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2-(Trimethylsilyl)ethoxymethyl chloride

Product Name
2-(Trimethylsilyl)ethoxymethyl chloride
CAS No.
76513-69-4
Chemical Name
2-(Trimethylsilyl)ethoxymethyl chloride
Synonyms
SEM-CL;(2-trimethylethylsilylethoxy)methyl chloride;SEM-CI;2-(CHLOROMETHOXY)ETHYLTRIMETHYLSILANE;(Trimethylsilyl)ethoxymethyl chloride;DK891;2-(Trime;SEM-CHLORIDE;2-(triMethylsilyl)ethoxyMethyl chl;2-ChloroethoxyMethyltrimethylsilane
CBNumber
CB1275117
Molecular Formula
C6H15ClOSi
Formula Weight
166.72
MOL File
76513-69-4.mol
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2-(Trimethylsilyl)ethoxymethyl chloride Property

Boiling point:
170-172 °C (lit.) 57-59 °C/8 mmHg (lit.)
Density 
0.942 g/mL at 25 °C (lit.)
refractive index 
n20/D 1.435(lit.)
Flash point:
116 °F
storage temp. 
2-8°C
solubility 
Sol most organic solvents (pentane, CH2Cl2, Et2O, THF, DMF, DMPU, HMPA)
form 
Liquid
color 
Clear colorless
Specific Gravity
0.95
Water Solubility 
decomposes
Sensitive 
Moisture Sensitive
Hydrolytic Sensitivity
7: reacts slowly with moisture/water
BRN 
3587289
Stability:
Unstable in Solution
InChIKey
BPXKZEMBEZGUAH-UHFFFAOYSA-N
CAS DataBase Reference
76513-69-4(CAS DataBase Reference)
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Safety

Hazard Codes 
C
Risk Statements 
10-34
Safety Statements 
26-28-36/37/39-45-16
RIDADR 
UN 2920 8/PG 2
WGK Germany 
3
F 
8-10-21
TSCA 
No
HazardClass 
3.2
PackingGroup 
III
HS Code 
29319090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H226Flammable liquid and vapour

H314Causes severe skin burns and eye damage

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P310Immediately call a POISON CENTER or doctor/physician.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
238902
Product name
2-(Trimethylsilyl)ethoxymethyl chloride
Purity
technical grade
Packaging
1g
Price
$57.3
Updated
2024/03/01
Sigma-Aldrich
Product number
238902
Product name
2-(Trimethylsilyl)ethoxymethyl chloride
Purity
technical grade
Packaging
5g
Price
$154
Updated
2024/03/01
TCI Chemical
Product number
C1339
Product name
2-(Chloromethoxy)ethyltrimethylsilane (stabilized with Diisopropylethylamine)
Purity
>95.0%(GC)
Packaging
5mL
Price
$134
Updated
2024/03/01
TCI Chemical
Product number
C1339
Product name
2-(Chloromethoxy)ethyltrimethylsilane (stabilized with Diisopropylethylamine)
Purity
>95.0%(GC)
Packaging
25mL
Price
$457
Updated
2024/03/01
Alfa Aesar
Product number
H55074
Product name
2-(Chloromethoxy)ethyltrimethylsilane, tech. 90%, stab. with 0.1% N,N-Diisopropylethylamine
Packaging
1g
Price
$36.65
Updated
2024/03/01
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2-(Trimethylsilyl)ethoxymethyl chloride Chemical Properties,Usage,Production

Chemical Properties

Colorless to light yellow liqui

Physical properties

bp 57–59 °C/8 mmHg; d 0.942 g cm?3.

Uses

2-(Chloromethoxy)ethyltrimethylsilane is used in the preparation of SEM [2-(trimethylsilyl)ethoxy]methyl]-ethers. It serves as a phenol protecting group in the synthesis of laterifluorones. Further, it reacts with 1H-imidazole to prepare 1-(2-trimethylsilanyl-ethoxymethyl)-1H-imidazole.

