3-(3,4-Dichlorophenyl)prop-2-enoic acid

Base Information

• Chemical Name: 3-(3,4-Dichlorophenyl)prop-2-enoic acid
• CAS No.: 1202-39-7
• Molecular Formula: C9H6Cl2O2
• Molecular Weight: 217.051
• Hs Code.: 29163990
• DSSTox Substance ID: DTXSID101311887
• Mol file: 1202-39-7.mol

Synonyms:3-(3,4-dichlorophenyl)prop-2-enoic acid;Enamine_005463;3,4-dichloro cinnamic acid;3,4-dichloro-cinnamic acid;DTXSID101311887;STR02636;AKOS025243220;PS-7921;SY015682;3-(3,4-dichlorophenyl)-2-propeneoic acid;FT-0614247

Chemical Property of 3-(3,4-Dichlorophenyl)prop-2-enoic acid

Chemical Property:

• Appearance/Colour: White or slightly yellowish powder.
• Vapor Pressure: 5.07E-06mmHg at 25°C
• Melting Point: 218-220 °C(lit.)
• Refractive Index: 1.637
• Boiling Point: 366.6 °C at 760 mmHg
• PKA: 4.18±0.10(Predicted)
• Flash Point: 175.5 °C
• PSA: 37.30000
• Density: 1.457 g/cm³
• LogP: 3.09120
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: ethanol: soluble25mg/mL, very slightly hazy, faintly yellow
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 215.9744848
• Heavy Atom Count: 13
• Complexity: 216

Purity/Quality:

99% ^*data from raw suppliers

(E)-3-(3,4-Dichlorophenyl)acrylicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C=CC(=O)O)Cl)Cl
• Uses: 3,4-Dichlorocinnamic acid was used in the preparation of indolopiperidine CCR2B receptor antagonists possessing a conformationally restricted C-5 linker chain and a restricted piperidine ring.

Technology Process of 3-(3,4-Dichlorophenyl)prop-2-enoic acid

There total 2 articles about 3-(3,4-Dichlorophenyl)prop-2-enoic 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: 89.0%

malonic acid (141-82-2) + 3,4-dichlorobenzaldehyde (6287-38-3) → 3,4-dichlorocinnamic acid (1202-39-7)

Guidance literature:

With piperidine; In pyridine; 1.) 80 deg C, 1 h, 2.) 100 deg C, 1 h, 3.) heating, 0.5 h;

DOI:10.1021/jm00119a008

Reference yield:

→ 3,4-dichlorocinnamic acid (1202-39-7)

Guidance literature:

3,4-Dichlorbenzaldehyd, Malonsaeure;

Reference yield: 100.0%

3,4-dichlorocinnamic acid (1202-39-7) → (E)-3,4-dichlorocinnamoyl chloride (39156-98-4,82476-03-7)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide; In toluene; Product distribution / selectivity; Heating / reflux;

upstream raw materials:

malonic acid

3,4-dichlorobenzaldehyde

Downstream raw materials:

3(3,4-dichlorophenyl)propanoic acid

3-(3,4-dichlorophenyl) prop-2-en-1-ol

3,4-Dichlor-cinnamylchlorid

3-(3,4-dichlorophenyl)acryloyl chloride

Refernces

• 1、 Leong, Sze Wei,Mohd Faudzi, Siti Munirah,Abas, Faridah,Mohd Aluwi, Mohd Fadhlizil Fasihi,Rullah, Kamal,Wai, Lam Kok,Abdul Bahari, Mohd Nazri,Ahmad, Syahida,Tham, Chau Ling,Shaari, Khozirah,Lajis, Nordin H.. "Synthesis and sar study of diarylpentanoid analogues as new anti-inflammatory agents". . p. 16058 - 16081. Retrieved 2015/01/08.