40764
(+)-Tröger′s base
LiChropur™, ≥99.0%
Synonym(s):
(5S,11S)-(+)-2,8-Dimethyl-6H,12H-5,11-methanodibenzo[b,f][1,5]diazocine
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About This Item
Empirical Formula (Hill Notation):
C17H18N2
CAS Number:
Molecular Weight:
250.34
UNSPSC Code:
41116105
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
88612
grade
derivatization grade ((chiral))
Quality Level
assay
≥99.0% (sum of enantiomers, HPLC), ≥99.0%
optical activity
[α]20/D +283±4°, c = 0.3% in hexane
optical purity
enantiomeric ratio: ≥99.5:0.5 (HPLC)
quality
LiChropur™
mp
127-131 °C
SMILES string
Cc1ccc2[N@H]3C[N@@H](Cc2c1)c4ccc(C)cc4C3
InChI
1S/C17H18N2/c1-12-3-5-16-14(7-12)9-18-11-19(16)10-15-8-13(2)4-6-17(15)18/h3-8H,9-11H2,1-2H3
InChI key
SXPSZIHEWFTLEQ-UHFFFAOYSA-N
General description
Tröger base (TB) is a chiral heterocyclic amine with chirality due to the presence of two stereogenic nitrogen atoms.
Application
It was used as an standard analyte for testing the enantioseparation capability of the chiral stationary phase column; in a study to understand the covalently bonded cellulose tris(3,5-dimethylphenylcarbamate) on a silica monolithic capillary column.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
Other Notes
Chiral diamine with hindered inversion at the nitrogen atoms
Legal Information
LiChropur is a trademark of Merck KGaA, Darmstadt, Germany
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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V. Prelog et al.
Helvetica Chimica Acta, 27, 1127-1127 (1944)
Resolution, asymmetric transformation, and configuration of Troger's base. Application of Troger's base as a chiral solvating agent.
Wilen, Samuel H., Jian Zhong Qi, and Paul G. Williard
Organic Chemistry, 56, 485-487 (1991)
Xiaoli Dong et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 875(1), 317-322 (2008-09-02)
A chiral capillary monolithic column for capillary electrochromatography (CEC) was prepared by covalent bonding of cellulose tris(3,5-dimethylphenylcarbamate) (CDMPC) on the silica monolithic matrix within the confine of a 50-microm i.d. bare fused silica capillary. Several pairs of enantiomers including neutral