Water Fruit

SyntheticFRUITS, VEGETABLES & NUTSfruity · fresh · green

TopPyramid

4/5Strength

—Tenacity

—Origins

Specimen

Definition

Calone, the watermelon ketone, and the cucumber aldehyde are organic compounds with fresh, watery, melon and cucumber odors.

GREEN FRESH WATERY MARINE

Watermelon ketone, methylbenzodioxepinone, Calone 1951

Type: Ingredient
Olfactive family: Fruity
Subfamily: Green fruits
Cluster: Mixed fruit notes

Instruments

Pyramid

TTop

HHeart

BBase

4/5Strength

High

odour strength

Scent

Calone smells fresh, watery, clean, melon-like, green, marine and ozonic, with a phenolic note. Its odor has an intense sea-breeze note with slight floral and fruit overtones.

trans,cis-2,6-Nonadienal has an odor described as green, fatty, dry, cucumber, violet leaf and melon. Depending on variety, cucumbers may have a mild melon aroma. cis-3-Hexen-1-ol has an intense grassy-green odor of freshly cut green grass and leaves.

In PREMIEREPEAU

DISCOVERY SET7 × 2 ml →EXTRAIT DE PARFUMThe seven extraits →

The Full Story

Calone is a white solid and a derivative of 4-methylcatechol. Its preferred IUPAC name is 7-methyl-2,4-dihydro-3H-1,5-benzodioxepin-3-one.

Chemistry

Calone has the formula C₁₀H₁₀O₃ and a molar mass of 178.187 g/mol. It forms white crystals, flakes or clumps that melt between 35 and 41 °C. Its structure is similar to that of brown algae pheromones such as ectocarpene and distantly related to that of the drug diazepam. It is a doubly unsaturated derivative of nonanal, an α,β-unsaturated aldehyde with an isolated alkene group, and its molar mass is 138.210 g/mol. cis-3-Hexen-1-ol, also known as leaf alcohol, is a colorless oily liquid with the formula C₆H₁₂O. It boils at 156.5 °C, is very slightly soluble in water and dissolves in ethanol and ether. The related aldehyde cis-3-hexenal, or leaf aldehyde, has a similar and even stronger smell but is relatively unstable.

Occurrence

trans,cis-2,6-Nonadienal is a component of the distinctive aroma of cucumbers. It is also found in bread crust and freshly cut watermelon. Nonadienal is formed from α-linolenic acid. Such reactions are typically catalyzed by hydroperoxide lyases. cis-3-Hexen-1-ol is produced in small amounts by most plants. It acts as an attractant to many predatory insects. The global production volume of cis-3-hexen-1-ol is about 3000 tonnes.

Did You Know?

Watermelon fruit is 91% water. Cucumber fruits consist of 95% water.

Extraction & Chemistry

Extraction method

Calone is a compound of synthetic origin.

CAS: 28940-11-6
Appearance: White crystals, flakes or clumps (crystalline powder)
Odour strength: High
Synonyms: Watermelon ketone, methylbenzodioxepinone, Calone 1951

IFRA status

See note

No IFRA Standard for the material itself (51st Amendment)

Physical properties

Boiling point: 267 °C at 99.59 kPa
Melting point: 37.9 °C
Flash point: 100 °C
Refractive index: 1.538

In Perfumery

Calone is used to give the olfactory impression of a fresh seashore through its marine and ozone nuances. The aquatic, oceanic and ozonic fragrance family generally contains Calone or newer synthetics such as Floralozone, Helional or Ambroxan, and it is also used to accent floral, oriental and woody fragrances. cis-3-Hexen-1-ol is used in fragrance formulation to create green, fresh and outdoor-inspired scents.

Role in the formula

01modifier

02blender

03volume builder

04freshness

05lifting agent

Available as

synthetic accord fantasy note