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415316

Sigma-Aldrich

(−)-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
EC Number:
201-988-8
MDL number:
MFCD00069653
UNSPSC Code:
12352000
PubChem Substance ID:
24865990

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

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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_germany

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Sigma-Aldrich

411019

N,N,N′,N′-Tetramethylethylenediamine

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Chemical Communications (Cambridge, England), 4006-4006 (2006)
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