2,5-Dimethyl-3,4-diphenylhexane-3,4-diol

Base Information

• Chemical Name: 2,5-Dimethyl-3,4-diphenylhexane-3,4-diol
• CAS No.: 59214-60-7
• Molecular Formula: C20H26O2
• Molecular Weight: 298.425
• NSC Number: 177478
• DSSTox Substance ID: DTXSID70306561
• Nikkaji Number: J1.155.774K
• Mol file: 59214-60-7.mol

Synonyms:59214-60-7;2,5-dimethyl-3,4-diphenylhexane-3,4-diol;NSC177478;DTXSID70306561;NSC-177478

Chemical Property of 2,5-Dimethyl-3,4-diphenylhexane-3,4-diol

Chemical Property:

• Vapor Pressure: 2.75E-08mmHg at 25°C
• Boiling Point: 433.6°Cat760mmHg
• Flash Point: 194°C
• Density: 1.067g/cm³
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 298.193280068
• Heavy Atom Count: 22
• Complexity: 306

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(C1=CC=CC=C1)(C(C2=CC=CC=C2)(C(C)C)O)O

Technology Process of 2,5-Dimethyl-3,4-diphenylhexane-3,4-diol

There total 7 articles about 2,5-Dimethyl-3,4-diphenylhexane-3,4-diol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 71.0%

phenyl isopropyl ketone (611-70-1) → meso-2,5-dimethyl-3,4-diphenyl-3,4-hexanediol (22210-57-7) + dl-2,5-dimethyl-3,4-diphenyl-3,4-hexanediol (22210-57-7,59214-60-7,66583-45-7,91361-10-3,22210-56-6)

Guidance literature:

phenyl isopropyl ketone; With iron(III)-acetylacetonate; phenyltriisopropoxytitanium(IV); In tetrahydrofuran; at 20 ℃; for 12h; Inert atmosphere;

With hydrogenchloride; water; In tetrahydrofuran; at 0 - 20 ℃; optical yield given as %de;

DOI:10.1246/cl.2011.492

Reference yield: 52.0%

phenyl isopropyl ketone (611-70-1) → 2,5-Dimethyl-3,4-diphenyl-3,4-hexandiol (59214-60-7)

Guidance literature:

With lithium amalgam; (S,S)-(+)-N,N,N',N'-tetramethyl-1,4-diamino-2,3-dimethoxybutane; for 20h; Ambient temperature;

Reference yield: 25.0%

phenyl isopropyl ketone (611-70-1) → 2,5-Dimethyl-3,4-diphenyl-3,4-hexandiol (59214-60-7) + (R)-2-methyl-1-phenylpropan-1-ol (14898-86-3) + (S)-2-methyl-1-phenylpropan-1-ol (34857-28-8)

Guidance literature:

With tetrabutylammonium tetrafluoroborate; (1R,2S)-(-)-N,N-dimethylephedrinium tetrafluoroborate; In water; N,N-dimethyl-formamide; Electrolysis;

DOI:10.1246/bcsj.75.587

upstream raw materials:

phenyl isopropyl ketone

acetophenone

1-Phenylethanol

Refernces

• 1、 Yadav, Ashok K.,Singh, Arpita. "Enantioselective cathodic reduction of some prochiral ketones in the presence of (1R,2S)-(-)-N,N-dimethylephedrinium tetrafluoroborate at a mercury pool cathode". . p. 587 - 588. Retrieved 2007/10/03.
• 2、 Ogawa, Akiya,Takeuchi, Hiroki,Hirao, Toshikazu. "Diastereoselective pinacol coupling of alkyl aryl ketones with rare earth metals in the presence of chlorosilanes". . p. 7113 - 7114. Retrieved 2007/10/03.