Methyl 3-isothiocyanatopropionate

Base Information

• Chemical Name: Methyl 3-isothiocyanatopropionate
• CAS No.: 18967-35-6
• Molecular Formula: C5H7NO2S
• Molecular Weight: 145.182
• Hs Code.: 2930909090
• European Community (EC) Number: 671-296-2
• DSSTox Substance ID: DTXSID00172377
• Nikkaji Number: J1.520.702G
• Mol file: 18967-35-6.mol

Synonyms:Methyl 3-isothiocyanatopropionate;18967-35-6;Methyl 3-isothiocyanatopropanoate;Propanoic acid, 3-isothiocyanato-, methyl ester;METHYL3-ISOTHIOCYANATOPROPIONATE;Propanoic acid,3-isothiocyanato-, methyl ester;SCHEMBL1364810;methyl-3-isothiocyanatopropionate;DTXSID00172377;2-Methoxycarbonylethylisothiocyanate;Methyl 3-isothiocyanatopropanoate #;MFCD00041129;AKOS001368989;FS-5273;3-isothiocyanatopropanoic acid methyl ester;3-isothiocyanato-propionic acid methyl ester;FT-0615938;EN300-27159;Propanoic acid,3-isothiocyanato-,methyl ester;A813342;J-802240;Z237517204

Chemical Property of Methyl 3-isothiocyanatopropionate

Chemical Property:

• Vapor Pressure: 0.0837mmHg at 25°C
• Refractive Index: 1.5130
• Boiling Point: 226 °C at 760 mmHg
• Flash Point: 90.5 °C
• PSA: 70.75000
• Density: 1.12 g/cm³
• LogP: 0.65230
• Sensitive.: Moisture Sensitive
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 145.01974964
• Heavy Atom Count: 9
• Complexity: 140

Purity/Quality:

99% ^*data from raw suppliers

Methyl3-isothiocyanatopropionate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.; R34:Causes burns.
• Hazard Codes: T
• Statements: 23/24/25-25
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CCN=C=S

Technology Process of Methyl 3-isothiocyanatopropionate

There total 4 articles about Methyl 3-isothiocyanatopropionate 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: 59.0%

thiophosgene (463-71-8) + methyl 3-aminopropanoate hydrochloride (3196-73-4) → methyl 3-(isothiocyanato)propionate (18967-35-6)

Guidance literature:

With sodium hydrogencarbonate; In water;

DOI:10.1016/j.tet.2016.07.061

Reference yield: 52.0%

→ methyl 3-(isothiocyanato)propionate (18967-35-6)

Guidance literature:

Reference yield:

carbon disulfide (75-15-0,12122-00-8) → methyl 3-(isothiocyanato)propionate (18967-35-6)

Guidance literature:

carbon disulfide; methyl aminopropionate salt; With triethylamine; In dichloromethane; at 0 - 20 ℃; for 1h;

With p-toluenesulfonyl chloride; at 0 ℃; for 3h;

DOI:10.1055/s-0034-1379638

upstream raw materials:

thiophosgene

methyl 3-aminopropanoate hydrochloride

carbon disulfide

Downstream raw materials:

N-(phenyl)-N'-[(2-methoxycarbonyl)ethyl]thiouree

Refernces

• 1、 Sharanabai, Kupendra M.,Prabhu, Girish,Panduranga, Veladi,Sureshbabu, Vommina V.. "A facile one-pot synthesis of selenoureidopeptides employing lialhseh through staudinger aza-wittig-type reaction". . p. 801 - 806. Retrieved 2015/03/14.