SEM-Cl

[2-(Trimethylsilyl)ethoxymethyl Chloride]

Other Names:

(2-Chloromethoxyethyl)trimethylsilane

Chloromethyl 2-trimethylsilylethyl ether

General Information:

Structure:

CAS: 76513-69-4

MW: 166.72 g/mol

Common Uses:

Reagent for SEM protection

Procedure excerpt:

. . . the SM (8.1 g, 33.1 mmol) in DMF (165 mL) was cooled 0 C and NaH (60% in mineral oil, 1.98 g, 49.6 mmol) was added. After 30 min, SEM-Cl (7.02 mL, 39.7 mmol) was added . . .

[full procedure]

References:

1) Patent Reference: WO2012149280, page 51, (4.1 MB)

2) www.sigmaaldrich.com: 2-(Trimethylsilyl)ethoxymethyl chloride (link)