Calone

Quality 0.50 · 2 views · Updated 2 months ago

Chemical compound

title: "Calone" type: doc version: 1 created: 2026-02-28 author: "Wikipedia contributors" status: active scope: public tags: ["benzodioxepines", "ketones", "perfume-ingredients"] description: "Chemical compound" topic_path: "general/benzodioxepines" source: "https://en.wikipedia.org/wiki/Calone" license: "CC BY-SA 4.0" wikipedia_page_id: 0 wikipedia_revision_id: 0

::summary Chemical compound ::

| ImageFile = Calone V1.svg | ImageSize = 200px | PIN = 7-Methyl-2,4-dihydro-3H-1,5-benzodioxepin-3-one | OtherNames = Calone 1951; Watermelon ketone; Methylbenzodioxepinone |Section1={{Chembox Identifiers | ChemSpiderID = 107218 | InChI = 1/C10H10O3/c1-7-2-3-9-10(4-7)13-6-8(11)5-12-9/h2-4H,5-6H2,1H3 | InChIKey = SWUIQEBPZIHZQS-UHFFFAOYAC | CASNo = 28940-11-6 | CASNo_Ref = | UNII_Ref = | UNII = 0NQ136C313 | PubChem = 120101 | SMILES = O=C1COc2c(OC1)cc(cc2)C |Section2={{Chembox Properties | C=10 | H=10 | O=3 | Appearance = white crystals, flakes or clumps | Density = | MeltingPtC= 35–41 | BoilingPt = | Odor = distinctive | Solubility = }} |Section3={{Chembox Hazards | MainHazards = irritant | FlashPt = | AutoignitionPt = }}

Calone or methylbenzodioxepinone, trade-named Calone 1951, is an organic compound with the formula . A white solid, it is a derivative of 4-methylcatechol. In the fragrance industry it is known as "watermelon ketone" or simply "calone".

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. Calone is similar in structure to brown algae pheromones like ectocarpene and is also distantly related in structure to the benzodiazepine class of sedatives.

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. Swiss company Firmenich later released Cascalone, a sweet, watery version of calone with a transparent floral signature.

References

References

  1. (2016). "Ullmann's Encyclopedia of Industrial Chemistry".
  2. Yudov, Matvey. "Calone: The Air of the 1990s ~ Raw Materials ~ Fragrantica".
  3. C. M. Plummer, R. Gericke, P. Kraft, A. Raynor, J. Froese, T. Hudlicky, T. J. Rook, O. A. H. Jones and H. M. Hϋgel. (4 Dec 2014). "Synthesis of Saturated Benzodioxepinone Analogues: Insight into the Importance of the Aromatic Ring Binding Motif for Marine Odorants". Eur. J. Org. Chem..
  4. "CASCALONE®".

::callout[type=info title="Wikipedia Source"] This article was imported from Wikipedia and is available under the Creative Commons Attribution-ShareAlike 4.0 License. Content has been adapted to SurfDoc format. Original contributors can be found on the article history page. ::

benzodioxepinesketonesperfume-ingredients