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274585

Methyl trimethylsilyl dimethylketene acetal

95%

Synonym(s):

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

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About This Item

Linear Formula:
(CH3)2C=C(OCH3)OSi(CH3)3
CAS Number:
31469-15-5
Molecular Weight:
174.31
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24856589
MDL number:
MFCD00010232
Beilstein/REAXYS Number:
1362893
Assay:
95%
Form:
liquid
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Quality Level

100

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

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
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

WGK 3

flash_point_f

86.0 °F - closed cup

flash_point_c

30 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

Regulatory Information

危险化学品

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Certificates of Analysis (COA)

Lot/Batch Number
0000200121
0000200121
MKCH7757
MKCH1015
MKCG5811

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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)
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Global Trade Item Number

SKUGTIN
32872-100MG04061826717752
274585-100G04061837014581
274585-5G04061826153208
274585-25G04061837014598