Ethyl acetoacetate
SIAL/00410 - puriss. p.a., ≥99.0% (GC)
Synonym: 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
| assay | ≥99.0% (GC) |
| autoignition temp. | 580 °F |
| bp | 181 °C (lit.) |
| cation traces | Al: ≤0.5 mg/kg |
| Ba: ≤0.1 mg/kg | |
| Bi: ≤0.1 mg/kg | |
| Ca: ≤0.5 mg/kg | |
| Cd: ≤0.05 mg/kg | |
| Co: ≤0.02 mg/kg | |
| Cr: ≤0.02 mg/kg | |
| Cu: ≤0.02 mg/kg | |
| Fe: ≤0.1 mg/kg | |
| K: ≤0.5 mg/kg | |
| Li: ≤0.1 mg/kg | |
| Mg: ≤0.1 mg/kg | |
| Mn: ≤0.02 mg/kg | |
| Mo: ≤0.1 mg/kg | |
| Na: ≤0.5 mg/kg | |
| Ni: ≤0.02 mg/kg | |
| Pb: ≤0.1 mg/kg | |
| Sr: ≤0.1 mg/kg | |
| Zn: ≤0.5 mg/kg | |
| density | 1.029 g/mL at 20 °C (lit.) |
| expl. lim. | 9.5 % |
| functional group | ester |
| ketone | |
| grade | puriss. p.a. |
| impurities | ≤0.5% water |
| InChI | 1S/C6H10O3/c1-3-9-6(8)4-5 |
| InChI key | XYIBRDXRRQCHLP-UHFFFAOYSA |
| mp | −43 °C (lit.) |
| Quality Level | 200  |
| refractive index | n |
| 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 can be used as a reactant in the synthesis of: • Knoevenagel condensation products by reacting with α-alkylideneacetoacetate and aliphatic, aromatic, heteroaromatic aldehydes. • Michael adducts, via Michael addition reaction with chalcones and azachalcones in the presence of a base catalyst. • Substituted nicotinic acid derivatives by treating with α, β-unsaturated oximes via Michael addition followed by ring closure reaction. It can be also utilized as a reactant in the transesterification and asymmetric hydrogenation reactions to produce valuable products. |
| WGK Germany | WGK 1 |
| Flash Point(F) | 164.3 °F - closed cup |
| Flash Point(C) | 73.5 °C - closed cup |
| Purity | ≥99.0% (GC) |
| bp | 181 °C (lit.) |
| mp | −43 °C (lit.) |
| Density | 1.029 g/mL at 20 °C (lit.) |
| Refractive Index | n |
| UNSPSC | 12352100 |