Skip to Content
Merck
All Photos(2)

Documents

274585

Sigma-Aldrich

Methyl trimethylsilyl dimethylketene acetal

95%

Synonym(s):

1-Methoxy-2-methyl-1-(trimethylsiloxy)propene, (1-Methoxy-2-methyl-1-propenyloxy)trimethylsilane, MTDA

Sign Into View Organizational & Contract Pricing


About This Item

Linear Formula:
(CH3)2C=C(OCH3)OSi(CH3)3
CAS Number:
Molecular Weight:
174.31
Beilstein:
1362893
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

95%

form

liquid

refractive index

n20/D 1.415 (lit.)

bp

35 °C/15 mmHg (lit.)

density

0.858 g/mL at 25 °C (lit.)

SMILES string

CO\C(O[Si](C)(C)C)=C(/C)C

InChI

1S/C8H18O2Si/c1-7(2)8(9-3)10-11(4,5)6/h1-6H3

InChI key

JNOGVQJEBGEKMG-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Application

Methyl trimethylsilyl dimethylketene acetal was used:
  • in the synthesis of chiral β-lactams by reacting with (S)-alkylidene(1-arylethyl)amines in the presence of titanium tetrachloride
  • as a catalyst or initiator in the group-transfer polymerization
  • as a versatile reagent in conjugate addition and aldol reactions.

Pictograms

FlameExclamation mark

Signal Word

Warning

Hazard 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)

86.0 °F - closed cup

Flash Point(C)

30 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 1

1 of 1

Aldrichimica Acta, 17, 41-41 (1984)
Tetrahedron Letters, 35, 5239-5239 (1994)
Asymmetric synthesis of ?-lactams. I. The reaction of dimethylketene silyl acetal with (S)-alkylidene (1-arylethyl) amines promoted by titanium tetrachloride.
Tetrahedron Letters, 21(21), 2077-2080 (1980)
Chamari S Wijesooriya et al.
Photochemistry and photobiology, 95(2), 556-562 (2018-07-31)
Developing improved fluorescent probes for imaging the endoplasmic reticulum (ER) is necessary for structure-activity studies of this dynamic organelle. Two coumarin-based compounds with sulfonamide side groups were synthesized and characterized as ER-targeting probes. Their selectivity to target the ER in
Journal of the American Chemical Society, 116, 4131-4131 (1994)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service