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
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352103
MDL number:
Assay:
90%
InChI
1S/C10H15NSi/c1-4-9-12(2,3)10-7-5-6-8-11-10/h4-8H,1,9H2,2-3H3
SMILES string
C[Si](C)(CC=C)c1ccccn1
InChI key
WIRIPVDRZYVTCG-UHFFFAOYSA-N
assay
90%
refractive index
n20/D 1.5046
density
0.913 g/mL at 25 °C
storage temp.
2-8°C
Quality Level
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.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Storage Class
10 - Combustible liquids
wgk
WGK 3
flash_point_f
160.0 °F - closed cup
flash_point_c
71.1 °C - closed cup
ppe
Eyeshields, Gloves, type ABEK (EN14387) respirator filter
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Palladium-catalyzed cross-coupling reactions of (2-pyridyl) allyldimethylsilanes with aryl iodides
Nokami T, et al.
Organic Letters, 8(4), 729-731 (2006)
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)
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