2-Chloropropionic acid

Base Information

• Chemical Name: 2-Chloropropionic acid
• CAS No.: 598-78-7
• Deprecated CAS: 62138-52-7
• Molecular Formula: C3H5ClO2
• Molecular Weight: 108.525
• Hs Code.: 29159080
• European Community (EC) Number: 209-952-3
• ICSC Number: 0644
• NSC Number: 401806,173
• UN Number: 2511
• UNII: ADV1WUE1NB
• DSSTox Substance ID: DTXSID0021545
• Nikkaji Number: J481B,J5.220E
• Wikipedia: 2-Chloropropionic_acid
• Wikidata: Q209361
• ChEMBL ID: CHEMBL1743205
• Mol file: 598-78-7.mol

Synonyms:2-chloropropionate;2-chloropropionic acid;2-chloropropionic acid, (S)-isomer;2-chloropropionic acid, sodium salt;sodium-2-chloropropionate

Chemical Property of 2-Chloropropionic acid

Chemical Property:

• Appearance/Colour: colourless liquid
• Vapor Pressure: 4 mm Hg ( 20 °C)
• Melting Point: -12--14 °C
• Refractive Index: n20/D 1.4345(lit.)
• Boiling Point: 188.983 °C at 760 mmHg
• PKA: 2.96±0.10(Predicted)
• Flash Point: 68.095 °C
• PSA: 37.30000
• Density: 1.285 g/cm³
• LogP: 0.69830
• Storage Temp.: Store below +30°C.
• Solubility.: H2O: soluble
• Water Solubility.: freely soluble
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 107.9978071
• Heavy Atom Count: 6
• Complexity: 61.8
• Transport DOT Label: Corrosive

Purity/Quality:

99% ^*data from raw suppliers

2-Chloropropanoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): C
• Hazard Codes: C
• Statements: 22-35-21/22
• Safety Statements: 23-26-28-36-45-36/37/39-28A

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Organic Acids
• Canonical SMILES: CC(C(=O)O)Cl
• Inhalation Risk: A harmful contamination of the air will be reached quickly on evaporation of this substance at 20 °C.
• Effects of Short Term Exposure: The substance is corrosive to the eyes, skin and respiratory tract. Corrosive on ingestion.
• Description: 2-Chloropropionic acid is a colorless to white crystalline solid or liquid that is denser than water; therefore, can sink and mix with water. It has a slight odor and is the simplest chiral chlorocarboxylic aid.
• Uses: Intermediate for weed killers. 2-Chloropropionic acid is used in the preparation of propargyl 2-chloropropionate (PCP), an atom transfer radical polymerization (ATRP) initiator, by the esterification of propargyl alcohol.It can be employed in the synthesis of a biologically active chitin derivative, (1-carboxyethyl) chitosan.It can be treated with o-phenylenediamine phosphate to synthesize benzimidazole derivatives.

Technology Process of 2-Chloropropionic acid

There total 49 articles about 2-Chloropropionic 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: 100.0%

1-chloroethyl phenyl sulfoxide (26910-40-7) + carbon dioxide (124-38-9,18923-20-1) → (R,S)-2-chloropropionic acid (598-78-7)

Guidance literature:

1-chloroethyl 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: 99.0%

2-chloropropanal (683-50-1) → (R,S)-2-chloropropionic acid (598-78-7)

Guidance literature:

With 4H₃N*4H⁽¹⁺⁾*CuMo₆O₁₈(OH)6^(4-); water; oxygen; sodium carbonate; at 50 ℃; for 12h; under 760.051 Torr;

DOI:10.1002/cctc.201701599

Reference yield: 97.22%

propionic acid (802294-64-0,79-09-4) → (R,S)-2-chloropropionic acid (598-78-7)

Guidance literature:

With sulfuric acid; chlorine; propionic acid anhydride; at 130 ℃; for 3h; under 760.051 Torr; Time;

DOI:10.14233/ajchem.2014.15520

upstream raw materials:

LACTIC ACID

rac-Ala-OH

2-hydroxy-1-nitropropane

propionyl chloride

Downstream raw materials:

S-((Ξ)-1-carboxy-ethyl)-L-cysteine

2-chloro-propionic acid-(2-butoxy-ethyl ester)

9,10-dihydro-9,10-ethanoanthracene-11-carboxylic acid

2-(cyclohexyloxy)propanoic acid

Refernces

• 1、 Han, Sheng,Wang, Ying,Wei, Yongge,Wu, Zhikang,Yu, Han. "Highly efficient oxidation of alcohols to carboxylic acids using a polyoxometalate-supported chromium(iii) catalyst and CO2". . p. 3150 - 3154. Retrieved 2020/06/19.
• 2、 Monticelli, Serena,Urban, Ernst,Langer, Thierry,Holzer, Wolfgang,Pace, Vittorio. "A Straightforward Homologation of Carbon Dioxide with Magnesium Carbenoids en Route to α-Halocarboxylic Acids". supporting information. p. 1001 - 1006. Retrieved 2019/01/30.