Identification | More | [Name]
Ethyl cyanoformate | [CAS]
623-49-4 | [Synonyms]
CYANOFORMIC ACID ETHYL ESTER ETHYL CYANOFORMATE [(Cyanocarbonyl)oxy]ethane C2H5OC(O)CN carbocyanidicacidethylester Carbonocyanidic acid, ethyl ester carbonocyanidicacid,ethylester Formic acid, cyano-, ethyl ester Nitriloaceticacidethylester Ethylcyanoformate,99% Ethoxycarbonyl Cyanide NSC 65347 | [EINECS(EC#)]
210-797-9 | [Molecular Formula]
C4H5NO2 | [MDL Number]
MFCD00001836 | [Molecular Weight]
99.09 | [MOL File]
623-49-4.mol |
Safety Data | Back Directory | [Hazard Codes ]
T,F | [Risk Statements ]
R10:Flammable. R23/24/25:Toxic by inhalation, in contact with skin and if swallowed . R34:Causes burns. R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . S24/25:Avoid contact with skin and eyes . S16:Keep away from sources of ignition-No smoking . S7/9:Keep container tightly closed and in a well-ventilated place . | [RIDADR ]
UN 3275 6.1/PG 2
| [WGK Germany ]
3
| [F ]
10-19-21 | [TSCA ]
Yes | [HazardClass ]
6.1 | [PackingGroup ]
II | [HS Code ]
29269090 |
Hazard Information | Back Directory | [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. | [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. |
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