Cas no 76513-69-4 (2-(Trimethylsilyl)ethoxymethyl chloride)

2-(Trimethylsilyl)ethoxymethyl chloride is a versatile reagent for silylation reactions, offering high efficiency and stability. Its unique structure enables facile protection of alcohols and diols, preserving functionality while facilitating subsequent chemical transformations. This product exhibits excellent shelf life and can be easily purified by distillation.
2-(Trimethylsilyl)ethoxymethyl chloride structure
76513-69-4 structure
Product Name:2-(Trimethylsilyl)ethoxymethyl chloride
CAS No:76513-69-4
MF:C6H15ClOSi
MW:166.721202135086
MDL:MFCD00009919
CID:59799
PubChem ID:2724271
Update Time:2026-02-02

2-(Trimethylsilyl)ethoxymethyl chloride Chemical and Physical Properties

Names and Identifiers

    • (2-(Chloromethoxy)ethyl)trimethylsilane
    • SEM-Cl
    • 2-(Trimethylsilyl)ethoxymethyl Chloride (SEM-Cl)
    • 2-(Trimethylsilyl)ethoxymethyl chloride
    • 2-(Chloromethoxy)ethyltrimethylsilane
    • 2-(Trimethylsilyl)ethoxymethyl chloride (SEMCl)
    • 2-(Chloromethoxy)ethyltrimethylsilane (stabilized with Diisopropylethylamine)
    • 2-(chloromethoxy)ethyl-trimethylsilane
    • 2-(trimethsilyl)-ethoxymethyl chloride
    • 2-chloromethyl 2-(trimethylsilyl)ethylether
    • SEMCl
    • SEM-Chloride (stabilized with Diisopropylethylamine)
    • 2-(Trimethylsilyl)ethoxymethyl Chloride (stabilized with Diisopropylethylamine)
    • (2-Chloromethoxyethyl)trimethylsilane
    • 2-Chloromethyl 2-(trimethylsilyl)ethyl ether
    • SEM-chloride
    • 2-(Trimethylsilyl)ethoxymethylchloride
    • [2-(chloromethoxy)ethyl]trimethylsilane
    • 2-(trimethysilyl)-ethoxymethyl chloride
    • [2-(chloromethoxy)ethyl](trimethyl)silane
    • SILANE, [2-(CHLOROMETHOXY)ETHYL]TRIMET
    • (2-chloromethoxy-ethyl)-trimethylsilane
    • 2-trimethylsilanyl-ethoxymethylchloride
    • (2-trimethylsilylethoxy)methyl chloride
    • 2-(TRIMETHYLSILYL)-ETHOXYMETHYL CHLORIDE
    • AM84124
    • BP-21202
    • {2-[(chloromethyl)oxy]ethyl} (trimethyl)silane
    • 2-(chloromethoxy)ethyl-trimethyl-silane
    • [2-(chloromethoxy)ethyl]-trimethylsilane
    • (2-(Chloromethoxy)ethyl) trimethylsilane
    • 2-trimethylsilylethoxy-methyl chloride
    • NS00120487
    • 76513-69-4
    • 2-(Trimethylsilyl)ethyl hypochlorite
    • trimethylsilylethyl chloromethyl ether
    • {2-[(chloromethyl)oxy]ethyl}(trimethyl)silane
    • 2-trimethylsilyl-ethoxymethyl chloride
    • 2-(Trimethysilyl)ethoxymethyl chloride
    • 2-(trimethylsilyl)ethoxy-methyl chloride
    • 2-(tnmethylsilyl)ethoxymethyl chloride
    • 2-(trimethylsilyl)ethoxymethy chloride
    • 2-(trimethylsilyl) ethoxymethyl chloride
    • [2-[(Chloromethyl)oxy]ethyl]trimethylsilane
    • 2-(chloromethoxy)ethyltrimethyl silane
    • trimethylsilylethoxymethyl chloride
    • (2-trimethylsilylethyl)oxymethyl chloride
    • 2-(trimethylsilyl) ethoxy methyl chloride
    • (2-(chloromethoxy)ethyl)trimethyl-silane
    • 2-(chloromethoxy)-ethyl-trimethyl-silane
    • S03978
    • FT-0608986
    • 2-(trimethyl-silyl)ethoxymethyl chloride
