Description
4'-Aminopropiophenone is an oxygen-carrying molecule that has been shown to have genotoxic effects. It can be used as a control agent in toxicity studies. 4'-Aminopropiophenone also has locomotor activity in animals and affects the function of neurons. This compound has not yet been tested on humans, but it is suspected that it may have a similar effect on the human body. The analytical method for this compound is based on the spectrophotometric measurement of amines. The test for this compound is done by injecting a dose into an animal and measuring the concentration of creatinine sulfate in its blood sample over time with a spectrophotometer. Radiation can alter the shape of the molecules and change their color, so it must be kept away from this chemical during testing.
Chemical Properties
yellow-brown crystalline powder, scales
Uses
4''-Aminopropiophenone is used in method for preparing high-strength carbon nanotube film by thiol-ene click reaction.
Preparation
The preparation of 4'-aminopropiophenone is as follows:A reaction tube was charged with the 2-aryloxypropanamide (1.0 mmol), potassium hydroxide (56 mg, 1.0 mmol) and DMSO (4 mL). The mixture was heated at 140 C for 3-8 h. The reaction was monitored by TLC. After the reaction period, the reaction mixture was cooled, diluted with saturated brine and extracted with dichloromethane three times. The combined organic layers were washed with three portions of saturated brine and then dried over MgSO4 and filtered. Solvent was removed under reduced pressure. The product was purified through flash column chromatography on 300-400 mesh silica gel with petroleum ether/ethyl acetate as eluent.
General Description
Yellow needles.
Reactivity Profile
4'-AMINOPROPIOPHENONE is simultaneously a ketone and an amine. Neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.
Safety Profile
Poison by ingestion and intraperitoneal routes. Ingestion of large doses can cause cyanosis. A flammable liquid. When heated to decomposition it emits toxic fumes of NOx,.
Purification Methods
Crystallise it from water or aqueous EtOH. The hydrochloride has m 188-189o (aqueous EtOH/HCl drops), and the semicarbazone has m 139-140o (from EtOH/H2O). [Derrick & Bornemann J Am chem. Soc 35 1283 1913, Beilstein 14 H 59, 14 I 375, 14 III 146, 14 IV 139.]
