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

Properties

• Quality Level: 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

Description

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-β^3, 3-aminoacid esters.
• Broadrup′s synthesis of epothilone D.
• Preparation of N-benzylidene benzylamine N-oxide.
• Synthesis of nitroso acetals.

Safety Information

• Pictograms: GHS02
• Signal Word: Warning
• Hazard Statements: H226
• Hazard Classifications: Flam. Liq. 3
• Storage Class Code: 3 - Flammable liquids
• WGK: WGK 3
• Flash Point(F): 125.6 °F - closed cup
• Flash Point(C): 52 °C - closed cup
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves