42291-10-1

Basic information

• Product Name: (S)-(-)-1,2,2-TRIPHENYLETHYLAMINE
• Synonyms: (S)-(-)-1,2,2-TRIPHENYLETHYLAMINE;(S)-1,2,2-Triphenylethanamine;(1,2,2-triphenylethyl)amine
• CAS NO: 42291-10-1
• Molecular Formula: C₂₀H₁₉N
• Molecular Weight: 273.37
• Mol File: 42291-10-1.mol
• Article Data: 3

Chemical Properties

• Melting Point: 66-69 °C(lit.)
• Boiling Point: 380.2 °C at 760 mmHg
• Flash Point: 174.6 °C
• Appearance: /
• Density: 1.088 g/cm³
• Vapor Pressure: 5.53E-06mmHg at 25°C
• Refractive Index: 1.619
• CAS DataBase Reference: (S)-(-)-1,2,2-TRIPHENYLETHYLAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(-)-1,2,2-TRIPHENYLETHYLAMINE(42291-10-1)
• EPA Substance Registry System: (S)-(-)-1,2,2-TRIPHENYLETHYLAMINE(42291-10-1)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 42291-10-1(Hazardous Substances Data)

Usage

Description

(S)-(-)-1,2,2-TRIPHENYLETHYLAMINE, with the chemical formula C20H17N, is an organic compound that belongs to the class of chiral amines. (S)-(-)-1,2,2-TRIPHENYLETHYLAMINE is characterized by its non-superimposable mirror image, which makes it a valuable chiral auxiliary in asymmetric synthesis. The distinctive three-phenyl group structure of (S)-(-)-1,2,2-TRIPHENYLETHYLAMINE contributes to its unique properties and reactivity, making it an important tool in the production of enantiomerically pure compounds.

Uses

Used in Pharmaceutical Industry:
(S)-(-)-1,2,2-TRIPHENYLETHYLAMINE is used as a chiral auxiliary for [influencing the stereochemistry of a reaction and controlling the formation of chiral products] because of its unique three-phenyl group structure and reactivity.
Used in Chemical Industry:
(S)-(-)-1,2,2-TRIPHENYLETHYLAMINE is used as a chiral auxiliary for [asymmetric synthesis] to produce enantiomerically pure compounds, which are essential in various chemical processes and applications.

InChI:InChI=1/C20H19N/c21-20(18-14-8-3-9-15-18)19(16-10-4-1-5-11-16)17-12-6-2-7-13-17/h1-15,19-20H,21H2/t20-/m1/s1

Upstream product

• 112292-44-1 diphenylacetophenoneoxime 
• 100-52-7 benzaldehyde 
• 27329-60-8 diethyl (diphenylmethyl)phosphonate 
• 26162-53-8 2,2,3-triphenylaziridine 
• 58-72-0 Triphenylethylene 
• 757249-17-5 N-(1,2,2-triphenyl-ethyl)-formamide 
• 5670-70-2 nitro-triphenyl-ethene 
• 42291-10-1 1,2,2-triphenylethylamine 

Downstream Products

• 42291-10-1 (S)-1,2,2-triphenylethylamine 
• 42291-10-1 1,2,2-triphenylethylamine 
• 95625-69-7 acetic acid-((R)-1,2,2-triphenyl-ethyl ester) 
• 95625-69-7 acetic acid-((S)-1,2,2-triphenyl-ethyl ester) 
• 95137-28-3 N-((R)-1,2,2-triphenyl-ethyl)-acetamide 

Relevant articles and documents

Electrochemical Aziridination by Alkene Activation Using a Sulfamate as the Nitrogen Source

The first direct aziridination of triaryl-substituted alkenes was achieved by means of an electrochemical process that could extend to multisubstituted styrenes. Specifically, hexafluoroisopropanol sulfamate was used as a nucleophilic nitrogen source. Mechanistic experiments suggest that this electrochemical process proceeds by stepwise formation of two C?N bonds through reactions between cationic carbon species and the sulfamate.

Development of new HPLC chiral stationary phases based on native and derivatized cyclofructans

An unusual class of chiral selectors, cyclofructans, is introduced for the first time as bonded chiral stationary phases. Compared to native cyclofructans (CFs), which have rather limited capabilities as chiral selectors, aliphatic-and aromatic-functionalized CF6s possess unique and very different enantiomeric selectivities. Indeed, they are shown to separate a very broad range of racemic compounds. In particular, aliphatic-derivatized CF6s with a low substitution degree baseline separate all tested chiral primary amines. It appears that partial derivatization on the CF6 molecule disrupts the molecular internal hydrogen bonding, thereby making the core of the molecule more accessible. In contrast, highly aromaticfunctionalized CF6 stationary phases lose most of the enantioselective capabilities toward primary amines, however they gain broad selectivity for most other types of analytes. This class of stationary phases also demonstrates high "loadability" and therefore has great potential for preparative separations. The variations in enantiomeric selectivity often can be correlated with distinct structural features of the selector. The separations occur predominantly in the presence of organic solvents.