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234966

Sigma-Aldrich

Methyl trimethylsilylacetate

97%

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About This Item

Linear Formula:
(CH3)3SiCH2CO2CH3
CAS Number:
2916-76-9
Molecular Weight:
146.26
Beilstein/REAXYS Number:
1098961
EC Number:
220-845-0
MDL number:
MFCD00008450
UNSPSC Code:
12352100
PubChem Substance ID:
24854069
NACRES:
NA.22

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[1]. It also undergoes Peterson olefination to yield mainly Z-isomers of steroid 17β-side chain methyl acrylates[2].

pictograms

FlameExclamation mark
GHS02,GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

3 - Flammable liquids

wgk_germany

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCB9875
MKBB6268
MKAA3253
05931JH
10921KE

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Z-Isomers of Steroid 17?-Side Chain Methyl Acrylates.
Pouzar V, et al.
Collection of Czechoslovak Chemical Communications, 57(9), 1928-1936 (1992)
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)

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