5472-27-5

Basic information

• Product Name: 1,2,3-triphenylpropan-2-ol
• Synonyms: 1,2,3-triphenyl-2-propanol
• CAS NO: 5472-27-5
• Molecular Formula: C₂₁H₂₀O
• Molecular Weight: 288.3829
• Mol File: 5472-27-5.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 404.3°C at 760 mmHg
• Flash Point: 150.1°C
• Density: 1.115g/cm³
• Vapor Pressure: 2.91E-07mmHg at 25°C
• Refractive Index: 1.617
• CAS DataBase Reference: 1,2,3-triphenylpropan-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3-triphenylpropan-2-ol(5472-27-5)
• EPA Substance Registry System: 1,2,3-triphenylpropan-2-ol(5472-27-5)

Safety Data

• Hazardous Substances Data: 5472-27-5(Hazardous Substances Data)

Usage

Type of alcohol

Tertiary alcohol

Derivative

Benzyl alcohol

Structure

Three phenyl groups attached to a central carbon atom

Application

Chiral auxiliary in organic synthesis

Role in synthesis

Controls the stereochemistry of reactions

Usage

Chiral building block in the production of pharmaceuticals and other organic compounds

Field of application

Asymmetric synthesis

Importance

Intermediate in the synthesis of various chiral molecules

Additional use

Ligand in transition metal-catalyzed reactions

Upstream product

• 60-29-7 diethyl ether 
• 100-44-7 benzyl chloride 
• 6921-34-2 benzylmagnesium chloride 
• 100-39-0 benzyl bromide 
• 98-88-4 benzoyl chloride 
• 93-97-0 benzoic acid anhydride 
• 100-59-4 phenylmagnesium chloride 
• 102-04-5 1,3-Diphenylpropanone 
• 100-58-3 phenylmagnesium bromide 
• 3239-33-6 [(E)-1-benzyl-2-phenylvinyl]benzene 
• 3239-32-5 (Z)-1,2,3-triphenylprop-1-ene 
• 93-89-0 benzoic acid ethyl ester 
• 4023-77-2 1-benzoyl-1,2-diphenylethylene 
• 108-86-1 bromobenzene 

Downstream Products

• 56374-49-3 1,2,3-triphenylpropane 
• 24423-97-0 1,2,3-triphenyl-1-propene 
• 451-40-1 phenyl benzyl ketone 
• 39689-94-6 deoxybenzoin sodium enolate 
• 108-88-3 toluene 
• 3239-33-6 [(E)-1-benzyl-2-phenylvinyl]benzene 
• 3239-32-5 (Z)-1,2,3-triphenylprop-1-ene 
• 2955-44-4 2-benzyl-2,3-diphenyl-propionic acid 
• 65-85-0 benzoic acid 

Relevant articles and documents

Samarium-based Grignard-type addition of organohalides to carbonyl compounds under catalysis of CuI

Grignard-type additions were readily achieved under the mediation of CuI (10 mol%) and samarium (2 equiv.) by employing various organohalides,e.g.benzyl, aryl, heterocyclic and aliphatic halides (Cl, Br or I), and diverse carbonyl compounds (e.g.carbonic esters, carboxylic esters, acid anhydrides, acyl chlorides, ketones, aldehydes, propylene epoxides and formamides) to afford alcohols, ketones and aldehydes, respectively, with high efficiency and chemoselectivity, in which the organosamarium intermediate might be involved.

LaCl3·2LiCl-catalyzed addition of Grignard reagents to ketones

The addition of Grignard reagents to ketones using substoichiometric amounts of LaCl3·2LiCl was studied. Catalytic amounts of LaCl3·2LiCl (30 mol%) provide, in most cases, yields similar to those obtained using a stoichiometric amoun

Some uses of mischmetall in organic synthesis

Mischmetall, an alloy of the light lanthanides, has been used in a variety of organic reactions, either as a coreductant in samarium(II)-mediated reactions (Barbier and Grignard-type reactions, pinacolic coupling reactions) or as the promoter of Reformatsky-type reactions. It has been also employed as the starting material for easy syntheses of lanthanide trihalides, the reactivity of which has been explored in Imamoto and Luche-Fukuzawa reactions and in Mukaiyama aldol reactions.