16423-16-8

Usage

Derivation

Derived from naphthalene

Uses

a. Production of fragrances and flavors
b. Solvent in manufacturing perfumes and scented products
c. Intermediate in synthesis of pharmaceuticals
d. Component in industrial cleaning products

Color

Colourless liquid

Odor

Sweet, floral

Solvent Properties

Strong solvency properties

Safety Precautions

a. Harmful if ingested or inhaled
b. Can cause skin and eye irritation
c. Handle with care

Upstream product

• 5988-83-0 cogeijerene 
• 39850-89-0 (4aS,8S)-4a,8-dimethyl-4,4a,5,6,7,8-hexahydro-2(3H)-naphthalenone 
• 2816-57-1 2,6-dimethylcyclohexanone 
• 104823-07-6 (2,6-Dimethyl-cyclohexylidene)-((R)-1-phenyl-ethyl)-amine 
• 52252-49-0 6-hydroxy-4,8a-dimethyl-1,2,3,4,6,7,8,8a-octalin 
• 17990-00-0 (4aα,8β)-4a,8-Dimethyl-4,4a,5,6,7,8-hexahydro-2(3H)-naphthalinon 
• 5173-69-3 r-1,c-4a-dimethylperhydronaphthalen-t-8a-ol 
• 104823-08-7 4-{(S)-1,3-Dimethyl-2-[(E)-(R)-1-phenyl-ethylimino]-cyclohexyl}-butan-2-one 

Relevant academic research and scientific papers

AN EPOXY-TRINORREUDESMANE SESQUITERPENE FROM THE LIVERWORT LOPHOCOLEA BIDENTATA

A new epoxy-trinoreudesmane sesquiterpene, (+)-(4S,4aS,5R,8aS)-trans-4,8a-dimethyl-4a,5-epoxydecalin, was isolated from the liverwort Lophocolea bidentata, collected in northern Germany.The structure of this compound was elucidated by means of spectroscopic methods and by independent synthesis.The configuration was proved by enantioselective gas chromatography.The previously described olefinic precursor was also identified as a constituent. - Key words: Lophocolea bidentata; L. heterophylla; liverworts; sesquiterpenes; epoxy-trinoreudesmane; 4,8a-dimethyl-1,2,3,4,6,7,8,8a-octalin.

ASYMMETRIC MICHAEL-TYPE ALKYLATION OF CHIRAL IMINES. ENANTIOSELECTIVE SYNTHESES OF (-)-GEOSMIN AND TWO OTHER RELATED NATURAL TERPENES, AS WELL AS ENANT-(+)-GEOSMIN

Natural (-)-geosmin 11, (+)-octalone 14 (from Vetiveria zizanioides), and (+)-octalin 15 (from Bazzania fauriana and B. angustifolia) have been prepared in high chemical and enantiomeric yields via the asymmetric process involving Michael-type alkylation of chiral imines 6 and 12.Enant-(+)-geosmin has been also synthesized by the same procedure.