Ethyl acetoacetate
ALDRICH/537349 - ReagentPlus®, 99%
Synonym: EAA; Ethyl 3-oxobutanoate; Acetoacetic ester
CAS Number: 141-97-9
Empirical Formula (Hill Notation): C6H10O3
Molecular Weight: 130.14
EC Number: 205-516-1
MDL Number: MFCD00009199
Linear Formula: CH3COCH2COOC2H5
Product Type: Chemical
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material. This image depicts SKU: 537349-1KG.
| assay | 99% |
| autoignition temp. | 580 °F |
| bp | 181 °C (lit.) |
| density | 1.029 g/mL at 20 °C (lit.) |
| expl. lim. | 9.5 % |
| functional group | ester |
| ketone | |
| InChI | 1S/C6H10O3/c1-3-9-6(8)4-5 |
| InChI key | XYIBRDXRRQCHLP-UHFFFAOYSA |
| mp | −43 °C (lit.) |
| product line | ReagentPlus® |
| Quality Level | 200  |
| SMILES string | CCOC(=O)CC(C)=O |
| solubility | water: soluble 130 g/L at 20 °C |
| vapor density | 4.48 (vs air) |
| vapor pressure | 1 mmHg ( 28.5 °C) |
| 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 Merck KGaA, Darmstadt, Germany |
| Packaging: | 1, 3 kg in poly bottle |
| WGK Germany | WGK 1 |
| Flash Point(F) | 164.3 °F - closed cup |
| Flash Point(C) | 73.5 °C - closed cup |
| Purity | 99% |
| bp | 181 °C (lit.) |
| mp | −43 °C (lit.) |
| Density | 1.029 g/mL at 20 °C (lit.) |
| UNSPSC | 12352100 |