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

General 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 that is commonly used in the fragrance and flavoring industry. It is also utilized as a raw material in the production of various perfumes, soaps, and cosmetics. Additionally, it has been identified as an insect repellent and an antimicrobial agent, making it a versatile and important compound in a variety of industrial and consumer applications.

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 
• 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 
• 118583-93-0 (+)-sinulariol-D 
• 118583-94-1 2-<1R,4,8,12-trimethyl-3E,7E,11E-cyclotertadecatrien-1-yl>propanoic acid 

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.

The first total synthesis of (-)-sinulariol-B and three other cembranoids

The first total synthesis of (-)-sinulariol-B, a marine cembrandiol, was achieved from geraniol. Three other cembranoids were also synthesized from (- )-sinulariol-B.