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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
Molecular Weight:
166.72
MDL Number:
MFCD00009919
MOL File:
76513-69-4.mol
MSDS File:
SDS
Last updated:2024-11-15 19:19:13

2-(Trimethylsilyl)ethoxymethyl chloride Properties

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
Specific Gravity 0.95
color Clear colorless
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)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS02,GHS05
Signal word  Danger
Hazard statements  H226-H314
Precautionary statements  P280-P305+P351+P338-P310
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
NFPA 704
2
3 0

2-(Trimethylsilyl)ethoxymethyl chloride price More Price(37)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 238902 2-(Trimethylsilyl)ethoxymethyl chloride technical grade 76513-69-4 1g $57.3 2024-03-01 Buy
Sigma-Aldrich 238902 2-(Trimethylsilyl)ethoxymethyl chloride technical grade 76513-69-4 5g $154 2024-03-01 Buy
TCI Chemical C1339 2-(Chloromethoxy)ethyltrimethylsilane (stabilized with Diisopropylethylamine) >95.0%(GC) 76513-69-4 5mL $134 2024-03-01 Buy
TCI Chemical C1339 2-(Chloromethoxy)ethyltrimethylsilane (stabilized with Diisopropylethylamine) >95.0%(GC) 76513-69-4 25mL $457 2024-03-01 Buy
Alfa Aesar H55074 2-(Chloromethoxy)ethyltrimethylsilane, tech. 90%, stab. with 0.1% N,N-Diisopropylethylamine 76513-69-4 1g $36.65 2024-03-01 Buy
Product number Packaging Price Buy
238902 1g $57.3 Buy
238902 5g $154 Buy
C1339 5mL $134 Buy
C1339 25mL $457 Buy
H55074 1g $36.65 Buy

2-(Trimethylsilyl)ethoxymethyl chloride Chemical Properties,Uses,Production

Chemical Properties

Colorless to light yellow liqui

Physical properties

bp 57–59 °C/8 mmHg; d 0.942 g cm?3.

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.

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.

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.]

75-77-4
1462-35-7
76513-69-4
Synthesis of 2-(Trimethylsilyl)ethoxymethyl chloride from Chlorotrimethylsilane and 1-BROMO-2-CHLOROMETHOXY-ETHANE
Global( 404)Suppliers
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Zhejiang ZETian Fine Chemicals Co. LTD
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+86-16632316109 xinshengkeji@xsmaterial.com China 1085 58
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+86 (576) 8169-6106 sales@frappschem.com China 880 50
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View Lastest Price from 2-(Trimethylsilyl)ethoxymethyl chloride manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2-(Trimethylsilyl)ethoxymethyl chloride pictures 2024-11-15 2-(Trimethylsilyl)ethoxymethyl chloride
76513-69-4
US $10.00 / KG 1KG 99% 10 mt Hebei Weibang Biotechnology Co., Ltd
2-(Trimethylsilyl)ethoxymethyl chloride pictures 2024-04-28 2-(Trimethylsilyl)ethoxymethyl chloride
76513-69-4
US $50.00 / kg 1kg 99.10% 50000kg Ouhuang Engineering Materials (Hubei) Co., Ltd
2-(Trimethylsilyl)ethoxymethyl chloride pictures 2023-11-16 2-(Trimethylsilyl)ethoxymethyl chloride
76513-69-4
US $35.00-25.00 / kg 1kg 99% 20 Ton Hebei Xinsheng New Material Technology Co., LTD.
SEM-CHLORIDE 2-(TRIMETHYLSILYL)ETHOXYMETHYL CHLORIDE 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-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, tech. 90%, stab. with 0.3% N-ethyldiisopropylamine colorless liquid 2-(Trimethylsilyl)ethoxymethyl chloride, 95%, stabilized with 10 ppm N,N-diisopropylethylamine 2-(Trime 2-(Chloromethoxyethyl)trimethyl silane - stabilized with ca. 0.1% Diisopropylethylamine 2-(Chloromethoxy)ethyltrimethylsilane (stabilized with Diisopropylethylamine)> 2-(Trimethylsilyl)ethoxymethyl Chloride,>95% SEM-CI SEM-CL 2-(CHLOROMETHOXY)ETHYLTRIMETHYLSILANE (Trimethylsilyl)ethoxymethyl chloride (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