Methyl acetoacetate CAS#105-45-3
Versatile Synthetic Reagent: Widely used in pharmaceutical synthesis and various organic reactions.
Key Role in Named Reactions: Participates in the Biginelli reaction, enabling the formation of valuable dihydropyrimidinone compounds.
Broad Derivative Formation: Supports the synthesis of diverse compounds such as pyrazole, pyrimidine, and coumarin derivatives.
Flexible Chemical Functionality: Suitable for producing α-substituted acetoacetic esters and cyclic structures, enhancing application versatility.
Product Description: Methyl Acetoacetate (CAS# 105-45-3)
Methyl acetoacetate is a chemical reagent widely used in pharmaceutical synthesis. It participates in the Biginelli reaction, enabling the formation of compounds such as dihydropyrimidinones. In addition, methyl acetoacetate (MAA) is utilized in the preparation of α-substituted acetoacetic esters and various cyclic compounds, including pyrazole, pyrimidine, and coumarin derivatives.
Methyl acetoacetate Chemical Properties
| Melting point | -80 °C (lit.) |
| Boiling point | 169-170 °C/70 mmHg (lit.) |
| density | 1.076 g/mL at 25 °C (lit.) |
| vapor density | 4 (vs air) |
| vapor pressure | 1 hPa (20 °C) |
| refractive index | n20/D 1.419(lit.) |
| Fp | 158 °F |
| storage temp. | 2-8°C |
| solubility | 460 g/L (20°C) |
| pka | 10.67±0.46(Predicted) |
| form | Liquid |
| color | APHA: ≤20 |
| Odor | at 100.00 %. fresh fruity citrus green |
| PH | 3.8 (863g/l, H2O, 20℃) |
| Odor Type | fruity |
| explosive limit | 1.3-14.2%(V) |
| Water Solubility | 460 g/L (20 ºC) |
| Merck | 146009 |
| BRN | 506727 |
| Cosmetics Ingredients Functions | PERFUMING |
| InChI | 1S/C5H8O3/c1-4(6)3-5(7)8-2/h3H2,1-2H3 |
| InChIKey | WRQNANDWMGAFTP-UHFFFAOYSA-N |
| SMILES | COC(=O)CC(C)=O |
| LogP | 0.185 (est) |
| CAS DataBase Reference | 105-45-3(CAS DataBase Reference) |
| NIST Chemistry Reference | Butanoic acid, 3-oxo-, methyl ester(105-45-3) |
| EPA Substance Registry System | Methyl acetoacetate (105-45-3) |
Safety Information
| Hazard Codes | Xi |
| Risk Statements | 36 |
| Safety Statements | 26 |
| RIDADR | NA1993 |
| WGK Germany | 1 |
| RTECS | AK5775000 |
| Autoignition Temperature | 536 °F |
| TSCA | TSCA listed |
| HazardClass | CBL |
| HS Code | 29183000 |
| Storage Class | 10 - Combustible liquids |
| Hazard Classifications | Eye Dam. 1 |
| Hazardous Substances Data | 105-45-3(Hazardous Substances Data) |
| Toxicity | LD50 orally in rats: 3.0 g/kg (Smyth, Carpenter) |
Product Application: Methyl Acetoacetate (CAS# 105-45-3)
Methyl acetoacetate (MAA) is used in a variety of applications. It serves as a chemical reagent in organic synthesis and can also function as a solvent for cellulose ethers. It is utilized as an intermediate in the preparation of organic compounds, including the synthesis of nifedipine. In addition, it is applied as a food additive, acting as an amine-protecting agent for synthetic sweeteners. MAA is also used as a pharmaceutical raw material in the production of antibiotics.
