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HomeProduct name listEthyl cyanoformate

Ethyl cyanoformate

  • CAS NO.:623-49-4
  • Empirical Formula: C4H5NO2
  • Molecular Weight: 99.09
  • MDL number: MFCD00001836
  • EINECS: 210-797-9
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-08-21 22:41:43
Ethyl cyanoformate Structural

What is Ethyl cyanoformate?

Chemical properties

Clear Colourless Liquid

The Uses of Ethyl cyanoformate

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

The Uses of Ethyl cyanoformate

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

The Uses of Ethyl cyanoformate

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.

What are the applications of 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.

Properties of Ethyl cyanoformate

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 for Ethyl cyanoformate

Signal word Danger
Pictogram(s)
ghs
Flame
Flammables
GHS02
ghs
Corrosion
Corrosives
GHS05
GHS Hazard Statements H226:Flammable liquids
H314:Skin corrosion/irritation
Precautionary Statement Codes P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.

Computed Descriptors for Ethyl cyanoformate

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