2-CYANO-3-(4-METHYLPHENYL)ACRYLIC ACID

Base Information

• Chemical Name: 2-CYANO-3-(4-METHYLPHENYL)ACRYLIC ACID
• CAS No.: 20374-48-5
• Molecular Formula: C11H8NO2
• Molecular Weight: 187.198
• Hs Code.: 2926909090
• Mol file: 20374-48-5.mol

Synonyms:(2E)-2-cyano-3-(4-methylphenyl)prop-2-enoate;

Chemical Property of 2-CYANO-3-(4-METHYLPHENYL)ACRYLIC ACID

Chemical Property:

• Vapor Pressure: 1.42E-05mmHg at 25°C
• Melting Point: 199-202
• Boiling Point: 352.5 °C at 760 mmHg
• PKA: 0.75±0.10(Predicted)
• Flash Point: 167 °C
• PSA: 61.09000
• Density: 1.239±0.06 g/cm3(Predicted)
• LogP: 1.98658

Purity/Quality:

98%min ^*data from raw suppliers

2-Cyano-3-(4-methylphenyl)acrylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,T
• Hazard Codes: Xi,T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-CYANO-3-(4-METHYLPHENYL)ACRYLIC ACID

There total 4 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: 70.0%

trimethylsilyl cyanide (7677-24-9) + 3-(4-methylphenyl)prop-2-ynoic acid (2227-58-9) → 2-cyano-3-(p-methylphenyl)propenoic acid (20374-48-5)

Guidance literature:

With diphenyl(methyl)phosphine; In toluene; at 20 ℃; for 16h; stereoselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1016/j.tet.2021.132457

Reference yield:

4-methyl-benzaldehyde (104-87-0) + cyanoacetic acid (372-09-8) → 2-cyano-3-(p-methylphenyl)propenoic acid (20374-48-5)

Guidance literature:

With potassium hydroxide; In water; at 25 - 40 ℃; for 1h;

DOI:10.1016/0584-8539(82)80001-9

Reference yield:

4-methyl-benzaldehyde (104-87-0) → 2-cyano-3-(p-methylphenyl)propenoic acid (20374-48-5)

Guidance literature:

Multi-step reaction with 2 steps

1: piperidine / ethanol / Heating

2: CF₃COOH / Ambient temperature

With piperidine; trifluoroacetic acid; In ethanol;

DOI:10.1021/jm00130a020

upstream raw materials:

4-methyl-benzaldehyde

cyanoacetic acid

trimethylsilyl cyanide

3-(4-methylphenyl)prop-2-ynoic acid

Downstream raw materials:

cyanoacetate

4-methyl-benzaldehyde

3-(4-methylphenyl)-prop-2-enyl nitrile

Refernces

• 1、 Li, Na,Xu, Manyi,Wang, Bing,Shi, Zhixian,Zhao, Zihao,Tang, Yunqing,Wang, Xinyue,Sun, Jianbo,Chen, Li. "Discovery of Novel Celastrol Derivatives as Hsp90-Cdc37 Interaction Disruptors with Antitumor Activity". . p. 10798 - 10815. Retrieved 2019/12/25.
• 2、 Butt, G.,Topsom, R. D.. "Transmiision of substituent effects through extended systems II. Substituted cis and trans cinnamonitriles". . p. 301 - 306. Retrieved 2007/10/02.