3-Cyanophenyl isocyanate

Base Information

• Chemical Name: 3-Cyanophenyl isocyanate
• CAS No.: 16413-26-6
• Molecular Formula: C8H4N2O
• Molecular Weight: 144.133
• Hs Code.: 29291000
• European Community (EC) Number: 627-259-8
• DSSTox Substance ID: DTXSID60369842
• Nikkaji Number: J266.788F
• Mol file: 16413-26-6.mol

Synonyms:Benzonitrile,m-isocyanato- (5CI);Isocyanic acid, m-cyanophenyl ester (8CI);3-Cyanophenylisocyanate;3-Isocyanatobenzonitrile;m-Cyanophenyl isocyanate;

Chemical Property of 3-Cyanophenyl isocyanate

Chemical Property:

• Appearance/Colour: Off-white to slightly yellow low melting solid
• Vapor Pressure: 0.0276mmHg at 25°C
• Melting Point: 51-54 °C(lit.)
• Refractive Index: 1.413 - 1.415
• Boiling Point: 246.169 °C at 760 mmHg
• Flash Point: 102.68 °C
• PSA: 53.22000
• Density: 1.096 g/cm³
• LogP: 1.52558
• Sensitive.: Moisture Sensitive
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 144.032362755
• Heavy Atom Count: 11
• Complexity: 222

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Cyanophenyl isocyanate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 7-26-27-37/39-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)N=C=O)C#N
• Uses: 3-Cyanophenyl isocyanate serves as a starting reagent in the synthesis of R/S-4-(3-chlorophenylaminocarbonylamino)-3,4-dihydro-2,2-dimethyl-2H-1-benzopyran and 1-(3-cyanophenyl)-3-(2-methoxy-6-pentadecylbenzyl)urea.

Technology Process of 3-Cyanophenyl isocyanate

There total 5 articles about 3-Cyanophenyl isocyanate 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:

bis(trichloromethyl) carbonate (32315-10-9) + m-cyanoaniline (2237-30-1) → 3-cyanophenyl isocyanate (16413-26-6)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 0 ℃; for 3h;

Reference yield:

N-(3-cyanophenyl)formamide (70531-24-7) + 3-Methylbenzonitrile (620-22-4) → 3-cyanophenyl isocyanate (16413-26-6)

Guidance literature:

With nitrogen; In benzonitrile;

Reference yield:

phosgene (75-44-5) + m-cyanoaniline (2237-30-1) → 3-cyanophenyl isocyanate (16413-26-6)

Guidance literature:

upstream raw materials:

phosgene

m-cyanoaniline

3-Cyanobenzoic acid

N-(3-cyanophenyl)formamide

Downstream raw materials:

3-(3-Cyano-phenyl)-4-oxo-3,4-dihydro-imidazo[5,1-d][1,2,3,5]tetrazine-8-carboxylic acid amide

1-(3-Cyano-phenylcarbamoyl)-pyrrolidine-2,5-dicarboxylic acid diethyl ester

3-(2H-indazol-2-yl)benzonitrile

Refernces

• 1、 Ruan, Banfeng,Zhang, Yuezhou,Tadesse, Solomon,Preston, Sarah,Taki, Aya C.,Jabbar, Abdul,Hofmann, Andreas,Jiao, Yaqing,Garcia-Bustos, Jose,Harjani, Jitendra,Le, Thuy Giang,Varghese, Swapna,Teguh, Silvia,Xie, Yiyue,Odiba, Jephthah,Hu, Min,Gasser, Robin B.,Baell, Jonathan. "Synthesis and structure-activity relationship study of pyrrolidine-oxadiazoles as anthelmintics against Haemonchus contortus". supporting information. . Retrieved 2020/02/04.
• 2、 -. "3-(ureido-methyl)-4-aryl-pyridine compound, preparation method thereof and application thereof as anti-hepatoma medicament". Paragraph 0135; 0136; 0137. . Retrieved 2018/03/26.