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Ethyl chloroacetate

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CAS:105-39-5
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Ethyl chloroacetate manufacturers

  • Ethyl chloroacetate
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  • 2023-07-27
  • CAS:105-39-5
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  • Purity: 99.0% Min
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  • 2023-06-26
  • CAS:105-39-5
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  • 2023-03-06
  • CAS:105-39-5
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Ethyl chloroacetate Basic information
Product Name:Ethyl chloroacetate
Synonyms:Ethyl ester of chloroacetic acid;ethyl2-chloroacetate;ethylalpha-chloroacetate;ethylchloracetate;Ethylester kyseliny chloroctove;ethylesterkyselinychloroctove;Ethyl chlorl acetate;ETHYL CHLOROACETATE pure
CAS:105-39-5
MF:C4H7ClO2
MW:122.55
EINECS:203-294-0
Product Categories:C2 to C5;Carbonyl Compounds;Esters;Organics;Building Blocks;C2 to C5;Carbonyl Compounds;Chemical Synthesis;Organic Building Blocks;API Intermediate;Aliphatics;Miscellaneous Reagents;organic chemical;Pharmaceutical Intermediates;K00001
Mol File:105-39-5.mol
Ethyl chloroacetate Structure
Ethyl chloroacetate Chemical Properties
Melting point -26 °C (lit.)
Boiling point 143 °C (lit.)
density 1.145 g/mL at 25 °C (lit.)
vapor density 4.23 (vs air)
vapor pressure 10 mm Hg ( 38 °C)
refractive index n20/D 1.421(lit.)
Fp 150 °F
storage temp. Store below +30°C.
solubility 12.3g/l
form Liquid
color Clear colorless
OdorExtremely irritating; fruity; pungent
explosive limit2.6%(V)
Water Solubility 20 g/L (20 ºC)
Merck 14,3783
BRN 506455
Dielectric constant11.6(20℃)
Stability:Stable. Incompatible with acids, bases, oxidizing agents, reducing agents. Flammable.
LogP0.940
CAS DataBase Reference105-39-5(CAS DataBase Reference)
NIST Chemistry ReferenceEthyl chloroacetate(105-39-5)
EPA Substance Registry SystemEthyl chloroacetate (105-39-5)
Safety Information
Hazard Codes T,N
Risk Statements 23/24/25-50-10
Safety Statements 45-61-7/9-16
RIDADR UN 1181 6.1/PG 2
WGK Germany 2
RTECS AF9110000
Autoignition Temperature452 °C
TSCA Yes
HS Code 2915 40 00
HazardClass 6.1
PackingGroup II
Hazardous Substances Data105-39-5(Hazardous Substances Data)
ToxicityLD50 orally in Rabbit: 180 mg/kg LD50 dermal Rat 161 mg/kg
MSDS Information
ProviderLanguage
ACROS English
SigmaAldrich English
ALFA English
Ethyl chloroacetate Usage And Synthesis
DescriptionEthyl chloroacetate is a water-white liquidwith a pungent, fruity odor. Molecular weight = 122.56;Boiling point = 145℃. Freezing point = - 27℃; Flashpoint = 64℃. Hazard Identification (based on NFPA-704 MRating System): Health: 3, Flammability 3, Reactivity 0.Insoluble in water.
Chemical PropertiesEthyl chloroacetate is a colourless liquid with a pungent, fruity odor.Ethyl chloroacetate has a vapor pressure of 10mmHg at 38 °C (Lewis, 1997). It is insoluble in water, but miscible with alcohol, ether, and acetone (Lide, 1998); it is soluble in benzene (Lewis, 1997). Ethyl chloroacetate readily decomposes in hot water and alkalis (Lewis, 1997).
UsesEthyl chloroacetate is a reagent used in the preparation of 5 member heterocycles. It is used as pharmaceutical and organic intermediate. It is used as a solvent for organic synthesis and the production of pesticides (such as sodium fluoroacetate).
PreparationEthyl chloroacetate is synthesized by esterification of chloroacetic acid and ethanol under the catalysis of sulfuric acid. The reaction equation is as follows:
ClCH2COOH+C2H5OH[H2SO4]→ClCH2COOC2H5+H2O
Reaction: Add chloroacetic acid, ethanol and benzene into the esterification pot, turn on the stirrer, slowly add sulfuric acid, heat to reflux, continuously steam out the benzene-water azeotrope, and de-esterify the water generated by condensation and separator layering, Benzene is refluxed into the esterification pot, cooled and discharged when there is no more water to steam out, the crude ester is washed with saturated sodium bicarbonate solution and water to neutrality, dried with anhydrous calcium chloride, distilled, and collected The fraction at 144-146°C is the finished product of ethyl chloroacetate, the content is ≥99.0%, and the yield is 85%.
Synthesis Reference(s)Tetrahedron, 23, p. 359, 1967 DOI: 10.1016/S0040-4020(01)83321-4
General DescriptionA clear colorless liquid with a pungent odor. Flash point 100°F. Denser than water and insoluble in water. Vapors heavier than air.
Air & Water ReactionsHighly flammable. Slow hydrolysis to acidic products will cause slow corrosion of common metals. No hazard involved. [USCG, 1999].
