95763-61-4

Basic information

• Product Name: 2,6-Octadien-1-ol, 2,6-dimethyl-8-(phenylsulfonyl)-, (E,E)-
• CAS NO: 95763-61-4
• Molecular Formula: C16H22O3S
• Molecular Weight: 294.415
• Mol File: 95763-61-4.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 2,6-Octadien-1-ol, 2,6-dimethyl-8-(phenylsulfonyl)-, (E,E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-Octadien-1-ol, 2,6-dimethyl-8-(phenylsulfonyl)-, (E,E)-(95763-61-4)
• EPA Substance Registry System: 2,6-Octadien-1-ol, 2,6-dimethyl-8-(phenylsulfonyl)-, (E,E)-(95763-61-4)

Safety Data

• Hazardous Substances Data: 95763-61-4(Hazardous Substances Data)

Usage

Description

2,6-Octadien-1-ol, 2,6-dimethyl-8-(phenylsulfonyl)-, (E,E)-, also known as geraniol phenylsulfonyl, is a chemical compound that belongs to the family of alcohols and phenylsulfones. It is a colorless liquid with a strong floral and rose-like odor, making it a valuable component in the fragrance and flavoring industry. Its versatile properties also extend to insect repellency and antimicrobial activity, highlighting its importance in various industrial and consumer applications.

Uses

Used in Fragrance and Flavoring Industry:
2,6-Octadien-1-ol, 2,6-dimethyl-8-(phenylsulfonyl)-, (E,E)is used as a key ingredient in the fragrance and flavoring industry for its strong floral and rose-like odor. It contributes to the creation of various perfumes, soaps, and cosmetics, enhancing their sensory appeal and consumer experience.
Used in Insect Repellent Applications:
In the field of pest control, 2,6-Octadien-1-ol, 2,6-dimethyl-8-(phenylsulfonyl)-, (E,E)serves as an effective insect repellent. Its natural properties help in deterring insects, making it a preferred choice for eco-friendly and chemical-free solutions in various settings.
Used in Antimicrobial Applications:
2,6-Octadien-1-ol, 2,6-dimethyl-8-(phenylsulfonyl)-, (E,E)is utilized as an antimicrobial agent, demonstrating its ability to inhibit the growth of various microorganisms. This property makes it suitable for use in sanitizing products and maintaining hygiene in different environments.
Used in Pharmaceutical Industry:
Although not explicitly mentioned in the provided materials, the antimicrobial and insect repellent properties of 2,6-Octadien-1-ol, 2,6-dimethyl-8-(phenylsulfonyl)-, (E,E)suggest its potential use in the pharmaceutical industry for developing treatments and preventive measures against infections and insect-borne diseases.

Upstream product

• 873-55-2 sodium benzenesulfonate 
• 106-24-1 Geraniol 
• 6138-90-5 trans-geranyl bromide 
• 338776-51-5 (2E,6E)-2,6-dimethyl-8-(phenylsulfonyl)octa-2,6-dien-1-al 
• 56691-80-6 geranyl phenyl sulfone 

Downstream Products

• 1611489-75-8 (2Z,6E,10E)-12-(acetylthio)-7,11-dimethyl-5-(phenylsulfonyl)dodeca-2,6,10-trien-1-yl 2,3,4-tri-Oacetyl-6-deoxy-α-D-heptomannopyranosiduronic acid 
• 1611489-74-7 (2Z,6E,10E)-12-(acetylthio)-7,11-dimethyl-5-(phenylsulfonyl)dodeca-2,6,10-trien-1-yl 2,3,4-tri-Oacetyl-6-deoxy-6-azido-α-D-mannopyranoside 
• 1611489-73-6 S-(2E,6E)-2,6-dimethyl-8-(phenylsulfonyl)octa-2,6-dien-1-yl ethanethioate 
• 142619-50-9 C₁₆H₂₁BrO₂S 
• 95763-75-0 rel-(4S,5R)-(8E,12E)-5,9,13-trimethyl-7-(phenylsulfonyl)-14-<(2-tetrahydropyranyl)oxy>-8,12-tetradecadien-1-yne-4,5-diol 
• 220364-44-3 2-((3E,7E,11E)-4,8,12-Trimethyl-2-phenylsulfanyl-cyclotetradeca-3,7,11-trienyl)-1-trimethylsilanyloxy-propan-2-ol 
• 220364-45-4 2-[4,8,12-trimethyl-2-(thiophenyl)-3(E),7(E),11(E)-cyclotetradecatrien-1-yl]-propan-1,2-diol 
• 212560-43-5 2,6,10,14-tetramethyl-2,3-epoxy-16-(thiophenyl)-6(E),10(E),14(E)-hexadecatrien-1-ol 
• 247067-38-5 2,6,10,14-tetramethyl-2R,3R-epoxy-8-(phenylsulfonyl)-6E,10E,14E-hexadecatrien-1,16-diol 
• 247067-40-9 2,6,10,14-tetramethyl-1-(trimethylsiloxy)-2R,3R-epoxy-16-(thiophenyl)-6E,10E,14E-hexadecatriene 
• 110202-75-0 (-)-sinulariol-B 

Relevant articles and documents

Methyl-Shifted Farnesyldiphosphate Derivatives Are Substrates for Sesquiterpene Cyclases

New sesquiterpene backbones are accessible after biotransformation of presilphiperfolan-8β-ol synthase (BcBOT2), a fungal sesquiterpene synthase, with non-natural farnesyldiphosphates in which methyl groups are shifted by one position toward the diphosphate terminus. One of the macrocycles formed, a new germacrene A derivative, undergoes a Cope rearrangement to iso-β-elemene. Three of the new terpenoids show olfactoric properties that range from an intense peppery note to a citrus, ozone-like, and fruity scent.

Synthesis and antimicrobial evaluation of farnesyl diphosphate mimetics

The synthesis and first antimicrobial evaluation of farnesyl diphosphate mimetics are described. Several analogues (10, 12, 13, and 20) are inhibitors of Candida albicans, Shizosaccharomyces pombe, and Saccharomyces cerevisiae. The activities of analogues 10, 12, and 13, which contain a ω-phenyl moiety and a diphosphate isostere, are not attributable to inhibition of sterol biosynthesis via squalene synthase. Two geranyl phenylsulphones (14 and 15) are potent inhibitors of Escherichia coli. Analogue 15 exhibits potent activity towards Salmonella typhimurium and Pseudomonas aeruginosa (MIC - 2μg/mL) and represents the first type of semi-synthetic terpenoid allylic sulphone active against these bacteria.

An Efficient Total Synthesis of (+/-)-Sinulariol-B

The first total synthesis of (+/-)-Sinulariol-B, a marine cembrandiol, was achieved in ten steps and ca. 10 percent overall yield from E-geraniol (8). The key steps were the coupling of sulfone 7 with allylic chloride 6 and the macrocyclization of precursor 5 by sulfone- and thioether-stabilized carbanionic alkylations, respectively.