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Ethyl cyanoacetate

CAS No.
105-56-6
Chemical Name:
Ethyl cyanoacetate
Synonyms
ETHYL 2-CYANOACETATE;CYANOACETIC ACID ETHYL ESTER;ECYA;NCCH2COOC2H5;2-Ethenylpyrazine;Ethyl cyanacetate;CL079;usafkf-25;USAF kf-25;Cyanessigester
CBNumber:
CB9852660
Molecular Formula:
C5H7NO2
Molecular Weight:
113.11
MDL Number:
MFCD00001940
MOL File:
105-56-6.mol
MSDS File:
SDS
Last updated:2024-03-14 15:18:33

Ethyl cyanoacetate Properties

Melting point -22 °C (lit.)
Boiling point 208-210 °C (lit.)
Density 1.063 g/mL at 25 °C (lit.)
vapor density 3.9 (vs air)
vapor pressure 1 mm Hg ( 67.8 °C)
refractive index n20/D 1.418(lit.)
Flash point >230 °F
storage temp. Store below +30°C.
solubility 20g/l
form Liquid
pka 3.19±0.10(Predicted)
color Clear
Water Solubility 20 g/L (20 ºC)
Merck 14,3786
BRN 605871
Dielectric constant 26.9(20℃)
LogP -0.119-1.05 at 23-25℃ and pH6.1
Surface tension 70.2mN/m at 1.034g/L and 23℃
CAS DataBase Reference 105-56-6(CAS DataBase Reference)
FDA UNII X9N006U0F8
NIST Chemistry Reference Acetic acid, cyano-, ethyl ester(105-56-6)
EPA Substance Registry System Ethyl cyanoacetate (105-56-6)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H319
Precautionary statements  P264-P280-P305+P351+P338-P337+P313
Hazard Codes  Xn,Xi
Risk Statements  20/21/22-36/38
Safety Statements  36/37-37/39-26
RIDADR  3276
WGK Germany  1
RTECS  AG4110000
10
Autoignition Temperature 460 °C
TSCA  Yes
HS Code  2926 90 70
Toxicity LD50 orally in Rabbit: > 2000 mg/kg
NFPA 704
1
1 1

Ethyl cyanoacetate price More Price(33)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich E18425 Ethyl cyanoacetate ≥98% 105-56-6 5g $45.9 2024-03-01 Buy
Sigma-Aldrich E18425 Ethyl cyanoacetate ≥98% 105-56-6 1kg $71.4 2024-03-01 Buy
TCI Chemical C0441 Ethyl Cyanoacetate >99.0%(GC) 105-56-6 25g $20 2024-03-01 Buy
TCI Chemical C0441 Ethyl Cyanoacetate >99.0%(GC) 105-56-6 500g $51 2024-03-01 Buy
Alfa Aesar A11498 Ethyl cyanoacetate, 98+% 105-56-6 500g $58.4 2024-03-01 Buy
Product number Packaging Price Buy
E18425 5g $45.9 Buy
E18425 1kg $71.4 Buy
C0441 25g $20 Buy
C0441 500g $51 Buy
A11498 500g $58.4 Buy

Ethyl cyanoacetate Chemical Properties,Uses,Production

Description

Ethyl cyanoacetate is the ethyl ester of cyanoacetic acid. Ethyl cyanoacetate hydrolizes rapidly under neutral and alkaline conditions to cyanoacetic acid and ethanol (and so it does under most physiological and environmental conditions), while in acid pH the half life is considerably longer.
Knoevenagel condensation of ethyl cyanoacetate with aldehyde is reported. Microwave enhanced Knoevenegal condensation reaction of ethyl cyanoacetate with an aldehyde, P2O5, piperidine and chlorobenzene is reported.

Chemical Properties

Ethyl cyanoacetate is a colorless to straw colored liquid with a mild pleasant odor

Uses

Ethyl cyanoacetate may be used in the synthesis of ethyl glyoxylate. It was used to investigate the Knoevenagel condensation reactions in microreactor using zeolite catalysts obtained by grafting amino groups onto NaX and CsNaX zeolites.

Uses

Reagent used in labelled pyrimidine and purine synthesis. Ethyl cyanoacetate is an ester. It may be used in the synthesis of ethyl glyoxylate.It was used to investigate the Knoevenagel condensation reactions in microreactor using zeolite catalysts obtained by grafting amino groups onto NaX and CsNaX zeolites.

Preparation

Ethyl cyanoacetate can be prepared by the action of sodium or potassium cyanide on ethyl chloroacetate, and by the action of sodium cyanide on sodium chloroacetate, followed by esterification.

General Description

A colorless liquid. Denser than water. Contact may irritate skin, eyes and mucous membranes. Flash point 210°F. May be toxic by ingestion. Used to make other chemicals.

Air & Water Reactions

Slightly soluble in water.

Reactivity Profile

Ethyl cyanoacetate is both a nitrile and an 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. Nitriles may polymerize in the presence of metals and some metal compounds. They are incompatible with acids; mixing nitriles with strong oxidizing acids can lead to extremely violent reactions. Nitriles are generally incompatible with other oxidizing agents such as peroxides and epoxides. The combination of bases and nitriles can produce hydrogen cyanide. Nitriles are hydrolyzed in both aqueous acid and base to give carboxylic acids (or salts of carboxylic acids). These reactions generate heat. Peroxides convert nitriles to amides. Nitriles can react vigorously with reducing agents. Acetonitrile and propionitrile are soluble in water, but nitriles higher than propionitrile have low aqueous solubility. They are also insoluble in aqueous acids.

Hazard

Toxic by ingestion and inhalation.

