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Merck
CN

40765

Supelco

(−)-Tröger′s base

LiChropur™, ≥99.0%

Synonym(s):

(5R,11R)-(−)-2,8-Dimethyl-6H,12H-5,11-methanodibenzo[b,f][1,5]diazocin

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About This Item

Empirical Formula (Hill Notation):
C17H18N2
CAS Number:
14645-24-0
Molecular Weight:
250.34
Beilstein:
88611
MDL number:
MFCD00151117
UNSPSC Code:
41116105
PubChem Substance ID:
329755941

Key Documents

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grade

derivatization grade ((chiral))

Quality Level

100

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

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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

Discover LiChropur reagents ideal for HPLC or LC-MS analysis

Legal Information

LiChropur is a trademark of Merck KGaA, Darmstadt, Germany

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

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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

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