2-(Trimethylsilyl)ethoxymethyl chloride
90% (stabilized with Diisopropylethylamine)
Reagent
Code: #238842
Alias
2-(trisilyl)ethoxymethylchloride
CAS Number
76513-69-4
blur_circular Chemical Specifications
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Molecular Information
Weight
166.72 g/mol
Formula
C₆H₁₅ClOSi
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Registry Numbers
EC Number
278-483-4
MDL Number
MFCD00009919
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Physical Properties
Boiling Point
170-172 °C(lit.)
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Storage & Handling
Density
0.942 g/mL at 25 °C(lit.)
Storage
2-8°C, Inert gas storage
description Product Description
Used as a protecting group reagent in organic synthesis, particularly for alcohols and phenols. It introduces the 2-(trimethylsilyl)ethoxymethyl (SEM) group, which is stable under a variety of reaction conditions and can be selectively removed using mild acid or fluoride ions. This makes it valuable in multi-step syntheses, especially in the preparation of complex molecules like natural products and pharmaceuticals where selective protection and deprotection are required. Commonly employed in peptide and nucleotide chemistry due to its compatibility with sensitive functional groups.
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