16654-52-7

Upstream product

• 69687-95-2 ethyl 5-(phenoxy)pentanoate 
• 7170-40-3 5-phenoxyvaleric acid 
• 111-29-5 1 ,5-pentanediol 
• 28899-97-0 triphenylbismuth(V) diacetate 
• 139-02-6 sodium phenoxide 
• 1927-71-5 4-phenoxybutan-1-ol 
• 5259-98-3 5-chloropentan-1-ol 
• 108-95-2 phenol 
• 66003-76-7 Diphenyliodonium triflate 
• 34626-51-2 5-bromopentan-1-ol 

Downstream Products

• 22921-72-8 (5-bromopentoxy)benzene 
• 16654-53-8 5-Phenoxy-pentyl-trimethylsilylaether 
• 1193377-77-3 C₂₆H₃₃N₂O₁₁P 
• 857787-75-8 ethyl 7-(phenoxy)heptanoate 
• 16654-56-1 7-phenoxyheptan-1-ol 
• 71933-98-7 dimethyl-(7-phenoxy-heptyl)-amine 
• 71933-96-5 dimethyl-(5-phenoxy-pentyl)-amine 
• 82258-47-7 (5-phenoxy-pentyl)-malonic acid diethyl ester 
• 92865-48-0 (5-phenoxy-pentyl)-malonic acid 
• 7170-42-5 7-phenoxy-heptanoic acid 
• 51795-98-3 1-bromo-7-phenoxyheptane 

Relevant academic research and scientific papers

Changing the structural and physical properties of 3-arm star poly(δ-valerolactone)s by a branch-point design

The chemical structure of a branch point of star-shaped polymers has been considered to have a small influence on the physical properties of the entire polymer. Contrary to this general notion, here we show that a 3-arm star polymer, composed of three poly(δ-valerolactone) arms extended from one side of a triptycene branch point, exhibits a remarkably high complex viscosity, compared to the analogous star-shaped polymers with a branch point of a triptycene isomer or triphenylethane.

Copper(II)-catalyzed monoarylation of vicinal diols with diaryliodonium salts

Selective and efficient: The copper(II)-catalyzed selective monoarylation of vicinal diols with diaryliodonium triflates was successfully developed. In this catalytic process high chemoselectivity was achieved, even in the presence of a 1:1 mixture of the 1,2-diol and the mono-ol, and a wide range of substrates was tolerated, giving the monoarylated products in good to excellent yields (see scheme). Copyright

Synthesis of phosphodiester-type nicotinamide adenine dinucleotide analogs

Fourteen phosphodiester-type β-nicotinamide adenine dinucleotide (NAD+) analogs were prepared starting from nicotinamide. The phosphodiester linkage was effectively assembled in 69-93% yields via condensation reaction between 2′,3′-di-O-acetyl nicotinamide mononucleotide and alcohols in the presence of 2,4,6-triisopropylbenzenesulfonyl chloride. The analog β-nicotinamide ribose-5-(2-phenylethyl) phosphate showed beneficial effects on cell growth of model microorganisms.

Ortho-directed lithiation of ω-phenoxy alcohols

ω-Phenoxy alcohols, PhO(CH2)(n)OH (n = 2-7), have been subjected to metalation with 2 equiv of n-butyllithium in tetrahydrofuran/methylcyclohexane solvent. Reaction of the resulting lithiated compounds with carbon dioxide (n = 2-7), benzaldehyde (n = 2-6), benzophenone (n = 2, 3), dimethylformamide (n = 2), ethyl formate (n = 2), and chlorodiphenylphosphine (n = 3) afforded the corresponding ortho- substituted hydroxyalkoxybenzenes in yields ranging from 45 to 83%. The synthesis is also reported of five new bis[o-(ω-hydroxyalkoxy)phenyl]mercury compounds (n = 2-6), four crystal structures of which have been determined.

Conversion of One Hydroxy Group in a Diol to a Phenyl Ether with Triphenylbismuth Diacetate, a New Glycol Reaction Showing Strong Axial Preference in Six-Membered Rings

After being refluxed for a few hours, a dichloromethane solution of a diol with triphenylbismuth diacetate gave in most cases excellent yields of a monophenyl ether.No diphenylated products were found.Tertiary hydroxy groups were only phenylated in bis tertiary diols, and then in poor yield.Increasing the distance between the hydroxy groups up to six carbon atoms decreased the speed of the reaction which nevertheless was still preparatively useful.Diols in flexible rings behaved like their acyclic counterparts.The course of the reaction was also examined with someconformationally rigid molecules: trans-4-tert-butyl-cis-2-hydroxycyclohexanol, trans-4-tert-butyl-trans-2-hydroxycyclohexanol, cholestane-2α,3α-diol, cholestane-2α,3β-diol, and pyranoside derivatives with the α-D-gluco, α-D-manno, α-D-galacto, and α-D-allo configurations.The phenylations of cis-diols were strongly regioselective for axial epimers, while those of trans, bis equatorial diols were undiscriminate and often much slower.A feasible general mechanism is proposed to explain these results.

SELECTIVE PHENYLATION IN MILD CONDITIONS OF ONE HYDROXY GROUP IN GLYCOLS WITH TRIPHENYLBISMUTH DIACETATE: A NEW SPECIFIC GLYCOL REACTION.

Refluxing for 4-5 h a dichloromethane solution of diol in the presence of an equimolecular quantity of triphenylbismuth diacetate gave the monophenyl ether in good to excellent yield.