Jasmolactone

SyntheticPOPULAR & WEIRDfloral · fruity · sweet

HeartPyramid

—Strength

—Tenacity

—Origins

Specimen

Definition

Jasmolactone is a synthetic delta-lactone. Its odour is floral and jasmine petal-like, with a delicate fruitiness reminiscent of peach, apricot and coconut milk.

FLORAL FRUITY CREAMY WAXY TROPICAL

8-Decen-5-olide, petal pyranone, 6-(pent-3-en-1-yl)oxan-2-one

Type: Ingredient
Olfactive family: Florals
Subfamily: Fruity florals
Cluster: Classic florals
Source: Synthetic molecule
Chemical class: delta-lactone (2-pyranone)

Instruments

Pyramid

TTop

HHeart

BBase

Scent

A very rich and natural floral lactone with a jasmine petal-like character. Its delicate fruitiness is reminiscent of peach, apricot and coconut milk. The aroma is also described as oily, fruity, floral petal, jasmin, peach and apricot. It is creamy and slightly waxy-fatty, with a soft tropical floral radiance. Celery is listed among its technical descriptors.

In PREMIEREPEAU

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

The Full Story

What it is

Jasmolactone is a member of the class of 2-pyranones: tetrahydro-2H-pyran-2-one carrying a pent-2-en-5-yl group at position 6.

Chemistry

Chemically, jasmolactone is 5-hydroxy-8-decenoic acid delta-lactone. Its IUPAC name is 6-(pent-3-en-1-yl)oxan-2-one. The (E) form is named 6-[(E)-pent-3-enyl]oxan-2-one.

Lactones are formed by lactonization, the intramolecular esterification of the corresponding hydroxycarboxylic acids. The prefix delta marks a six-membered lactone ring. Both (E)-jasmolactone and (Z)-jasmolactone are classed as forms of jasmolactone. Jasmolactone is insoluble in water and soluble in alcohol.

The lactone family

Lactones are cyclic carboxylic esters derived from the corresponding hydroxycarboxylic acids. They contribute significantly to the flavour of fruit and of dairy products, and are therefore used as flavours and fragrances. δ-Decalactone, for example, has a creamy coconut and peach flavour.

Occurrence

Jasmolactone is recorded as a plant metabolite of Jasminum multiflorum.

Related molecule

Jasminlactone is a different molecule, (Z)-7-decen-5-olide, with the CAS number 25524-95-2. Jasminlactone is more floral and less fruity-lactonic than Jasmolactone Delta.

Safety and regulation

A safety assessment of the material found it not genotoxic. It is not expected to be phototoxic or photoallergenic. It was found not to be persistent, bioaccumulative and toxic under the IFRA Environmental Standards. The Joint FAO/WHO Expert Committee on Food Additives found no safety concern at current levels of intake when it is used as a flavouring agent. Exposure is below the Threshold of Toxicological Concern for a Cramer Class II material for repeated dose, reproductive and local respiratory toxicity. Read-across to the related 5-hydroxy-7-decenoic acid δ-lactone shows no skin sensitization concern at current declared levels of use. Hazard notifications classify it as Eye Irritation category 2 in 80.2% of cases.

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Extraction & Chemistry

Extraction method

Jasmolactone is made by chemical synthesis.

Formula: C₁₀H₁₆O₂
CAS: 32764-98-0
Appearance: colorless to pale yellow clear liquid
Synonyms: 8-Decen-5-olide, petal pyranone, 6-(pent-3-en-1-yl)oxan-2-one

IFRA status

See note

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

Physical properties

Boiling point: 300.00 °C. @ 760.00 mm Hg
Flash point: 110 °C / 230 °F
Specific gravity: 0.97200 to 0.97800 @ 25.00 °C.
Refractive index: 1.46200 to 1.46800 @ 20.00 °C.

In Perfumery

In fine fragrance it is a heart note. It has a complementary effect with jasmine notes and is effective at relatively low concentrations between 0.1 to 1%. It is used as a flavouring agent and as an ingredient in perfumes. Its FEMA flavour profile is floral.

Role in the formula

01blender

02modifier

Available as

standard form