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415316 Sigma-Aldrich

(−)-Sparteine

99%

Synonym: (−)-Lupinidine

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Properties

assay   99%
optical activity   [α]20/D −16.5°, c = 10 in ethanol
refractive index   n20/D 1.528 (lit.)
bp   137-138 °C/1 mmHg (lit.)
density   1.02 g/mL at 25 °C (lit.)
SMILES string   C1CCN2C[C@@H]3C[C@@H](CN4CCCC[C@H]34)[C@@H]2C1
InChI   1S/C15H26N2/c1-3-7-16-11-13-9-12(14(16)5-1)10-17-8-4-2-6-15(13)17/h12-15H,1-11H2/t12-,13-,14-,15+/m0/s1
InChI key   SLRCCWJSBJZJBV-ZQDZILKHSA-N

Description

Application

Controls asymmetric lithiation/alkylation of prochiral diphenylmethanes and enantioselective deprotonation in preparation of chiral phosphine ligands.

Organocatalyst compexed with copper (II) for the enantioselective syntheses of nitro aldols (Henry reaction).

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
3
RTECS 
WG5950000
Flash Point(F) 
235.4 °F
Flash Point(C) 
113 °C
Protocols & Articles
Peer-Reviewed Papers
15

References

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