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Ethyl(2-trimethylsilyl)acetate

Catalog Number
ACM4071889
Product Name
Ethyl(2-trimethylsilyl)acetate
Structure
CAS Number
4071-88-9
EC Number
223-783-2
IUPAC Name
ethyl2-trimethylsilylacetate
Synonyms
(Trimethylsilyl)acetic Acid Ethyl Ester; Ethyl trimethylsilylacetate; Ethyl (TriMethylsilyl)acetate; Ethyl 2-(trimethylsilyl)acetate; ethyl 2-trimethylsilylacetate;
Category
Silicon hydrocarbyl carboxylic acids compounds
Molecular Weight
160.29
Exact Mass
160.09200
Molecular Formula
C7H16O2Si
Boiling Point
156-159ºC
Flash Point
35ºC
Density
0.876
Purity
95%+
Appearance
Transparent liquid
SMILES
CCOC(=O)C[Si](C)(C)C
InChIKey
QQFBQBDINHJDMN-UHFFFAOYSA-N
Safty Description
S16
WGK Germany
3
Packing Group
III
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1Product-catalyzed addition of alkyl nitriles to unactivated imines promoted by sodium aryloxide/ethyl(trimethylsilyl)acetate (ETSA) combination.

Poisson T1, Gembus V, Oudeyer S, Marsais F, Levacher V.

J Org Chem. 2009 May 1;74(9):3516-9. doi: 10.1021/jo802763b.

The first transition-metal-free addition of alkyl nitriles to unactivated imines was developed using a catalytic combination of 4-MeOC(6)H(4)ONa and TMSCH(2)CO(2)Et to promote the reaction. The corresponding beta-amino nitriles are obtained in good to almost quantitative isolated yields under mild conditions. A mechanism involving an autocatalytic pathway is proposed on the basis of experimental observations.

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Email:
Tel:1-201-478-8534
1-516-662-5404
Fax: 1-516-927-0118
Address: 2200 Smithtown Avenue, Room 1 Ronkonkoma, NY 11779-7329 USA