Reactivity ProfileEthyl chloroacetate is a chlorinated ester. Esters react with acids to liberate heat along with alcohols and acids. Strong oxidizing acids may cause a vigorous reaction that is sufficiently exothermic to ignite the reaction products. Heat is also generated by the interaction of esters with caustic solutions. Flammable hydrogen is generated by mixing esters with alkali metals and hydrides.
HazardStrong irritant to eyes.
Health HazardInhalation causes irritation of mucous membrane, headache, and nausea. Contact with liquid causes extreme eye irritation and conjunctivitis; irritates skin if not removed at once. Ingestion causes irritation of mouth and stomach.
Fire HazardSpecial Hazards of Combustion Products: Irritating, toxic hydrogen chloride and phosgene may be generated in fires.
Chemical ReactivityReactivity with Water Very slow, not hazardous; Reactivity with Common Materials: Slow hydrolysis to acidic products; Stability During Transport: Stable; Neutralizing Agents for Acids and Caustics: Not pertinent; Polymerization: Not pertinent; Inhibitor of Polymerization: Not pertinent.
Safety Profileoison by skin contact and subcutaneous routes. A severe eye irritant. Questionable carcinogen with experimental neoplastigenic data.Flammable liquid; a dangerous fire hazard when exposed to heat or flame; can react vigorously with oxidizing materials. Will react with water or steam to produce toxic and corrosive fumes. Vigorous reaction with sodium cyanide. To fight fire, use water, foam, CO2, dry chemical. When heated to decomposition it emits highly toxic fumes of cl-.
Potential ExposureUsed to make rodenticides, dyes, and other chemicals. Also used as a military poison
First aidIf this chemical gets into the eyes, remove anycontact lenses at once and irrigate immediately for at least15 min, occasionally lifting upper and lower lids. Seek medical attention immediately. If this chemical contacts theskin, remove contaminated clothing and wash immediatelywith soap and water. Seek medical attention immediately. Ifthis chemical has been inhaled, remove from exposure,begin rescue breathing (using universal precautions, including resuscitation mask) if breathing has stopped and CPR ifheart action has stopped. Transfer promptly to a medicalfacility. When this chemical has been swallowed, get medical attention. Give large quantities of water and inducevomiting. Do not make an unconscious person vomit.Medical observation is recommended for 24- 48 h afterbreathing overexposure, as pulmonary edema may bedelayed. As first aid for pulmonary edema, a doctor orauthorized paramedic may consider administering a corticosteroid spray
storage(1) Color Code—Red: Flammability Hazard: Storein a flammable liquid storage area or approved cabinetaway from ignition sources and corrosive and reactivematerials. (2) Color Code—Blue: Health Hazard/Poison:Store in a secure poison location. Prior to working with thischemical you should be trained on its proper handling andstorage. Store in tightly closed containers in a cool, wellventilated area away from oxidizers, strong acids, strongbases, reducing agents, heat, and sources of ignition. Wherepossible, automatically pump liquid from drums or otherstorage containers to process containers. Drums must beequipped with self-closing valves, pressure vacuum bungs,and flame arresters. Use only nonsparking tools and equipment, especially when opening and closing containers ofthis chemical. Sources of ignition, such as smoking andopen flames, are prohibited where this chemical is used,handled, or stored in a manner that could create a potentialfire or explosion hazard. Wherever this chemical is used,handled, manufactured, or stored, use explosion-proof electrical equipment and fittings.
ShippingUN1181 Ethylchloroacetate, Hazard class: 6.1; Labels: 6.1-Poisonous materials, 3-Flammable liquid.
Purification MethodsShake the ester with satutated aqueous Na2CO3 (three times), aqueous 50% CaCl2 (three times) and saturated aqueous NaCl (twice). Dry it with Na2SO4 or MgSO4 and distil it. [Beilstein 2 IV 481.] LACHRYMATORY.
IncompatibilitiesMay form explosive mixture with air. Incompatible with strong bases; strong acids; reducing agents. Moisture, water, and steam contact forms toxic and corrosive fumes. Violent reaction with oxidizers, alkaline earth metals (barium, calcium, magnesium, strontium, etc.), alkaline metals, sodium cyanide. Attacks metals in the presence of moisture.
Waste DisposalDissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. All federal, state, and local environmental regulations must be observed. Consult with environmental regulatory agencies for guidance on acceptable disposal practices. Generators of waste containing this contaminant (≥100 kg/mo) must conform with EPA regulations governing storage, transportation, treatment, and waste disposal.
Tag:Ethyl chloroacetate(105-39-5) Related Product Information
2-Ethoxyethanol ISOXADIFEN-ETHYL Trinexapac-ethyl Ethyl acetate Ethanol Ethyl formate Ethylparaben Methyl chloroacetate tert-Butyl chloroacetate Ethyl propionate Ethyl chloroformate Methyl chloroformate Ethyl 2-chloroethoxyacetate Ethyl trichloroacetate Chloroacetic anhydride Chloroacetic acid Chlorodifluoroacetic acid ethyl ester DICHLOROACETIC ANHYDRIDE