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40648-92-8 molecular structure
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bis[(1S)-1-phenylethyl]amine hydrochloride

ChemBase ID: 131148
Molecular Formular: C16H20ClN
Molecular Mass: 261.7897
Monoisotopic Mass: 261.12842733
SMILES and InChIs

SMILES:
C[C@@H](c1ccccc1)N[C@@H](C)c1ccccc1.Cl
Canonical SMILES:
C[C@@H](c1ccccc1)N[C@H](c1ccccc1)C.Cl
InChI:
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
InChIKey:
ZBQCLJZOKDRAOW-IODNYQNNSA-N

Cite this record

CBID:131148 http://www.chembase.cn/molecule-131148.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
bis[(1S)-1-phenylethyl]amine hydrochloride
IUPAC Traditional name
bis[(1S)-1-phenylethyl]amine hydrochloride
Synonyms
(-)-Bis[(S)-1-phenylethyl]amine hydrochloride
[S-(R*,R*)]-(-)-Bis(-α-methylbenzyl)amine hydrochloride
(-)-Bis[(S)-α-methylbenzyl]amine hydrochloride
[S-(R*,R*)]-(-)-双(-α-甲苄基)胺 盐酸盐
(-)-双[(S)-α-甲苄基]胺 盐酸盐
(-)-双[(S)-1-苯基乙基]胺 盐酸盐
CAS Number
40648-92-8
MDL Number
MFCD00216671
Beilstein Number
4723969
PubChem SID
24849134
24868213
162225426
PubChem CID
12353077

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
PubChem 12353077 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
H Acceptors H Donor
LogD (pH = 5.5) 0.9554847  LogD (pH = 7.4) 2.212895 
Log P 4.0892177  Molar Refractivity 72.7562 cm3
Polarizability 28.934862 Å3 Polar Surface Area 12.03 Å2
Rotatable Bonds Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Melting Point
~260 °C expand Show data source
261-263 °C(lit.) expand Show data source
Optical Rotation
[α]20/D -73.0°, c = 3 in ethanol expand Show data source
[α]20/D -73±2°, c = 3% in ethanol expand Show data source
European Hazard Symbols
Irritant Irritant (Xi) expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Risk Statements
36/37/38 expand Show data source
Safety Statements
26-36 expand Show data source
GHS Pictograms
GHS07 expand Show data source
GHS Signal Word
Warning expand Show data source
GHS Hazard statements
H315-H319-H335 expand Show data source
GHS Precautionary statements
P261-P305 + P351 + P338 expand Show data source
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves expand Show data source
Purity
≥98.0% (AT) expand Show data source
97% expand Show data source
Linear Formula
[C6H5CH(CH3)]2NH·HCl expand Show data source
Empirical Formula (Hill Notation)
C16H19N · HCl expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - 445940 external link
Application
The addition of lithium enolates to chiral 2-(aminomethyl)acrylates prepared from this C2-symmetrical amine results in the diastereoselective formation of β-amino acid esters.1 This amine has been employed as a chiral base in the synthesis of 3-substituted- and 3,3-disubstituted-γ-butyrolactones via enantioselective deprotonation of cyclobutane derivatives.2 It has also been used in a new method for the synthesis of β-aminophosphine derivatives of potential value as asymmetric ligands.3
Sigma Aldrich - 15145 external link
Other Notes
The corresponding chiral lithium amide is used as base for the enantioselective deprotonation of ketones.1,2,3,4
Packaging
5, 25 g in glass bottle

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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