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238902 Aldrich

2-(Trimethylsilyl)ethoxymethyl chloride

technical grade

Synonym: (2-Chloromethoxyethyl)trimethylsilane, Chloromethyl 2-trimethylsilylethyl ether, SEM-Cl, SEM-chloride

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Properties

Related Categories Chemical Synthesis, Protecting and Derivatizing Reagents, Protection and Derivatization, Silicon-Based, Synthetic Reagents More...
grade   technical grade
InChI Key   BPXKZEMBEZGUAH-UHFFFAOYSA-N
contains   10 ppm diisopropylethylamine as stabilizer
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.   2-8°C

Description

Frequently Asked Questions

Frequently Asked Questions are available for this Product.

Application

Phenol protecting group in the synthesis of laterifluorones.

Used to prepare a SEM-ether which was, in turn, removed with BBr3 and cyclized to a benzo-oxapane.

Features and Benefits

Convenient hydroxyl-protecting reagent. SEM-ethers are stable over a wide pH range, and can be selectively cleaved with fluoride ion under mild aprotic conditions.

Packaging

1, 5, 25, 100 g in glass bottle

General description

Learn More at the Professor and Product Portal of Professor Bruce Lipshutz.

Price and Availability


Cross-Coupling Guide
Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 2920 3(8) / PGII
WGK Germany 
3
Flash Point(F) 
114.8 °F
Flash Point(C) 
46 °C
Protocols & Articles

Articles

Activating Reagents and Protecting Groups

The use of activating agents and protecting groups in organic synthesis is necessary to prevent unwanted side reactions from occurring when using other common reagents such as oxidizing or reducing a...
Chemfiles Volume 1 Article 3
Keywords: Organic synthesis

Lipshutz Group - Professor Product Portal

From our library of Articles, Sigma-Aldrich presents Lipshutz Group - Professor Product Portal
Keywords: Addition reactions, Catalysis, Cross couplings, Environmental, Green chemistry, Ligands, Metathesis, Nucleophilic aromatic substitution, Olefin metathesis, Organic synthesis, Solvents, Substitutions

Peer-Reviewed Papers
15

References

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