Skip to Content
Merck
All Photos(3)

Key Documents

More Documents

681482

Sigma-Aldrich

2-(Allyldimethylsilyl)pyridine

90%

Synonym(s):

Allyldimethyl(2-pyridyl)silane

Sign Into View Organizational & Contract Pricing
All Photos(3)

About This Item

Linear Formula:
(CH2CHCH2)Si(CH3)2(C5H4N)
CAS Number:
118722-54-6
Molecular Weight:
177.32
MDL number:
MFCD09265157
UNSPSC Code:
12352103
PubChem Substance ID:
24885637
NACRES:
NA.22

Assay

90%

refractive index

n20/D 1.5046

density

0.913 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

C[Si](C)(CC=C)c1ccccn1

InChI

1S/C10H15NSi/c1-4-9-12(2,3)10-7-5-6-8-11-10/h4-8H,1,9H2,2-3H3

InChI key

WIRIPVDRZYVTCG-UHFFFAOYSA-N

Application

2-(Allyldimethylsilyl)pyridine can be used as a pyridyl transfer reagent to prepare substituted pyridine derivatives by reacting with various aryl iodides in the presence of a palladium catalyst and silver(I) oxide activator. It can also be utilized as a coupling reagent in the allylation of carbonyl compounds using a copper catalyst.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Precautionary Statements

P261 - P305 + P351 + P338

Hazard Classifications

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

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

160.0 °F - closed cup

Flash Point(C)

71.1 °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’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Toshiki Nokami et al.
Organic letters, 8(4), 729-731 (2006-02-14)
[reaction: see text] (2-Pyridyl)allyldimethylsilanes were found to be novel pyridyl transfer reagents in palladium-catalyzed cross-coupling reactions of various aryl iodides in the presence of silver(I) oxide as an activator.
Copper-catalyzed allylation of carbonyl derivatives using allyl (2-pyridyl) silanes
Kamei T, et al.
Organic Letters, 7(21), 4725-4728 (2005)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service