3-(2-Chlorophenyl)acrylic acid

Base Information

• Chemical Name: 3-(2-Chlorophenyl)acrylic acid
• CAS No.: 3752-25-8
• Molecular Formula: C9H7ClO2
• Molecular Weight: 182.606
• Hs Code.: 29124990
• DSSTox Substance ID: DTXSID001035212
• Mol file: 3752-25-8.mol

Synonyms:3-(2-chlorophenyl)acrylic acid;3-(2-chlorophenyl)prop-2-enoic acid;3-(2-chloro-phenyl)-acrylic acid;4513-41-1;2-chloro-cinnamic acid;NCIOpen2_001688;DTXSID001035212;STR03476;AKOS025243241;SY003739;FT-0611934

Chemical Property of 3-(2-Chlorophenyl)acrylic acid

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.000122mmHg at 25°C
• Melting Point: 208-210 °C(lit.)
• Refractive Index: 1.5426 (estimate)
• Boiling Point: 321.6 °C at 760 mmHg
• PKA: 4.23(at 25℃)
• Flash Point: 148.3 °C
• PSA: 37.30000
• Density: 1.332 g/cm³
• LogP: 2.43780
• Storage Temp.: Room temperature.
• Water Solubility.: Insoluble in water
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 182.0134572
• Heavy Atom Count: 12
• Complexity: 189

Purity/Quality:

99% ^*data from raw suppliers

(E)-3-(2-Chlorophenyl)acrylicacid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C=CC(=O)O)Cl

Technology Process of 3-(2-Chlorophenyl)acrylic acid

There total 12 articles about 3-(2-Chlorophenyl)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: 96.0%

cycl-isopropylidene malonate (2033-24-1) + 2-chloro-benzaldehyde (89-98-5) → o-chlorocinnamic acid (3752-25-8,939-58-2)

Guidance literature:

With 2-carbamoylhydrazine-1-sulfonic acid; In neat (no solvent); at 110 ℃; for 0.333333h; Reagent/catalyst; Green chemistry;

DOI:10.1039/c5ra14001c

Reference yield: 93.0%

malonic acid (141-82-2) + 2-chloro-benzaldehyde (89-98-5) → o-chlorocinnamic acid (3752-25-8,939-58-2)

Guidance literature:

With piperidine; pyridine; for 2h; Reflux;

DOI:10.1021/acs.jmedchem.0c02254

Reference yield: 75.0%

zinc diacetate (557-34-6) + 2-chloro-benzaldehyde (89-98-5) → o-chlorocinnamic acid (3752-25-8,939-58-2)

Guidance literature:

With acetic acid; In 1-methyl-pyrrolidin-2-one; at 185 - 195 ℃;

upstream raw materials:

2-(2-chlorobenzylidene)malonic acid

2-amino-cinnamic acid

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

water

Downstream raw materials:

3-(2-chlorophenyl)propanoic acid

(E)-ethyl 2-chlorocinnamate

2,3-dibromo-3-(2-chloro-phenyl)-propionic acid

3-Phenylpropionic acid

Refernces

• 1、 Ganji, Lata R.,Gandhi, Lekha,Musturi, Venkataramana,Kanyalkar, Meena A.. "Design, synthesis, and evaluation of different scaffold derivatives against NS2B-NS3 protease of dengue virus". . p. 285 - 301. Retrieved 2020/11/19.
• 2、 Malbari, Khushboo D.,Chintakrindi, Anand S.,Ganji, Lata R.,Gohil, Devanshi J.,Kothari, Sweta T.,Joshi, Mamata V.,Kanyalkar, Meena A.. "Structure-aided drug development of potential neuraminidase inhibitors against pandemic H1N1 exploring alternate binding mechanism". . p. 927 - 951. Retrieved 2019/02/07.