    • Aksci Technical Grade2-(Trimethylsilyl)Ethoxymethyl Chloride 90%, Stab. With 0.1% N,N-Diisopropylethylamine
    • 1-(chloromethoxy)-2-(trimethylsilyl)ethane
    • [2-(chloromethoxyl)ethyl]trimethylsilane
    • F0001-1949
    • 2-(trimethylsilyl)ethoxy methyl chloride
    • {2-[(chloromethyl)oxy]ethyl)(trimethyl)silane
    • [2-(trimethylsilyl)ethoxy]methyl chloride
    • trimethylsilylethoxymethychloride
    • 2-(Trimethylsilyl)Ethoxymethyl Chloride 90%, Stab. With 0.1% N,N-Diisopropylethylamine
    • (2-(chloromethoxy)-ethyl)trimethylsilane
    • (2-(chloromethoxy)ethyl)-trimethylsilane
    • 2-(trimethyl-silanyl)-ethoxymethyl chloride
    • 2-(chloromethoxy)ethyl(trimethyl)silane
    • chloromethyl trimethylsilylethyl ether
    • (2-chloromethoxyethyl)-trimethylsilane
    • BCP07277
    • EN300-86442
    • Chloromethyl 2-(trimethylsilyl)ethyl ether
    • (trimethylsilyl)ethoxymethyl chloride
    • G8Q8Y64LT8
    • 2-chloromethoxyethyltrimethylsilane
    • AKOS005259763
    • 2-(trimethysilyl)ethoxy methyl chloride
    • 2-(trimethylsily)ethoxymethyl chloride
    • [2-(chloromethoxy)ethyl]-(trimethyl)silane
    • chloro-2-(trimethylsilyl)ethoxymethane
    • BPXKZEMBEZGUAH-UHFFFAOYSA-N
    • SEM chloride
    • (CH3)3SiCH2CH2OCH2Cl
    • (2-chloromethoxy-ethyl)-trimethyl-silane
    • [-(trimethylsilyl)ethoxy]methyl chloride
    • 2-trimethylsilylethyoxymethyl chloride
    • CS-D0859
    • SCHEMBL5579
    • 2-(trimethylsilanyl)ethoxymethyl chloride
    • SILANE, [2-(CHLOROMETHOXY)ETHYL]TRIMETHYL-
    • (2-(chloromethoxy)ethyl)(trimethyl)silane
    • 2-(trimethylsilyl)ethoxylmethyl chloride
    • Hypochlorous acid, 2-(trimethylsilyl)ethyl ester
    • 2-trimethylsilanylethoxymethyl chloride
    • (2-Chloromethoxy-ethyl) trimethyl-silane
    • {2-(chloromethoxy)ethyl}trimethylsilane
    • DTXSID10227327
    • trimethylsilylethoxymethylchloride
    • [2-(chloromethoxy)ethyl] (trimethyl)silane
    • 2-(Trimethylsilyl)ethoxymethyl chloride, technical grade
    • Chloromethyl 2-trimethylsilylethyl ether
    • FS-3821
    • MFCD00009919
    • (2-chloromethoxy-ethyl)trimethylsilane
    • [2-(Chloromethoxy)ethyl]trimethylsilane 90%
    • [beta-(Trimethylsilyl)ethoxy]methyl chloride
    • 2-(Chloromethoxyethyl)trimethyl silane
    • A838732
    • [beta-(Trimethylsilyl)ethoxy]methylchloride
    • 2-(Trimethylsilyl)ethoxymethyl chloride, >=95.0% (GC)
    • [[beta-(Trimethylsilyl)ethyl]oxy]methyl chloride
    • (2-Chloromethoxy-ethyl)trimethyl-silane
    • (2-(chloromethoxy)ethyl]trimethylsilane
    • EINECS 278-483-4
    • 2-trimethysilylethoxymethyl chloride
    • 2- (trimethylsilyl)ethoxymethyl chloride
    • 2-Trimethylsilylethoxymethyl chloride
    • 2-(trimethylsilyl)-ethoxymethylchloride
    • (2-chloromethoxyethyl)-trimethyl-silane
    • DB-312931
    • (2-trimethylethylsilylethoxy)methyl chloride
    • STL556574
    • BBL102768
    • DB-005799
    • MDL: MFCD00009919
    • Inchi: 1S/C6H15ClOSi/c1-9(2,3)5-4-8-6-7/h4-6H2,1-3H3
    • InChI Key: BPXKZEMBEZGUAH-UHFFFAOYSA-N
    • SMILES: ClCOCC[Si](C)(C)C

