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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

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

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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