309270-99-3

Basic information

• Product Name: (E)-4-methyl-3-phenyl-2-penten-1-ol
• Synonyms: (E)-4-methyl-3-phenyl-2-penten-1-ol
• CAS NO: 309270-99-3
• Molecular Weight: 176.258
• Mol File: 309270-99-3.mol
• Article Data: 10

Chemical Properties

• CAS DataBase Reference: (E)-4-methyl-3-phenyl-2-penten-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-4-methyl-3-phenyl-2-penten-1-ol(309270-99-3)
• EPA Substance Registry System: (E)-4-methyl-3-phenyl-2-penten-1-ol(309270-99-3)

Safety Data

• Hazardous Substances Data: 309270-99-3(Hazardous Substances Data)

Upstream product

• 611-70-1 phenyl isopropyl ketone 
• 15787-92-5 4-methyl-2-pentyn-1-ol 
• 98-80-6 phenylboronic acid 
• 62751-30-8 (E)-ethyl 4-methyl-3-phenylpent-2-enoate 

Downstream Products

• 92421-14-2 trans-3-Phenyl-4-methyl-2-penten-1-al 
• 13133-99-8 4-methyl-3-phenylpent-3-en-1-ol 
• 85000-00-6 (3R)-4-Methyl-3-phenylpentanal 
• 952755-85-0 (R)-(+)-4-methyl-3-phenyl-1-pentanol 
• 1283096-18-3 (2S,3R)-2-(2,2-bis(phenylsulfonyl)ethyl)-4-methyl-3-phenylpentanal 
• 1283095-85-1 diethyl-1-((2R,3S)-1-hydroxy-4-methyl-3-phenylpentan-2-yl)hydrazine-1,2-dicarboxylate 
• 1283095-84-0 (2S,3S)-2-chloro-4-methyl-3-phenylpentan-1-ol 
• 1283095-83-9 (2S,3S)-2-fluoro-4-methyl-3-phenylpentan-1-ol 
• 55001-04-2 (+/-)-4-methyl-3-phenyl-1-pentanol 
• 75834-17-2 (3S)-(-)-4-Methyl-3-phenylpentanal 

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.

Ruthenium-catalyzed oxidation of allyl alcohols with intermolecular hydrogen transfer: Synthesis of α,β-unsaturated carbonyl compounds

Ruthenium-catalyzed oxidation of multisubstituted allyl alcohols in the presence of benzaldehyde gives enals or enones in good yields. Unlike the commonly reported ruthenium-catalyzed isomerization reaction of allyl alcohols to give saturated ketones, an intermolecular rather than intramolecular hydrogen transfer is involved in this transformation. This reaction offers an efficient, mild, and high-yielding method for the preparation of substituted α,β-unsaturated compounds.

Improved catalysts for the iridium-catalyzed asymmetric isomerization of primary allylic alcohols based on charton analysis

An improved generation of chiral cationic iridium catalysts for the asymmetric isomerization of primary allylic alcohols is disclosed. The design of these air-stable complexes relied on the preliminary mechanistic information available, and on Charton analyses using two preceding generations of iridium catalysts developed for this highly challenging transformation. Sterically unbiased chiral aldehydes that were not accessible previously have been obtained with high levels of enantioselectivity, thus validating the initial hypothesis regarding the selected ligand-design elements. A rationale for the high enantioselectivities achieved in most cases is also presented. Achieving enantioselectivity: An improved generation of chiral cationic iridium catalysts for the asymmetric isomerization of primary allylic alcohols is disclosed. The design of these air-stable complexes relies on preliminary mechanistic information and on Charton analyses using two preceding generations of iridium catalysts developed for this highly challenging transformation (see figure).