5381-86-2

Basic information

• Product Name: Meso-1,3-diphenyl-1,3-propanediol
• Synonyms: 1,3-Propanediol, 1,3-diphenyl-, (1R,3S)-rel-
• CAS NO: 5381-86-2
• Molecular Formula: C₁₅H₁₆O₂
• Molecular Weight: 228.29
• Mol File: 5381-86-2.mol
• Article Data: 53

Chemical Properties

• Melting Point: 108-109 °C(Solv: benzene (71-43-2))
• Boiling Point: 408.8±40.0 °C(Predicted)
• Appearance: /
• Density: 1.164±0.06 g/cm3(Predicted)
• PKA: 13.81±0.20(Predicted)
• CAS DataBase Reference: Meso-1,3-diphenyl-1,3-propanediol(CAS DataBase Reference)
• NIST Chemistry Reference: Meso-1,3-diphenyl-1,3-propanediol(5381-86-2)
• EPA Substance Registry System: Meso-1,3-diphenyl-1,3-propanediol(5381-86-2)

Safety Data

• Hazardous Substances Data: 5381-86-2(Hazardous Substances Data)

Upstream product

• 100-52-7 benzaldehyde 
• 1674-30-2 1-phenyl-2-chloroethanol 
• 67210-34-8 1-phenyl-2-phenylsulfanyl-ethanol 
• 96-09-3 styrene oxide 
• 583037-46-1 C₁₆H₁₄O₃ 
• 100-42-5 styrene 
• 120-46-7 1,3-diphenylpropanedione 
• 60-29-7 diethyl ether 
• 62961-62-0 (Z)-3-hydroxy-1,3-diphenyl-2-propen-1-one 
• 42052-51-7 3-hydroxy-1,3-diphenylpropan-1-one 
• 532-27-4 1-chloroacetophenone 
• 67931-44-6 1-bromomercurio-2-hydroxy-2-phenylethane 
• 103-30-0 (E)-1,2-diphenyl-ethene 
• 1138-47-2 trans-1,2-diphenylcyclopropane 

Downstream Products

• 30630-83-2 cis-4,6-diphenyl-1,3-dioxane 
• 87156-59-0 trans-4,6-diphenyl-1,3-dioxane 
• 42052-51-7 (S)-3-hydroxy-1,3-diphenyl-propan-1-one 
• 42052-51-7 (R)-3-hydroxy-1,3-diphenylpropane-1-one 
• 120-46-7 1,3-diphenylpropanedione 
• 1454311-18-2 1,3-bis[(diphenylphosphino)oxy]-1,3-diphenylpropane 

Relevant articles and documents

Reductive Ring-Opening 1,3-Difunctionalizations of Arylcyclopropanes with Sodium Metal

Sodium dispersion promotes reductive ring opening of arylcyclopropanes. The presence of a reduction-resistant electrophile, such as methoxypinacolatoborane, epoxide, oxetane, paraformaldehyde, or chlorotrimethylsilane, during the reductive ring opening event leads to the formation of 1,3-difunctionalized 1-arylalkanes by immediate trappings of the resulting two reactive carbanions. In particular, the ring-opening 1,3-diborylations of arylcyclopropanes afford 1,3-diborylalkanes with high syn selectivity.

Lewis Base-Promoted Ring-Opening 1,3-Dioxygenation of Unactivated Cyclopropanes Using a Hypervalent Iodine Reagent

A facile and effective system has been developed for the regio- and chemoselective ring-opening/electrophilic functionalization of cyclopropanes through C?C bond activation by [bis(trifluoroacetoxy)iodo]benzene with the aid of the Lewis basic promoter p-toluenesulfonamide. The p-toluenesulfonamide-promoted system works well for a wide range of cyclopropanes, resulting in the formation of 1,3-diol products in good yields and regioselectivity.

Asymmetric chemoenzymatic synthesis of 1,3-diols and 2,4-disubstituted aryloxetanes by using whole cell biocatalysts

Regio- and stereo-selective reduction of substituted 1,3-aryldiketones, investigated in the presence of different whole cell microorganisms, was found to afford β-hydroxyketones or 1,3-diols in very good yields (up to 95%) and enantiomeric excesses (up to 96%). The enantiomerically enriched aldols, obtained with the opposite stereo-preference by baker's yeast and Lactobacillus reuteri DSM 20016 bioreduction, could then be diastereoselectively transformed into optically active syn- or anti-1,3-diols by a careful choice of the chemical reducing agent (diastereomeric ratio up to 98 : 2). The latter, in turn, were stereospecifically cyclized into the corresponding oxetanes in 43-98% yields and in up to 94% ee, thereby giving a diverse selection of stereo-defined 2,4-disubstituted aryloxetanes.