Isolongifolanone

Isolongifolanone is a mixture of isomer liquid with persistent woody and earthy odors, and it smells like the odor of patchouli and rock orchid. There are two preparation methods. One is to isomerize longifolene, the sesquiterpenes composition of heavy turpentine oil, into Isolongifolene under acidic conditions, and then through Hydrogen peroxide oxidation reaction in the presence of formic acid to produce Isolongifolanone. The other preparation process of Isolongifolanone is to oxidize low concentration hydrogen peroxide in the presence of formic acid. It is widely used in fragrance formulation.

According to U.S. Patent No.3718698 that Isolongifolanone can be oxidized with sodium dichromate in acetic acid to provide a mixture of saturated and unsaturated ketones. It was further suggested in this Netherlands specification that the mixture of compounds so obtained could be used in perfume compositions. The mixture so formed contained relatively small amounts of saturated ketone.

The other process is the preparation of a sesquiterpene ketone, e.g. cedranone, isolongifolanone and thujopsanone, wherein a C15H24 sesquiterpene hydrocarbon having an endocyclic double bond, e.g. cedrene, isolongifolene and thujopsene, is reacted with hydrogen peroxide in the presence of a C1-5 alkyl formate. ( learn more about U.K.Patent No.1434035 )

Substance Identification

Synonyms Piconia | Timberone | Valanone B | Isolongifolene Ketone
CAS 23787-90-8
EINECS 245-890-3
FEMA N/A
HS.CODE 291429
Molecular Formula C15H24O
Moleclar Weight 220.36

Toxicological Information

LD50 oral, rat 5g/kg min
LD50 dermal, rabbit 5g/kg min

Application & Uses

  • used in flavor formula of daily products, such as perfume soap, cosmetics
  • used as an important synthetic intermediate of Acetyl Isolongifolene, Picomate, Isolongifolene and other ambergris flavors
  • used as a bridged core to prepare a chiral ligand for the estrogen receptor to prevent and treat breast cancer, and for menopausal hormone replacement
  • used as a natural insecticide and pesticide
  • used as sesquiterpene repellent of ticks and mosquitoes

Sales Specification

ITEM VALUE
Appearance Light yellow liquid
Refractive Index, @ n20/D 1.498
Relative Density, @ d25/25 0.928
Content of ketone, % 80 min

Package

  • Galvanized Iron Drum, 180kg net each

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GHS Hazard Statements

H-Code H315/401/411
P-Code P264/280/261/272/273
Response P302+P352 P321 P332+P313 P362+P364 P333+P313 P391
Storage no data available
Disposal P501

Storage

  • containers which are opened must be carefully resealed and kept upright to prevent leakage
  • keep container tightly closed in a dry and well-ventilated place
  • store in cool place

Remark

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