2-Propenoic acid, 3-(4-chlorophenyl)-

Base Information

• Chemical Name: 2-Propenoic acid, 3-(4-chlorophenyl)-
• CAS No.: 1615-02-7
• Molecular Formula: C9H7ClO2
• Molecular Weight: 182.606
• Hs Code.: 29163990
• DSSTox Substance ID: DTXSID3075098
• Mol file: 1615-02-7.mol

Synonyms:3-(4-chlorophenyl)acrylic acid;3-(4-chlorophenyl)prop-2-enoic acid;2-Propenoic acid, 3-(4-chlorophenyl)-;p-chloro-cinnamic acid;ChemDiv3_014237;SCHEMBL126171;DTXSID3075098;3-(4-Chloro-phenyl)-acrylic acid;AKOS017268979;AB00377;SY003740;FT-0618210;FT-0664597

Chemical Property of 2-Propenoic acid, 3-(4-chlorophenyl)-

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 9.47E-05mmHg at 25°C
• Melting Point: 248-250 °C(lit.)
• Refractive Index: 1.5426 (estimate)
• Boiling Point: 325.3 °C at 760 mmHg
• PKA: 4.41(at 25℃)
• Flash Point: 150.5 °C
• PSA: 37.30000
• Density: 1.332 g/cm³
• LogP: 2.43780
• Storage Temp.: Room temperature.
• Solubility.: DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 182.0134572
• Heavy Atom Count: 12
• Complexity: 181

Purity/Quality:

99% ^*data from raw suppliers

4-Chlorocinnamic Acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 22-36/37/38-20/21/22
• Safety Statements: 36-28A-26-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C=CC(=O)O)Cl
• Uses: 4-Chlorocinnamic Acid is a derivative of Cinnamic Acid (C442030) and plays an important role in the development of plants. 4-Chlorocinnamic Acid may also show potential antimicrobial, antioxidant, anti-inflammatory, and antitumoral activity.

Technology Process of 2-Propenoic acid, 3-(4-chlorophenyl)-

There total 83 articles about 2-Propenoic acid, 3-(4-chlorophenyl)- 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: 98.0%

methyl 3-(4-chlorophenyl)propenoate (20754-21-6) → 3-(4-chlorophenyl)prop-2-enoic acid (1615-02-7,940-62-5)

Guidance literature:

With lithium hydroxide monohydrate; In tetrahydrofuran; water; at 20 ℃; for 2h;

DOI:10.1021/acs.jmedchem.9b01835

Reference yield: 96.0%

acrylic acid (79-10-7) + 4-(chloro)benzenediazonium benzo[d][1,3,2]dithiazol-2-ide-1,1,3,3-tetraoxide → 3-(4-chlorophenyl)prop-2-enoic acid (1615-02-7,940-62-5)

Guidance literature:

With calcium carbonate; palladium diacetate; In tetrahydrofuran; at 60 ℃; for 4.5h;

DOI:10.1016/j.tet.2006.01.027

Reference yield: 94.0%

carbon tetrabromide (558-13-4) + 1-nitro-2-(4-chlorophenyl)ethylene (101671-01-6,5153-70-8) → 3-(4-chlorophenyl)prop-2-enoic acid (1615-02-7,940-62-5)

Guidance literature:

With tris(2,2'-bipyridyl)ruthenium dichloride; water; diisopropylamine; In acetonitrile; at 20 ℃; for 10h; stereoselective reaction; Inert atmosphere; Irradiation;

DOI:10.1039/c7nj04578f

upstream raw materials:

p-aminocinnamic acid

1-Chloro-4-iodobenzene

acrylic acid

(2RS,3SR)-2,3-dibromo-3-(4-chlorophenyl)propanoic acid

Downstream raw materials:

4-vinylbenzyl chloride

3-(4-chlorophenyl)propanoic acid

(Z)-3-(4-chlorophenyl)acrylic acid

methyl 3-(4-chlorophenyl)propenoate

Refernces

• 1、 Bumagin, N. A.,Bykov, V. V.,Beletskaya, I. P.. "PALLADIUM-CATALYZED PHENYLATION AND VINYLATION OF ARYL HALIDES IN AQUEOUS MEDIA". . p. 2426. Retrieved 1990.
• 2、 Varga, Andrea,Csuka, Pál,Sonesouphap, Orlavanah,Bánóczi, Gergely,To?a, Monica Ioana,Katona, Gabriel,Molnár, Zsófia,Bencze, László Csaba,Poppe, László,Paizs, Csaba. "A novel phenylalanine ammonia-lyase from Pseudozyma antarctica for stereoselective biotransformations of unnatural amino acids". . p. 185 - 194. Retrieved 2020/04/28.
• 3、 Chen,Yang,Xu,Qi,Zhong,Wu. "SYNTHESIS, CRYSTAL STRUCTURE, AND BIOLOGICAL EVALUATION OF (E)-1-(4-(4-BROMOBENZYL)PIPERAZIN-1-YL)- 3-(4-CHLOROPHENYL)PROP-2-EN-1-ONE". . p. 481 - 490. Retrieved 2021/04/26.