126275-12-5

Basic information

• Product Name: C₁₅H₂₀O₂
• Synonyms: C₁₅H₂₀O₂
• CAS NO: 126275-12-5
• Molecular Weight: 232.323
• Mol File: 126275-12-5.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: C₁₅H₂₀O₂(CAS DataBase Reference)
• NIST Chemistry Reference: C₁₅H₂₀O₂(126275-12-5)
• EPA Substance Registry System: C₁₅H₂₀O₂(126275-12-5)

Safety Data

• Hazardous Substances Data: 126275-12-5(Hazardous Substances Data)

Upstream product

• 867-13-0 diethoxyphosphoryl-acetic acid ethyl ester 
• 50390-51-7 4'-methylisobutyrophenone 
• 104-87-0 4-methyl-benzaldehyde 
• 18228-44-9 2-methyl-1-(p-tolyl)propan-1-ol 
• 126275-10-3 3-hydroxy-4-methyl-3-p-tolyl-valeric acid ethyl ester 

Downstream Products

• 309271-26-9 (S)-4-methyl-3-(4-methylphenyl)pentanal 
• 384333-52-2 (E)-4-methyl-3-(4-methylphenyl)-2-penten-1-ol 

Relevant articles and documents

Iridium-Catalyzed Asymmetric Isomerization of Primary Allylic Alcohols Using MaxPHOX Ligands: Experimental and Theoretical Study

The asymmetric isomerization of primary allylic alcohols to chiral aldehydes using iridium-catalysts bearing P,N-MaxPHOX ligands has been studied. These catalysts can be fine-tuned as they present three different stereogenic centers to modulate both the reactivity and enantioselectivity of a family of different substrates. The experimental part is supported by a DFT study of the reaction mechanism, which provides new insights into the key steps of this transformation.

A versatile new catalyst for the enantioselective isomerization of allylic alcohols to aldehydes: Scope and mechanistic studies

A new planar-chiral bidentate phosphaferrocene ligand (2) has been synthesized and structurally characterized. The derived rhodium complex, [Rh(cod)(2)]BF4, serves as an effective catalyst for asymmetric isomerizations of allylic alcohols to aldehydes, furnishing improved yields, scope, and enantioselectivities relative to previously reported methods. The catalyst is air-stable and can be recovered at the end of the reaction. Mechanistic studies establish that the isomerization proceeds via an intramolecular 1,3-hydrogen migration and that the catalyst differentiates between the enantiotopic C1 hydrogens.