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749605

Sigma-Aldrich

2-(Diisopropylsilyl)pyridine

95%

Synonym(s):

PyDipSiH, Pyridyldiisopropylsilane

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About This Item

Empirical Formula (Hill Notation):
C11H19NSi
CAS Number:
1232692-92-0
Molecular Weight:
193.36
MDL number:
MFCD22200515
UNSPSC Code:
12352005
PubChem Substance ID:
329766005

Assay

95%

refractive index

n20/D 1.496

density

0.917 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

CC(C)[SiH](C(C)C)c1ccccn1

InChI

1S/C11H19NSi/c1-9(2)13(10(3)4)11-7-5-6-8-12-11/h5-10,13H,1-4H3

InChI key

XPUAXJBYLPPFKA-UHFFFAOYSA-N

Application

Reagent commonly used in acyloxylation reactions

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

183.9 °F

Flash Point(C)

84.4 °C

Certificates of Analysis (COA)

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Natalia Chernyak et al.
Journal of the American Chemical Society, 132(24), 8270-8272 (2010-06-01)
A new general and easily installable silicon-tethered pyridyl-containing directing group (PyDipSi) that allows for highly efficient and regioselective Pd-catalyzed ortho C-H acyloxylation of arenes has been developed. It has also been demonstrated that this directing group can efficiently be removed
The Pyridyldiisopropylsilyl Group: A Masked Functionality and Directing Group for Monoselective ortho-Acyloxylation and ortho-Halogenation Reactions of Arenes
Huang, C.; et al.
Advanced Synthesis & Catalysis, 353, 1285-1305 (2011)

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