Ethyl cyanoacetate
- Product Name
- 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
- Formula Weight
- 113.11
- MOL File
- 105-56-6.mol
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
- 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)
- NIST Chemistry Reference
- Acetic acid, cyano-, ethyl ester(105-56-6)
- EPA Substance Registry System
- Ethyl cyanoacetate (105-56-6)
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
- F
- 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
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H319Causes serious eye irritation
- Precautionary statements
-
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P337+P313IF eye irritation persists: Get medical advice/attention.
N-Bromosuccinimide Price
- Product number
- E18425
- Product name
- Ethyl cyanoacetate
- Purity
- ≥98%
- Packaging
- 5g
- Price
- $45.9
- Updated
- 2024/03/01
- Product number
- E18425
- Product name
- Ethyl cyanoacetate
- Purity
- ≥98%
- Packaging
- 1kg
- Price
- $71.4
- Updated
- 2024/03/01
- Product number
- C0441
- Product name
- Ethyl Cyanoacetate
- Purity
- >99.0%(GC)
- Packaging
- 25g
- Price
- $20
- Updated
- 2024/03/01
- Product number
- C0441
- Product name
- Ethyl Cyanoacetate
- Purity
- >99.0%(GC)
- Packaging
- 500g
- Price
- $51
- Updated
- 2024/03/01
- Product number
- A11498
- Product name
- Ethyl cyanoacetate, 98+%
- Packaging
- 500g
- Price
- $58.4
- Updated
- 2024/03/01
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.
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.
References
[1] Wohlfarth, C. “Viscosity of ethyl cyanoacetate.” 1900. 0.、
[2] A. C. Cope, E. M. Hancock. “Ethyl (1‐Ethylpropylidene)cyanoacetate.” Organic Syntheses 38 1 (2003): 46–46.
[3] Ismailov, V.M. et al. “SYNTHESIS BASED ON ETHYL CYANOACETATE.” Kimya probleml?ri 86 1 (2023): 0.
[4] T.R. Kasturi, A. Srinivasan. “A revised structure for the condensation product of 2-carbethoxycyclopentanone and ethyl cyanoacetate.” Tetrahedron 22 8 (1966): Pages 2575-2580.
[5] Akram Ranjbar Derranji, Mohammad Anary-Abbasinejad. “An efficient synthesis of 4,5-disubstituted 1,2,3-triazoles by three-component reaction between sodium azide, ethyl cyanoacetate or malonitrile and arylglyoxals.” Synthetic Communications 54 6 (2024): Pages 471-477.
Ethyl cyanoacetate Preparation Products And Raw materials
Raw materials
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View Lastest Price from Ethyl cyanoacetate manufacturers
- Product
- Ethyl cyanoacetate 105-56-6
- Price
- US $1.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 10 mt
- Release date
- 2024-11-20
- Product
- Ethyl cyanoacetate 105-56-6
- Price
- US $10.00/KG
- Min. Order
- 1KG
- Purity
- 99.8%
- Supply Ability
- 10000kg
- Release date
- 2024-08-23
- Product
- Ethyl cyanoacetate 105-56-6
- Price
- US $0.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10000
- Release date
- 2023-04-27