1604-34-8

Usage

Uses

Used in Fragrance Industry:
6,10-dimethylundecan-2-one is used as a fragrance ingredient for its ability to impart a fresh and citrusy scent to perfumes, colognes, and other personal care products. Its strong, sweet, and floral aroma makes it a popular choice for enhancing the olfactory appeal of various consumer products.
Used in Flavor Manufacturing:
In the flavor industry, 6,10-dimethylundecan-2-one serves as a key component in creating natural and artificial flavors. Its unique scent profile contributes to the development of flavors for food and beverage products, adding a refreshing and citrusy note.
Used in Insect Repellent Production:
6,10-dimethylundecan-2-one is utilized in the production of insect repellents due to its similarity to the natural insect repellent properties of citronella. Its incorporation into repellent formulations helps to deter insects, making it a valuable component in personal and environmental protection against biting insects.
Used in Consumer Product Safety:
6,10-dimethylundecan-2-one is considered a safe ingredient when used in small concentrations in consumer products. Its safety profile allows for its widespread use across various industries without posing significant health risks to consumers.

Upstream product

• 689-66-7 6,10-dimethyl-undec-5-en-2-one 
• 141-10-6 pseudoionone 
• 3796-70-1 trans geranyl acetone 
• 10236-11-0 ethyl-5,9-dimethyldec-2-anoate 
• 67-68-5 dimethyl sulfoxide 
• 4984-01-4 3,7-dimethyl-oct-1-ene 
• 67-64-1 acetone 
• 64708-52-7 4-isopropenyl-3,7-dimethyl-1-octyn-6-en-3-ol 
• 53779-37-6 (5E,8E)-6,10-Dimethyl-undeca-5,8,10-trien-2-one 
• 71092-37-0 (10S,11R)-10,11-dihydroxy-2,6,10,14-tetramethylhexadecane 
• 105553-49-9 (E)-10-Methyl-6-methylene-undeca-8,10-dien-2-one 
• 55627-34-4 10,10-Ethylendioxy-6-hydroxy-2,6-dimethyl-2-undecen 
• 72420-53-2 3-chloro-2-methyl-6-methylene-1,7-octadiene 
• 107841-93-0 2-methyl-6-methylene-1,3(E),7-octatriene 

Downstream Products

• 130678-24-9 (4R,5R)-2<(RS)-4,8-Dimethylnonyl>-2,4,5-trimethyl-1,3-dioxolan 
• 38713-13-2 6,10-Dimethylundecan-2-ol 
• 3625-46-5 3,7,11-trimethyl-dodec-1-en-3-ol 
• 170728-14-0 6-benzyloxy-2-(4,8-dimethylnonanyl)-2,5,7-trimethylchroman 
• 170728-20-8 6-benzyloxy-8-bromo-2-(4,8-dimethylnonanyl)-2,5,7-trimethylchroman 
• 170728-24-2 6-benzyloxy-2-(4,8-dimethylnonanyl)-2,5,7-trimethylchroman-8-carboxylic acid 
• 130678-31-8 (4S,5S)-4,5-Bis<<<(methyl)diphenylsilyl>oxy>methyl>-2-<(RS)-4,8-dimethylnonyl>-2-methyl-1,3-dioxolan 
• 7278-65-1 3,7,11-trimethyldodecanol-3 
• 111936-57-3 3-(3,5-dinitro-benzoyloxy)-3,7,11-trimethyl-dodec-1-yne 
• 7541-49-3 3,7,11,15-tetramethyl-2-hexadecen-1-ol 
• 111-01-3 2,6,10,15,19,23-hexamethyltetracosane 
• 157383-27-2 2-benzyloxy-6,10,14-trimethyl-4-pentadecyn-6-ol 
• 3891-98-3 2,6,10-trimethyldodecane 
• 1604-32-6 6,10,14-trimethylpentadeca-3,5-diene-2-one 

Relevant academic research and scientific papers

Regioselective pinacol rearrangement of unsymmetrical cyclobutane-1,2-diols

Hydroxy-sulfone 34b, prepared as a mixture of trans and cis isomers by condensing the O-silyl derivative 18c of 2-hydroxy-2-methyl-cyclobutanone 18b-the Norrish II photocyclisation product of 2,3-pentanedione 21- and methyl phenyl sulfone 33 was found to rearrange selectively either to the cyclo-propanic β-ketosulfone 37 or the isomeric methyl ketone 38 by using, respectively, the tosyl fluoride/DBU and the DAST reagent. The potential of this methodology has been illustrated by a synthesis of phytal 1 from geranylacetone 46, and by the preparation from 3,4-hexanedione 51 and prenol 56-via the cyclopropanic β-ketosulfone 54 (X-ray)-of an advanced fragment of the juvenile hormone molecule 59.

Stepwise hydrogenation of specific isoprenoids

The present invention relates to a stepwise hydrogenation of specific isoprenoids of formula using a specific catalyst.

PROCESS OF ASYMMETRIC HYDROGENATION OF KETALS AND ACETALS

The present invention relates to a process of the asymmetric hydrogenation of a ketal of an unsaturated ketone or an acetal of an unsaturated aldehyde by molecular hydrogen in the presence of at least one chiral iridium complex. This process yields chiral compounds in a very efficient way and is very advantageous in that the amount of iridium complex can be remarkably reduced.

