055/s-0034-1379111

Reference yield: 15.0%

chloroform (67-66-3,8013-54-5) + 3-nitro-aniline (99-09-2) → 1-isocyano-3-nitrobenzene (2008-59-5)

Guidance literature:

With sodium hydroxide; tetrabutylammomium bromide; In dichloromethane; for 1h;

DOI:10.1021/jm00015a018

Reference yield:

3-nitro-aniline (99-09-2) → 1-isocyano-3-nitrobenzene (2008-59-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 4 h / 20 °C

2: triethylamine; trichlorophosphate / tetrahydrofuran / 2 h / 0 °C

With triethylamine; trichlorophosphate; In tetrahydrofuran;

DOI:10.1021/acs.orglett.2c00190

upstream raw materials:

N-(3-nitrophenyl)formamide

formic acid

3-nitro-aniline

chloroform

Downstream raw materials:

N-(3-nitrophenyl)benzamide