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γ-Octalactone

γ-Octalactone structure

γ-Octalactone 

structure
  • CAS No:

    104-50-7

  • Formula:

    C8H14O2

  • Chemical Name:

    γ-Octalactone

  • Synonyms:

    2(3H)-Furanone,5-butyldihydro-;Octanoic acid,4-hydroxy-,γ-lactone;Octanoic acid,4-hydroxy-,lactone;Caprylic acid,γ-hydroxy-,lactone;5-Butyldihydro-2(3H)-furanone;γ-Octalactone;γ-Butyl-γ-butyrolactone;γ-Butylbutyrolactone;4-Butyl-γ-butyrolactone;4-Hydroxyoctanoic acid lactone;γ-Octanolactone;4-Octanolide;5-Butyl-1-oxacyclopentan-2-one;5-Butyltetrahydro-2-furanone;(±)-4-n-Butylbutyrolactone;(RS)-γ-Octalactone;(±)-γ-Octalactone;NSC 24270;NSC 26509;γ-Caprylolactone;57084-15-8

  • Categories:

    Cosmetic Ingredient  >  Perfuming

Description

colourless to slightly yellow liquid with a sweet, coconut, fruity odour


Gamma-octalactone is a gamma-lactone that is oxolan-2-one substituted by a butyl group at position 5. It is a volatile compound found in peaches, mangoes, beef and ham. It has a role as a fungal metabolite, a mouse metabolite, a mammalian metabolite, an insect attractant, a plant metabolite and a flavouring agent. It is a gamma-lactone, a tetrahydrofuranone and a volatile organic compound.

γ-Octalactone Basic Attributes

142.2

142.20

203-208-1

26509|24270

DTXSID1047609

Characteristics

26.3

1.6

Clear colorless Liquid

0.9796 g/cm3 @ Temp: 19 °C

91 °C @ Solvent: Ethanol

132-133 °C @ Press: 20 Torr

>230 °F

1.441

soluble in alcohol and slightly soluble in water

Keep container closed when not in use. Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

0.0408mmHg at 25°C

Safety Information

NONH for all modes of transport

1

38

26-37/39-36/37/39

LU3562000

Xi

Stable under normal temperatures and pressures.

P264, P280, P302+P352, P321, P332+P313, P362

H315

Not Classified

Drug Information

(R)-4-octanolide

γ-Octalactone Use and Manufacturing

Methods of Manufacturing

It is formed by reacting 1, 2-epoxyhexane with sodium malonate, then saponification and lactonization.

Uses

Suitable for heavy floral fragrances such as gardenia, tuberose, hyacinth and even lily fragrance. Can also be used as a modifier or coumarin substitute, used in the fragrance of incense, lavender and herbs. It can also be used in coconut, nut, cream, vanilla bean, cheese caramel, rum and other food flavors.

Production

< 25,000 lb

2(3H)-Furanone, 5-butyldihydro-: ACTIVE

EPA Safer Chemical Functional Use Classes -> Fragrances|Safer Chemical Classes -> Green half-circle - The chemical is expected to be of low concern|Food additives -> Flavoring Agents|Flavoring Agents -> JECFA Flavorings Index|Fatty Acyls [FA] -> Fatty esters [FA07] -> Lactones [FA0704]

Flavoring Agents

Computed Properties

Molecular Weight:142.20
XLogP3:1.6
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:3
Exact Mass:142.099379685
Monoisotopic Mass:142.099379685
Topological Polar Surface Area:26.3
Heavy Atom Count:10
Complexity:120
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Material

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