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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:
Molecular Weight:
250.34
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

98%

form

powder

technique(s)

photometry: suitable

mp

133-136 °C (lit.)

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

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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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)
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
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
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
Xin Du et al.
Chemical communications (Cambridge, England), 46(6), 970-972 (2010-01-29)
An organic nanoporous polymer (BET surface area of 750 m(2) g(-1)) containing bicovalently-bonded Tröger's base as functional moieties in the network was synthesized, characterised, and further applied as a promising heterogeneous catalyst in the addition reaction of diethylzinc to aromatic

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