Phenethyl isocyanate

Base Information

• Chemical Name: Phenethyl isocyanate
• CAS No.: 1943-82-4
• Molecular Formula: C9H9NO
• Molecular Weight: 147.177
• Hs Code.: 29291090
• European Community (EC) Number: 413-080-0,628-135-6
• UNII: W78MJV7AIA
• DSSTox Substance ID: DTXSID10173052
• Nikkaji Number: J683.455H
• Wikidata: Q27127052
• Metabolomics Workbench ID: 60958
• ChEMBL ID: CHEMBL2074871
• Mol file: 1943-82-4.mol

Synonyms:phenylethyl isocyanate

Chemical Property of Phenethyl isocyanate

Chemical Property:

• Appearance/Colour: Clear colourless liquid
• Vapor Pressure: 0.073mmHg at 25°C
• Refractive Index: n20/D 1.522(lit.)
• Boiling Point: 228.5 °C at 760 mmHg
• Flash Point: 67.4 °C
• PSA: 29.43000
• Density: 0.97 g/cm³
• LogP: 1.56490
• Water Solubility.: decomposes
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 147.068413911
• Heavy Atom Count: 11
• Complexity: 144

Purity/Quality:

99% ^*data from raw suppliers

Phenethyl Isocyanate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T;C;N
• Hazard Codes: T,C,N
• Statements: 22-23-35-42/43-51/53-25
• Safety Statements: 23-26-36/37/39-43-45-61-43A

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CCN=C=O

Technology Process of Phenethyl isocyanate

There total 27 articles about Phenethyl 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: 100.0%

bis(trichloromethyl) carbonate (32315-10-9) + phenethylamine (64-04-0) → phenethyl isocyanate (1943-82-4)

Guidance literature:

With triethylamine; In dichloromethane;

DOI:10.1016/j.bmc.2013.03.075

Reference yield: 96.0%

2-(2-phenylethoxy)tetrahydro-2H-pyran (1927-61-3) + tetrabutylammonium isocyanate (39139-87-2) → phenethyl isocyanate (1943-82-4)

Guidance literature:

With triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In acetonitrile; for 8.5h; Reflux;

DOI:10.1080/10426500802508212

Reference yield: 89.0%

N-hydroxy-3-phenylpropanamide (17698-11-2) → phenethyl isocyanate (1943-82-4)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; 4-Nitrobenzenesulfonyl chloride; In tetrahydrofuran; at 0 ℃; for 2h; Inert atmosphere;

DOI:10.1021/ol303424b

upstream raw materials:

phosgene

2-phenylethylamine hydrochloride

ethyl-N-(2-phenethyl)carbamate

hydrocinnamic acid chloride

Downstream raw materials:

NSC 131953

4-phenethyl-1-phenyl semicarbazide

1,4-dioxa-7-aza-spiro[4.5]decane-7-carboxylic acid phenethylamide

3,3-dimethyl-1,5-dioxa-9-aza-spiro[5.5]undecane-9-carboxylic acid phenethylamide

Refernces

• 1、 Qiu, Yan,Ren, Jie,Ke, Hongwei,Zhang, Yang,Gao, Qi,Yang, Longhe,Lu, Canzhong,Li, Yuhang. "Design and synthesis of uracil urea derivatives as potent and selective fatty acid amide hydrolase inhibitors". . p. 22699 - 22705. Retrieved 2017/07/10.
• 2、 In, Jinkyung,Hwang, Soonho,Kim, Changhun,Seo, Jae Hong,Kim, Sanghee. "Synthesis of 3,4-dihydroisoquinolin-1-ones from N-Boc-(β-Arylethyl) carbamates via isocyanate intermediates". . p. 965 - 971. Retrieved 2013/03/14.