Tröger's base

Tröger's base is a white solid tetracyclic organic compound. Its chemical formula is (CH
3
C
6
H
3
NCH
2
)
2
CH
2
. Tröger's base and its analogs are soluble in various organic solvents and strong acidic aqueous solutions due to their protonation. It is named after Julius Tröger, who first synthesized it in 1887.

Tröger's base

Ball-and-stick models of the two enantiomers of Tröger's base
Names
Preferred IUPAC name
2,8-Dimethyl-6H,12H-5,11-methanodibenzo[b,f][1,5]diazocine
Other names
Troeger's base
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.150.499
  • 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
    Key: SXPSZIHEWFTLEQ-UHFFFAOYSA-N
  • InChI=1/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
    Key: SXPSZIHEWFTLEQ-UHFFFAOYAW
  • c1(ccc3c(c1)CN4c2ccc(cc2CN3C4)C)C
Properties
C17H18N2
Molar mass 250.345 g·mol−1
Melting point 135–6 °C (275–43 °F; 408–279 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
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