2-Cyano-3-(4-methylphenyl)acrylic acid

Base Information

• Chemical Name: 2-Cyano-3-(4-methylphenyl)acrylic acid
• CAS No.: 80540-68-7
• Molecular Formula: C11H9NO2
• Molecular Weight: 187.198
• NSC Number: 230320
• DSSTox Substance ID: DTXSID00364396
• Nikkaji Number: J42.276B,J3.483.297H
• Wikidata: Q82148345
• ChEMBL ID: CHEMBL77278
• Mol file: 80540-68-7.mol

Synonyms:2-Cyano-3-(4-methylphenyl)acrylic acid;20374-48-5;2-Cyano-3-(p-tolyl)acrylic acid;(E)-2-cyano-3-(4-methylphenyl)prop-2-enoic acid;(2E)-2-cyano-3-(4-methylphenyl)prop-2-enoic acid;80540-68-7;(E)-2-cyano-3-(p-tolyl)acrylic acid;(2Z)-2-cyano-3-(4-methylphenyl)acrylic acid;1424390-73-7;NSC230320;CHEMBL77278;BDBM4346;DTXSID00364396;4-Methyl-alpha-cyanocinnamic acid;(E)-2-cyano-3-p-tolylacrylic acid;MFCD01313927;AKOS000263247;NSC-230320;benzylidenemalononitrile (BMN) deriv. 30;CS-0449340;(E)-2-cyano-3-(4-methylphenyl)prop-2-enoate;2Y-0954;A814499;2-cyano-3-(4-methylphenyl)acrylic acid, AldrichCPR;J-501853

Chemical Property of 2-Cyano-3-(4-methylphenyl)acrylic acid

Chemical Property:

• Vapor Pressure: 1.42E-05mmHg at 25°C
• Boiling Point: 352.5°Cat760mmHg
• Flash Point: 167°C
• PSA: 61.09000
• Density: 1.239g/cm³
• LogP: 1.98658
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 187.063328530
• Heavy Atom Count: 14
• Complexity: 290

Purity/Quality:

2-cyano-3-(4-methylphenyl)prop-2-enoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C=C(C#N)C(=O)O
• Isomeric SMILES: CC1=CC=C(C=C1)/C=C(\C#N)/C(=O)O

Technology Process of 2-Cyano-3-(4-methylphenyl)acrylic acid

There total 3 articles about 2-Cyano-3-(4-methylphenyl)acrylic 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:

4-methyl-benzaldehyde (104-87-0) + cyanoacetic acid (372-09-8) → 2-cyano-3-(p-tolyl)acrylic acid (80540-68-7)

Guidance literature:

at 150 ℃;

Reference yield:

4-methyl-benzaldehyde (104-87-0) + cyclopentanone (120-92-3) + ethyl 2-cyanoacetate (105-56-6) → 2-cyano-3-(p-tolyl)acrylic acid (80540-68-7)

Guidance literature:

With ammonium acetate; In ethanol; for 3h; Heating;

Reference yield:

→ 2-cyano-3-(p-tolyl)acrylic acid (80540-68-7)

Guidance literature:

4-Methyl-benzaldehyd, Cyanessigsaeure in Ggw. von Piperidin od. Trifluoressigsaeure in THF;

DOI:10.1021/jo01028a012

upstream raw materials:

4-methyl-benzaldehyde

cyanoacetic acid

cyclopentanone

ethyl 2-cyanoacetate

Downstream raw materials:

carbon dioxide

(E/Z)-3-(4-methylphenyl)propenenitrile

ethyl 2-cyano-3-p-tolylacrylate

methyl (2-cyano-3-p-tolyl)acrylate