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About This Item
Linear Formula:
(CH3)3SiCH2CO2CH3
CAS Number:
Molecular Weight:
146.26
Beilstein:
1098961
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
Assay
97%
form
liquid
refractive index
n20/D 1.414 (lit.)
bp
38-39 °C/13 mmHg (lit.)
density
0.891 g/mL at 25 °C (lit.)
functional group
ester
SMILES string
COC(=O)C[Si](C)(C)C
InChI
1S/C6H14O2Si/c1-8-6(7)5-9(2,3)4/h5H2,1-4H3
InChI key
JIHUZDFFYVRXKP-UHFFFAOYSA-N
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General description
Methyl trimethylsilylacetate on reaction with lithium diisopropylamide in THF at -78°C yields methyl lithiotrimethylsilylacetate. It also undergoes Peterson olefination to yield mainly Z-isomers of steroid 17β-side chain methyl acrylates.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
Storage Class Code
3 - Flammable liquids
WGK
WGK 3
Flash Point(F)
91.4 °F - closed cup
Flash Point(C)
33 °C - closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Regulatory Information
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Conjugate addition of lithiotrimethylsilylacetate. A simple synthesis of methyl jasmonate via vicinal double alkylation.
Nishiyama H, et al.
Tetrahedron Letters, 25(23), 2487-2488 (1984)
Z-Isomers of Steroid 17?-Side Chain Methyl Acrylates.
Pouzar V, et al.
Collection of Czechoslovak Chemical Communications, 57(9), 1928-1936 (1992)
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