Uses

2-(Trimethylsilyl)ethoxymethyl Chloride is a reagent used in the protection of alcohols, secondary aryl amines, and imidazole, indole, and pyrrole nitrogens;electrophilic formaldehyde equivalent; acyl anion equivalent,used in One-carbon Homologations, Cyclizations etc.

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. The nitrogen of amides and sulfonamides groups are also protected by using SEM-Cl reagent.

Purification Methods

Dissolve SEMCl in pentane, dry it (MgSO4), evaporate and distil the residual oil in a vacuum. Stabilise it with 10ppm of diisopropylamine. Store it under N2 in a sealed container in a refrigerator. [Lipshutz & Pegram Tetrahedron Lett 21 3343 1980.]

2-(Trimethylsilyl)ethoxymethyl chloride Preparation Products And Raw materials

Raw materials

Preparation Products

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2-(Trimethylsilyl)ethoxymethyl chloride Suppliers

Americas 1 Belgium 2 China 318 Europe 1 France 2 Germany 4 India 14 Japan 3 Singapore 1 South Korea 1 Switzerland 2 United Kingdom 14 United States 41 Global 404
Acros Organics (Part of Thermo Fisher Scientific )
Tel
--
Fax
--
Email
fo@acros.com
Country
Belgium
ProdList
3824
Advantage
58
Acros Organics
Tel
--
Fax
--
Email
info@acros.com
Country
Belgium
ProdList
6772
Advantage
81
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View Lastest Price from 2-(Trimethylsilyl)ethoxymethyl chloride manufacturers

Hebei Weibang Biotechnology Co., Ltd
Product
2-(Trimethylsilyl)ethoxymethyl chloride 76513-69-4
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2024-11-15
Hebei Xinsheng New Material Technology Co., LTD.
Product
2-(Trimethylsilyl)ethoxymethyl chloride 76513-69-4
Price
US $35.00-25.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
20 Ton
Release date
2023-11-16
Hangzhou ICH Biofarm Co., Ltd
Product
2-trimethylsilyl) thoxymethyl chloride 76513-69-4
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99.0%
Supply Ability
20 tons
Release date
2023-07-03

76513-69-4, 2-(Trimethylsilyl)ethoxymethyl chlorideRelated Search:

(Trifluoromethyl)trimethylsilane Choline chloride Chlorodimethylphenylsilane Chloromethyltrimethylsilane Ethoxytrimethylsilane Ethyl acetate Ammonium chloride C8E3 Lithium bis(trimethylsilyl)amide Methyltrimethoxysilane Diethoxydimethylsilane tert-Butyldimethylsilyl chloride Ethylbenzene Polyvinyl chloride Acetyl chloride Trimethylsilylacetylene Sodium chloride CHLOROMETHYLPHENYLSILANE

