Propiophenone (1-phenyl-1-propanone, ethylphenyl ketone) is a fatty-aromatic ketone, the closest homolog of acetophenone . A colorless liquid with a floral odor, soluble in organic solvents (ethanol, ether, benzene), poorly in water.
| Propiophenone | |
|---|---|
 | |
| General | |
| Traditional names | ethyl phenyl ketone |
| Chem. formula | C 9 H 10 O |
| Physical properties | |
| Molar mass | 134.18 g / mol |
| Density | 1.0087 g / cm³ |
| Thermal properties | |
| T. melt. | 18.6 ° C |
| T. bale. | 218 ° C |
| Optical properties | |
| Refractive index | 1.5342 |
| Structure | |
| Dipole moment | 9.62 · 10-30 Cl · m |
| Classification | |
| Reg. CAS number | 93-55-0 |
| PubChem | |
| Reg. EINECS number | |
| Smiles | |
| Inchi | |
| Chebi | |
| ChemSpider | |
Propiophenone forms azeotropic mixtures with meta - cresol (mp. 218.6 ° C, 83% by weight of propiophenone), para- cresol (mp. 219.7 ° C, 83.8% propiophenone).
By its chemical properties, propiophenone is a typical representative of ketones, easily forming oxime with a hydroxylamine (mp 53-55 ° C) and with hydrazines, hydrazones (2,4-dinitrophenylhydrazone, mp 187-189 ° C).
Like aliphatic and aromatic fatty ketones, propiophenone is easily chlorinated and brominated to the α-position with respect to the carbonyl group.
Synthesis
In industry, propiophenone is obtained by acylation of benzene with propionic acid chloride according to the Friedel-Crafts reaction (yield 84%) or by gas-phase condensation of benzoic and propionic acids at 400-500 ° C in MnO 2 , Fe 2 O 3 , CaCO 3 or TiO 2 .
Application
Propiophenone is an intermediate in the synthesis of certain drugs (for example, ephedrine ). Perfume odor fixer.