ALPHA-CYANOCINNAMIC ACID

Base Information

• Chemical Name: ALPHA-CYANOCINNAMIC ACID
• CAS No.: 1011-92-3
• Molecular Formula: C10H7 N O2
• Molecular Weight: 173.171
• Hs Code.: 2926909090
• European Community (EC) Number: 213-788-8
• NSC Number: 298
• Nikkaji Number: J1.871.193A
• Mol file: 1011-92-3.mol

Synonyms:Cinnamicacid, a-cyano- (6CI,7CI,8CI);2-Cyano-3-phenyl-2-propenoic acid; 2-Cyano-3-phenylacrylic acid;2-Cyanocinnamic acid; 3-Phenyl-2-cyano-2-propenoic acid; NSC 298; a-Cyano-b-phenylacrylic acid; a-Cyanocinnamic acid

Chemical Property of ALPHA-CYANOCINNAMIC ACID

Chemical Property:

• Vapor Pressure: 3.98E-05mmHg at 25°C
• Melting Point: 181°C
• Boiling Point: 337.9°Cat760mmHg
• PKA: 0.60±0.10(Predicted)
• Flash Point: 158.1°C
• PSA: 61.09000
• Density: 1.285g/cm³
• LogP: 1.67818
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 173.047678466
• Heavy Atom Count: 13
• Complexity: 266

Purity/Quality:

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

2-Cyano-3-phenylprop-2-enoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:Irritating to eyes, respiratory system and skin.
• Hazard Codes: R36/37/38:Irritating to eyes, respiratory system and skin.
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=C(C#N)C(=O)O
• Isomeric SMILES: C1=CC=C(C=C1)/C=C(/C#N)\C(=O)O

Technology Process of ALPHA-CYANOCINNAMIC ACID

There total 22 articles about ALPHA-CYANOCINNAMIC ACID 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: 84.0%

benzaldehyde (100-52-7) + cyanoacetic acid (372-09-8) → 2-cyano-3-phenylacrylic acid (1011-92-3)

Guidance literature:

With tris(2-hydroxyethyl)ammonium acetate; at 80 ℃; for 0.75h;

DOI:10.1039/b818540a

Reference yield:

benzaldehyde (100-52-7) + ethyl 2-cyanoacetate (105-56-6) → 2-phenylsuccinic acid (635-51-8,10424-29-0) + 2-cyano-3-phenylacrylic acid (1011-92-3)

Guidance literature:

Reaktion ueber mehrere Stufen;

DOI:10.1021/ja01178a044

Reference yield:

benzaldehyde (100-52-7) + ethyl 2-cyanoacetate (105-56-6) → 2-cyano-3-phenylacrylic acid (1011-92-3)

Guidance literature:

With amine-functionalized mesoporous zirconia; at 20 ℃; Neat (no solvent);

DOI:10.1016/j.apcata.2010.04.008

upstream raw materials:

pyridine

benzaldehyde

cyanoacetic acid

sodium cyanoacetate

Downstream raw materials:

methyl benzylidenecyanoacetate

ethyl benzylidenecyanoacetate

cinnamonitrile

(E)-3-phenylacrylic acid

Refernces

• 1、 Rodionow,Fedorowa. "-". . p. 292,295. Retrieved 1933.
• 2、 Parida,Mallick, Sujata,Sahoo,Rana. "A facile method for synthesis of amine-functionalized mesoporous zirconia and its catalytic evaluation in Knoevenagel condensation". . p. 226 - 232. Retrieved 2010.
• 3、 Ghislieri, Diego,Gilmore, Kerry,Seeberger, Peter H.. "Chemical assembly systems: Layered control for divergent, continuous, multistep syntheses of active pharmaceutical ingredients". supporting information. p. 678 - 682. Retrieved 2015/03/04.