Sigma Aldrich 2-(Trimethylsilyl)Ethoxymethyl Chloride

Catalog No.	Quantity
92-749-25ML	25 mL
92-749-5ML	5 mL

Catalog No. 92-749-25ML Supplier Sigma Aldrich Supplier No. 9274925ML

Description

MilliporeSigma Sigma Organics products encompass a wide range of quality reagents, solvents, catalysts, and building blocks for organic synthesis. From benchtop discovery to process development and scale-up, Sigma Organics solutions are built to meet the needs of synthetic chemists.

2-(Trimethylsilyl)ethoxymethyl chloride (SEM-Cl) is a widely used reagent for the preparation protection groups for amines, alcohols, phenols, and carboxy groups. The nitrogen of amides and sulfonamides groups are also protected by using SEM-Cl reagent.SEM-Cl can be used as a reagent for the preparation of 2,4,5-trisubstituted tetrahydropyrans form homoallylic alcohols by a Prins-type cyclization reaction. It can also be used in the synthesis of amino acid SEM esters from N-protected amino acids in the presence of lithium carbonate.Protecting-group reagent for alcohols and other functional groups selectively removable with Bu4NF ; Protecting group for pyrroles and imidazoles, facilitating selective metalation ; Reagent for the introduction of a protected C1 building block

Specifications

• CAS: 76513-69-4
• Density: 0.942 g/mL at 25°C
• Boiling Point: 170°C to 172°C, 57°C to 59°C (8 mmHg, lit.)
• Molecular Formula: C6H15ClOSi
• Refractive Index: n20/D 1.435; n20/D 1.436
• Linear Formula: (CH3)3SiCH2CH2OCH2Cl
• MDL Number: MFCD00009919
• Quantity: 25 mL
• Synonym: (2-Chloromethoxyethyl)trimethylsilane; Chloromethyl 2-trimethylsilylethyl ether; SEM-Cl; SEM-chloride
• Molecular Weight (g/mol): 166.72 g/mol