Calone
Chemical compound
From Wikipedia, the free encyclopedia
Calone or methylbenzodioxepinone, trade-named Calone 1951, is an organic compound with the formula CH3C6H3(OCH2)2CO. A white solid, it is a derivative of 4-methylcatechol. In the fragrance industry it is known as "watermelon ketone" or simply "calone".[1]
| |
| Names | |
|---|---|
| Preferred IUPAC name
7-Methyl-2,4-dihydro-3H-1,5-benzodioxepin-3-one | |
| Other names
Calone 1951; Watermelon ketone; Methylbenzodioxepinone | |
| Identifiers | |
3D model (JSmol) |
|
| ChemSpider | |
| ECHA InfoCard | 100.044.823 |
PubChem CID |
|
| UNII | |
CompTox Dashboard (EPA) |
|
| |
| |
| Properties | |
| C10H10O3 | |
| Molar mass | 178.187 g·mol−1 |
| Appearance | white crystals, flakes or clumps |
| Odor | distinctive |
| Melting point | 35–41 °C (95–106 °F; 308–314 K) |
| Hazards | |
| Occupational safety and health (OHS/OSH): | |
Main hazards |
irritant |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
| |
It was discovered by Pfizer in 1966. It is used to give the olfactory impression of a fresh seashore through the marine and ozone nuances (specifically, as fresh, watery, clean, melon, green, marine, and ozone).[2] Calone is similar in structure to brown algae pheromones like ectocarpene and is also distantly related in structure to the benzodiazepine class of sedatives.[3]
Calone is an unusual chemical compound which has an intense "sea-breeze" note with slight floral and fruit overtones. It has been used as a scent component since the 1980s for its watery, fresh, ozone accords, and as a more dominant note in several perfumes of the marine trend, beginning in the 1990s. In 2014, Plummer et al. reported the synthesis and fragrance properties of several related aliphatic analogues.[4] Swiss company Firmenich later released Cascalone, a sweet, watery version of calone with a transparent floral signature.[5]