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2-Pyridyltrimethylsilane | CAS Number: 13737-04-7

Catalog Number
ACM13737047
Product Name
2-Pyridyltrimethylsilane
Structure
CAS Number
13737-04-7
IUPAC Name
trimethyl(pyridin-2-yl)silane
Synonyms
2-(Trimethylsilyl)pyridine, Pyridine,2-(trimethylsilyl)-, 649856_ALDRICH, 652849_ALDRICH, Pyridine, 2-(trimethylsilyl)-, NSC603436, CID139573, 13737-04-7
Category
Ammonia hydroxyl silane
Molecular Weight
151.28
Exact Mass
151.08200
Molecular Formula
C8H13NSi
Boiling Point
47-49ºC (5 mmHg)
Flash Point
52ºC
Density
0.9113
Purity
95%+
Appearance
Transparent liquid
SMILES
C[Si](C)(C)C1=CC=CC=N1
InChIKey
IBLKFJNZUSUTPB-UHFFFAOYSA-N
H-Bond Donor
0
H-Bond Acceptor
1
Safty Description
S16-S26-S37/39
Hazard Statements
Xi:Irritant;
WGK Germany
3
Packing Group
III
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1Pyridyl group assisted deprotonation of a methyl group on silicon: complex induced proximity effect and novel hydroxymethylation.

Itami K1, Kamei T, Mitsudo K, Nokami T, Yoshida JI.

J Org Chem. 2001 Jun 1;66(11):3970-6.

A novel methodology for the deprotonation of a methyl group on silicon has been developed. This newly developed alpha-lithiation protocol is based on the intramolecular pyridyl group coordination to stabilize the alpha-silyl carbanion together with the inherent silicon alpha effect. It was found that the deprotonation (t-BuLi/Et(2)O/-78 degrees C) occurs with 2-pyridyltrimethylsilane but not with other related silanes such as phenyltrimethylsilane, 3-pyridyltrimethylsilane, and 4-pyridyltrimethylsilane. Read More

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Email:
Tel:1-201-478-8534
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Fax: 1-516-927-0118
Address: Suite 212, Waverly Plaza, 755 Waverly Avenue, Holtsville, NY 11742, USA