Application
Ethyl acetoacetate is a versatile reagent that can be used as a nucleophile in alkylation, conjugate addition and condensation reactions. Some of its applications are:
- Alkylation at the α-carbon of ethyl acetoacetate followed by hydrolysis and decarboxylation can afford a variety of methyl ketones.
- It also undergoes acylation at the α-carbon in the presence of MgCl2 and pyridine to give synthetically important intermediates.
- It can be used in Knoevenagel condensation with aliphatic, aromatic, and heteroaromatic aldehydes to produce α-alkylideneacetoacetates.
Legal Information
ReagentPlus is a registered trademark of Sigma-Aldrich Co. LLC
Molecular Weight: 130.14. Empirical Formula: C6H10O3. linearFormula: CH3COCH2COOC2H5. vapor density: 4.48 (vs air). Quality Level: 200. vapor pressure: 1 mmHg ( 28.5 °C). product line: ReagentPlus®. . Assay: 99%. autoignition temp.: 580 . °F. expl. lim.: 9.5 . %. bp: 181 . °C (lit.). mp: −. 43 . °C (lit.). solubility: water: soluble 130 . g/L at . 20 . °C. density: 1.029 . g/mL . at 20 . °C (lit.). SMILES string: CCOC(: O)CC(C): O. InChI: 1S/C6H10O3/c1-3-9-6(8)4-5(2)7/h3-4H2,1-2H3. InChI key: XYIBRDXRRQCHLP-UHFFFAOYSA-N. Storage Class Code: 10 - Combustible liquids. WGK: WGK 1. Flash Point(F): 164.3 °F - closed cup. Flash Point(C): 73.5 °C - closed cup. Personal Protective Equipment: Eyeshields, Gloves, type ABEK (EN14387) respirator filter.- UPC:
- 12352321
- Condition:
- New
- HazmatClass:
- Yes
- MPN:
- 537349-3KG
- CAS:
- 141-97-9
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