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Merck
CN

132225

Troger′s Base

98%

Synonym(s):

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:
529-81-7
Molecular Weight:
250.34
NACRES:
NA.22
PubChem Substance ID:
24847554
UNSPSC Code:
12352100
MDL number:
MFCD00134397

Key Documents

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Product Name

Troger′s Base, 98%

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

SMILES string

Cc1ccc2[N@@H]3C[N@@H](Cc2c1)c4ccc(C)cc4C3

InChI key

SXPSZIHEWFTLEQ-UHFFFAOYSA-N

assay

98%

form

powder

technique(s)

photometry: suitable

mp

133-136 °C (lit.)

Quality Level

100

Related Categories

pictograms

Exclamation mark
GHS07

signalword

Warning

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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Certificates of Analysis (COA)

Lot/Batch Number
STBG3647V
S20991V
07813DC
S20991
11314AJ

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R A Johnson et al.
Journal of medicinal chemistry, 36(21), 3202-3206 (1993-10-15)
The synthesis of 2,8-dimethyl-6H,12H-5,11-methanodibenzo[b,f][1,5]diazocine (Tröger's base) from p-toluidine and of two Tröger's base analogs from other anilines by reaction with hexamethylenetetramine in trifluoroacetic acid is described. 2,3,6,7-Tetrahydro-9-methyl-2,6-di-p-tolyl-1H,5H-pyrimido[5,6,1-ij] quinazoline is formed as a secondary product in the reaction of p-toluidine and
J Elguero et al.
Magnetic resonance in chemistry : MRC, 43(8), 665-669 (2005-06-30)
The (1)H and (13)C NMR spectra of two stereoisomeric bis-Tröger's bases and four stereoisomeric tris-Tröger's bases asymmetrically substituted on the external aromatic rings were recorded and the corresponding signals assigned. The relative configuration of the stereogenic units has been unequivocally
Nicolas Claessens et al.
Journal of inorganic biochemistry, 101(7), 987-996 (2007-05-15)
Three stereoisomers of a Ru(II) complex bearing a chiral bis-phenanthroline Tröger's base analogue, TBphen2 (1), have been isolated from the reaction of the enantiomerically pure precursor complex Lambda- (or Delta-) cis-[Ru(phen)2(py)2]2+ (phen=1,10-phenanthroline, py=pyridine) with the racemic mixture of 1. Each
Tröger's-base-derived infinite co-ordination polymer microparticles.
You-Moon Jeon et al.
Small (Weinheim an der Bergstrasse, Germany), 5(1), 46-50 (2008-12-06)
Y Coppel et al.
Journal of biomolecular structure & dynamics, 12(3), 637-653 (1994-12-01)
The two enantiomeric forms: 1R,5R (R) and 1S,5S (S) of the Troeger's base analog, 9,19-methano-9,10,19,20-tetrahydrodiacridino-[b,f]-[1,5]- diazocine which possess a C2 axis of symmetry, are susceptible to interact differently with DNA. This paper reports the results of molecular modelling calculations on
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