2-Cyanophenyl isocyanate

Base Information

• Chemical Name: 2-Cyanophenyl isocyanate
• CAS No.: 42066-86-4
• Molecular Formula: C8H4N2O
• Molecular Weight: 144.133
• Hs Code.: 2929109000
• DSSTox Substance ID: DTXSID60370993
• Nikkaji Number: J601.832G
• Mol file: 42066-86-4.mol

Synonyms:2-CYANOPHENYL ISOCYANATE;42066-86-4;2-isocyanatobenzonitrile;2-Isocyanato-benzonitrile;2-CYANOPHENylisoCYANATE;Benzonitrile, 2-isocyanato-;SCHEMBL136118;DTXSID60370993;FQLNVWAFXQUXGW-UHFFFAOYSA-N;MFCD00829130;AKOS000122289;BS-28003;AM20040444;FT-0612695;EN300-01257;A825747;J-509743

Chemical Property of 2-Cyanophenyl isocyanate

Chemical Property:

• Vapor Pressure: 0.00875mmHg at 25°C
• Melting Point: 61 °C
• Refractive Index: 1.562
• Boiling Point: 266.2 °C at 760 mmHg
• Flash Point: 114.8 °C
• PSA: 53.22000
• Density: 1.09 g/cm³
• LogP: 1.52558
• XLogP3: 2.4
• 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%min ^*data from raw suppliers

2-CyanophenylIsocyanate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.; R36/37/38:Irritating to eyes, respiratory system
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S36/37/39:Wear suitabl

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C#N)N=C=O

Technology Process of 2-Cyanophenyl isocyanate

There total 7 articles about 2-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: 53.0%

(E)-1H-indole-2,3-dione 3-oxime (607-28-3,73859-64-0,73859-66-2) → 2-isocyanatobenzonitrile (42066-86-4)

Guidance literature:

With thionyl chloride; at 65 - 75 ℃; for 1h;

DOI:10.1007/BF00956118

Reference yield: 30.0%

aminobenzonitrile hydrochloride (6944-57-6) + trichloromethyl chloroformate (503-38-8) → 2-isocyanatobenzonitrile (42066-86-4)

Guidance literature:

In 1,4-dioxane; at 60 ℃; for 18h;

DOI:10.1021/jm00105a044

Reference yield:

bis(trichloromethyl) carbonate (32315-10-9) + anthranilic acid nitrile (1885-29-6) → 2-isocyanatobenzonitrile (42066-86-4)

Guidance literature:

With triethylamine; In 1,2-dichloro-ethane; at 0 - 85 ℃; for 8.5h; Inert atmosphere;

DOI:10.1016/j.ejmech.2020.112100

upstream raw materials:

indoline-2,3-dione-2-oxime

phosgene

aminobenzonitrile hydrochloride

(E)-1H-indole-2,3-dione 3-oxime

Downstream raw materials:

N-tert.-Butyl-O-(2-cyanphenylcarbamoyl)-hydroxylamin

N-(o-cyanophenyl)-N'-(p-tolyl)urea

N-(4-methoxyphenyl)-N'-(2-cyanophenyl)carbamide

1-(3-chlorophenyl)-3-(2-cyanophenyl)urea

Refernces

• 1、 Francis, John E.,Cash, William D.,Barbaz, Beverly S.,Bernard, Patrick S.,Lovell, Richard A.,et al.. "Synthesis and Benzodiazepine Binding Activity of a Series of Novel Triazoloquinazolin-5(6H)-ones". . p. 281 - 290. Retrieved 2007/10/02.
• 2、 Vasil'eva, I. V.,Teleshov, E. N.,Pravednikov, A. N.. "SUBSTITUENT EFFECTS ON THE RATE OF CYCLIZATION OF N-PHENYL-N'-(o-CYANOPHENYL)UREA IN SOLUTION". . p. 1319 - 1322. Retrieved 2007/10/02.