Health Hazard

TOXIC; inhalation, ingestion or contact (skin, eyes) with vapors, dusts or substance may cause severe injury, burns or death. Contact with molten substance may cause severe burns to skin and eyes. Reaction with water or moist air will release toxic, corrosive or flammable gases. Reaction with water may generate much heat that will increase the concentration of fumes in the air. Fire will produce irritating, corrosive and/or toxic gases. Runoff from fire control or dilution water may be corrosive and/or toxic and cause pollution.

Fire Hazard

Combustible material: may burn but does not ignite readily. Substance will react with water (some violently) releasing flammable, toxic or corrosive gases and runoff. When heated, vapors may form explosive mixtures with air: indoors, outdoors and sewers explosion hazards. Most vapors are heavier than air. They will spread along ground and collect in low or confined areas (sewers, basements, tanks). Vapors may travel to source of ignition and flash back. Contact with metals may evolve flammable hydrogen gas. Containers may explode when heated or if contaminated with water.

Safety Profile

oison by ingestion. Moderately toxic by intraperitoneal and subcutaneous routes. Combustible when exposed to heat or flame; can react with oxidzing materials. Wdl react with water or steam to produce toxic and flammable vapors. To fight fire, use CO2, dry chemical. When heated to decomposition or on contact with acid or acid fumes it emits highly toxic fumes of CN-. See also NITRILES.

Potential Exposure

A nitrile used to manufacture dyes, pharmaceuticals, and other chemicals.

First aid

If 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

storage

re 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 bases, strongacids, reducing agents, moisture, and sources of ignition.Where possible, automatically pump liquid from drums orother storage containers to process containers

Shipping

UN3276 Nitriles, liquid, toxic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required, Potential Inhalation Hazard (Special Provision 5).

Purification Methods

Shake the ester several times with aqueous 10% Na2CO3, wash it well with water, dry with Na2SO4 and fractionally distil it. [Beilstein 2 IV 1889.]

Incompatibilities

Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides, and reducing agents. Nitriles may polymerize in the presence of metals and some metal compounds. They are incompatible with acids; mixing nitriles with strong oxidizing acids can lead to extremely violent reactions. Nitriles are generally incompatible with other oxidizing agents such as peroxides and epoxides. The combination of bases and nitriles can produce hydrogen cyanide. Nitriles are hydrolyzed in both aqueous acid and base to give carboxylic acids (or salts of carboxylic acids). These reactions generate heat. Peroxides convert nitriles to amides. Nitriles can react vigorously with reducing agents. Acetonitrile and propionitrile are soluble in water, but nitriles higher than propionitrile have low aqueous solubility. They are also insoluble in aqueous acids. Reacts with moisture, water, and steam, forming toxic fumes.

Waste Disposal

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.

Ethyl cyanoacetate Preparation Products And Raw materials

Raw materials

1of2

Preparation Products

1of8

Global( 481)Suppliers
Supplier Tel Email Country ProdList Advantage
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View Lastest Price from Ethyl cyanoacetate manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Ethyl cyanoacetate pictures 2024-04-17 Ethyl cyanoacetate
105-56-6
US $3.00 / KG 1KG 99% 1000mt Jinan Finer Chemical Co., Ltd
Ethylcyanoacetate pictures 2023-06-28 Ethylcyanoacetate
105-56-6
US $100.00 / kg 1kg 99% 500t/month Henan Bao Enluo International TradeCo.,LTD
Ethyl cyanoacetate pictures 2023-04-28 Ethyl cyanoacetate
105-56-6
US $0.00 / KG 1KG 99% 10000 Wuhan Silworld Chemical Co.,Ltd
  • Ethylcyanoacetate pictures
  • Ethylcyanoacetate
    105-56-6
  • US $100.00 / kg
  • 99%
  • Henan Bao Enluo International TradeCo.,LTD
2-cyano-aceticacidethylester Acetic acid,2-cyano-, ethyl ester Aceticacid,cyano-,ethylester Cyanacetate ethyle cyanacetateethyle ethylcyanacetate Ethylcyanoacetat Ethylester kyseliny kyanoctove ethylesterkyselinykyanoctove USAF kf-25 usafkf-25 ETHYL CYANOACETATE extrapure 2-cyanobutanoate Ethyl cyanoacetate, 98+% 250GR ETHYL CYANOACETATE FOR SYNTHESIS 3-Oxo-3-ethoxypropanenitrile Cyanoacetic acid ethyl Ethoxycarbonylcyanomethane Ethyl cyanoacetate ,99.5% Ethyl cyanoacetate ,70% Ethyl Cyanoacetate (Shanxi) Cyanessigester cyanoacetated’ethyle Cyanoacetic ester cyano-aceticaciethylester cyanoaceticester Cyanoessigsαureethylester Estere cianoacetico esterecianoacetico ethanoicacid,cyano-,ethylester Ethyl ester of cyanoacetic acid ETHYL CYANOACETATE ETHYL CYANOETHANOATE AKOS BBS-00004275 ETHYLE CYANACETATE MALONIC ACID ETHYL ESTER NITRILE malonic ethyl ester nitrile ETHYL CYANOACETATE, 98+% ETHYL CYANOACETATE, STANDARD FOR GC ETHYL CYANOACETATE, 99+% Ethyl Cyano Acetate 99, Benzene Free EthylCynoacetate ethyl cyanocaetate Ethylcyanacetat CL079 Ethyl Cyanoacetate > ETHYL CYANOACETATE 105-56-6 Ethyl cyanoacetate ISO 9001:2015 REACH NCCH2COOC2H5 2-Ethenylpyrazine Ethyl cyanacetate ECYA CYANOACETIC ACID ETHYL ESTER ETHYL 2-CYANOACETATE Pregabalin Impurity 39 (Ethyl cyanoacetate) 105-56-6 106-56-6 105-56-5