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| | Ethyl cyanoformate Basic information |
| | 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.) | | Fp | 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) |
| | Ethyl cyanoformate Usage And Synthesis |
| Chemical Properties | Clear Colourless Liquid | | 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.
| | Uses | Ethyl Cyanoformate (cas# 623-49-4) is a compound useful in organic synthesis. | | 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. |
| | Ethyl cyanoformate Preparation Products And Raw materials |
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