ChemicalBook > CAS DataBase List > (-)-3,9-Dihydro-2,3,3,9-tetramethylfuro[2,3-b]quinoline-4(2H)-one

(-)-3,9-Dihydro-2,3,3,9-tetramethylfuro[2,3-b]quinoline-4(2H)-one

Product Name
(-)-3,9-Dihydro-2,3,3,9-tetramethylfuro[2,3-b]quinoline-4(2H)-one
CAS No.
31520-95-3
Chemical Name
(-)-3,9-Dihydro-2,3,3,9-tetramethylfuro[2,3-b]quinoline-4(2H)-one
Synonyms
Ifflaiamine;(-)-3,9-Dihydro-2,3,3,9-tetramethylfuro[2,3-b]quinolin-4(2H)-one;(-)-3,9-Dihydro-2,3,3,9-tetramethylfuro[2,3-b]quinoline-4(2H)-one;(-)-3,9-Dihydro-2,3,3,9-tetramethylfuro[2,3-b]quinoline-4(2H)-one;Furo[2,3-b]quinolin-4(2H)-one, 3,9-dihydro-2,3,3,9-tetramethyl-, (-)-
CBNumber
CB12188354
Molecular Formula
C15H17NO2
Formula Weight
243.3
MOL File
31520-95-3.mol
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(-)-3,9-Dihydro-2,3,3,9-tetramethylfuro[2,3-b]quinoline-4(2H)-one Property

Boiling point:
334.5±42.0 °C(Predicted)
Density 
1.19±0.1 g/cm3(Predicted)
pka
-1.33±0.60(Predicted)
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Arctom
Product number
AS019861
Product name
Ifflaiamine
Purity
≥98%
Packaging
5mg
Price
$371
Updated
2021/12/16
Crysdot
Product number
CD32001674
Product name
Ifflaiamine
Purity
95+%
Packaging
5mg
Price
$852
Updated
2021/12/16
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(-)-3,9-Dihydro-2,3,3,9-tetramethylfuro[2,3-b]quinoline-4(2H)-one Chemical Properties,Usage,Production

Description

This furanoquinoline alkaloid has been obtained from the bark of the Australian tree Flindersia ifflaiana. It is obtained in the form of a colourless gum which cannot be crystallized. The alkaloid is laevorotatory with [α]29D~~9 - 0.6° or [α]29D~~o - 3.6° (c 8.0, MeOH). From aqueous solvents, a crystalline hydrate is formed, m.p. 62-3°C. The ultraviolet spectrum in MeOH shows absorption maxima at 215, 236, 309 and 320 mil with a shoulder at 251 and an inflexion at 298 mil. A yellow crystalline picrate is known, m.p. 207-9°C. The probable structure obtained from infrared and NMR spectra, and dependent upon analogy with other alkaloids of this type, has been confirmed by the total synthesis of the (±)-form, m.p. 128-9°C.

References

Bosson et al., Austral. 1. Chem., 16, 480 (1963) Total syn thesis: Chamberlain, Grundon., Tetrahedron Lett., 3547 (1967)

(-)-3,9-Dihydro-2,3,3,9-tetramethylfuro[2,3-b]quinoline-4(2H)-one Preparation Products And Raw materials

Raw materials

Preparation Products

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31520-95-3, (-)-3,9-Dihydro-2,3,3,9-tetramethylfuro[2,3-b]quinoline-4(2H)-oneRelated Search:


  • (-)-3,9-Dihydro-2,3,3,9-tetramethylfuro[2,3-b]quinoline-4(2H)-one
  • Ifflaiamine
  • (-)-3,9-Dihydro-2,3,3,9-tetramethylfuro[2,3-b]quinolin-4(2H)-one
  • Furo[2,3-b]quinolin-4(2H)-one, 3,9-dihydro-2,3,3,9-tetramethyl-, (-)-
  • (-)-3,9-Dihydro-2,3,3,9-tetramethylfuro[2,3-b]quinoline-4(2H)-one
  • 31520-95-3