28624-23-9

Usage

Uses

Used in Fragrance Industry:
Patchouli alcohol is used as a fixative and base note in the fragrance industry for its characteristic musky, woody odor. It helps to provide a lasting scent in perfumes and is also used in the production of scented products like soaps, candles, and air fresheners.
Used in Traditional Medicine:
Patchouli alcohol is utilized in traditional medicine for its potential therapeutic benefits, including its anti-inflammatory and antidepressant effects. Its antimicrobial properties also contribute to its use in various medicinal applications.
Used in Antimicrobial Applications:
Due to its antimicrobial properties, [S,(-)]-2,3,4,4a,5,6-Hexahydro-1,4a-dimethyl-7-(1-methylethyl)naphthalene is used as a natural preservative and antimicrobial agent in various industries, such as cosmetics and personal care products, to prevent the growth of harmful microorganisms and extend the shelf life of products.

InChI:InChI=1/C15H24/c1-11(2)13-7-9-15(4)8-5-6-12(3)14(15)10-13/h10-11H,5-9H2,1-4H3

Upstream product

• 63891-61-2 (+)-rosifoliol 
• 4128-17-0 (2E,6E)-farnesyl acetate 
• 85611-33-2 (E)-3,7,11-trimethyldodeca-1,6,10-trien-3-yl acetate 
• 108-24-7 acetic anhydride 
• 3879-60-5 2E,6Z-farnesol 
• 24163-98-2 3,7,11-trimethyl-2E,6Z,10-dodecatrienyl ethanoate 
• 20576-56-1 (2E,6E)-10,11-dihydrofarnesol 
• 317819-88-8 isogermacrene D 
• 105453-16-5 germacrene D 

Relevant academic research and scientific papers

Volatile constituents in the liverwort Tritomaria polita

The essential oil of the liverwort Tritomaria polita, collected in Oetztal/Tyrol (Austria), was investigated by chromatographic and spectroscopic methods. Several new compounds were isolated by preparative gas chromatography (GC) and their structures inve

Sesquiterpene Cyclizations inside the Hexameric Resorcinarene Capsule: Total Synthesis of δ-Selinene and Mechanistic Studies

The synthesis of terpene natural products remains a challenging task due to the enormous structural diversity in this class of compounds. Synthetic catalysts are unable to reproduce the tail-to-head terpene cyclization of cyclase enzymes, which create this diversity from just a few simple linear terpene substrates. Recently, supramolecular structures have emerged as promising enzyme mimetics. In the present study, the hexameric resorcinarene capsule was utilized as an artificial cyclase to catalyze the cyclization of sesquiterpenes. With the cyclization reaction as the key step, the first total synthesis of the sesquiterpene natural product δ-selinene was achieved. This represents the first total synthesis of a sesquiterpene natural product that is based on the cyclization of a linear terpene precursor inside a supramolecular catalyst. To elucidate the reaction mechanism, detailed kinetic studies and kinetic isotope measurements were performed. Surprisingly, the obtained kinetic data indicated that a rate-limiting encapsulation step is operational in the cyclization of sesquiterpenes.

The role of germacrene D as a precursor in sesquiterpene biosynthesis: Investigations of acid catalyzed, photochemically and thermally induced rearrangements

Germacrene D is considered as a precursor of many sesquiterpene hydrocarbons. We have investigated the acid catalyzed as well as the photochemically and thermally induced rearrangement processes of germacrene D isolated from several Solidago species, which contain both enantiomers of germacrene D. Enantiomeric mixtures of sesquiterpenes of the cadinane, eudesmane (selinane), oppositane, axane, isodaucane, and bourbonane group as well as isogermacrene D were identified as main products and made available as reference compounds for structure investigations and stereochemical assignments of plant constituents. δ-Amorphene, one of the rearrangement products, was identified as a natural product for the first time. The absolute configuration of γ-amorphene was revised by correlation with the absolute configuration of germacrene D. The mechanisms of the rearrangement reactions are discussed. (C) 2000 Elsevier Science Ltd.

Rearrangement of Rosifoliol Epoxides: Transformation of Eudesmane to Valencane Sesquiterpene Types

A study has been made of the rearrangement of derivatives of the eudesmane sesquiterpene, (+)-rosifoliol (3), to valencane structures.This biogenetically significant methyl migration has been accomplished via Lewis acid-catalysed epoxide opening.