Mesityl oxide
| Mesityl oxide | |
|---|---|
 |
|
 |
|
 |
|
|
4-methylpent-3-en-2-one |
|
|
Other names
Mesityl oxide |
|
| Identifiers | |
| CAS number | 141-79-7  |
| ChemSpider | 8526 |
| RTECS number | SB4200000 |
| Jmol-3D images | Image 1 |
|
|
|
|
| Properties | |
| Molecular formula | C6H10O |
| Molar mass | 98.14 g mol−1 |
| Appearance | Straw-yellow liquid |
| Density | 0.858 g/cm³ |
| Melting point |
-53 °C, 220 K, -63 °F |
| Boiling point |
129.5 °C, 403 K, 265 °F |
| Solubility in water | Good |
| Solubility in other solvents | Soluble in most organic solvents |
| Refractive index (nD) | 1.442 |
| Hazards | |
| R-phrases | R10 R20/21/22 |
| S-phrases | S25 |
| Main hazards | flammable |
| Flash point | 87 °F (31 °C) |
| Related compounds | |
| Related compounds | diacetone alcohol acetone, benzylideneacetone |
 (verify) (what is:  / ?)Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa) |
|
| Infobox references | |
Mesityl oxide is a α,β-Unsaturated ketone with the formula CH3C(O)CH=C(CH3)2. This compound is a colorless, volatile liquid with a strong peppermint odor.[1]
Contents |
[edit] Synthesis
It is prepared by the aldol condensation of acetone to give diacetone alcohol, which readily dehydrates to give this compound.[2]
Isophorone may be formed under the same conditions of mesityl oxide production, by a Michael addition. The yields of mesityl oxide and isophorone may vary according to reaction conditions during synthesis:
[edit] Uses
Mesityl oxide is used as a solvent and in the production of methyl isobutyl ketone by hydrogenation:
[edit] References
- ^ Merck Index, 11th Edition, 5811
- ^ J. B. Conant and Neal Tuttle (1941), "Mesityl oxide", Org. Synth., http://www.orgsyn.org/orgsyn/orgsyn/prepContent.asp?prep=cv1p0345; Coll. Vol. 1: 345
