(1-Isocyanoethyl)benzene

Base Information

• Chemical Name: (1-Isocyanoethyl)benzene
• CAS No.: 17329-20-3
• Molecular Formula: C₉H₉N
• Molecular Weight: 131.177
• Hs Code.: 29299000
• Mol file: 17329-20-3.mol

Synonyms:Benzylisocyanide, a-methyl-(8CI); (1-Isocyanoethyl)benzene; (?à)-(1-Isocyanoethyl)benzene; 1-Phenylethyl isocyanide; 1-Phenylethyl isonitrile;a-Methylbenzyl isocyanide

Chemical Property of (1-Isocyanoethyl)benzene

Chemical Property:

• Appearance/Colour: clear colorless to yellow liquid
• Refractive Index: 1.507-1.51
• Boiling Point: 98 °C (13.5018 mmHg)
• PSA: 0.00000
• Density: 0.95
• LogP: 1.89760
• Storage Temp.: Refrigerator (+4°C)
• Water Solubility.: Insoluble

Purity/Quality:

99% ^*data from raw suppliers

1-(1-isocyanoethyl)benzene ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 36/37/39-26

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (1-Isocyanoethyl)benzene

There total 20 articles about (1-Isocyanoethyl)benzene 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: 95.0%

(R)-(+)-α-methylbenzyl formamide (6948-01-2,19145-06-3,31502-34-8,42412-77-1) → (R)-(+)-α-methylbenzylisocyanide (17329-20-3,21872-32-2,21872-33-3,42412-74-8)

Guidance literature:

With triethylamine; trichlorophosphate; In dichloromethane; for 0.0666667h; Cooling with ice; Green chemistry;

DOI:10.1039/d0gc02722g

Reference yield: 85.0%

(S)-N-formyl-1-phenylethylamine (19145-06-3) → (S)-1-isocyano-1-phenylethane (17329-20-3,21872-32-2,21872-33-3,42412-74-8)

Guidance literature:

With triethylamine; trichlorophosphate; In dichloromethane; for 0.0666667h; Cooling with ice; Green chemistry;

DOI:10.1039/d0gc02722g

Reference yield: 81.0%

(S)-1-phenyl-ethylamine (2627-86-3) + sodium chlorodifluoroacetate (1895-39-2) → (S)-1-isocyano-1-phenylethane (17329-20-3,21872-32-2,21872-33-3,42412-74-8)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 100 ℃; for 12h; stereoselective reaction; Schlenk technique; Inert atmosphere; Sealed tube; Green chemistry;

DOI:10.1021/acs.orglett.0c03472

upstream raw materials:

N-formyl-α-methylbenzylamine

diethyl cyanophosphonate

1-Diphenylphosphinoxy-1-phenylethan

1-Phenylethanol

Downstream raw materials:

4,4'-dicyano-stilbene

Benzoic acid (S)-6-benzyloxycarbonylamino-2-tert-butoxycarbonylamino-1-((R)-1-phenyl-ethylcarbamoyl)-hexyl ester

(S)-2-hydroxy-2-phenyl-N-((S)-1-phenylethyl)acetamide

Refernces

• 1、 Leech, Matthew C.,Petti, Alessia,Tanbouza, Nour,Mastrodonato, Andrea,Goodall, Iain C. A.,Ollevier, Thierry,Dobbs, Adrian P.,Lam, Kevin. "Anodic Oxidation of Aminotetrazoles: A Mild and Safe Route to Isocyanides". . p. 9371 - 9375. Retrieved 2021/12/09.
• 2、 Ahmadian-Moghaddam, Maryam,D?mling, Alexander,Patil, Pravin. "Isocyanide 2.0". supporting information. p. 6902 - 6911. Retrieved 2020/11/09.