Ethyl 3-isocyanatopropionate

Base Information

• Chemical Name: Ethyl 3-isocyanatopropionate
• CAS No.: 5100-34-5
• Molecular Formula: C6H9NO3
• Molecular Weight: 143.142
• Hs Code.: 29291090
• European Community (EC) Number: 627-590-8
• DSSTox Substance ID: DTXSID50369871
• Mol file: 5100-34-5.mol

Synonyms:Ethyl 3-isocyanatopropionate;ethyl 3-isocyanatopropanoate;5100-34-5;Propanoic acid, 3-isocyanato-, ethyl ester;MFCD00078461;ethyl N-(oxomethylidene)-beta-alaninate;ethyl-3-isocyanatopropionate;ETHYL N-(OXOMETHYLENE)-BETA-ALANINATE;ethyl3-isocyanatopropanoate;SCHEMBL48378;ethyl 3-isocyanato-propionate;ethyl 3-isocyanatopropion-ate;ethyl-3-isocyanato-propionate;DTXSID50369871;XBSGYVHOINMTIM-UHFFFAOYSA-N;(1-ethoxycarbonyl)-ethylisocyanate;Ethyl 3-isocyanatopropionate, 98%;BBL037671;GEO-01357;STK502573;AKOS005171110;AB03009;3-isocyanato-propionic acid ethyl ester;VS-14357;Propionic acid, 3-isocyanato-, ethyl ester;FT-0626031;3-ISOCYANATOPROPIONIC ACID ETHYL ESTER;EN300-6498785;A828389

Chemical Property of Ethyl 3-isocyanatopropionate

Chemical Property:

• Appearance/Colour: Clear colorless liquid
• Vapor Pressure: 0.517mmHg at 25°C
• Refractive Index: 1.4275-1.4295
• Boiling Point: 191.3 °C at 760 mmHg
• Flash Point: 76.3 °C
• PSA: 55.73000
• Density: 1.06 g/cm³
• LogP: 0.27540
• Storage Temp.: 0-6°C
• Sensitive.: Moisture Sensitive
• Water Solubility.: Not miscible with water.
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 143.058243149
• Heavy Atom Count: 10
• Complexity: 149

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ethyl 3-isocyanatopropionate 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 37/39-36-26-23

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)CCN=C=O
• Uses: Ethyl 3-isocyanatopropionate can be used to produce 3-[1-(2-dimethylamino-ethylcarbamoyl)-5,6-dimethyl-6H-pyrido[4,3-b]carbazol-9-yloxycarbonylamino]-propionic acid ethyl ester with 9-hydroxy-5,6-dimethyl-6H-pyrido[4,3-b]carbazole-1-carboxylic acid (2-dimethylamino-ethyl)-amide.

Technology Process of Ethyl 3-isocyanatopropionate

There total 8 articles about Ethyl 3-isocyanatopropionate 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:

phosgene (75-44-5) + ethyl β-alaninate hydrochloride (4244-84-2) → ethyl 3-isocyanatopropanoate (5100-34-5) + 3-Isocyanatopropanoylchlorid (3729-19-9)

Guidance literature:

ethyl β-alaninate hydrochloride; With carbon dioxide; 1,1,1,3,3,3-hexamethyl-disilazane; for 5h; Heating;

phosgene; In toluene; at 25 ℃; Further stages.;

DOI:10.1134/S1070363206070115

Reference yield:

bis(trichloromethyl) carbonate (32315-10-9) + ethyl β-alaninate hydrochloride (4244-84-2) → ethyl 3-isocyanatopropanoate (5100-34-5)

Guidance literature:

With sodium hydrogencarbonate; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

Reference yield:

ethyl β-alaninate hydrochloride (4244-84-2) → ethyl 3-isocyanatopropanoate (5100-34-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 40 percent / triethylamine / benzene / 2 h / Heating

2: toluene / 0 °C

With triethylamine; In toluene; benzene;

DOI:10.1134/S1070363206070115

upstream raw materials:

phosgene

ethyl β-alaninate hydrochloride

3-amino-propionic acid ethyl ester

trichloromethyl chloroformate

Downstream raw materials:

N-benzyloxycarbonyl-glycyl=>glycyl=>-β-alanine ethyl ester

ethyl N-{[(3-IODOPHENYL) AMINO]CARBONVL}-?-ALANINATE

ethyl 3-(3-(4-octylphenyl)ureido)propanoate

Refernces

• 1、 Lebedev,Lebedeva,Sheludyakov,Ovcharuk,Kovaleva,Ustinova. "Organosilicon synthesis of isocyanates: III. Synthesis of aliphatic, carbocyclic, aromatic, and alkylaromatic isocyanatocatboxylic acid esters". . p. 1069 - 1080. Retrieved 2008/02/05.
• 2、 -. "Cyclic urea derivatives, pharmaceutical compositions containing these compounds and methods of using the same". . . Retrieved 2008/06/13.