tert-Butyldimethylsilyloxy)acetaldehyde, CAS No. 102191-92-4

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102191-92-4

Catalog No. EBD33496

CAS 102191-92-4

Name tert-Butyldimethylsilyloxy)acetaldehyde

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Basic Information

Synonyms: tert-Butyldimethylsilyloxy)acetaldehyde (tert-butyldimethylsilyloxy)acetaldehyde {[tert-butyl(dimethyl)silyl]oxy}acetaldehyde

Molecular Formula: C8H18O2Si

Molecular Weight: 174.31

Categories: Functional Chemicals > Consumer & Industrial Chemicals > Industrial Auxiliaries

Product Description:

Tert-Butyldimethylsilyloxy)acetaldehyde is a silyl-protected aldehyde, featuring a tert-butyldimethylsilyl (TBS) group attached to a hydroxyacetaldehyde backbone. This structure provides a stable, masked aldehyde functionality that is resistant to many reaction conditions, while the TBS group can be selectively removed under mild acidic or fluoride-mediated conditions. Its primary application is as a versatile synthetic building block in organic chemistry, particularly for the introduction of a protected aldehyde moiety into complex molecules. It is widely used in the synthesis of pharmaceuticals, natural products, and fine chemicals, serving as a key intermediate for constructing carbon-carbon bonds via reactions such as aldol condensations, Grignard additions, and Wittig olefinations. In medicinal chemistry, it is frequently employed as a small molecule fragment for drug discovery, enabling the rapid assembly of diverse compound libraries.

Physical Properties

Melting Point: 165-167 oC

Boiling Point: 165-167 °C(lit.)

Flash Point: 60 °C

Density: 0.915 g/mL at 25 °C(lit.)

Refractivity: n20/D 1.432(lit.)

Storage: 2-8°C

Safety Information

Packing Level: III

Hazard Category: 3

Transport Codes: 1989C

Analytical Data

Appearance: Clear colorless to straw colored liquid