4428-13-1

Basic information

• Product Name: 1,1,2-triphenylethanol
• Synonyms: 1,1,2-triphenylethanol;α,α-Diphenylbenzeneethanol
• CAS NO: 4428-13-1
• Molecular Formula: C₂₀H₁₈O
• Molecular Weight: 274.35632
• EINECS: 224-614-5
• Mol File: 4428-13-1.mol
• Article Data: 37

Chemical Properties

• Melting Point: 89.5°C
• Boiling Point: 377.34°C (rough estimate)
• Flash Point: 153.1 °C
• Appearance: /
• Density: 1.0338 (rough estimate)
• Vapor Pressure: 4.81E-07mmHg at 25°C
• Refractive Index: 1.4880 (estimate)
• CAS DataBase Reference: 1,1,2-triphenylethanol(CAS DataBase Reference)
• NIST Chemistry Reference: 1,1,2-triphenylethanol(4428-13-1)
• EPA Substance Registry System: 1,1,2-triphenylethanol(4428-13-1)

Safety Data

• Hazardous Substances Data: 4428-13-1(Hazardous Substances Data)

Usage

General Description

1,1,2-triphenylethanol, also known as "TPE," is a white crystalline solid that belongs to the class of organic compounds known as triphenylethanols. It is a synthetic compound that is widely used in the field of organic chemistry as a chiral auxiliary in asymmetric synthesis reactions and as a versatile building block for the construction of various biologically active molecules. TPE has also been studied for its potential antioxidant and antibacterial properties, making it a promising candidate for applications in the pharmaceutical and cosmetic industries. Additionally, TPE is known for its role as a key intermediate in the synthesis of various pharmaceuticals and agrochemicals, contributing to its significance in the field of chemical research and development.

InChI:InChI=1/C20H18O/c21-20(18-12-6-2-7-13-18,19-14-8-3-9-15-19)16-17-10-4-1-5-11-17/h1-15,21H,16H2

Upstream product

• 101-97-3 Ethyl 2-phenylethanoate 
• 119-61-9 benzophenone 
• 6921-34-2 benzylmagnesium chloride 
• 451-40-1 phenyl benzyl ketone 
• 591-50-4 iodobenzene 
• 108-88-3 toluene 
• 2785-29-7 benzyl potassium 
• 4479-98-5 2,2,3-triphenyloxirane 
• 1589-82-8 phenylmagnesium bromide 
• 103-82-2 phenylacetic acid 
• 100-58-3 phenylmagnesium bromide 
• 101-41-7 benzeneacetic acid methyl ester 
• 5281-18-5 benzaldehyde, hydrazone 
• 98-86-2 acetophenone 

Downstream Products

• 58-72-0 Triphenylethylene 
• 34131-92-5 nitro-tris-(4-nitro-phenyl)-ethene 
• 5670-70-2 nitro-triphenyl-ethene 
• 29240-44-6 2-bromo-1,1,2-triphenyl-ethanol 
• 55682-86-5 1,1,2-tricyclohexyl-ethane 
• 6973-87-1 1-chloro-1,1,2-triphenyl-ethane 
• 1733-63-7 1,2,2-triphenylethan-1-one 
• 4479-98-5 2,2,3-triphenyloxirane 
• 1485636-32-5 (1-azidoethane-1,1,2-triyl)tribenzene 
• 74064-34-9 1,2-dibromo-1,1,2-triphenyl-ethane 
• 109686-85-3 1,2-dichlorotriphenylethane 
• 16876-18-9 1,2,2-triphenylpropane 
• 18084-97-4 chlorotriphenylethylene 
• 65-85-0 benzoic acid 

Relevant articles and documents

Notable temperature effect on the stereoselectivity in the photochemical [2+2] cycloaddition reaction (Paternò-Büchi reaction) of 2,3-dihydrofuran-3-ol derivatives with benzophenone

A notable temperature effect (nonlinear Eyring plot) on stereoselectivity, trans-configured oxetane 2 versus cis-configured oxetane 2, is reported in the photochemical [2+2] cycloaddition reaction (Paternò-Büchi reaction) of 2,3-dihydrofuran-3-ol derivatives 1 with benzophenone.

Iron-catalysed 1,2-aryl migration of tertiary azides

1,2-Aryl migration of α,α-diaryl tertiary azides was achieved by using the catalytic system of FeCl2/N-heterocyclic carbene (NHC) SIPr·HCl. The reaction generated aniline products in good yields after one-pot reduction of the migration-resultant imines.

Photocatalytic Barbier reaction-visible-light induced allylation and benzylation of aldehydes and ketones

We report a photocatalytic version of the Barbier type reaction using readily available allyl or benzyl bromides and aromatic aldehydes or ketones as starting materials to generate allylic or benzylic alcohols. The reaction proceeds at room temperature under visible light irradiation with the organic dye 3,7-di(4-biphenyl)1-naphthalene-10-phenoxazine as a photocatalyst and DIPEA as sacrificial electron donor. The proposed cross-coupling mechanism of a ketyl- and an allyl or benzyl radical is supported by spectroscopic investigations and cyclic voltammetry measurements.

α-Alkylidene-γ-butyrolactone synthesis via one-pot C-H insertion/olefination: substrate scope and the total synthesis of (±)-cedarmycins A and B

Abstract A system for the synthesis of α-alkylidene-γ-butyrolactones via a one-pot C-H insertion/olefination sequence is described. The process is based on the rhodium catalysed C-H insertion reaction of α-diazo-α-(diethoxyphosphoryl)acetates. The mild reaction conditions, operational simplicity and ready availability of starting materials are all key features. A wide range of successful reaction systems are reported (41 examples) highlighting the generality of the method. The application of this method in the total synthesis of the natural products (±)-cedarmycins A and B is also described.