238902
2-(Trimethylsilyl)ethoxymethyl chloride
technical grade
Recommended Products
grade
technical grade
Quality Level
form
liquid
refractive index
n20/D 1.435 (lit.)
bp
170-172 °C (lit.)
57-59 °C/8 mmHg (lit.)
density
0.942 g/mL at 25 °C (lit.)
storage temp.
−20°C
SMILES string
C[Si](C)(C)CCOCCl
InChI
1S/C6H15ClOSi/c1-9(2,3)5-4-8-6-7/h4-6H2,1-3H3
InChI key
BPXKZEMBEZGUAH-UHFFFAOYSA-N
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General description
Application
Features and Benefits
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Flam. Liq. 3 - Skin Corr. 1B
WGK
WGK 3
Flash Point(F)
114.8 °F
Flash Point(C)
46 °C
Personal Protective Equipment
Regulatory Information
Certificates of Analysis (COA)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
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Which document(s) contains shelf-life or expiration date information for a given product?
If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.
How do I get lot-specific information or a Certificate of Analysis?
The lot specific COA document can be found by entering the lot number above under the "Documents" section.
Why is Product 238902 2-(Trimethylsilyl)ethoxymethyl chloride, such a popular hydroxyl protecting agent?
2-(Trimethylsilyl)ethoxymethyl chloride is widely used in the protection of alcohols because the SEM ethers are easily prepared. They are stable to a number of synthetic transformations, and they are easily removed.
What are the advantaged of using Product 238902, 2-(Trimethylsilyl)ethoxymethyl chloride, in carbohydrate chemistry?
In carbohydrate chemistry, the SEM group has shown distinct advantages over other groups such as the 2-methoxyethoxymethyl (MEM) group, because the SEM group is removed under milder acidic conditions.
Are SEM protected carboxylic acids like Product 238902 stable enough for chromatography?
SEM protected carboxylic acids are stable enough for chromatography but are readily deprotected without affecting either acid of base-sensitive functionalities.
How is the SEM group, Product 238902, 2-(Trimethylsilyl)ethoxymethyl chloride, used in the protection of nitrogen atoms in heterocyclic compounds?
In SEM protected indole, the aminal oxygen is used to direct lithiation to the 2-position. A similar approach has been used for pyrroles and imidazoles.
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Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.
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