4-Cyanophenyl isocyanate

Base Information

• Chemical Name: 4-Cyanophenyl isocyanate
• CAS No.: 40465-45-0
• Deprecated CAS: 55021-74-4
• Molecular Formula: C8H4N2O
• Molecular Weight: 144.133
• Hs Code.: 2929109000
• European Community (EC) Number: 254-934-0
• UNII: GOU22OT3BX
• DSSTox Substance ID: DTXSID0068230
• Nikkaji Number: J267.302I
• Mol file: 40465-45-0.mol

Synonyms:4-cyanophenyl isocyanate

Chemical Property of 4-Cyanophenyl isocyanate

Chemical Property:

• Appearance/Colour: off-white to beige crystalline needles or solid
• Vapor Pressure: 0.0125mmHg at 25°C
• Melting Point: 101-104 °C(lit.)
• Refractive Index: 1.413 - 1.415
• Boiling Point: 260.1 °C at 760 mmHg
• Flash Point: 111.1 °C
• PSA: 53.22000
• Density: 1.09 g/cm³
• LogP: 1.52558
• Storage Temp.: 2-8°C
• Water Solubility.: insoluble (dec)
• 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: 214

Purity/Quality:

99% ^*data from raw suppliers

4-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: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C#N)N=C=O

Technology Process of 4-Cyanophenyl isocyanate

There total 11 articles about 4-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: 84.4%

bis(trichloromethyl) carbonate (32315-10-9) + 4-Aminobenzonitrile (873-74-5) → p-cyanophenyl isocyanate (40465-45-0)

Guidance literature:

In 1,4-dioxane; at 80 ℃; for 24h;

DOI:10.1016/j.cclet.2012.06.009

Reference yield: 58.0%

2,5-dihydrofuran (1708-29-8) + 4-cyanobenzoyl azide (60236-80-8) → p-cyanophenyl isocyanate (40465-45-0) + (3-Oxa-6-aza-bicyclo<3.1.0>hex-6-yl)-p-cyanophenylmethanon

Guidance literature:

In acetonitrile; for 7h; Irradiation;

DOI:10.1002/prac.19943360807

Reference yield: 12.0%

carbon monoxide (201230-82-2) + 4-nitrobenzonitrile (619-72-7) → p-cyanophenyl isocyanate (40465-45-0)

Guidance literature:

bis(tetrahydrofurane)oxovanadium(IV) dichloride; (Bu4N); In 1,2-dichloro-benzene; at 120 ℃; under 750.06 Torr; Rate constant;

upstream raw materials:

carbon monoxide

4-nitrobenzonitrile

2,5-dihydrofuran

4-cyanobenzoyl azide

Downstream raw materials:

N-(4-cyanophenyl)-N'-<(disodiophosphono)ethyl>urea

N-cyanophenyl-N'-2-(5-tetrazolyl)ethyl urea

N-(4-cyanophenyl)-N'-<(disodiophosphono)methyl>urea

N-(4-cyanophenyl)-N'-<(sodiosulfo)ethyl>urea

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、 Sun, Haiyang,Li, Hui,Wang, Jiayi,Song, Gonghua. "Synthesis and nematicidal activity of piperazinedione derivatives based on the natural product Barettin". . p. 977 - 980. Retrieved 2017/11/16.