14955-59-0

Basic information

• Product Name: 8-phenyl-5-oxooctanoic acid
• CAS NO: 14955-59-0
• Molecular Weight: 234.295
• Mol File: 14955-59-0.mol

Chemical Properties

• CAS DataBase Reference: 8-phenyl-5-oxooctanoic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 8-phenyl-5-oxooctanoic acid(14955-59-0)
• EPA Substance Registry System: 8-phenyl-5-oxooctanoic acid(14955-59-0)

Safety Data

• Hazardous Substances Data: 14955-59-0(Hazardous Substances Data)

Upstream product

• 855896-99-0 3-oxo-2-phenethyl-heptanedioic acid diethyl ester 
• 162369-31-5 2-(3-phenylpropyl)cyclopentanone 
• 108-55-4 glutaric anhydride, 
• 1462-75-5 3-phenylpropylmagnesium bromide 
• 103-63-9 1-phenyl-2-bromoethane 

Downstream Products

• 138298-45-0 (R)-1-Phenyl-octan-4-ol 
• 138298-45-0 (S)-1-Phenyl-octan-4-ol 
• 138298-36-9 (R)-6-((E)-3-Phenyl-allyl)-tetrahydro-pyran-2-one 
• 138298-36-9 (S)-6-((E)-3-Phenyl-allyl)-tetrahydro-pyran-2-one 
• 108851-91-8 (S)-6-(3-Phenyl-propyl)-tetrahydro-pyran-2-one 
• 138298-26-7 (R)-6-(3-Phenyl-propyl)-tetrahydro-pyran-2-one 
• 138298-39-2 (S)-8-Phenyl-octane-1,5-diol 
• 138298-39-2 (R)-8-Phenyl-octane-1,5-diol 
• 138298-48-3 Acetic acid (R)-1-(3-phenyl-propyl)-pentyl ester 
• 138298-48-3 Acetic acid (S)-1-(3-phenyl-propyl)-pentyl ester 
• 138298-42-7 Acetic acid (S)-5-hydroxy-8-phenyl-octyl ester 
• 138298-42-7 Acetic acid (R)-5-hydroxy-8-phenyl-octyl ester 
• 14955-60-3 5-oxo-8-phenyl-octanoic acid ethyl ester 

Relevant articles and documents

Iron-Catalysed Remote C(sp3)?H Azidation of O-Acyl Oximes and N-Acyloxy Imidates Enabled by 1,5-Hydrogen Atom Transfer of Iminyl and Imidate Radicals: Synthesis of γ-Azido Ketones and β-Azido Alcohols

In the presence of a catalytic amount of iron(III) acetylacetonate [Fe(acac)3], the reaction of structurally diverse ketoxime esters with trimethylsilyl azide (TMSN3) afforded γ-azido ketones in good to excellent yields. This unprecedented distal γ-C(sp3)?H bond azidation reaction went through a sequence of reductive generation of an iminyl radical, 1,5-hydrogen atom transfer (1,5-HAT) and iron-mediated redox azido transfer to the translocated carbon radical. TMSN3 served not only as a nitrogen source to functionalise the unactivated C(sp3)?H bond, but also as a reductant to generate the catalytically active FeII species in situ. Based on the same principle, a novel β-C(sp3)?H functionalisation of alcohols via N-acyloxy imidates was subsequently realised, leading, after hydrolysis of the resulting ester, to β-azido alcohols, which are important building blocks in organic and medicinal chemistry.

Asymmetric synthesis of spiro 2-pyrrolidin-5-ones, 2-piperidin-6-ones and 1-isoindolin-3-ones. Part 1: N-acyliminium ion cyclisations with an internal arene nucleophile

A series of chiral non-racemic 5,5- and 5,6-bicyclic lactams is prepared from (R)-phenylglycinol. These are isomerised on treatment with aluminium trichloride in 1,2-dichloroethane to give spiro lactams in high yield and >3:1 diastereoselectivity. From four structures determined by X-ray crystallography, it follows that spiro indenes are formed preferentially with retention of configuration at the spiro carbon atom and spiro naphthalenes with inversion.