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15145 Sigma-Aldrich

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

≥98.0% (AT)

Synonym: (−)-Bis[(S)-α-methylbenzyl]amine hydrochloride

  • CAS Number 40648-92-8

  • Empirical Formula (Hill Notation) C16H19N · HCl

  • Molecular Weight 261.79

  •  Beilstein/REAXYS Number 4723969

  •  MDL number MFCD00216671

  •  PubChem Substance ID 57647325

  •  NACRES NA.22

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Properties

Related Categories Amine Salts, Asymmetric Synthesis, Chemical Synthesis, Chiral Building Blocks, Organic Building Blocks More...
Quality Level   100
assay   ≥98.0% (AT)
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.

Packaging

5, 25 g in glass bottle

Other Notes

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

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
3

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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