5424-88-4

Basic information

• Product Name: 3,4-bis(4-methoxyphenyl)hexan-2-one
• CAS NO: 5424-88-4
• Molecular Formula: C₂₀H₂₄O₃
• Molecular Weight: 312.4028
• Mol File: 5424-88-4.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 414.4°C at 760 mmHg
• Flash Point: 196.1°C
• Density: 1.056g/cm³
• Vapor Pressure: 4.47E-07mmHg at 25°C
• Refractive Index: 1.536
• CAS DataBase Reference: 3,4-bis(4-methoxyphenyl)hexan-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4-bis(4-methoxyphenyl)hexan-2-one(5424-88-4)
• EPA Substance Registry System: 3,4-bis(4-methoxyphenyl)hexan-2-one(5424-88-4)

Safety Data

• Hazardous Substances Data: 5424-88-4(Hazardous Substances Data)

Upstream product

• 506-82-1 dimethylcadmium 
• 917-64-6 methyl magnesium iodide 
• 75-16-1 methylmagnesium bromide 
• 63785-35-3 2,3-bis-(4-methoxy-phenyl)-valeronitrile 
• 459-64-3 4-methoxybenzenediazonium tetrafluoroborate 
• 42762-48-1 (E)-2-(4-methoxyphenyl)pent-2-enal 

Downstream Products

• 83303-82-6 (3R*,4S*)-3,4-bis(4-hydroxyphenyl)-2-hexanone 
• 101564-54-9 3,4-bis-(4-hydroxy-phenyl)-hexan-2-one 
• 53530-34-0 3,4-bis-(4-methoxy-phenyl)-hexan-2-ol 
• 84-16-2 hexestrol 
• 28231-25-6 meso-hexestrol dimethyl ether 

Relevant articles and documents

Regioselective and Stereoselective Heck-Matsuda Arylations of Trisubstituted Allylic Alkenols and Their Silyl and Methyl Ether Derivatives to Access Two Contiguous Stereogenic Centers: Expanding the Redox-Relay Process and Application in the Total Synthesis of meso-Hexestrol

Novel palladium-catalyzed redox-relay Heck arylation reactions of trisubstituted allylic alkenols were developed employing silyl and methyl ethers. The reactions proceeded under mild conditions in moderate to high yields in an excellent anti diastereoselectivity to form α,β-disubstituted methyl ketones containing two contiguous stereocenters. The new redox-relay arylations using silyl and methyl ethers of the starting alkenols demonstrate that the presence of a free hydroxyl group is not a sine qua non condition for an effective redox-relay process as previously thought. Deuterium-labeled alkenols 2-d-10a, 2-d-10b, and 2-d-10c permitted tracking the palladium-hydride reinsertion steps in the conversion of the starting free alcohols, silyl, and methyl ethers into the corresponding methyl ketone 3-d-11a, with >98% deuterium retention. Moreover, the synthetic potential of the method was demonstrated with a straightforward synthesis of the meso-hexestrol in 4 steps, in 41% overall yield from alkenol 10a.