2-Chloroacrylic acid

Base Information

• Chemical Name: 2-Chloroacrylic acid
• CAS No.: 598-79-8
• Molecular Formula: C3H3 Cl O2
• Molecular Weight: 106.509
• Hs Code.: 2916190090
• European Community (EC) Number: 209-953-9
• NSC Number: 97174
• UNII: N6B9YWM4XU
• DSSTox Substance ID: DTXSID5060514
• Nikkaji Number: J2.722G
• Wikidata: Q27144284
• Metabolomics Workbench ID: 1755
• Mol file: 598-79-8.mol

Synonyms:2-chloroacrylate;2-chloroacrylic acid

Chemical Property of 2-Chloroacrylic acid

Chemical Property:

• Appearance/Colour: white crystallized powder
• Vapor Pressure: 0.163mmHg at 25°C
• Melting Point: 65 ºC
• Refractive Index: 1.4100 (estimate)
• Boiling Point: 197.2 °C at 760 mmHg
• PKA: 2.41±0.11(Predicted)
• Flash Point: 73.1 °C
• PSA: 37.30000
• Density: 1.348 g/cm³
• LogP: 0.82350
• Water Solubility.: Soluble in water.
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 105.9821570
• Heavy Atom Count: 6
• Complexity: 86.8

Purity/Quality:

98%,99%, ^*data from raw suppliers

ALPHA-CHLOROACRYLIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Statements: 34
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=C(C(=O)O)Cl
• Uses: 2-Chloroacrylic acid is used as a halochemicals, organic synthesis.

Technology Process of 2-Chloroacrylic acid

There total 15 articles about 2-Chloroacrylic 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: 97.0%

carbon dioxide (124-38-9,18923-20-1) + 1-chlorovinyl phenyl sulfoxide → 2-Chloroacrylic acid (598-79-8)

Guidance literature:

1-chlorovinyl phenyl sulfoxide; With cyclohexylmagnesiumchloride; In tetrahydrofuran; toluene; at -78 ℃; for 0.166667h; Inert atmosphere;

carbon dioxide; In tetrahydrofuran; toluene; at -78 ℃; for 3h;

DOI:10.1002/adsc.201801614

Reference yield: 94.0%

2,3-dichloropropanoic acid (565-64-0) → 2-Chloroacrylic acid (598-79-8)

Guidance literature:

With triethylamine; In acetonitrile; Heating;

DOI:10.1007/s11176-006-0009-z

Reference yield:

methyl 2,3-dichloropropionate (3674-09-7,132854-28-5) → 2-Chloroacrylic acid (598-79-8)

Guidance literature:

With barium dihydroxide;

upstream raw materials:

formaldehyd

Trichloroethylene

methyl 2,3-dichloropropionate

2,3-dichloropropanoic acid

Downstream raw materials:

2,3-dichloropropanoic acid

ethyl 2-chloroacrylate

α-chloroacryloyl chloride

1,2-bis-(2-chloro-acryloyloxy)-ethane

Refernces

• 1、 Li, Wei,Li, Jianchang,Wan, Zhao-Kui,Wu, Junjun,Massefski, Walter. "Preparation of α-haloacrylate derivatives via dimethyl sulfoxide-mediated selective dehydrohalogenation". . p. 4607 - 4610. Retrieved 2008/03/13.
• 2、 Durig, J. R.,Wang, A. Y.,Little, T. S.,Brletic, P. A.. "Conformational stability, barriers to internal rotation, vibrational assignment, and ab initio calculations of 2-chloropropenoyl fluoride". . p. 905 - 917. Retrieved 2007/10/02.