15145

(−)-Bis[(S)-1-phenylethyl]amine hydrochloride

≥98.0% (AT)

• Synonym(s): (−)-Bis[(S)-α-methylbenzyl]amine hydrochloride
• Empirical Formula (Hill Notation): C₁₆H₁₉N · HCl
• CAS Number: 40648-92-8
• Molecular Weight: 261.79
• Beilstein/REAXYS Number: 4723969
• MDL number: MFCD00216671
• UNSPSC Code: 12352116
• PubChem Substance ID: 57647325
• NACRES: NA.22

Properties

• assay: ≥98.0% (AT)
• form: solid
• optical activity: [α]20/D −73±2°, c = 3% in ethanol
• mp: ~260 °C
• SMILES string: Cl.C[C@H](N[C@@H](C)c1ccccc1)c2ccccc2
• InChI: 1S/C16H19N.ClH/c1-13(15-9-5-3-6-10-15)17-14(2)16-11-7-4-8-12-16;/h3-14,17H,1-2H3;1H/t13-,14-;/m0./s1
• InChI key: ZBQCLJZOKDRAOW-IODNYQNNSA-N

Description

Application

(−)-Bis[(S)-1-phenylethyl]amine hydrochloride can be used:

• To prepare phosphoramidite (Feringa) ligand named (R)-2,2′-binaphthoyl-(S,S)-di-(1-phenylethyl)aminoylphosphine.
• As a chiral amphiphilic cation to encapsulate polyoxometalates, which act as supramolecular assemblies employed in the asymmetric oxidation of sulfides.
• As a chiral shift agent in the determination of enantiomeric purity of tris(tetrachlorobenzenediolato) phosphate(V) anion using ³¹P NMR.

Other Notes

The corresponding chiral lithium amide is used as base for the enantioselective deprotonation of ketones.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319,H335
• pcodes: P261 - P264 - P271 - P280 - P302 + P352 - P305 + P351 + P338
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves