ChemicalBook > CAS DataBase List > 2-(Trimethylsilyl)ethoxymethyl chloride

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
More
Less

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)
More
Less

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
8-10-21
TSCA 
No
HazardClass 
3.2
PackingGroup 
III
HS Code 
29319090
More
Less

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.

More
Less

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
More
Less

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

More
Less

2-(Trimethylsilyl)ethoxymethyl chloride Suppliers

INTATRADE GmbH
Tel
+49 3493/605464
Fax
+49 3493/605470
Email
sales@intatrade.de
Country
Germany
ProdList
3572
Advantage
66
CHEMOS GmbH & Co. KG
Tel
--
Fax
--
Email
chemos@chemos.de
Country
Germany
ProdList
6727
Advantage
58
ABCR GmbH & CO. KG
Tel
--
Fax
--
Email
info@abcr.de
Country
Germany
ProdList
6831
Advantage
75
Service Chemical Inc.
Tel
--
Fax
--
Email
sales@chemos-group.com
Country
Germany
ProdList
6350
Advantage
71
More
Less

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:


  • 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