681482
2-(Allyldimethylsilyl)pyridine
90%
Synonym(s):
Allyldimethyl(2-pyridyl)silane
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About This Item
Linear Formula:
(CH2CHCH2)Si(CH3)2(C5H4N)
CAS Number:
Molecular Weight:
177.32
MDL number:
UNSPSC Code:
12352103
PubChem Substance ID:
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
Related Categories
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.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
WGK
WGK 3
Flash Point(F)
closed cup
Flash Point(C)
closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Certificates of Analysis (COA)
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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)
Palladium-catalyzed cross-coupling reactions of (2-pyridyl) allyldimethylsilanes with aryl iodides
Nokami T, et al.
Organic Letters, 8(4), 729-731 (2006)
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