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Ethyl cyanoacetate

Product Name
Ethyl cyanoacetate
CAS No.
105-56-6
Chemical Name
Ethyl cyanoacetate
Synonyms
ECYA;CL079;usafkf-25;USAF kf-25;NCCH2COOC2H5;Cyanessigester;Ethylcyanacetat;Ethylcyanoacetat;ethylcyanacetate;2-cyanobutanoate
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 (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
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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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H312Harmful in contact with skin

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.00882
Product name
Ethyl cyanoacetate
Purity
for synthesis
Packaging
100 mL
Price
$22.01
Updated
2021/12/16
Sigma-Aldrich
Product number
E18425
Product name
Ethyl cyanoacetate
Purity
≥98%
Packaging
5g
Price
$35.3
Updated
2021/12/16
Sigma-Aldrich
Product number
E18425
Product name
Ethyl cyanoacetate
Purity
≥98%
Packaging
1kg
Price
$91.4
Updated
2021/12/16
Sigma-Aldrich
Product number
E18425
Product name
Ethyl cyanoacetate
Purity
≥98%
Packaging
250g
Price
$44.6
Updated
2021/03/22
Sigma-Aldrich
Product number
8.00882
Product name
Ethyl cyanoacetate for synthesis. CAS 105-56-6, EC Number 203-309-0, chemical formula NCCH COOC H ., for synthesis
Packaging
8008820100
Price
$23
Updated
2020/08/18
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Ethyl cyanoacetate Chemical Properties,Usage,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.

Application

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.

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

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

Nanjing jianuolin Photoelectric Technology Co., Ltd
Tel
Fax
025-83587982
Email
hangxiaochun@sina.com
Country
China
ProdList
231
Advantage
58
Nanjing Xiezun Chemical Co., Ltd.
Tel
025-85620080
Fax
025-85620080
Email
1919348357@qq.com;
Country
China
ProdList
25
Advantage
60
Wuhan Yuqing Jiaheng Pharmaceutical Co., Ltd.
Tel
027-83855312
Email
2668571332@qq.com
Country
China
ProdList
2304
Advantage
58
J & K SCIENTIFIC LTD.
Tel
010-82848833- ;010-82848833
Fax
86-10-82849933
Email
jkinfo@jkchemical.com;market6@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
+86-021-61259100
Fax
86-21-61259102
Email
int02@meryer.com
Country
China
ProdList
40264
Advantage
62
Beijing Donghualituo Techonlogy Development Co.,Ltd.
Tel
010-88425576
Fax
(+86)-10-88425546
Email
sales@dhltchem.com
Country
China
ProdList
794
Advantage
59
Alfa Aesar
Tel
400-610-6006; 021-67582000
Fax
021-67582001/03/05
Email
saleschina@alfa-asia.com
Country
China
ProdList
30159
Advantage
84
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386 / 800-988-0390
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24555
Advantage
81
ShangHai DEMO Chemical Co.,Ltd
Tel
400-021-7337 qq:2355568890
Fax
0086-21-50182339
Email
sales@demochem.com; export1@demochem.com
Country
China
ProdList
2582
Advantage
57
Beijing dtftchem Technology Co., Ltd.
Tel
010-60275820
Fax
010-60270825
Email
elainezt@sina.com
Country
China
ProdList
1401
Advantage
62
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View Lastest Price from Ethyl cyanoacetate manufacturers

Wuhan wingroup Pharmaceutical Co., Ltd
Product
Ethyl cyanoacetate 105-56-6
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
20 tons
Release date
2021-07-07
Wuhan Monad Medicine Tech Co.,LTD
Product
Ethyl cyanoacetate 105-56-6
Price
US $10.00/Kg/Bag
Min. Order
1Kg/Bag
Purity
99%min
Supply Ability
2000
Release date
2021-04-16
Zhuozhou Wenxi import and Export Co., Ltd
Product
Ethyl cyanoacetate 105-56-6
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-10

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