Cinchonidine

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Cinchonidine
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Names
IUPAC name
(9R)-8α-Cinchonan-9-ol
Systematic IUPAC name
(R)-[(2S,4S,5R)-5-Ethenyl-1-azabicyclo[2.2.2]octan-2-yl](quinolin-4-yl)methanol
Identifiers
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3D model (JSmol)
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89690
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  • InChI=1S/C19H22N2O/c1-2-13-12-21-10-8-14(13)11-18(21)19(22)16-7-9-20-17-6-4-3-5-15(16)17/h2-7,9,13-14,18-19,22H,1,8,10-12H2/t13-,14-,18-,19+/m0/s1 checkY
    Key: KMPWYEUPVWOPIM-KODHJQJWSA-N checkY
  • InChI=1/C19H22N2O/c1-2-13-12-21-10-8-14(13)11-18(21)19(22)16-7-9-20-17-6-4-3-5-15(16)17/h2-7,9,13-14,18-19,22H,1,8,10-12H2/t13-,14-,18-,19+/m0/s1
    Key: KMPWYEUPVWOPIM-KODHJQJWBQ
  • n2c1c(cccc1)c(cc2)[C@@H](O)[C@H]3N4CC[C@@H](C3)[C@@H](C=C)C4
Properties
C19H22N2O
Molar mass 294.43 g/mol
Density 1.2 g/mL
Melting point 204 to 205 °C (399 to 401 °F; 477 to 478 K)
Boiling point 464.5 °C (868.1 °F; 737.6 K)
slightly soluble 0,25 g·l−1 (20 °C) [1]
Hazards
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Template:Chembox Footer/trackingTemplate:Short description

Cinchonidine is an alkaloid found in Cinchona officinalis and Gongronema latifolium.[2] It is used in asymmetric synthesis in organic chemistry.

See also

References

  1. ^ Herstellerangaben der Firma Merck, 5. Jan. 2008
  2. ^ Page Module:Citation/CS1/styles.css has no content."NCATS Inxight: Drugs". drugs.ncats.io. Retrieved 2020-01-22.

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