Methyl 3-isocyanatobenzoate

Base Information

• Chemical Name: Methyl 3-isocyanatobenzoate
• CAS No.: 41221-47-0
• Molecular Formula: C9H7 N O3
• Molecular Weight: 177.159
• Hs Code.: 2929109000
• European Community (EC) Number: 626-770-3
• DSSTox Substance ID: DTXSID80369864
• Mol file: 41221-47-0.mol

Synonyms:Methyl 3-isocyanatobenzoate;41221-47-0;3-Carbomethoxyphenyl isocyanate;Benzoic acid, 3-isocyanato-, methyl ester;METHYL3-ISOCYANATOBENZOATE;3-isocyanatobenzoic acid methyl ester;MFCD00037077;methyl-3-isocyanatobenzoate;SCHEMBL40349;3-carbomethoxyphenylisocyanate;DTXSID80369864;WBGWGERFPSYHDT-UHFFFAOYSA-N;Methyl 3-isocyanatobenzoate, 97%;BBL037650;GEO-00638;STK502544;AKOS005171075;3-Isocyanato-benzoic acid methyl ester;AB01580;AS-59245;BB 0237447;FT-0613795;E85311;EN300-255894;A825471;J-640251;J-800250;W-200361;F0001-1163

Chemical Property of Methyl 3-isocyanatobenzoate

Chemical Property:

• Appearance/Colour: OFF-WHITE TO LIGHT BROWN CRYSTALLINE SOLID
• Vapor Pressure: 0.00645mmHg at 25°C
• Melting Point: 35-38 °C(lit.)
• Refractive Index: 1.5200 (estimate)
• Boiling Point: 271.4°C at 760 mmHg
• Flash Point: >230 °F
• PSA: 55.73000
• Density: 1.15g/cm³
• LogP: 1.44050
• Storage Temp.: 0-6°C
• Sensitive.: Moisture Sensitive
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 177.042593085
• Heavy Atom Count: 13
• Complexity: 233

Purity/Quality:

99% ^*data from raw suppliers

Methyl 3-isocyanatobenzoate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 43
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of Methyl 3-isocyanatobenzoate

There total 12 articles about Methyl 3-isocyanatobenzoate 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%

Methyl 3-aminobenzoate (4518-10-9) + bis(trichloromethyl) carbonate (32315-10-9) → methyl 3-isocyanatobenzoate (41221-47-0)

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; for 2.25h;

Reference yield: 94.0%

phosgene (75-44-5) + C11H17O2NSi → methyl 3-isocyanatobenzoate (41221-47-0)

Guidance literature:

In toluene; at 0 ℃;

DOI:10.1134/S1070363206070115

Reference yield: 94.0%

Methyl 3-aminobenzoate (4518-10-9) + trichloromethyl chloroformate (503-38-8) → methyl 3-isocyanatobenzoate (41221-47-0)

Guidance literature:

In tetrahydrofuran; Heating;

DOI:10.1016/j.bmc.2012.04.055

upstream raw materials:

phosgene

Methyl 3-aminobenzoate

benzene 1,3-dicarboxylic acid monomethyl ester

bis(trichloromethyl) carbonate

Downstream raw materials:

C₁₂H₁₂N₂O₃

C₁₉H₁₉N₅O₃S

C₁₉H₁₉N₅O₃

C₁₈H₁₇N₅O₃S

Refernces

• 1、 Temal, Taoues,Jary, Hélène,Auberval, Marielle,Lively, Sarah,Guédin, Denis,Vevert, Jean-Paul,Deprez, Pierre. "New potent calcimimetics: I. Discovery of a series of novel trisubstituted ureas". . p. 2451 - 2454. Retrieved 2013/05/09.
• 2、 Aravapalli, Sridhar,Lai, Huiguo,Teramoto, Tadahisa,Alliston, Kevin R.,Lushington, Gerald H.,Ferguson, Eron L.,Padmanabhan,Groutas, William C.. "Inhibitors of Dengue virus and West Nile virus proteases based on the aminobenzamide scaffold". scheme or table. p. 4140 - 4148. Retrieved 2012/09/08.