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Ethyl cyanoacetate

Product Name:
Ethyl cyanoacetate
CAS No.
105-56-6
Chemical Name:
Ethyl cyanoacetate
CBNumber:
CB9852660
Molecular Formula:
C5H7NO2
Formula Weight:
113.11
MOL File:
105-56-6.mol
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Ethyl cyanoacetate Property

Melting point:
-22 °C
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
pka
3.19±0.10(Predicted)
form 
Liquid
color 
Clear
Water Solubility 
20 g/L (20 ºC)
Merck 
14,3786
BRN 
605871
CAS DataBase Reference
105-56-6(CAS DataBase Reference)
NIST Chemistry Reference
Acetic acid, cyano-, ethyl ester(105-56-6)
EPA Substance Registry System
Ethyl cyanoacetate (105-56-6)
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Safety

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
Hazardous Substances Data
105-56-6(Hazardous Substances Data)
Toxicity
LD50 orally in Rabbit: > 2000 mg/kg
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N-Bromosuccinimide Price More Price(10)

Sigma-Aldrich Gold
Product number:
E18425
Product name :
Ethyl cyanoacetate
Purity:
≥98%
Packaging:
5g
Price:
$33
Updated:
2019/12/02
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Sigma-Aldrich Gold
Product number:
E18425
Product name :
Ethyl cyanoacetate
Purity:
≥98%
Packaging:
1kg
Price:
$87.5
Updated:
2019/12/02
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Buy
TCI Chemical Gold
Product number:
C0441
Product name :
Ethyl Cyanoacetate
Purity:
>99.0%(GC)
Packaging:
25g
Price:
$17
Updated:
2020/06/24
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TCI Chemical Gold
Product number:
C0441
Product name :
Ethyl Cyanoacetate
Purity:
>99.0%(GC)
Packaging:
500g
Price:
$45
Updated:
2020/06/24
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Alfa Aesar Gold
Product number:
A11498
Product name :
Ethyl cyanoacetate, 98+%
Packaging:
500g
Price:
$46.6
Updated:
2020/06/24
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Ethyl cyanoacetate Chemical Properties,Usage,Production

Chemical Properties

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

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.

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

Raw materials

Preparation Products

5-CYANO-6-HYDROXY-4-METHOXYMETHYL-2-METHYLPYRIDINE ETHYL 2-CYANO-3-METHYL-2-PENTENOATE ETHYL 2-AMINO-4,5,6,7-TETRAHYDROBENZO[B]THIOPHENE-3-CARBOXYLATE Triamterene 2-(4,6-diamino-1,3,5-triazin-2-yl)acetic acid Allopurinol 2-Amino-4-trifluoromethylbenzonitrile 5-AMINO-4-CYANO-3-METHYL-THIOPHENE-2-CARBOXYLIC ACID ETHYL ESTER 1-ETHYL-1-METHYLSUCCINIC ACID Disperse Yellow S-3GL 6-AMINO-2-METHYLTHIO-3-METHYLURACIL 1,2,3,5-TETRAHYDRO-8-THIA-5,7-DIAZA-CYCLOPENTA[A]INDENE-4-ONE 2-AMINO-4,6-DIMETHYL-3-PYRIDINECARBOXAMIDE 6-Aminouracil 2-CHLORO-4-METHYLQUINOLINE-3-CARBONITRILE ETHYL 2-AMINO-4,5-DIMETHYLTHIOPHENE-3-CARBOXYLATE 6-AMINO-2-MERCAPTO-PYRIMIDIN-4-OL Ethyl α-cyanoacrylate instantaneous adhesive 2-AMINO-6-METHYL-4,5,6,7-TETRAHYDRO-BENZO[B]THIOPHENE-3-CARBOXYLIC ACID ETHYL ESTER Ethyl 4-amino-2-(ethylthio)-5-pyrimidinecarboxylate 3-AMINO-2,2-DIMETHYL-1-PROPANOL 2-AMINO-5-ISOPROPYL-THIOPHENE-3-CARBOXYLIC ACID ETHYL ESTER 2-AMINO-4-ETHYL-5-METHYL-THIOPHENE-3-CARBOXYLIC ACID ETHYL ESTER ETHYL(Z)-2-CYANO-3-ETHOXY-2-PROPENOATE Amiloride hydrochloride 5-AMINO-3-METHYL-1H-PYRAZOLE-4-CARBOXYLIC ACID ETHYL ESTER 6-Amino-1-methyluracil 2-FORMAMIDINO-2-PHENYLDIAZOACETAMIDE HYDROCHLORIDE 1-Cyclohexyl-1,2,3,4-tetrahydro-2,4-dioxopyrimidine-5-carbonitrile ,97% 6-HYDROXY-2,4,5-TRIAMINOPYRIMIDINE 6-CHLORO-5-CYANO-4-METHOXYMETHYL-3-NITRO-2-PICOLINE 4-Amino-6-hydroxy-2-mercaptopyrimidine monohydrate ETHYL 5-AMINO-1-PYRIDIN-2-YL-1H-PYRAZOLE-4-CARBOXYLATE GUANINE SULFATE Dacarbazine 2-AMINO-5,6-DIHYDRO-4H-CYCLOPENTA[B]THIOPHENE-3-CARBOXYLIC ACID ETHYL ESTER 6-AMINO-1-METHYL-5-NITROSOURACIL 6-AMINO-3-METHYLURACIL Ethyl 3-ethoxy-3-iminopropionate hydrochloride 5,6-Diamino-1-methyluracil
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Ethyl cyanoacetate Suppliers

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Jiangsu Aikon Biopharmaceutical R&D co.,Ltd.
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