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
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 | n |
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) |
Flame Flammables GHS02 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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