95581-17-2

Basic information

• Product Name: 1,3-Propanedione, 1,3-bis(4-methoxyphenyl)-2,2-dimethyl-
• CAS NO: 95581-17-2
• Molecular Formula: C19H20O4
• Molecular Weight: 312.365
• Mol File: 95581-17-2.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1,3-Propanedione, 1,3-bis(4-methoxyphenyl)-2,2-dimethyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3-Propanedione, 1,3-bis(4-methoxyphenyl)-2,2-dimethyl-(95581-17-2)
• EPA Substance Registry System: 1,3-Propanedione, 1,3-bis(4-methoxyphenyl)-2,2-dimethyl-(95581-17-2)

Safety Data

• Hazardous Substances Data: 95581-17-2(Hazardous Substances Data)

Upstream product

• 18362-51-1 1,3-bis(4'-methoxyphenyl)propane-1,3-dione 
• 74-88-4 methyl iodide 
• 6609-56-9 2-methoxy-benzonitrile 
• 100-66-3 methoxybenzene 
• 5659-93-8 2,2-Dimethylmalonyl chloride 

Downstream Products

• 112450-12-1 3,5-Bis-(4-methoxy-phenyl)-4,4,5-trimethyl-4,5-dihydro-3H-pyrazol-3-yl-hydroperoxide 
• 112450-14-3 3,5-Bis-(4-methoxy-phenyl)-4,4,5-trimethyl-4,5-dihydro-1H-pyrazole 
• 95581-20-7 anti-2,2-dimethyl-1,3-bis(4-methoxyphenyl)-1,3-propanediol 
• 95581-21-8 meso-1,3-Bis(4-methoxyphenyl)-2,2-dimethyl-1,3-propandiol 
• 112450-11-0 4,4-Dimethyl-3,5-bis(4'-methoxyphenyl)-4H-pyrazole 

Relevant articles and documents

Astonishing alkylation and unusual reduction reactions of anionic titanium(II) isopropoxide complexes: Evidence for SET processes in transition-metal oxidative additions

A mixture of titanium(II) isopropoxide and lithium isopropoxide (1:2), generated in THF by the treatment of titanium(IV) isopropoxide with two equivalents of n-butyllithium, has been shown to be an unexpected alkylating agent as well as an unusual reducing agent for a wide variety of organic substrates. Since titanium(II) isopropoxide, which is free of any lithium isopropoxide, neither causes alkylation of any of the same substrates nor is such a powerful reductant, it is proposed that the lithium isopropoxide activates titanium(II) isopropoxide for such unusual reactions by the formation of the lithium salt coordination complex Li2Ti[OiPr]4. Illustrative of the unprecedented alkylations are the transformations, after hydrolysis, of various substituted benzonitriles to isopropyl-substituted phenyl ketones, of (dichloromethyl)benzene to, principally, 2-methyl-1-phenyl-1-propene and of (trichloromethyl)benzene to isopropyl phenyl ketone. By comparing the reducing actions of Li2Ti[OiPr]4 and Ti[OiPr]2 individually, it has been shown that, generally, the lithium salt is the more powerful reductant for epoxides, benzylic halides and conjugated olefins. From the reactions of Li2Ti[OiPr]4 with the benzonitriles, styrene, the isomeric stilbene oxides and cis-stilbene, cogent evidence is marshaled for the operation of SET processes, sensitive to steric hindrance, in such alkylations and reductions. Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.

Stereoselectivity in the Hydride Reduction of Acyclic Diketones (1,2-, 1,3-, 1,4-, and 1,5-Induction)

Diketones 2, 5, 9, and 19 as well as hemiketal 22 react with lithium aluminum hydride to give mixtures of d,l- and meso-diols.The stereochemical assignment of the diols can be obtained either by direct comparison with authentic samples (1,2-diols) or by NMR differentiation of diastereotopic groups (1,3- and 1,5-diols) or by stereospecific cyclization to the sila-heterocycles 12 and 13 (1,4-diols).The 1,2- and 1,4-diketones preferably produce meso-diols, whereas 1,3- and 1,5-diketones mostly lead to d,l-isomers.These alternating stereoselectivities can be explained by a stepwise reduction generating complexes of types 24 - 27 which are attacked by excess hydride via a diastereoface differentiating mode.