2,4-Dichlorocinnamic acid

Base Information

• Chemical Name: 2,4-Dichlorocinnamic acid
• CAS No.: 20595-45-3
• Molecular Formula: C₉H₆Cl₂O₂
• Molecular Weight: 217.051
• Hs Code.: 29163990
• European Community (EC) Number: 214-860-1,639-402-1
• NSC Number: 52174,2076
• UNII: C09KK5D2T2
• Nikkaji Number: J40.581G,J209.336G
• Wikidata: Q27275009
• Mol file: 20595-45-3.mol

Synonyms:2,4-dichlorocinnamic acid

Chemical Property of 2,4-Dichlorocinnamic acid

Chemical Property:

• Appearance/Colour: white to slightly yellow crystalline powder
• Melting Point: 233-235 °C(lit.)
• Boiling Point: 359.39 °C at 760 mmHg
• PKA: 4.17±0.13(Predicted)
• Flash Point: 171.153 °C
• PSA: 37.30000
• Density: 1.457 g/cm³
• LogP: 3.09120
• Storage Temp.: 2-8°C
• XLogP3: 3
• 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:

97% ^*data from raw suppliers

2,4-DichlorocinnamicAcid ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Organic Acids
• Canonical SMILES: C1=CC(=C(C=C1Cl)Cl)C=CC(=O)O
• Isomeric SMILES: C1=CC(=C(C=C1Cl)Cl)/C=C/C(=O)O

Technology Process of 2,4-Dichlorocinnamic acid

There total 18 articles about 2,4-Dichlorocinnamic 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: 99.0%

malonic acid (141-82-2) + 2,4-dichlorobenzaldeyhde (874-42-0) → 2,4-dichlorocinnamic acid (20595-45-3,20595-46-4,1201-99-6)

Guidance literature:

With pyridine; at 100 ℃;

DOI:10.1021/acs.jmedchem.7b01444

Reference yield: 98.0%

cycl-isopropylidene malonate (2033-24-1) + 2,4-dichlorobenzaldeyhde (874-42-0) → 2,4-dichlorocinnamic acid (20595-45-3,20595-46-4,1201-99-6)

Guidance literature:

With hydroxy sulfonylurea; In neat (no solvent); at 110 ℃; for 0.0833333h; Reagent/catalyst; Green chemistry;

DOI:10.1039/c5ra14001c

Reference yield: 96.0%

malonic acid (141-82-2) + 2,4-dichlorobenzaldeyhde (874-42-0) → trans-2,4-dichlorocinnamic acid (1201-99-6,20595-45-3,20595-46-4)

Guidance literature:

With ammonium acetate; for 0.0666667h; Irradiation;

upstream raw materials:

(2-carboxyethyl) triphenylphosphoniumbromide

2,4-dichlorobenzaldeyhde

malonic acid

acetic anhydride

Downstream raw materials:

ethyl 3-(2,4-dichlorophenyl)propanoate

2-(2,4-Dichloro-phenyl)-2,3-dihydro-5H-benzo[b][1,4]thiazepin-4-one

methyl 2,4-dichlorocinnamate

3-(2,4-dichlorophenyl)prop-2-en-1-oyl chloride