Phenyl cyanoacetate

Base Information

• Chemical Name: Phenyl cyanoacetate
• CAS No.: 6131-48-2
• Molecular Formula: C9H7 N O2
• Molecular Weight: 161.16
• Hs Code.: 2926909090
• European Community (EC) Number: 228-102-2
• DSSTox Substance ID: DTXSID00976796
• Nikkaji Number: J227.312H
• Wikidata: Q82961779
• Mol file: 6131-48-2.mol

Synonyms:Phenyl cyanoacetate;6131-48-2;phenyl 2-cyanoacetate;EINECS 228-102-2;phenylcyanoacetate;Cyanoacetic acid phenyl ester;SCHEMBL2785387;DTXSID00976796

Chemical Property of Phenyl cyanoacetate

Chemical Property:

• Melting Point: 41 °C
• Boiling Point: 162 °C(Press: 12 Torr)
• PKA: 1.01±0.10(Predicted)
• PSA: 50.09000
• Density: 1.498g/cm³
• LogP: 1.50568
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 161.047678466
• Heavy Atom Count: 12
• Complexity: 198

Purity/Quality:

98%Min ^*data from raw suppliers

2-[[4-(2,4-DIFLUOROPHENYL)-1,3-THIAZOL-2-YL]CARBAMOYL]BICYCLO[2.2.1]HEPTANE-3-CARBOXYLIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Phenyl cyanoacetate

There total 3 articles about Phenyl cyanoacetate 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: 81.0%

cyanoacetic acid (372-09-8) + phenol (108-95-2,27073-41-2) → phenyl 2-cyanoacetate (6131-48-2)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 20 ℃; for 12h; Inert atmosphere;

DOI:10.1039/c6cc04155h

Reference yield:

cyanoacetic acid (372-09-8) + phenol (108-95-2,27073-41-2) → phenyl 2-cyanoacetate (6131-48-2) + cyanoacetic acid amide (107-91-5)

Guidance literature:

at 160 ℃;

DOI:10.1007/BF01075442

Reference yield:

cyanoacetic acid (372-09-8) + trichlorophosphate (10025-87-3,12599-09-6,63736-95-8,39380-77-3) + phenol (108-95-2,27073-41-2) → phenyl 2-cyanoacetate (6131-48-2)

Guidance literature:

at 110 ℃;

DOI:10.1007/BF01075442

upstream raw materials:

cyanoacetic acid

phenol

trichlorophosphate

Downstream raw materials:

malonomonoimidic acid diphenyl ester

Α-Cyan-zimtsaeure-phenylester

(E)-3-Amino-4,4,4-trichloro-2-cyano-but-2-enoic acid phenyl ester

phenol

Refernces

• 1、 Inoue, Masashi,Bruice, Thomas C.. "The Influence of Electron Delocalization on the Rate Constants for Competing BAc2 and E1cb Ester Hydrolyses". . p. 884 - 886. Retrieved 2007/10/02.