2-Carboxycinnamic acid

Base Information

• Chemical Name: 2-Carboxycinnamic acid
• CAS No.: 612-40-8
• Molecular Formula: C10H8O4
• Molecular Weight: 192.171
• Hs Code.: 29173995
• European Community (EC) Number: 210-308-9
• NSC Number: 16636
• Nikkaji Number: J27.541G,J802.835D
• Mol file: 612-40-8.mol

Synonyms:2-Carboxycinnamic acid;612-40-8;2-(2-Carboxyvinyl)benzoic acid;18454-53-0;(E)-2-(2-carboxyvinyl)benzoic acid;2-[(E)-2-Carboxyethenyl]benzoic acid;2-[(1E)-2-carboxyeth-1-en-1-yl]benzoic acid;trans-2-Carboxycinnamic acid;EINECS 210-308-9;2-carboxy cinnamic acid;SCHEMBL28498;2-[(E)-3-hydroxy-3-oxoprop-1-enyl]benzoic acid;2-(2-carboxyvinyl)benzoicacid;SCWPNMHQRGNQHH-AATRIKPKSA-N;NSC16636;2-[(E)-2-carboxylatovinyl]benzoate;BBL027457;GEO-00639;MFCD00004380;NSC 16636;NSC-16636;STK720133;AKOS004114662;VS-08540;2-[(E)-2-Carboxyethenyl]benzoic acid #;2-Carboxycinnamic acid, predominantly trans;Benzoic acid, 2-[(1E)-2-carboxyethenyl]-;CS-0454162;A833117;AE-641/01932048

Chemical Property of 2-Carboxycinnamic acid

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 1.09E-07mmHg at 25°C
• Melting Point: 197-202 °C
• Refractive Index: 1.4440 (estimate)
• Boiling Point: 416.7 °C at 760 mmHg
• PKA: 3.49±0.36(Predicted)
• Flash Point: 219.9 °C
• PSA: 74.60000
• Density: 1.396 g/cm³
• LogP: 1.48260
• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 192.04225873
• Heavy Atom Count: 14
• Complexity: 257

Purity/Quality:

98%min ^*data from raw suppliers

2-carboxycinnamicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 2-Carboxycinnamic acid

There total 41 articles about 2-Carboxycinnamic 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: 93.0%

cycl-isopropylidene malonate (2033-24-1) + o-carboxybenzaldehyde (119-67-5) → 2-carboxycinnamic acid (612-40-8)

Guidance literature:

With piperidine; acetic acid; In benzene; for 3h; Heating;

Reference yield: 92.3%

2-Iodobenzoic acid (88-67-5) + acrylic acid (79-10-7) → 2-carboxycinnamic acid (612-40-8)

Guidance literature:

With sodium carbonate; In water; at 100 ℃; for 24h;

DOI:10.1002/aoc.1857

Reference yield: 82.0%

2-(prop-1-en-1-yl)naphthalene (51051-94-6) → 2-carboxycinnamic acid (612-40-8) + naphthalene-2-carboxylate (93-09-4)

Guidance literature:

With Oxone; 2-iodo-3,4,5,6-tetramethylbenzoic acid; In water; acetonitrile; for 16h;

DOI:10.1021/jo502002w

upstream raw materials:

naphthalene

2-(2-cyano-vinyl)-benzoic acid

1,2-naphthoquinone

Sudan I

Downstream raw materials:

methyl 2-(3-oxo-1,3-dihydroisobenzofuran-1-yl)acetate

2-(2-carboxyethyl)benzoic acid

2-[(E)-2-cyclohexylvinyl]benzoic acid

1-oxoindane-4-carboxylic acid

Refernces

• 1、 Hoshino,M.,Ebine,S.. "-". . p. 2949 - 2953. Retrieved 1968.
• 2、 Gao, Ang,Jiang, Run-Chuang,Liu, Chuang-Chuang,Liu, Qi-Le,Lu, Xiao-Yu,Xia, Ze-Jie. "Dual Nickel/Ruthenium Strategy for Photoinduced Decarboxylative Cross-Coupling of α,β-Unsaturated Carboxylic Acids with Cycloketone Oxime Esters". supporting information. p. 8829 - 8842. Retrieved 2021/06/30.
• 3、 Moorthy, Jarugu Narasimha,Parida, Keshaba Nanda. "Oxidative cleavage of olefins by in situ-generated catalytic 3,4,5,6-tetramethyl-2-iodoxybenzoic acid/oxone". . p. 11431 - 11439. Retrieved 2015/02/05.