238902

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238902

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2-(Trimethylsilyl)ethoxymethyl chloride

technical grade

Synonym:(2-Chloromethoxyethyl)trimethylsilane, Chloromethyl 2-trimethylsilylethyl ether, SEM-chloride, SEM-Cl
CAS Number:76513-69-4
Linear Formula:(CH3)3SiCH2CH2OCH2Cl
Molecular Weight:166.72
Beilstein Registry Number:3587289
EC Number:278-483-4
MDL number:MFCD00009919
PubChem Substance ID:24854351

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Description

Frequently Asked QuestionsLive Chat and Frequently Asked Questions are available for this Product.
ApplicationUsed to prepare a SEM-ether which was, in turn, removed with BBr3 and cyclized to a benzo-oxapane.2
 Phenol protecting group in the synthesis of laterifluorones.1
Features and BenefitsConvenient hydroxyl-protecting reagent. SEM-ethers are stable over a wide pH range, and can be selectively cleaved with fluoride ion under mild aprotic conditions.3,4
Packaging1, 5, 25 g in glass btl

Properties

gradetechnical grade
contains10 ppm diisopropylethylamine as stabilizer
refractive indexn20/D 1.435(lit.)
bp170-172 °C(lit.)
 57-59 °C/8 mmHg(lit.)
density0.942 g/mL at 25 °C(lit.)

Safety

Hazard CodesC
Risk Statements10-34
Safety Statements26-28-36/37/39-45
RIDADRUN 2920 8/PG 2
WGK Germany3
Flash Point(F)115 °F
Flash Point(C)46 °C

References

Cited Reference1. J. Am. Chem. Soc. 126, 5493-5501, (2004) Abstract
 2. Tetrahedron Lett. 47, 5909, (2006)
 3. Tetrahedron Lett. 36, 1683, (1995)
 4. J. Org. Chem. 55, 5180, (1990)
FieserFieser 10,431 / Fieser 15,344 / Fieser 16,361
referenceAldrich MSDS 1, 1798:C / Corp MSDS 1 (2), 3497:C / FT-IR 2 (3), 4367:C / FT-IR 1 (2), 1097:A / FT-NMR 1 (3), 657:A / RegBook 1 (2), 2967:F / Structure Index 1, 469:E:6 / Vapor Phase 3, 1640:C