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Merck
CN

415316

(−)-Sparteine

99%

Synonym(s):

(−)-Lupinidine

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About This Item

Empirical Formula (Hill Notation):
C15H26N2
CAS Number:
90-39-1
Molecular Weight:
234.38
UNSPSC Code:
12352000
PubChem Substance ID:
24865990
EC Number:
201-988-8
MDL number:
MFCD00069653

Key Documents

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InChI key

SLRCCWJSBJZJBV-ZQDZILKHSA-N

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

SMILES string

C1CCN2C[C@@H]3C[C@@H](CN4CCCC[C@H]34)[C@@H]2C1

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.)

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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).

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

235.4 °F - closed cup

flash_point_c

113 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
STBB3337
STBB2867
02717AJ
S45743
04319MH

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Chemical Communications (Cambridge, England), 4006-4006 (2006)
Tetrahedron Letters, 45, 5481-5483 (2004)
Daiju Ichikawa et al.
Biological & pharmaceutical bulletin, 27(9), 1353-1358 (2004-09-02)
Interleukin-12 (IL-12) is a heterodimeric cytokine comprising p40 and p35 subunits produced mainly by monocytes and macrophages, and plays an essential role in the regulation of the differentiation of Th1 cells. Green tea polyphenols exhibit potent anti-oxidative activities and anti-inflammatory

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