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L15379 Ethyl isocyanoacetate, 98%

CAS Number
Isocyanoacetic acid ethyl ester

Stock No. Size Price ($) Quantity Availability
L15379-03 1g 31.30
L15379-06 5g 88.90
L15379-14 25g 306.00
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Ethyl isocyanoacetate, 98%


Chemical Properties

Formula Weight
Boiling Point
Flash Point
Refractive Index
Storage & Sensitivity
Keep Cold. Moisture Sensitive. Light Sensitive.
Miscible with organic solvents. Slightly miscible with water.


Ethyl isocyanoacetate is used in the syntheses of 7-aza-tetrahydroindoles, oxazolines, benzodiazepines, imidazoles and oxazoles. For example, it is involved in the synthesis of 1H-indole-2-carboxylate by condensing with 2-bromo benzenealdehyde using CuI as a catalyst. It is a precursor used in the preparation of ethyl thiazole-4-carboxylate upon reaction with O-ethyl thioformate.


Store in cool place. Moisture and light sensitive. Keep the container tightly closed in a dry and well-ventilated place. Incompatible with strong oxidizing agents and strong bases.

Literature References

Base-catalyzed Michael addition to nitroalkenes provides a route to substituted pyrroles, valuable as intermediates for porphyrin synthesis: J. Chem. Soc., Chem. Commun., 1098 (1985); Tetrahedron, 46, 7483, 7587 (1990); Org. Synth. Coll., 9, 242 (1998).

The method has been extended to nitroaromatics, leading to pyrroles and porphyrins fused with aromatic rings: J. Chem. Soc., Perkin 1, 417 (1996).

The terminal carbon also undergoes nucleophilic attack on an acyl chloride to give an ɑ-keto imidoyl chloride, which cyclizes in base to a 2-acyl-5-ethoxy oxazole: Synth. Commun., 26, 1149 (1996).

Kondratov, I. S.; Dolovanyuk, V. G.; Tolmachova, N. A.; Gerus, I. I.; Bergander, K.; Fröhlich, R.; Haufe, G. Reactions of β-alkoxyvinyl polyfluoroalkyl ketones with ethyl isocyanoacetate and its use for the synthesis of new polyfluoroalkyl pyrroles and pyrrolidines. Org. Biomol. Chem. 2012, 10 (44), 8778-8785.

Baumann, M.; Garcia, A. M. R.; Baxendale, I. R. Flow synthesis of ethyl isocyanoacetate enabling the telescoped synthesis of 1, 2, 4-triazoles and pyrrolo-[1, 2-c] pyrimidines. Org. Biomol. Chem. 2015, 13 (14), 4231-4239.

GHS Hazard and Precautionary Statements

Hazard Statements: H227-H302+H312+H332-H315-H319-H335

Combustible liquid. Harmful if swallowed. Harmful in contact with skin. Harmful if inhaled. Causes skin irritation. Causes serious eye irritation. May cause respiratory irritation.

Precautionary Statements: P210-P235-P261-P264b-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P312-P330-P332+P313-P337+P313-P362-P370+P378q-P501c

Keep away from heat/sparks/open flames/hot surfaces. - No smoking. Keep cool. Avoid breathing dust/fume/gas/mist/vapours/spray. Wash face, hands and any exposed skin thoroughly after handling Do not eat, drink or smoke when using this product. Use only outdoors or in a well-ventilated area. Wear protective gloves/protective clothing/eye protection/face protection. IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell. IF ON SKIN: Wash with plenty of soap and water. IF INHALED: Remove to fresh air and keep at rest in a position comfortable for breathing. IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. Rinse mouth. If skin irritation occurs: Get medical advice/attention. If eye irritation persists: Take off contaminated clothing and wash before reuse. In case of fire: Use CO2, dry chemical, or foam Dispose of contents/ container to an approved waste disposal plant

Other References

Harmonized Tariff Code


  • A10199

    L-Proline, 99%
  • A19394

    1,3-Cyclohexadiene, 96%, stab. with 0.1% BHT
  • H31069

    Methyl isocyanoacetate, 95%
  • L00173

    Trimethylsilyl azide, 94%
  • 43997

    N,N-Dimethylformamide, anhydrous, 99.8%, packaged under Argon in resealable ChemSeal™ bottles

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