Ethyl cyanoformate Chemical Properties

Boiling point:

115-116 °C (lit.)

Density 

1.003 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.381(lit.)

Flash point:

76 °F

storage temp. 

Inert atmosphere,2-8°C

solubility 

Miscible with chloroform and methanol.

form 

Liquid

Specific Gravity

1.01

color 

Clear colorless

Sensitive 

Moisture Sensitive

BRN 

635955

Exposure limits

NIOSH: IDLH 25 mg/m3

CAS DataBase Reference

623-49-4(CAS DataBase Reference)

NIST Chemistry Reference

NCCOOC2H5(623-49-4)

EPA Substance Registry System

Carbonocyanidic acid, ethyl ester (623-49-4)

Safety Information

Hazard Codes 

T,F

Risk Statements 

10-23/24/25-34-36/37/38

Safety Statements 

26-36/37/39-45-24/25-16-7/9

RIDADR 

UN 3275 6.1/PG 2

WGK Germany 

3

F 

10-19-21

TSCA 

Yes

HazardClass 

6.1

PackingGroup 

II

HS Code 

29269090

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

Ethyl cyanoformate Usage And Synthesis

Chemical Properties

Clear Colourless Liquid

Uses

Ethyl cyanoformate is used as reagent in the preparation of N-substituted amindinoformic acid and ethyl-4-quinazoline -2-carboxylate.

Uses

Ethyl Cyanoformate (cas# 623-49-4) is a compound useful in organic synthesis.

Uses

Ethyl cyanoformate can be used as a cyanide source for the cyanation of:

• Activated olefins in the presence of a titanium catalyst.
• Carbonyl compounds catalyzed by 4-dimethylaminopyridine (DMAP) to yield corresponding cyanohydrin carbonates under metal-free and solvent-free conditions.
• Aldehydes and 2,2,2-trifluoroacetophenone catalyzed by N-heterocyclic carbene (NHC) to yield corresponding cyanohydrins ethyl carbonates.

Application

Ethyl cyanoformate can be used as a cyanide source for the cyanation of:
Activated olefins in the presence of a titanium catalyst.
Carbonyl compounds catalyzed by 4-dimethylaminopyridine (DMAP) to yield corresponding cyanohydrin carbonates under metal-free and solvent-free conditions.
Aldehydes and 2,2,2-trifluoroacetophenone catalyzed by N-heterocyclic carbene (NHC) to yield corresponding cyanohydrins ethyl carbonates.
Ethyl cyanoformate is a general cyanating agent. It can be used in the nucleophilic addition of cyanide to carbonyl compounds, oxidative cyanation of tertiary amines and in the synthesis of β-cyano-substituted acrylates from alkynes.

Purification Methods

Dissolve the cyanoformate in Et2O, dry it over Na2SO4, filter, evaporate and distil it [Malachowsky et al. Chem Ber 70 1016 1937, Adickes et al. J Prakt Chem [2] 133 313 1932, Grundmann et al. Justus Liebigs Ann Chem 577 77 1952]. [Beilstein 2 IV 1862.]

Precautions

Moisture sensitive. Keep the container tightly closed in a dry and well-ventilated place. Incompatible with strong acids, strong bases, strong oxidizing agents and strong reducing agents.

Ethyl cyanoformate(623-49-4)Related Product Information

• Benzocaine
• Trinexapac-ethyl
• ISOXADIFEN-ETHYL
• Ethyl acetate
• Urethane
• Methyl cyanoformate
• Ethyl carbazate
• Ethyl N-cyanoethanimideate
• Ethanol
• Ethyl formate
• Ethyl propiolate
• Triethyl orthoformate
• Ethyl cyanoacetate
• Ethylparaben
• Ethyl acrylate
• BENZYL CYANOFORMATE
• Methyl thioglycolate
• Diethyl cyanomethylphosphonate