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519324

1-(tert-Butyldimethylsilyloxy)-1-methoxyethene

97%

Synonym(s):

(1,1-Dimethylethyl)[(1-methoxyethenyl)oxy]dimethylsilane, (tert-Butyl)[(1-methoxyethenyl)oxy]dimethylsilane, 1-Methoxy-1-(tert-butyldimethylsiloxy)ethylene, 1-Methoxy-1-[(tert-butyldimethylsilyl)oxy]ethene, 1-Methoxy-1-[(tert-butyldimethylsilyl)oxy]ethylene, Ketene methyl t-butyldimethylsilyl acetal, Ketene tert-butyldimethylsilyl methyl acetal, tert-Butyl[(1-methoxyvinyl)oxy]dimethylsilane

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About This Item

Linear Formula:
(CH3)3CSi(CH3)2OC(OCH3)=CH2
CAS Number:
77086-38-5
Molecular Weight:
188.34
NACRES:
NA.22
PubChem Substance ID:
24874073
UNSPSC Code:
12352100
MDL number:
MFCD02683524
Assay:
97%
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Quality Segment

100

assay

97%

refractive index

n20/D 1.429 (lit.)

bp

62 °C/9 mmHg (lit.)

density

0.863 g/mL at 25 °C (lit.)

SMILES string

COC(=C)O[Si](C)(C)C(C)(C)C

InChI

1S/C9H20O2Si/c1-8(10-5)11-12(6,7)9(2,3)4/h1H2,2-7H3

InChI key

UVCCWXJGWMGZAB-UHFFFAOYSA-N

Application

1-(tert-Butyldimethylsilyloxy)-1-methoxyethene may be used in the following
  • Synthesis of β-hydroxy esters via Mukaiyama Aldol reaction with heterocyclic aldehydes in the presence of Lewis acid.
  • Asymmetric Mukaiyama-Mannich reaction with isatin-derived ketimines to synthesize indolyl-β3, 3-aminoacid esters.
  • Broadrup′s synthesis of epothilone D.
  • Preparation of N-benzylidene benzylamine N-oxide.
  • Synthesis of nitroso acetals.

pictograms

Flame
GHS02

signalword

Warning

hcodes

H226

Hazard Classifications

Flam. Liq. 3

Storage Class

3 - Flammable liquids

wgk

WGK 3

flash_point_f

125.6 °F - closed cup

flash_point_c

52 °C - closed cup

ppe

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

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