185413-77-8

Basic information

• Product Name: 3,5-Heptanedione, 1-[3,5-bis(phenylmethoxy)phenyl]-2-methyl-
• CAS NO: 185413-77-8
• Molecular Formula: C28H30O4
• Molecular Weight: 430.544
• Mol File: 185413-77-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 3,5-Heptanedione, 1-[3,5-bis(phenylmethoxy)phenyl]-2-methyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 3,5-Heptanedione, 1-[3,5-bis(phenylmethoxy)phenyl]-2-methyl-(185413-77-8)
• EPA Substance Registry System: 3,5-Heptanedione, 1-[3,5-bis(phenylmethoxy)phenyl]-2-methyl-(185413-77-8)

Safety Data

• Hazardous Substances Data: 185413-77-8(Hazardous Substances Data)

Upstream product

• 24131-31-5 3,5-dibenzyloxybenzyl alcohol 
• 24131-32-6 3,5-bis(benzyloxy)benzyl bromide 
• 7424-54-6 3,5-heptanedione 

Relevant articles and documents

Radical-mediated cyclisation of δ-aryl-β-dicarbonyl compounds to β-tetralones [3,4-dihydronaphthalen-2(1H)-ones]

δ-Aryl-β-dicarbonyl compounds carrying electron-releasing groups in the aromatic ring undergo efficient radical-mediated oxidative cyclisation to β-tetralones in the presence of four equivalents of manganese(III) acetate in acetic acid. Secondary oxidation invariably results in acetoxylation at the benzylic α-position of the initially-formed β-tetralones. Use of the oxidant cerium(IV) ammonium nitrate in methanol affords the corresponding α-methoxylated β-tetralones. The α-acetoxy-α-acyl-β-tetralones, but not their α-acetoxy-α-alkoxycarbonyl analogues, are aromatised in high yield on treatment with alkaline silica gel, providing an effective synthetic entry to appropriately substituted β-naphthols. The possible involvement of such radical-mediated intramolecular annulations of δ-aryl β-diketone intermediates in the biosynthetic formation of the second carbocyclic ring of the naphthalenoid ansamycin antibiotics is discussed in relation to the previously proposed Michael addition mechanism.