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
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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
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
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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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
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)
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
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
Carlos A M Abella et al.
The Journal of organic chemistry, 72(11), 4048-4054 (2007-05-03)
Using direct infusion electrospray ionization mass and tandem mass spectrometric experiments [ESI-MS(/MS)], we have performed on-line monitoring of some reactions used to form Tröger's bases. Key intermediates, either as cationic species or as protonated forms of neutral species, have been
Chromatograms
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