Structure-activity relationship of novel juvenile hormone, JHSB 3, isolated from the stink bug, Plautia stali

The structure-activity relationship of JHSB3 isolated from the pentatomid bug, Plautia stali, was studied. Various synthetic analogs were synthesized and subjected to the juvenilizing activity tests using the last instar nymphs of P. stali. These studies indicated that the coexistence of the ester carbonyl group, two epoxides at C2,3 and C10,11 were proved to be crucial for the potent juvenilizing activity. Among the tested analogs, we found highly potent analogs in which the C6,7 double bond of JHSB3 was saturated (0.1 μg/insect). The methoxy analogs in which the epoxide moiety at C10,11 was substituted with a methoxy group exerted a moderate juvenilizing activity.

Cyclization of N,N-diethylgeranylamine N-oxide in one-pot operation: preparation of cyclic terpenoid-aroma chemicals

Acid promoted cyclization of the geranylamine N-oxide (E)-4 followed by base-catalyzed intramolecular aldol condensation afforded 1-acetyl-4,4-dimethyl-1-cyclohexene (7) in one-pot operation. Reduction of 7, which possess strong fruity odor, followed by lipase-catalyzed kinetic resolution furnished the acetate (R)-26 (>49.9% yield, >99% ee) and the recovered alcohol (S)-25 (>49.9% yield, >99% ee, herbal odor).

Highly selective hydrogenation of carbon-carbon multiple bonds catalyzed by the cation [(C6Me6)2Ru2(PPh 2)H2]+: Molecular structure of [(C 6Me6)2Ru2(PPh2)(CHCHPh)H] +, a possible intermediate in the case of phenylacetylene hydrogenation

The dinuclear cation [(C6Me6)2Ru 2(PPh2)H2]+ (1) has been studied as the catalyst for the hydrogenation of carbon-carbon double and triple bonds. In particular, [1][BF4] turned out to be a highly selective hydrogenation catalyst for olefin functions in molecules also containing reducible carbonyl functions, such as acrolein, carvone, and methyljasmonate. The hypothesis of molecular catalysis by dinuclear ruthenium complexes is supported by catalyst-poisoning experiments, the absence of an induction period in the kinetics of cyclohexene hydrogenation, and the isolation and single-crystal X-ray structure analysis of the tetrafluoroborate salt of the cation [(C6Me6)2Ru2(PPh 2)-(CHCHPh)H]+ (2), which can be considered as an intermediate in the case of phenylacetylene hydrogenation. On the basis of these findings, a catalytic cycle is proposed which implies that substrate hydrogenation takes place at the intact diruthenium backbone, with the two ruthenium atoms acting cooperatively in the hydrogen-transfer process.

CLEAVAGE OF ALKYNEDIOLS

The present invention relates to a process for the manufacture of a mixture of ketones of the formula I and II, wherein R1, R2, R3 and R4 are independently from each other C1-30-alkyl, by reacting an alkynediol of the formula III in the presence of a catalyst at a temperature of at least 500C and/or at a pressure of at most atmospheric pressure. In preferred embodiments of the invention the ketones of the formulae I and II are identical. Preferably the catalyst is a basic catalyst, most preferably selected from the group consisting of aqueous NaOH and aqueous KOH solutions, and KF on alu minium oxide. The alkynediol is most preferably selected from the group consisting of 2,6,9,13- tetramethyl-tetradeca-2, 12-dien-7-yne-6,9-diol, 2,6, 10, 13 , 17,21 -hexamethyl-docos- 11-yne-10,13-diol, 2,6,10,14,17,21,25,29-octamethyl-triacont-15-yne-14,17-diol, 3,7,10,14-tetramethyl-hexadeca-3,13-dien-8-yne-7,10-diol, 3,6-dimethyl-oct-4-yne-3,6-diol and 2,5-dimethyl-hex-3-yne-2,5-diol. Advantegeously the process of the present invention may be used in the processes for the manufacture of dehydrolinalool or dehydroisophytol to recycle at least one of the starting materials.

ASYMMETRIC HYDROGENATION OF ALKENNES USING CHIRAL IRIDIUM COMPLEXES

The invention relates to the (stereoselective) hydrogenation of carbon-carbon double bonds in compounds having at least one such bond, e.g., isoprenoids, non-cyclic sesquiterpenes, tocomonoenols, tocodienols, tocotrienols or derivatives thereof, as well as to the (stereoselective) hydrogenation of parts/extracts of plant oils containing such tocotrienols or derivatives thereof, in the presence of a chiral Ir complex as the catalyst, whereby preferably one stereoisomer is manufactured in an excess.

PROCESS FOR THE PREPARATION OF SATURATED ALIPHATIC KETONES

Saturated aliphatic ketones, e.g. hexahydropseudoionone, may be prepared by hydrogenating an olefinically unsaturated ketone, e.g. pseudoionone in a continuous fixed-bed mode in the absence of a solvent in the presence of a catalyst comprising a noble metal deposited on a carrier.

METHOD FOR THE PRODUCTION OF TETRAHYDROGERANYLACETONE

The invention relates to a method for the production of tetrahydrogeranylacetone (tetrahydropseudoionone) by means of aldolcondensation of citral with acetone and subsequent hydrogenation. The invention also relates to the utilization of the tetrahydrogeranylacetone thus obtained for the production of phytol, isophytol, tocopherol and/or tocopherol derivatives. The invention further relates to methods for the production of tocopherols and/or tocopherol derivatives.