Methyl 2-isothiocyanato-3-phenylpropanoate

Base Information

• Chemical Name: Methyl 2-isothiocyanato-3-phenylpropanoate
• CAS No.: 68521-58-4
• Molecular Formula: C11H11 N O2 S
• Molecular Weight: 221.28
• European Community (EC) Number: 671-295-7
• DSSTox Substance ID: DTXSID70988189
• Nikkaji Number: J2.451.996A
• Mol file: 68521-58-4.mol

Synonyms:Methyl 2-isothiocyanato-3-phenylpropanoate;21055-46-9;68521-58-4;Methyl 2-isothiocyanato-3-phenylpropionate;Methyl L-2-isothiocyanato-3-phenylpropanoate;Benzenepropanoic acid,a-thiocyanato-,methyl ester;SCHEMBL4700347;DTXSID70988189;XIAZBEQOUOVUEY-UHFFFAOYSA-N;AKOS003382469;methyl 2-isothiocyanato-3-phenyl-propanoate;FT-0603910;FT-0603924;FT-0638079;FT-0682051;Methyl 2-isothiocyanato-3-phenylpropanoate #;EN300-1458808;Methyl N-(sulfanylidenemethylidene)phenylalaninate;(s)-a-isothiocyanato-benzenepropanoic acid methyl ester

Chemical Property of Methyl 2-isothiocyanato-3-phenylpropanoate

Chemical Property:

• Vapor Pressure: 0.000121mmHg at 25°C
• Melting Point: 34-36°C
• Boiling Point: 335.2°Cat760mmHg
• Flash Point: 156.5°C
• Density: 1.12g/cm³
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 221.05104977
• Heavy Atom Count: 15
• Complexity: 255

Purity/Quality:

98%min ^*data from raw suppliers

Methyl L-2-isothiocyanato-3-phenylpropionate 99% ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(CC1=CC=CC=C1)N=C=S

Technology Process of Methyl 2-isothiocyanato-3-phenylpropanoate

There total 5 articles about Methyl 2-isothiocyanato-3-phenylpropanoate 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: 86.0%

potassium thioacyanate (333-20-0) + 1-Iodo-1-methoxycarbonyl-2-phenylethane (91358-53-1) → 1-thiocyanato-1-methoxycarbonyl-2-phenylethane (68521-58-4)

Guidance literature:

In acetone; for 2h; Heating;

Reference yield: 72.0%

potassium thioacyanate (333-20-0) + benzenediazonium tetrafluoroborate (369-57-3) → 1-thiocyanato-1-methoxycarbonyl-2-phenylethane (68521-58-4) + phenyl isothiocyanate (103-72-0)

Guidance literature:

With copper diacetate; acrylic acid methyl ester; In water; acetone; at -30 - -15 ℃; for 2h;

DOI:10.1007/BF00766866

Reference yield: 72.0%

potassium thioacyanate (333-20-0) + benzenediazonium tetrafluoroborate (369-57-3) + acrylic acid methyl ester (292638-85-8,9003-21-8,96-33-3) → 1-thiocyanato-1-methoxycarbonyl-2-phenylethane (68521-58-4) + phenyl isothiocyanate (103-72-0)

Guidance literature:

copper diacetate; In water; acetone; at -30 - -15 ℃; for 2h;

upstream raw materials:

methyl 2-chloro-3-phenylpropanoate

potassium thioacyanate

benzenediazonium tetrafluoroborate

1-Iodo-1-methoxycarbonyl-2-phenylethane

Refernces

• 1、 Grishchuk, B. D.,Prodanchuk, N. G.,Gorbovoi, P. M.,Nivalov, V. N.,Sinchenko, V. G.. "SYNTHESIS, ANTIFUNGAL, AND ANTIMICROBIAL PROPERTIES OF 1-THIOCYANATO-1-ALKOXYCARBONYL-2-ARYLETHANES". . p. 143 - 145. Retrieved 2007/10/02.
• 2、 Ganushchak, N. I.,Obushak, N. D.,Polishchuk, O. P.. "IODOARYLATION OF ACRYLONITRILE AND ACRYLIC ESTERS WITH ARENEDIAZONIUM SALTS". . p. 2291 - 2295. Retrieved 2007/10/02.