84560-01-0

Usage

Chemical Category

Ketones

Physical State

Colorless liquid

Odor

Fruity

Uses

Flavoring agent in food products, fragrance component in perfumes and cosmetics, production of synthetic flavors and fragrances, raw material in the synthesis of other organic compounds

Aroma Description

Strong, sweet, fruity, tropical, pineapple-like

InChI:InChI=1/C10H20O2/c1-8(2)10(12)5-4-9(3)6-7-11/h8-9,11H,4-7H2,1-3H3

Upstream product

• 106-22-9 Citronellol 
• 1564-98-3 (R)-5-((Ξ)-3,3-dimethyl-oxiranyl)-3-methyl-pentan-1-ol 
• 68330-67-6 (4R,7S)-4-methyl-7-(1-methylethyl)oxepan-2-one 
• 619-52-3 (1R)-menth-3-ene 
• 873798-64-2 (3R,6S)-3,7-dimethyloctane-1,6-diol 
• 1564-98-3 6,7-epoxycitronellol 

Downstream Products

• 1117-61-9 (3R)-citronellol 
• 10340-84-8 (R)-8-bromo-2,6-dimethyloct-2-ene 
• 873798-62-0 isopropyl (R)-4-methyl-6-(tosyloxy)hexanoate 
• 873798-61-9 (R)-3,7-dimethyl-1-(tosyloxy)octan-6-one 

Relevant academic research and scientific papers

Synthesis of the promising chiral synthon isopropyl-4R-methyl-6- iodohexanoate from L-(-)-menthol

A synthesis of the promising optically pure synthon isopropyl-4R-methyl-6- iodohexanoate based on ozonolytic transformation of the product of regiospecific dehydratation of L-(-)-menthol, (R)-p-menth-3-ene, into 2,6R-dimethyl-8- hydroxyoctan-3-one was proposed. 2005 Springer Science+Business Media, Inc.

Rearrangements of epoxides of some acyclic terpenoids in acidic media

2,3-Epoxygeraniol undergoes dissimilar rearrangements in contact with liquid superacids at low temperature or on solid superacids at room temperature due to different location of the arising cationic center depending on the superacid character. 2,3-Epoxynerol, 6,7-epoxycitronellol, and 6,7-geranyl acetate on ZrO2SO2-4 afford the corresponding ketones via epoxy ring opening followed by 1,2-hydride shift. With 6,7-geranyl acetate 7-oxanobornane formed as a minor product. The mode of generation of the cationic center (either the olefin protonation or the epoxy ring opening) affects the rearrangement direction at similar conditions.

Some Novel Rearrangements of Monoterpenes with NBS/DMF Reagent

Some novel oxidation products have been obtained during the reaction of citronellol (1), car-3-ene (5), 4-acetyl-car-2-ene and piperitone with N-bromosuccinimide in basic medium.Such products have not been reported earlier under the conditions used.