92749
2-(Trimethylsilyl)ethoxymethyl chloride
≥95.0% (GC)
Manufacturer: Sigma Aldrich
CAS Number: 76513-69-4
Synonym(S): (2-Chloromethoxyethyl)trimethylsilane, Chloromethyl 2-trimethylsilylethyl ether, SEM-Cl, SEM-chloride
Select a Size
| Pack Size | SKU | Availability | Price |
|---|---|---|---|
| 5 ML | 92749-5-ML | In Stock | ₹ 9,266.20 |
| 25 ML | 92749-25-ML | In Stock | ₹ 28,859.45 |
92749 - 5 ML
In Stock
Quantity
1
Base Price: ₹ 9,266.20
GST (18%): ₹ 1,667.916
Total Price: ₹ 10,934.116
Quality Level
100
Assay
≥95.0% (GC)
form
liquid
refractive index
n20/D 1.435 (lit.)n20/D 1.436
bp
170-172 °C (lit.)57-59 °C/8 mmHg (lit.)
density
0.942 g/mL at 25 °C (lit.)
shipped in
wet ice
storage temp.
−20°C
SMILES string
C[Si](C)(C)CCOCCl
InChI
1S/C6H15ClOSi/c1-9(2,3)5-4-8-6-7/h4-6H2,1-3H3
Other Options
| Image | Product Name | Manufacturer | Price Range | |
|---|---|---|---|---|
 | eMolecules 2-(Trimethylsilyl)ethoxymethyl Chloride | 76513-69-4 | MFCD00009919 | 25g | eMolecules | ₹ 5,628.14 | |
 | 2-(Trimethylsilyl)ethoxymethyl chloride | Sigma Aldrich | ₹ 4,459.90 - ₹ 1,26,782.40 | |
 | 76513-69-4 | (2-(Chloromethoxy)ethyl)trimethylsilane | A2B Chem | ₹ 684.48 - ₹ 855.60 |
Related Products
Description
- General description: 2-(Trimethylsilyl)ethoxymethyl chloride (SEM-Cl) is a widely used reagent for the preparation protection groups for amines, alcohols, phenols, and carboxy groups.[1][2] The nitrogen of amides and sulfonamides groups are also protected by using SEM-Cl reagent.[1]
- Application: 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.[1] It can also be used in the synthesis of amino acid SEM esters from N-protected amino acids in the presence of lithium carbonate.[3]
- Other Notes: Protecting-group reagent for alcohols and other functional groups selectively removable with Bu4NF [4][5][6]; Protecting group for pyrroles and imidazoles, facilitating selective metalation [7]; Reagent for the introduction of a protected C1 building block [8]
SAFETY INFORMATION
Pictograms
Signal Word
Danger
Hazard Statements
Precautionary Statements
P210 - P233 - P240 - P280 - P303 + P361 + P353 - P305 + P351 + P338
Hazard Classifications
Flam. Liq. 3 - Skin Corr. 1B
WGK
WGK 3
Flash Point(F)
closed cup
Flash Point(C)
closed cup
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
Compare Similar Items
Show Difference
Quality Level: 100
Assay: ≥95.0% (GC)
form: liquid
refractive index: n20/D 1.435 (lit.)n20/D 1.436
bp: 170-172 °C (lit.)57-59 °C/8 mmHg (lit.)
density: 0.942 g/mL at 25 °C (lit.)
shipped in: wet ice
storage temp.: −20°C
SMILES string: C[Si](C)(C)CCOCCl
InChI: 1S/C6H15ClOSi/c1-9(2,3)5-4-8-6-7/h4-6H2,1-3H3
Quality Level:
100
Assay:
≥95.0% (GC)
form:
liquid
refractive index:
n20/D 1.435 (lit.)n20/D 1.436
bp:
170-172 °C (lit.)57-59 °C/8 mmHg (lit.)
density:
0.942 g/mL at 25 °C (lit.)
shipped in:
wet ice
storage temp.:
−20°C
SMILES string:
C[Si](C)(C)CCOCCl
InChI:
1S/C6H15ClOSi/c1-9(2,3)5-4-8-6-7/h4-6H2,1-3H3
Quality Level: 200
Assay: ≥98.0% (T)≥98.0%
form: liquid
refractive index: n20/D 1.475 (lit.)
bp: 93-94 °C/14 mmHg (lit.)
density: 0.957 g/mL at 20 °C0.956 g/mL at 25 °C (lit.)
shipped in: __
storage temp.: 2-8°C
SMILES string: C[Si](C)(C)n1ccnc1
InChI: 1S/C6H12N2Si/c1-9(2,3)8-5-4-7-6-8/h4-6H,1-3H3
Quality Level:
200
Assay:
≥98.0% (T)≥98.0%
form:
liquid
refractive index:
n20/D 1.475 (lit.)
bp:
93-94 °C/14 mmHg (lit.)
density:
0.957 g/mL at 20 °C0.956 g/mL at 25 °C (lit.)
shipped in:
__
storage temp.:
2-8°C
SMILES string:
C[Si](C)(C)n1ccnc1
InChI:
1S/C6H12N2Si/c1-9(2,3)8-5-4-7-6-8/h4-6H,1-3H3
Quality Level: 100
Assay: ≥95%
form: powder
refractive index: __
bp: __
density: __
shipped in: __
storage temp.: 2-8°C
SMILES string: O=C(C(CC1)N(C2=O)C(C3=C2C=CC=C3NC(COCC(F)(F)COCCCCN4CCNCC4)=O)=O)NC1=O.Cl
InChI: __
Quality Level:
100
Assay:
≥95%
form:
powder
refractive index:
__
bp:
__
density:
__
shipped in:
__
storage temp.:
2-8°C
SMILES string:
O=C(C(CC1)N(C2=O)C(C3=C2C=CC=C3NC(COCC(F)(F)COCCCCN4CCNCC4)=O)=O)NC1=O.Cl
InChI:
__
Quality Level: 100
Assay: ≥98.0% (GC)
form: liquid
refractive index: n20/D 1.416
bp: 92-94 °C (lit.)
density: 0.771 g/mL at 20 °C (lit.)
shipped in: __
storage temp.: __
SMILES string: C[Si](C)(C)CN
InChI: 1S/C4H13NSi/c1-6(2,3)4-5/h4-5H2,1-3H3
Quality Level:
100
Assay:
≥98.0% (GC)
form:
liquid
refractive index:
n20/D 1.416
bp:
92-94 °C (lit.)
density:
0.771 g/mL at 20 °C (lit.)
shipped in:
__
storage temp.:
__
SMILES string:
C[Si](C)(C)CN
InChI:
1S/C4H13NSi/c1-6(2,3)4-5/h4-5H2,1-3H3