  • SEM-CHLORIDE
  • SEM-CI
  • SEM-CL
  • 2-(TRIMETHYLSILYL)ETHOXYMETHYL CHLORIDE
  • 2-(CHLOROMETHOXY)ETHYLTRIMETHYLSILANE
  • CHLOROMETHYL 2-TRIMETHYLSILYLETHYL ETHER
  • 2-(Trimethylsilyl)ethoxymethyl chloride ,95% [0.1% diisopropylethylamine as stabilizer]
  • 2-(triMethylsilyl)ethoxyMethyl chl
  • 2-(ChloroMethoxy)ethyltriMethylsilane, tech.
  • SEM-Chloride 2-(Trimethylsilyl)ethoxymethyl Chloride
  • SEM-Cl 2-(TriMethylsilyl)ethoxyMethyl chloride
  • 2-(ChloroMethoxy)ethyltriMethylsilane, tech. 90%, stab. with 0.3% N-ethyldiisopropylaMine
  • 2-(TriMethsilyl)-ethoxyMethyl chloride
  • 2-(TriMethylsilyl)ethoxyMethyl Chloride, Stabilized with N,N-Dicyclohexyl-3-pentylaMine
  • 2-(TriMethylsilyl)ethoxyMethyl chloride, stabilized with 10 ppM N,N-diisopropylethylaMine
  • 2-(TriMethylsilyl)ethoxyMethyl chloride >=95.0% (GC)
  • 2-(Chloromethoxy)ethyltrimethylsilane, stabilized with 0.3% N-ethyldiisopropylamine
  • 2-(Chloromethoxy)ethyltrimethylsilane, tech. 90%, stab. with 0.3% N-ethyldiisopropylamine colorless liquid
  • 2-(Trimethylsilyl)ethoxymethyl chloride, 95%, stabilized with 10 ppm N,N-diisopropylethylamine
  • 2-(Trime
  • (Trimethylsilyl)ethoxymethyl chloride
  • 2-(Chloromethoxyethyl)trimethyl silane - stabilized with ca. 0.1% Diisopropylethylamine
  • 2-chloromethyl 2-(trimethylsilyl)ethyl ether
  • 2-(Trimethylsilyl)ethoxymethyl chloride, technical grade
  • 2-(TRIMETHYSILYL)-ETHOXYMETHYL CHLORIDE
  • 2-(Trimethylsilyl)ethoxymethylchloride,stabilized,tech.
  • 2-(Trimethylsilyl)ethoxymethyl chloride, tech., stabilized, 90%
  • 2-(Trimethylsilyl)ethoxymethyl Chloride (SEM-Cl)
  • 2-ChloroethoxyMethyltrimethylsilane
  • -(trimethysilyl)-ethoxymethylchloride
  • Silane, 2-(chloromethoxy)ethyltrimethyl-
  • {2-[(chloromethyl)oxy]ethyl}(trimethyl)silane
  • 2-(Chloromethoxy)ethyltrimethylsilane (stabilized with Diisopropylethylamine)
  • 2-(Trimethylsilyl)ethoxymethyl chloride, 90%, tech, stabilized
  • [2-(Trimethylsilyl)ethyl](chloromethyl) ether
  • 2-(Trimethylsilyl)ethyl(chloromethyl) ether
  • 2-(TRIMETHYLSILYL)ETHOXYMETHYLCHLORIDE , STABILIZED WITH IPR2MEN
  • (2-Chloromethoxyethyl)trimethylsilane, Chloromethyl 2-trimethylsilylethyl ether, SEM-chloride, SEM-Cl
  • 2-(Chloromethoxy)ethyltrimethylsilane (stabilized with Diisopropylethylamine)&gt
  • 2-(Trimethylsilyl)ethoxymethyl Chloride，>95%
  • (2-trimethylethylsilylethoxy)methyl chloride
  • 2-chloroMethyl 2-(triMethylsilyl)ethyl ethe
  • 4,4'-METHYLENEBIS(7-BROMO-N,N-DIMETHYLANILINE)
  • DK891
  • SEM-CHLORIDE ~9% (2-(Trimethylsilyl)ethoxymethyl chloride)
  • Chloromethyl trimethylsilethyl ether
  • 2-trimethylsilyl) thoxymethyl chloride
  • 2-(TRIMETHYLSILYL)ETHOXYMETHYL CHLORIDE (2-Chloromethoxyethyl)trimethylsilane, Chloromethyl 2-trimethylsilylethyl ether, SEM-Cl, SEM-chloride
  • 76513-69-4
  • 76512-69-4
  • C6H15ClOSi
  • CH33SiCH2CH2OCH2Cl
  • Si (Classes of Silicon Compounds)
  • Protection & Derivatization Reagents (for Synthesis)
  • Si-(C)4 Compounds
  • Reagents for Oligosaccharide Synthesis
  • Silicon Compounds (for Synthesis)
  • Protecting and Derivatizing Reagents