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

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

Related Categories

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

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)
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
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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