234966
Methyl trimethylsilylacetate
97%
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About This Item
Linear Formula:
(CH3)3SiCH2CO2CH3
CAS Number:
Molecular Weight:
146.26
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
220-845-0
Beilstein/REAXYS Number:
1098961
MDL number:
Assay:
97%
Form:
liquid
InChI key
JIHUZDFFYVRXKP-UHFFFAOYSA-N
InChI
1S/C6H14O2Si/c1-8-6(7)5-9(2,3)4/h5H2,1-4H3
SMILES string
COC(=O)C[Si](C)(C)C
assay
97%
form
liquid
bp
38-39 °C/13 mmHg (lit.)
density
0.891 g/mL at 25 °C (lit.)
functional group
ester
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.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
3 - Flammable liquids
wgk
WGK 3
flash_point_f
91.4 °F - closed cup
flash_point_c
33 °C - closed cup
ppe
Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter
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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