63568-38-7

Usage

Uses

Used in Fragrance Industry:
(2Z,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexenyl)nona-2,4,6,8-tetraen-1-ol is used as a fragrance ingredient in the fragrance industry. Its unique structure and properties contribute to the creation of various scents and perfumes.
Used in Cosmetics Industry:
In the cosmetics industry, (2Z,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexenyl)nona-2,4,6,8-tetraen-1-ol is used as an active ingredient in various cosmetic products. Its potential biological properties may provide benefits for skin care and other cosmetic applications.
Used in Pharmaceutical Industry:
(2Z,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexenyl)nona-2,4,6,8-tetraen-1-ol may be used as a pharmaceutical compound in the development of new drugs. Its unique structure and potential biological properties could be harnessed for therapeutic applications.
Used in Flavor Industry:
In the flavor industry, (2Z,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethyl-1-cyclohexenyl)nona-2,4,6,8-tetraen-1-ol is used as a flavoring agent. Its unique taste and aroma characteristics can be utilized to enhance the flavor profiles of various food and beverage products.

Upstream product

• 26586-02-7 (E)-4-acetoxy-2-methylcrotonaldehyde 
• 53282-28-3 [(2E,4E)-3-methyl-5-(2,6,6-trimethylcyclohex-1-en-1-yl)penta-2,4-dienyl]triphenylphosphonium chloride 
• 103905-07-3 Acetic acid (2Z,6E)-9-benzenesulfonyl-3,7-dimethyl-8-(tetrahydro-pyran-2-yloxy)-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,6-dienyl ester 
• 105615-49-4 Acetic acid (2Z,6E)-9-benzenesulfonyl-8-hydroxy-3,7-dimethyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,6-dienyl ester 
• 94853-00-6 (2Z,6E)-3,7-dimethyl-8-oxoocta-2,6-dien-1-yl acetate 
• 56691-74-8 {[(2,6,6-trimethyl-1-cyclohexen-1-yl)methyl]sulfonyl}benzene 
• 2052-63-3 2-cis-Vitamin-A 
• 108-24-7 acetic anhydride 
• 127-47-9 Retinol acetate 
• 100183-85-5 [(E)-3-Methyl-5-(2,6,6-trimethyl-cyclohex-1-enyl)-pent-2-en-4-ynyl]-triphenyl-phosphonium; chloride 
• 137047-33-7 1-[(E)-5-(1-Methoxy-1-methyl-ethoxy)-3-methyl-pent-3-en-1-ynyl]-2,2,6-trimethyl-cyclohexanol 
• 80713-62-8 5-(1-methoxy-1-methylethoxy)-3-methyl-3E-penten-1-yne 
• 74976-66-2 3-methyl-5-(2,6,6-trimethyl-cyclohex-1-enyl)-pent-2-en-4-yn-1-ol 
• 2408-37-9 2,2,6-trimethylcyclohexan-1-one 

Downstream Products

• 137121-53-0 Hexadecanoic acid (2E,4E,6E,8Z)-3,7-dimethyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,4,6,8-tetraenyl ester 
• 137121-54-1 Hexadecanoic acid (2E,4Z,6E,8Z)-3,7-dimethyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,4,6,8-tetraenyl ester 
• 137121-51-8 Acetic acid (2E,4Z,6E,8Z)-3,7-dimethyl-9-(2,6,6-trimethyl-cyclohex-1-enyl)-nona-2,4,6,8-tetraenyl ester 
• 137121-50-7 7-cis-retinyl acetate 
• 137121-52-9 (7Z,11Z)-Vitamin A 
• 6018-74-2 (7Z)-Vitamin A 
• 127-47-9 Retinol acetate 

Relevant academic research and scientific papers

Process for preparation of allyl sulfone derivatives and intermediates for the preparation

The present invention relates to a process for producing an allyl sulfone derivative represented by the formula (3): wherein Ar is an optionally substituted aryl group, and the corrugated line means either one of E/Z geometrical isomers, or a mixture thereof, which is an intermediate for producing vitamin A, which process is characterized by reacting an aryl sulfinic acid or a salt thereof represented by the formula (2): ArSO2M (2) wherein Ar is as defined above, and M is hydrogen atom, sodium atom or potassium atom, with an allyl halide derivative represented by the formula (1): wherein X is a halogen atom, and Ar and the corrugated line are as defined above.

