40648-92-8

Basic information

• Product Name: (-)-BIS[(S)-1-PHENYLETHYL]AMINE HYDROCHLORIDE
• Synonyms: (-)-BIS[(S)-ALPHA-METHYLBENZYL]AMINE HYDROCHLORIDE;(-)-BIS[(S)-1-PHENYLETHYL]AMINE HYDROCHLORIDE;(S,S)-(-)-BIS(ALPHA-METHYLBENZYL)AMINE HYDROCHLORIDE;(S,S)-(-)-BIS(1-PHENYLETHYL)AMINE HYDROCHLORIDE;[S-(R*,R*)]-(-)-BIS(-ALPHA-METHYLBENZYL)AMINE HYDROCHLORIDE;(S,S)-(-)-Bis(α-methylbenzyl)amineHydrochloride;(-)-Bis[(S)-1-phenylethyl]amineHCl;(-)-bis[(s)-α-methylbenzyl]amine hydrochloride
• CAS NO: 40648-92-8
• Molecular Formula: C₁₆H₁₉N*ClH
• Molecular Weight: 261.79
• Product Categories: chiral;Asymmetric Synthesis;Synthetic Organic Chemistry
• Mol File: 40648-92-8.mol
• Article Data: 5

Chemical Properties

• Melting Point: 261-263 °C(lit.)
• Boiling Point: 296.5°Cat760mmHg
• Flash Point: 137.2°C
• Appearance: /
• Density: g/cm³
• Vapor Pressure: 0.00143mmHg at 25°C
• Refractive Index: -73 ° (C=3, EtOH)
• Storage Temp.: Inert atmosphere,Room Temperature
• BRN: 4723969
• CAS DataBase Reference: (-)-BIS[(S)-1-PHENYLETHYL]AMINE HYDROCHLORIDE(CAS DataBase Reference)
• NIST Chemistry Reference: (-)-BIS[(S)-1-PHENYLETHYL]AMINE HYDROCHLORIDE(40648-92-8)
• EPA Substance Registry System: (-)-BIS[(S)-1-PHENYLETHYL]AMINE HYDROCHLORIDE(40648-92-8)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36-36/37/39
• WGK Germany: 3
• F: 3
• Hazardous Substances Data: 40648-92-8(Hazardous Substances Data)

Usage

Description

(-)-BIS[(S)-1-PHENYLETHYL]AMINE HYDROCHLORIDE is a white to light yellow crystalline powder that is a complex organic compound with unique chemical properties and various applications across different industries.

Uses

Used in Chemical Synthesis:
(-)-BIS[(S)-1-PHENYLETHYL]AMINE HYDROCHLORIDE is used as a key component in the preparation of phosphoramidite ligands, specifically the (R)-2,2′-binaphthoyl-(S,S)-di-(1-phenylethyl)aminoylphosphine, which is crucial in the field of asymmetric catalysis.
Used in Supramolecular Chemistry:
In the field of supramolecular chemistry, (-)-BIS[(S)-1-PHENYLETHYL]AMINE HYDROCHLORIDE serves as a chiral amphiphilic cation to encapsulate polyoxometalates. These supramolecular assemblies are employed in the asymmetric oxidation of sulfides, a significant process in the synthesis of various chiral compounds.
Used in Analytical Chemistry:
(-)-BIS[(S)-1-PHENYLETHYL]AMINE HYDROCHLORIDE is utilized as a chiral shift agent in the determination of enantiomeric purity of tris(tetrachlorobenzenediolato) phosphate(V) anion using 31P NMR. This application is vital for the accurate assessment of the purity and quality of chiral compounds in pharmaceutical and chemical industries.

InChI:InChI=1/C16H19N/c1-13(15-9-5-3-6-10-15)17-14(2)16-11-7-4-8-12-16/h3-14,17H,1-2H3/p+1/t13-,14-/m0/s1

Upstream product

• 82087-17-0 (2R, 4S, 5S, 3'R)-(+)-N,N-bis(1-phenylethyl)-1,2-diphenyl-2-aminoethanol 
• 82087-17-0 (2R, 4R, 5S, 3'R)-N,N-bis(1-phenylethyl)-1,2-diphenyl-2-aminoethanol 
• 68199-31-5 (R)-N-(α-methylbenzylidene)-α-methylbenzylamine 
• 3886-69-9 (R)-1-phenyl-ethyl-amine 
• 98-86-2 acetophenone 
• 82111-33-9 (5S, 4S, 3'R)-N-(1-phenylethyl)-1,2-diphenyl-2-aminoethanol 
• 82111-35-1 (5S, 4R, 3'R)-N-(1-phenylethyl)-1,2-diphenyl-2-aminoethanol 
• 100-52-7 benzaldehyde 
• 82087-16-9 (2S, 4R, 5S, 3'R)-(-)-N-(1-phenylethyl)-2,4,5-triphenyloxazolidine 
• 82087-14-7 (2R, 4S, 5S, 3'R)-(-)-N-(1-phenylethyl)-2,4,5-triphenyloxazolidine 
• 40648-92-8 bis(1-phenylethyl)amine hydrochloride 
• 98222-61-8 bis(1-phenylethyl)ammonium chloride 
• 917-64-6 methyl magnesium iodide 
• 82087-15-8 (2R, 4S, 5R, 3'R)-(-)-N-(1-phenylethyl)-2,4,5-triphenyloxazolidine 

Downstream Products

• 566930-72-1 4-methoxy-N,N-bis-(1-phenyl-ethyl)-benzamide 
• 905984-16-9 lithium [R(R*,R*)]-(+)-bis(α-methylbenzyl)amide 
• 882992-52-1 C₄₈H₃₈NO₂P 
• 40648-92-8 (R,R)-(+)-bis[alpha-methylbenzyl]amine hydrochloride 
• 882992-52-1 (R,R)-(-)-(2,6-diphenyl-3,5-dioxa-4-phospha-cyclohepta[2,1-a;3,4-a']dinaphthalen-4-yl) bis(1-phenylethyl)amine 

Relevant articles and documents

Metal-free transfer hydrogenation catalysis by B(C6F 5)3

The activation of amines by B(C6F5)3 is shown to effect the catalytic racemization of a chiral amine. Extending this strategy to a bimolecular process, catalytic transfer hydrogenation of imines, enamines, and N-heterocycles is demonstrated using iPr2NH as the source of hydrogen and a catalytic amount of the Lewis acid B(C 6F5)3.

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.

Stereospecific Symthesis of N-(1-Phenylethyl)-2,4,5-triphenyloxazolidines

Treatment of the diastereoisomeric N-(1-phenylethyl)-1,2-diphenyl-2-aminoethanols with benzaldehyde yields stereospecifically N-(1-phenylethyl)-2,4,5-triphenyloxazolidines with four chiral centers.The cofigurations of these oxazolidines are established th