Ethyl 4-isocyanatobenzoate

Base Information

• Chemical Name: Ethyl 4-isocyanatobenzoate
• CAS No.: 30806-83-8
• Molecular Formula: C10H9 N O3
• Molecular Weight: 191.186
• Hs Code.: 2929109000
• European Community (EC) Number: 250-344-2
• DSSTox Substance ID: DTXSID60184815
• Nikkaji Number: J287.395H
• Mol file: 30806-83-8.mol

Synonyms:Ethyl 4-isocyanatobenzoate;30806-83-8;4-(Ethoxycarbonyl)Phenyl Isocyanate;Benzoic acid, 4-isocyanato-, ethyl ester;4-Ethoxycarbonyphenyl isocyanate;4-isocyanato-benzoic acid ethyl ester;Ethyl 4-Isocyanatobenzoate--d4;4-Ethoxycarbonylphenyl isocyanate;EINECS 250-344-2;1219802-91-1;ethyl p-isocyanatobenzoate;p-carbethoxyphenylisocyanate;Ethyl para-isocyanatobenzoate;SCHEMBL76337;4-Carboethoxyphenyl isocyanate;4-Carbethoxy phenyl isocyanate;AMY3715;DTXSID60184815;Ethyl 4-isocyanatobenzoate, 97%;4-Isocyanatobenzoic acid ethyl ester;BBL037658;MFCD00002027;STK502559;AKOS005171093;AS-64810;4-(Ethoxycarbonyl)phenyl isocyanate, 97%;BB 0254495;CS-0320460;FT-0618812;J-018146;J-521033

Chemical Property of Ethyl 4-isocyanatobenzoate

Chemical Property:

• Vapor Pressure: 0.000504mmHg at 25°C
• Melting Point: 27-29oC
• Refractive Index: 1.5310 (estimate)
• Boiling Point: 118-119 °C0.8 mm Hg(lit.)
• Flash Point: >230 °F
• PSA: 55.73000
• Density: 1.12g/cm³
• LogP: 1.83060
• Storage Temp.: 0-6°C
• Sensitive.: Moisture Sensitive
• Water Solubility.: Hydrolyses in water.
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 191.058243149
• Heavy Atom Count: 14
• Complexity: 238

Purity/Quality:

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

Ethyl 4-isocyanatobenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38-42
• Safety Statements: 26-27-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC=C(C=C1)N=C=O
• Uses: Ethyl 4-isocyanatobenzoate was used in the preparation of cellulose carbamate and ester derivatives. It was also used in the preparation of ethyl 4-(3-(4-oxo-6-tridecyl-1,4-dihydropyrimidin-2-yl)ureido)benzoate and ethyl 4-(2-oxocyclohexanecarboxamido)benzoate.

Technology Process of Ethyl 4-isocyanatobenzoate

There total 9 articles about Ethyl 4-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: 94.0%

phosgene (75-44-5) + 4-(Trimethylsilanyl-amino)-benzoic acid ethyl ester (59096-06-9) → p-ethoxycarbonylphenyl isocyanate (30806-83-8)

Guidance literature:

In toluene; at 0 ℃;

DOI:10.1134/S1070363206070115

Reference yield: 75.0%

C26H24N4O4 + benzoyl isocyanate (4461-33-0) → 4-(4-benzoylimino-4H-pyrido[1,2-a]pyrazin-3-ylamino)-benzoic acid ethyl ester + p-ethoxycarbonylphenyl isocyanate (30806-83-8)

Guidance literature:

In toluene; for 2h; Ambient temperature;

Reference yield: 74.0%

bis(trichloromethyl) carbonate (32315-10-9) + p-aminoethylbenzoate (94-09-7) → p-ethoxycarbonylphenyl isocyanate (30806-83-8)

Guidance literature:

With triethylamine; In toluene; at 0 - 90 ℃; for 2h;

upstream raw materials:

phosgene

benzocaine hydrochloride

carbon monoxide

ethyl 4-nitrobenzoate

Downstream raw materials:

N-(4-ethoxycarbonylphenyl)oxazolidin-2-one

4-(3-[1,3,4]thiadiazol-2-yl-ureido)-benzoic acid ethyl ester

ethyl 4-(3-(6-methoxybenzo[d]thiazol-2-yl)ureido)benzoate

<4-Aethoxycarbonyl-phenylcarbamoylmercapto>-essigsaeure-methylamid

Refernces

• 1、 -. "NOVEL TRICYCLIC DERIVATIVES OR PHARMACEUTICALLY ACCEPTABLE SALTS THEREOF, PROCESS FOR THE PREPARATION THEREOF AND PHARMACEUTICAL COMPOSITION COMPRISING THE SAME". Page/Page column 47. . Retrieved 2009/06/27.
• 2、 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.