Skip to Content
Merck
CN

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

Sign In to View Organizational & Contract Pricing.

Select a Size

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%

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

InChI

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

SMILES string

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

InChI key

UVCCWXJGWMGZAB-UHFFFAOYSA-N

assay

97%

refractive index

n20/D 1.429 (lit.)

bp

62 °C/9 mmHg (lit.)

density

0.863 g/mL at 25 °C (lit.)

Quality Level

100

Related Categories

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

Regulatory Information

危险化学品
This item has

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
SHBQ7293
SHBP4213
SHBN5077
SHBK0931
SHBJ5606

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

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

Visit the Document Library

New indenyl phosphinooxazoline complexes of iron and their catalytic activity in the Mukaiyama aldol reaction.
Lenze M, et al.
Tetrahedron Letters, 51(21), 2855-2858 (2010)
Enantioselective addition of ketene silyl acetals to nitrones catalyzed by chiral titanium complexes. Synthesis of optically active ?-amino acids.
Murahashi SI, et al.
Journal of the American Chemical Society, 124(12), 2888-2889 (2002)
Recent developments in the syntheses of the epothilones and related analogues.
Watkins EB, et al.
European Journal of Organic Chemistry, 18, 4071-4084 (2006)
Three-step assembly of 4-aminotetrahydropyran-2-ones from isoxazoline-2-oxides.
Naumova AS, et al.
Royal Society of Chemistry Advances, 4(24), 12467-12475 (2014)

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