Process for producing retinol and intermediate compounds for producing the same

There are disclosed a disulfone compound of formula (1): wherein Ar denotes an aryl group that may have a substituent, R1 denotes a hydrogen atom or a protective group of a hydroxyl group and the wavy ine means that the disulfone compound is an E or Z geometrical isomer or i mixture thereof,a method for producing the same,intermediate compounds therefore anda process for producing retinol through the disulfone compound.

Preparation of (7Z) - and (7Z,11Z) - Vitamin A

An efficient access to (7Z)- and (7Z,11Z)-vitamin A is described. Following the addition of a C6-acetylenic building block to 2,6,6-trimethylcyclohexanone (2), dehydration of the tert. alcohol 3 and formation of the C15-Wittig salt, the (7Z)-geometry was introduced by partial hydrogenation of the triple bond over Raney-nickel. Following Wittig reaction with (E)-2-methyl-4-acetoxy-2-butenal gave a mixture of the title compounds 8 and 9 which could easily be separated.

THE HIGHLY STEREOSELECTIVE SYNTHESIS OF ALL-TRANS AND 13-CIS VITAMIN A VIA DOUBLE ELIMINATION REACTION

Stereocontrolled convergent synthesis of vitamin A was achieved by the double elimination method employing the C10 sulfone and the C10 aldehydes as starting materials.Thus the all-trans and 13-cis isomers were obtained with the stereochemical purity of 95percent and 90percent, respectively.

Electro-organic Reactions. Part 20. Electrogenerated Bases, Ylide Formation, and Wittig Alkene Synthesis

Dicyano(fluoren-9-ylidene)methane (1a), dicyano(2,7-dibromofluoren-9-ylidene)methane (1b), and ethyl 2-cyano-2-fluoren-9-ylideneacetate (1c) may be cathodically reduced in N,N-dimethylforamide to give dianions which efficiently convert phosphonium salts into ylides.The potentials required are sufficiently modest to allow the electrogeneration of the bases in the presence of several phosphonium salts and of several aldehydes to give a convenient method of carrying out the Wittig alkene synthesis.This method has been explored for the synthesis of stilbene, 1,4-diphenylbutadiene, and vitamin A acetate.The basicity of the dianions varies according to the choice of electrolyte cation (Bu4N+ or Li+).The cations also have a marked effect on the stereochemical course of the reaction and, in particular, mixtures of alkenes are obtained in which the cis-isomer predominates in the presence of lithium ion; in the vitamin A acetate synthesis, the 11-cis-isomer constitutes 76percent of the product.The results are consistent with recent hypotheses concerning the mecahnism of the Wittig reaction.

Transient Phenomena in the Pulse Radiolysis of Retinyl Polyenes. 1. Radical Anions

The spectra and kinetics of formation and decay of radical anions of a number of retinyl polyenes have been studied in methanol and 2-propanol at room temperature, using pulse radiolysis and kinetic spectrophotometry.The bimolecular rate constants for the attachment of solvated electrons, e-MeOH, to the retinyl polyenes are in the diffusion-controlled limit (8.6 x 109-1.6 x 1010 M-1 s-1).The radical anions of retinol and retinol acetate have their spectral maxima at 370-390 nm, and undergo decay very slowly with second-order kinetics.On the other hand, the radical anions of retinal, retinal n-butylamine Schiff base, and retinoic acid/ester have spectral maxima at 430-510 nm, and decay by first-order kinetics in methanol with rate constants in the range 1 x 104-1 x 106 s-1.The decay rates of radical anions of retinal and retinoic acid/ester become considerably longer on going from methanol to less acidic alcohol, 2-propanol, suggesting that protonation by solvent is the major mode of their decay in protic media.In the case of retinal Schiff base, an additional slow process with bimolecular rate constant 9.0 x 107 M-1 s-1 im methanol is observed for the formation of radical anion and is ascribed to the electron-transfer reaction from the methanol radical, .CH2OH.