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Usage

Uses

Used in Fragrance Industry:
(E)&(Z)-4,8-DIMETHYL-3,7-NONADIEN-2-ONE is used as a fragrance ingredient for its pleasant and complex scent profile. Its floral and fruity notes make it suitable for creating various fragrances, including perfumes, colognes, and other scented products.
Used in Flavor Industry:
(E)&(Z)-4,8-DIMETHYL-3,7-NONADIEN-2-ONE is used as a flavoring agent in the food and beverage industry. Its fruity and fresh taste characteristics can enhance the flavor of various products, such as beverages, confectionery, and other food items.
Used in Aromatherapy:
(E)&(Z)-4,8-DIMETHYL-3,7-NONADIEN-2-ONE can be used in aromatherapy for its potential mood-enhancing and relaxing properties. Its pleasant scent may help to create a calming and soothing atmosphere, promoting relaxation and stress relief.

Synthesis

Prepared by the reaction of 8-dimethyl-3,7-nonadien-2-ol in the presence of a catalyst and hydrogen acceptor (alphaamylcinnamaldehyde and aluminum isopropoxide). 8-Dimethyl-3,7-nonadien-2-ol may be synthesized by a Grignard reaction from citral and methylmagnesium chloride.

Upstream product

• 67845-50-5 8-hydroxy-2,6-dimethyl-nona-2,6-diene 
• 1067-71-6 Diethyl (2-oxopropyl)phosphonate 
• 110-93-0 6-Methyl-hept-5-en-2-on 
• 57365-39-6 1-benzenesulfinyl-4,8-dimethyl-nona-3,7-dien-2-ol 

Downstream Products

• 37709-66-3 2,6,6-trimethyl-2-cyclohexenyl methyl ketone 
• 26533-38-0 6-Methyl-3-isopropenyl-5-hepten-2-one 
• 74063-72-2 (t-2-Isopropenyl-c-5-methyl-r-1-cyclopentyl)methylketon 
• 67845-50-5 8-hydroxy-2,6-dimethyl-nona-2,6-diene 
• 1235989-02-2 (S)-4,8-dimethyl-4-phenylnon-7-en-2-one 
• 64810-32-8 Methyl 3-methyl-3-(4-methylpent-3-enyl)oxiran-2-yl ketone 
• 62327-74-6 (3RS,4SR)-3,4-Epoxy-4,8-dimethylnon-7-en-2-one 

Relevant academic research and scientific papers

Pd(II)-hydrotalcite-catalyzed oxidation of alcohols to aldehydes and ketones using atmospheric pressure of air

A heterogenized Pd catalyst, Pd(II)-hydrotalcite (palladium(II) acetate-pyridine supported by hydrotalcite) catalyzes the aerobic oxidation in toluene of a variety of primary and secondary alcohols into the corresponding aldehydes and ketones in high yields using atmospheric pressure of air as a sole oxidant under mild conditions. This catalyst is also effective for the oxidation of allylic alcohols, especially such as geraniol and nerol, without any isomerization of an alkenic part. The catalyst can be easily prepared from all commercially available reagents and reused several times.

Syntheses of Cyclopropyl Silyl Ketones

The synthesis of the cyclopropyl silyl ketones 1-4 is described.The trimethylsilyl ketone 1 was prepared from geraniol ((E)-5) in ca. 10percent overall yield by cyclopropanation leading to 6, CrO3 oxidation to the aldehyde 8, reaction of the latter with trimethylsilyl anion to 14A+B, and CrO3 oxidation to 1.Also for the (t-butyl)dimethylsilyl ketones 2-4, an efficient four-step synthesis with overall yields of 48percent, 85percent, and 13percent, respectively, was elaborated, starting from the allylic alcohols (E)-5, (Z)-5, and 23.The method for the preparation involves as the key step a Wittig rearrangement of the silylalyl ethers ((E/Z)-20, 24) to the silyl alcohols ((E/Z)-21, 25), subsequent cyclopropanation (19A+B, 22A+B, 26), and oxidation to the cyclopropyl silyl ketones 2-4.