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Safety Information

234664

Sigma-Aldrich

(−)-Sparteine sulfate pentahydrate

99%

Synonym(s):

(−)-Sparteine sulfate salt, Lupinidine sulfate pentahydrate

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About This Item

Empirical Formula (Hill Notation):
C15H26N2 · H2SO4 · 5H2O
CAS Number:
6160-12-9
Molecular Weight:
422.54
MDL number:
MFCD00149333
UNSPSC Code:
12352005
PubChem Substance ID:
24854051

Assay

99%

optical activity

[α]25/D −12.4°, c = 1 in ethanol

mp

133-140 °C (lit.)

SMILES string

O.O.O.O.O.OS(O)(=O)=O.C1CCN2C[C@@H]3C[C@@H](CN4CCCC[C@H]34)[C@@H]2C1

InChI

1S/C15H26N2.H2O4S.5H2O/c1-3-7-16-11-13-9-12(14(16)5-1)10-17-8-4-2-6-15(13)17;1-5(2,3)4;;;;;/h12-15H,1-11H2;(H2,1,2,3,4);5*1H2/t12-,13-,14-,15+;;;;;;/m0....../s1

InChI key

WNSDDGBLIALDPB-LIELMIIZSA-N

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302 + H312 + H332

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
1404032V
1404032
1404240
06819CJ
U14662

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Kyoung Hee Kang et al.
The Journal of organic chemistry, 77(1), 808-812 (2011-12-14)
A novel method for asymmetric synthesis of trans-2,3-disubstituted indolines has been developed. The strategy involves the (-)-sparteine-mediated electrophilic substitution of 2-benzyl N-pivaloylaniline with aromatic or α,β-unsaturated aldehydes and subsequent intramolecular nucleophilic substitution. The simple protocol for two-step process can produce
Nattawan Decharin et al.
Journal of the American Chemical Society, 133(34), 13268-13271 (2011-07-28)
(Sp)PdCl(2) [Sp = (-)-sparteine] catalyzes a number of different aerobic oxidation reactions, and reaction of O(2) with a Pd(II)-hydride intermediate, (Sp)Pd(H)Cl (1), is a key step in the proposed catalytic mechanism. Previous computational studies suggest that O(2) inserts into the
Andrew R Germain et al.
The Journal of organic chemistry, 76(8), 2577-2584 (2011-03-16)
Enantioselective syntheses of the azaphilone natural products (+)-sclerotiorin and (+)-8-O-methylsclerotiorinamine that possess the natural R-configuration at the quaternary center are reported. The syntheses were accomplished using copper-mediated asymmetric dearomatization employing bis-μ-oxo copper complexes prepared from readily available (+)-sparteine surrogates. Of
N E Basova et al.
Ukrains'kyi biokhimichnyi zhurnal (1999 ), 84(1), 26-33 (2012-06-12)
The isomeric-structure analysis data of anticholinesterase action of organophosphorous inhibitors with similar structure help in the search of specific effectors and detection of differences in reactivity of various animals' enzymes. This study compared the data of efficacy in respect of
Etienne Airiau et al.
Organic letters, 12(3), 528-531 (2009-12-30)
Short and efficient access to (+)-lupinine and (+)-epiquinamide by means of an unprecedented double hydroformylation of a bis-homoallylic azide followed by a tandem catalytic hydrogenation/reductive bis-amination is reported.
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