130981-75-8

Upstream product

• 491-07-6 isomenthone 
• 491-07-6 (+/-)-menthone 
• 15356-70-4 menthol 
• 120324-18-7 (4S,7R)-7-Isopropenyl-4-methyl-oxepan-2-one 
• 120324-18-7 (4R,7R)-7-Isopropenyl-4-methyl-oxepan-2-one 
• 1196-31-2 (1R,4R)-(+)-isomenthone 
• 10458-14-7 (2R,5S)-menthone 

Downstream Products

• 1237740-96-3 (R)-1-(2-hydroxyphenyl)-3,7-dimethyloctane-1,6-dione 
• 1237740-97-4 (S)-1-(2-hydroxyphenyl)-3,7-dimethyloctane-1,6-dione 
• 136493-73-7 (R)-3,7-Dimethyl-6-(toluene-4-sulfonyloxy)-octanoic acid methyl ester 

Relevant academic research and scientific papers

The synthesis of menthone by ozonization of menthol

A selective method of oxidation of menthol to menthone by Co(OAc)2-catalyzed ozonization in ethyl acetate or Freon-113 was developed.

Stereoselective syntheses of isomers of 3,7-dimethylnonadecane, a sex pheromone of the alfalfa blotch leafminer (Agromyza frontella (Rondani))

Two related stereoselective syntheses of 3,7-dimethylnonadecane, a sex pheromone of the alfalfa leafminer, are described to show that pulegone can serve as a useful starting material for the preparation of chiral aliphatic isoprenoid compounds.The schemes are designed to place the stereogenic center of pulegone at C.3 in one synthesis and at C.7 in the other so that the optical properties of the products can be compared with one another and with the values calculated using Brewster's rules. Key Words: chiral hydrocarbons, stereoselective synthesis, pheromone, Agromyza frontella.

Structure-Odor Relationships in Monoterpenolactones

Twelve γ-, δ- and ε-monoterpenelactones were synthesized, with seven compounds (5, 6, 7, 8, 13, 13', and 15) being newly formed.The odor of the monoterpenolactones was found to be dependent on the size of their rings and their conformation.Substitution of the equatorial methyl group at C(3) in the δ- and ε-monoterpenolactones with a planar molecular shape was necessary for the monoterpenolactones to produce a pronounced maple-like odor.