116059-49-5

Basic information

• Product Name: (6E,10E)-2,6,11,15-tetramethyl-9-(phenylsulfonyl)hexadeca-2,6,10,14-tetraen-8-ol
• CAS NO: 116059-49-5
• Molecular Weight: 430.652
• Mol File: 116059-49-5.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: (6E,10E)-2,6,11,15-tetramethyl-9-(phenylsulfonyl)hexadeca-2,6,10,14-tetraen-8-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (6E,10E)-2,6,11,15-tetramethyl-9-(phenylsulfonyl)hexadeca-2,6,10,14-tetraen-8-ol(116059-49-5)
• EPA Substance Registry System: (6E,10E)-2,6,11,15-tetramethyl-9-(phenylsulfonyl)hexadeca-2,6,10,14-tetraen-8-ol(116059-49-5)

Safety Data

• Hazardous Substances Data: 116059-49-5(Hazardous Substances Data)

Upstream product

• 141-27-5 3,7-dimethyl-2,6-octadienal 
• 56691-80-6 geranyl phenyl sulfone 
• 56881-52-8 (Z)-(3,7-dimethylocta-2,6-diene-1-sulfonyl)benzene 

Downstream Products

• 101971-06-6 Acetic acid (Z)-2-benzenesulfonyl-1-((Z)-2,6-dimethyl-hepta-1,5-dienyl)-4,8-dimethyl-nona-3,7-dienyl ester 
• 101971-06-6 8-Acetoxy-9-(phenylsulfonyl)-2,6,11,15-tetramethylhexadeca-2,6,10,14-tetraene 
• 74693-09-7 Benzoic acid (E)-2-benzenesulfonyl-1-((E)-2,6-dimethyl-hepta-1,5-dienyl)-4,8-dimethyl-nona-3,7-dienyl ester 
• 1299297-71-4 [(6E,10E)-9-(1-ethoxyethoxy)-2,6,11,15-tetramethylhexadeca-2,6,10,14-tetraen-8-yl]sulfonylbenzene 
• 116059-41-7 ((6E,8Z,10E)-2,6,11,15-Tetramethyl-hexadeca-2,6,8,10,14-pentaene-8-sulfonyl)-benzene 
• 116059-41-7 ((6Z,8Z,10Z)-2,6,11,15-Tetramethyl-hexadeca-2,6,8,10,14-pentaene-8-sulfonyl)-benzene 

Relevant articles and documents

Selective deoxygenation of allylic alcohol: Stereocontrolled synthesis of lavandulol

Selective deoxygenation of allylic alcohol can be successfully carried out by the formation of alkoxyalkyl ether (EE or MOM), followed by Pd(dppe)Cl 2-catalyzed reduction with LiBHEt3. (+)-S-Lavandulol has been efficiently synthesized by the application of this protocol to the diol derived from the Pb(OAc)4-promoted oxidative ring-opening of (-)-R-carvone. This deoxygenation method is general and selective for allylic alcohols.

The Influence of Chain-branching on the Steric Outcome of Some Olefin-forming Reactions

When applied to the construction of internal disubstituted double bonds in compounds such as pentadec-7-ene and 2,6,11,15-tetramethylhexadeca-2,6,8,10,14-pentaene (5), the reductive elimination of vicinal benzoyloxy-sulphones gives products with a trans:cis ratio of ca. 4:1.When applied to the construction of disubstituted olefins in which branching occurs adjacent to the newly formed double bond, much higher trans-stereoselectivity is observed, e.g. for 5-ethyl-2-methylhept-3-ene (21) and 3,6-dimethylocta-2,4,6-triene (25) it is at least 98percent.A similar effect of chain-branching is also observed in some Wittig and Horner reactions using primary allylic phosphorus derivatives.When a Z-allylic sulphone is used as the starting material in the benzoyloxy-sulphone method, the original Z-geometry is preserved in the product; (Z)-2-methylbut-2-enyl p-tolyl sulphone and tiglic aldehyde give almost exclusively (2E,4E,6Z)-3,6-dimethylocta-2,4,6-triene (27).