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2-Chloropropionic acid

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CAS:598-78-7
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CAS:598-78-7

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  • 2-Chloropropionic acid
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  • 2023-08-24
  • CAS:598-78-7
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  • 2-Chloropropionic acid
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  • 2021-07-02
  • CAS:598-78-7
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2-Chloropropionic acid Basic information
Description Preparation Application Biochemical Action Safety
Product Name:2-Chloropropionic acid
Synonyms:ALPHA-CHLOROPROPIONIC ACID;2-CHLOROPROPIONIC ACID pract;(±)-2-Chloropropionicacid,97%;A-CHLOROPROPIONIC ACID;Propanoic acid, 2-chloro-;(n)-2-chloropropionic acid;MONO-CHLOROPROPANOICACID;2-Chlorpropionsure
CAS:598-78-7
MF:C3H5ClO2
MW:108.52
EINECS:209-952-3
Product Categories:API Intermediate;C1 to C5;Carbonyl Compounds;Carboxylic Acids;Organic acids
Mol File:598-78-7.mol
2-Chloropropionic acid Structure
2-Chloropropionic acid Chemical Properties
Melting point -12--14 °C
Boiling point 170-190 °C(lit.)
density 1.182 g/mL at 25 °C(lit.)
vapor pressure 4 mm Hg ( 20 °C)
refractive index n20/D 1.4345(lit.)
Fp 215 °F
storage temp. Store below +30°C.
solubility H2O: soluble
pka2.96±0.10(Predicted)
form clear liquid
color Colorless to Almost colorless
PH<1 (200g/l, H2O, 20℃)
Water Solubility freely soluble
BRN 1720259
Exposure limitsACGIH: TWA 0.1 ppm (Skin)
Stability:Stable. Incompatible with strong oxidizing agents, strong bases.
LogP0.82 at 20.5℃
CAS DataBase Reference598-78-7(CAS DataBase Reference)
NIST Chemistry ReferencePropanoic acid, 2-chloro-(598-78-7)
EPA Substance Registry System2-Chloropropionic acid (598-78-7)
Safety Information
Hazard Codes C
Risk Statements 22-35-21/22
Safety Statements 23-26-28-36-45-36/37/39-28A
RIDADR UN 2511 8/PG 3
WGK Germany 1
RTECS UE8575000
TSCA Yes
HazardClass 8
PackingGroup III
HS Code 29159080
Hazardous Substances Data598-78-7(Hazardous Substances Data)
MSDS Information
ProviderLanguage
2-Chloropropionic acid English
SigmaAldrich English
ACROS English
ALFA English
2-Chloropropionic acid Usage And Synthesis
Description2-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.
Preparation2-Chloropropionic acid is prepared from diazotization of L-alanine in hydrochloric acid.
Application2-Chloropropionic acid is employed in the production of propargyl 2-chloropropionate (PCP), which is an atom transfer radical polymerization (ATRP) initiator, by the esterification of propargyl alcohol.

The chemical is also used in the synthesis of benzimidazole derivatives when treated with o-phenylenediamine phosphate.

It can also be used in the preparation of biologically active chitin derivative (1-carboxyethyl) chitosan.

It is used as a building block for the preparation of herbicides, dyestuffs, pesticides, as well as forestand agro-chemicals.
Biochemical Action2-Chloropropionic acid induces necrosis of granule cell layer of rat cerebellum when administered orally.
Safety2-Chloropropionic acid is a neurotoxin, as such it should be handled with utmost care. When inhaled, the chemical can irritate the nose, throat, and lungs, causing wheezing and coughing.

The chemical is a corrosive substance, which may occur by ingestion. Contact of the chemical with the eyes and skin may cause pain, irritation, redness, and severe burns.
Chemical Propertiescolourless liquid
Uses
  • 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.

UsesIntermediate for weed killers.
General DescriptionA pale liquid with a slight odor. Sinks in and mixes with water. Only aluminum, stainless steel or steel covered with a protective lining or coating may contact the liquid or vapor.
Air & Water ReactionsWater soluble.
Reactivity Profile2-Chloropropionic acid is neutralized in exothermic reactions by all bases. Reacts with aqueous solutions containing a chemical base and dissolves if neutralization generates a soluble salt. May react with active metals to form gaseous hydrogen and a metal salt. May corrode or dissolve iron, steel, and aluminum parts and containers. Reacts with cyanide salts to generate gaseous hydrogen cyanide. Reacts with diazo compounds, dithiocarbamates, isocyanates, mercaptans, nitrides, and sulfides to generate flammable and/or toxic gases and heat. Reacts with sulfites, nitrites, thiosulfates (to give H2S and SO3), dithionites (SO2), to generate flammable and/or toxic gases and heat. Reacts with carbonates and bicarbonates to generate a harmless gas (carbon dioxide) but some heat. Can be oxidized by strong oxidizing agents and reduced by strong reducing agents. These reactions generate heat. A wide variety of products is possible. May initiate polymerization reactions or catalyze other chemical reactions. Fire produces highly toxic chloride fumes [USCG, 1999].
HazardCombustible. Toxic by skin contact. Male reproductive damage.
Health HazardHarmful if inhaled. Irritating to throat. May cause severe skin and eye burns. Harmful if absorbed through skin.
Flammability and ExplosibilityNon flammable
Biochem/physiol Actions2-Chloropropionic acid on oral administration induces necrosis of granule cell layer of rat cerebellum.
Safety ProfilePoison by skin contact. A corrosive. Combustible when exposed to heat or flame. To fight fire, use water, foam, alcohol foam. When heated to decomposition it emits toxic fumes of Cl-. See also 3-CHLOROPROPIONIC ACID.
Purification MethodsDry it with P2O5 and fractionally distil it under vacuum. [Beilstein 2 IV 745.]
Tag:2-Chloropropionic acid(598-78-7) Related Product Information
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