2-(Trimethylsilyl)ethoxymethyl chloride (SEMCl)
95%
- Product Code: 88189
Alias:
2-(Trimethylsilyl)ethoxymethyl chloride
CAS:
76513-69-4
| Molecular Weight: | 166.72 g./mol | Molecular Formula: | C₆H₁₅ClOSi |
|---|---|---|---|
| EC Number: | 278-483-4 | MDL Number: | MFCD00009919 |
| Melting Point: | Boiling Point: | 170-172 °C(lit.) | |
| Density: | 0.942 g/mL at 25 °C(lit.) | Storage Condition: | -20°C |
Product Description:
2-(Trimethylsilyl)ethoxymethyl chloride (SEMCl) is widely used in organic synthesis as a protecting group for alcohols, amines, and other functional groups. Its primary application lies in the protection of hydroxyl groups during complex chemical reactions, particularly in the synthesis of natural products, pharmaceuticals, and peptides. SEMCl forms stable SEM ethers, which are resistant to acidic and basic conditions, allowing selective deprotection without affecting other sensitive groups in the molecule. It is also employed in carbohydrate chemistry to protect sugar hydroxyls and in nucleotide synthesis to safeguard reactive sites. Additionally, SEMCl is utilized in solid-phase peptide synthesis to prevent unwanted side reactions. Its versatility and stability make it a valuable tool in multi-step synthetic processes.
Product Specification:
| Test | Specification |
|---|---|
| PurityGC | 95 100% |
| REFRACTIVE INDEX N20D | 1.435-1.438 |
| SPECIFIC GRAVITY 2020C | 0.942-0.967 |
| APPEARANCE | COLORLESS LIQUID |
| INFRARED SPECTRUM | Conforms to Structure |
Sizes / Availability / Pricing:
| Size (g) | Availability | Price | Quantity |
|---|---|---|---|
| 1.000 | 10-20 days | ฿380.00 |
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| 5.000 | 10-20 days | ฿1,150.00 |
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| 25.000 | 10-20 days | ฿3,940.00 |
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| 100.000 | 10-20 days | ฿13,090.00 |
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| 500.000 | 10-20 days | ฿50,320.00 |
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2-(Trimethylsilyl)ethoxymethyl chloride (SEMCl)
2-(Trimethylsilyl)ethoxymethyl chloride (SEMCl) is widely used in organic synthesis as a protecting group for alcohols, amines, and other functional groups. Its primary application lies in the protection of hydroxyl groups during complex chemical reactions, particularly in the synthesis of natural products, pharmaceuticals, and peptides. SEMCl forms stable SEM ethers, which are resistant to acidic and basic conditions, allowing selective deprotection without affecting other sensitive groups in the molecule. It is also employed in carbohydrate chemistry to protect sugar hydroxyls and in nucleotide synthesis to safeguard reactive sites. Additionally, SEMCl is utilized in solid-phase peptide synthesis to prevent unwanted side reactions. Its versatility and stability make it a valuable tool in multi-step synthetic processes.
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