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经验公式(希尔记法):
C16H19N · HCl
化学文摘社编号:
分子量:
261.79
UNSPSC Code:
12352116
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
4723969
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
SMILES string
Cl.C[C@H](N[C@@H](C)c1ccccc1)c2ccccc2
InChI key
ZBQCLJZOKDRAOW-IODNYQNNSA-N
assay
≥98.0% (AT)
form
solid
optical activity
[α]20/D −73±2°, c = 3% in ethanol
mp
~260 °C
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
对应的手性氨基化锂可作为碱,用于酮的对映选择性脱质子化反应。
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
Supramolecular assembly of chiral polyoxometalate complexes for asymmetric catalytic oxidation of thioethers
Wang Y, et al.
Journal of Materials Chemistry, 22(18), 9181-9188 (2012)
Large-scale synthesis and resolution of trisphat [tris (tetrachlorobenzenediolato) phosphate (v)] anion
Favarger F, et al.
The Journal of Organic Chemistry, 69(24), 8521-8524 (2004)
P.J. Cox et al.
Tetrahedron Asymmetry, 2, 1-1 (1991)
(R)-2, 2′-Binaphthoyl-(S, S)-DI (1-phenylethyl) aminophosphine. Scalable protocols for the syntheses of phosphoramidite (feringa) ligands
Smith CR, et al.
Organic Syntheses, 85, 238-238 (2008)
N.S. Simpkins
Chemical Society Reviews, 19, 335-335 (1990)
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