Phenyl isocyanate

Base Information

• Chemical Name: Phenyl isocyanate
• CAS No.: 103-71-9
• Deprecated CAS: 1025436-18-3
• Molecular Formula: C7H5NO
• Molecular Weight: 119.123
• Hs Code.: 29291000
• European Community (EC) Number: 203-137-6
• ICSC Number: 1131
• NSC Number: 74454
• UN Number: 2487
• UNII: 196GO6BSOH
• DSSTox Substance ID: DTXSID5051521
• Nikkaji Number: J5.018K
• Wikipedia: Phenyl_isocyanate
• Wikidata: Q408413
• Metabolomics Workbench ID: 58768
• Mol file: 103-71-9.mol

Synonyms:phenyl isocyanate;phenyl isocyanate, 14C-labeled cpd

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Chemical Property of Phenyl isocyanate

Chemical Property:

• Appearance/Colour: Colourless to light yellow liquid with an acrid odour
• Vapor Pressure: 1.4 mm Hg ( 20 °C)
• Melting Point: -31.3 °C
• Refractive Index: n20/D 1.535(lit.)
• Boiling Point: 162-163 °C(lit.)
• Flash Point: 132 °F
• PSA: 29.43000
• Density: 1 g/cm³
• LogP: 1.65390
• Storage Temp.: Flammables area
• Sensitive.: Moisture Sensitive
• Solubility.: Miscible with ether.
• Water Solubility.: decomposes
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 119.037113783
• Heavy Atom Count: 9
• Complexity: 121
• Transport DOT Label: Poison Inhalation Hazard Flammable Liquid

Purity/Quality:

Safty Information:

• Pictogram(s): T+
• Hazard Codes: T+,T,C
• Statements: 10-22-26-34-42-52-36/37/38
• Safety Statements: 16-26-28-36/37/39-45-38-28A

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Toxic Gases & Vapors -> Monoisocyanates
• Canonical SMILES: C1=CC=C(C=C1)N=C=O
• Inhalation Risk: A harmful concentration of airborne particles can be reached quickly when dispersed.
• Effects of Short Term Exposure: Lachrymation. The substance is corrosive to the eyes, skin and respiratory tract.
• Effects of Long Term Exposure: Repeated or prolonged contact may cause skin sensitization. Repeated or prolonged inhalation may cause asthma.
• Uses: Phenyl Isocyanate is also used in the synthesis of cyanopyridine derivatives in the search for anticancer compounds. It is also used in the synthesis of aminobenzimidazole derivatives with phenylcyclohexyl acetic groups showing antiobesity-antidiabetic activity. Phenyl isocyanate was used to prepare chemically modified cellulose paper. It was used in the synthesis of functionalized graphene oxide nanoplatelets.

Technology Process of Phenyl isocyanate

There total 431 articles about Phenyl 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: 78.0%

3,3-dimethyl-1-phenyl-4--2-azetidinone (53490-03-2) → dimethylketene (598-26-5) + N,N'-bis(phenyl)-1,2-dimethylethane-1,2-diimine (5393-49-7) + phenyl isocyanate (103-71-9) + Phenyl-[1,2,3-trimethyl-but-2-en-(E)-ylidene]-amine

Guidance literature:

at 680 ℃; under 0.002 Torr;

Reference yield: 76.0%

4-Hydroxy-5,5-dimethyl-3,4-diphenyl-oxazolidin-2-one → 2-methyl-1-phenylprop-2-en-1-one (769-60-8) + 3-hydroxy-3-phenyl-butan-2-one (3155-01-9) + phenyl isocyanate (103-71-9) + bis(diphenyl)urea (102-07-8)

Guidance literature:

In benzene; at 450 ℃; Further byproducts given;

Reference yield: 50.0%

trans-1,3,4-triphenyl-2-azetidinone (16141-49-4) → phenylketene (3496-32-0) + stilbene (588-59-0) + benzylidene phenylamine (538-51-2) + phenyl isocyanate (103-71-9)

Guidance literature:

at 680 ℃; under 0.002 Torr;

upstream raw materials:

4-Phenyl-1,2,4-triazolidine-3,5-dione

1-phenyl-1-cyclohexane

benzoyl chloride

benzamide

Downstream raw materials:

N-phenyl-2-oxazolidinone

1-(phenylaminocarbonyl)aziridine

azetidine-1-carboxylic acid anilide

1-phenyl-3-pyridin-3-yl-urea

Refernces

• 1、 Barrett,Porter. "". . p. 3434. Retrieved 1941.
• 2、 King et al.. "-". . p. 351. Retrieved 1978.
• 3、 Giannoccaro, Potenzo,Tommasi, Immacolata,Aresta, Michele. "Carbamoyl complexes as a source of isocyanates or carbamyl chlorides". . p. 13 - 18. Retrieved 1994.
• 4、 Zhang, Chuanming,Tan, Xiaoyu,Feng, Jian,Ding, Ning,Li, Yongpeng,Jin, Zhe,Meng, Qingguo,Liu, Xiaoping,Hu, Chun. "Design, Synthesis and Biological Evaluation of a New Series of 1-Aryl-3-{4-[(pyridin-2-ylmethyl)thio]phenyl}urea Derivatives as Antiproliferative Agents". . . Retrieved 2019.
• 5、 Liguori, Lucia,Bjorsvik, Hans-Rene. "Multijet oscillating disc millireactor: A novel approach for continuous flow organic synthesis". . p. 997 - 1009. Retrieved 2011.
• 6、 Maria, Leonor,Bandeira, Nuno A. G.,Mar?alo, Joaquim,Santos, Isabel C.,Gibson, John K.. "CO2 conversion to phenyl isocyanates by uranium(vi) bis(imido) complexes". . p. 431 - 434. Retrieved 2020.
• 7、 Hanssen. "-". . p. 5. Retrieved 1850.
• 8、 Nguyen, Thanh Tung,Tran, Anh Vy,Lee, Hye Jin,Baek, Jayeon,Kim, Yong Jin. "Palladium-catalyzed reductive carbonylation of nitrobenzene for producing phenyl isocyanate". . . Retrieved 2019.
• 9、 Osborn, Helen M. I.,Williams, Nana Aba O.. "Development of tyrosinase labile protecting groups for amines". . p. 3111 - 3113. Retrieved 2004.
• 10、 Bocelli, Gabriele,Catellani, Marta,Cugini, Federica,Ferraccioli, Raffaella. "A new and efficient palladium-catalyzed synthesis of a 2,3,4,5- tetrahydro-1H-2,4-benzodiazepine-1,3-dione derivative". . p. 2623 - 2624. Retrieved 1999.