Computed Properties

  • Exact Mass: 166.05800
  • Monoisotopic Mass: 166.058
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 9
  • Rotatable Bond Count: 4
  • Complexity: 69.9
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: nothing
  • Topological Polar Surface Area: 9.2

Experimental Properties

  • Color/Form: Colorless transparent liquid
  • Density: 0.942?g/mL?at 25?°C(lit.)
  • Boiling Point: 170-172?°C(lit.)
    57-59?°C/8?mmHg(lit.)
  • Flash Point: Fahrenheit: 114.8 ° f
    Celsius: 46 ° c
  • Refractive Index: n20/D 1.435(lit.)
    n20/D 1.436
  • Water Partition Coefficient: decomposition
  • PSA: 9.23000
  • LogP: 2.53750
  • Sensitiveness: Moisture Sensitive
  • Solubility: Not determined

2-(Trimethylsilyl)ethoxymethyl chloride Security Information

  • Symbol: GHS02 GHS05
  • Prompt:dangerous
  • Signal Word:Danger
  • Hazard Statement: H226,H314
  • Warning Statement: P280,P305+P351+P338,P310
  • Hazardous Material transportation number:UN 2920 8/PG 2
  • WGK Germany:3
  • Hazard Category Code: 10-34
  • Safety Instruction: S26-S28-S36/37/39-S45-S16
  • FLUKA BRAND F CODES:8-10-21
  • Hazardous Material Identification: C
  • HazardClass:8 (3)
  • PackingGroup:II
  • TSCA:No
  • Storage Condition:2-8°C
  • Packing Group:III
  • Hazard Level:3.2
  • Risk Phrases:R10; R34
  • Packing Group:III
  • Safety Term:3.2

2-(Trimethylsilyl)ethoxymethyl chloride Customs Data

  • HS CODE:2931900090
  • Customs Data:

    China Customs Code:

    2931900090

    Overview:

    2931900090. Other organic-Inorganic compound. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:AB(Customs clearance form for Inbound Goods,Customs clearance form for outbound goods). MFN tariff:6.5%. general tariff:30.0%

    Summary:

    2931900090. other organo-inorganic compounds. VAT:17.0%. Tax rebate rate:13.0%. Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward). MFN tariff:6.5%. General tariff:30.0%

2-(Trimethylsilyl)ethoxymethyl chloride Pricemore >>

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2-(Trimethylsilyl)ethoxymethyl chloride Production Method

2-(Trimethylsilyl)ethoxymethyl chloride Suppliers

Suzhou Senfeida Chemical Co., Ltd
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(CAS:76513-69-4)2-(Trimethylsilyl)ethoxymethyl chloride
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Quantity:200kg
Purity:99.9%
Pricing Information Last Updated:Friday, 19 July 2024 14:33
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Amadis Chemical Company Limited
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(CAS:76513-69-4)2-(Trimethylsilyl)ethoxymethyl chloride
Order Number:A838732
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Quantity:500g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 06:44
Price ($):458.0
Tiancheng Chemical (Jiangsu) Co., Ltd
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(CAS:76513-69-4)2-(三甲硅烷基)乙氧甲基氯
Order Number:LE1754374
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Quantity:25KG,200KG,1000KG
Purity:99%
Pricing Information Last Updated:Friday, 20 June 2025 12:36
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2-(Trimethylsilyl)ethoxymethyl chloride Spectrogram

1H NMR 300 MHz DMSO
1H NMR
13C NMR
13C NMR

Additional information on 2-(Trimethylsilyl)ethoxymethyl chloride

Introduction to 2-(Trimethylsilyl)ethoxymethyl chloride (CAS No. 76513-69-4)

2-(Trimethylsilyl)ethoxymethyl chloride, with the chemical formula (CH?)?SiOCH?Cl, is a versatile organosilicon compound that has garnered significant attention in the field of synthetic chemistry and pharmaceutical research. This compound, identified by its CAS number 76513-69-4, serves as a crucial intermediate in the synthesis of various functional molecules, particularly in the development of bioactive compounds. Its unique structural features, including the presence of a trimethylsilyl (TMS) group and an ethoxymethyl chloride moiety, make it a valuable tool for chemists working on complex molecular architectures.

The trimethylsilyl group (TMS) is renowned for its ability to enhance the stability of organic molecules during reactions, particularly in nucleophilic substitution and elimination processes. This property is particularly useful in pharmaceutical synthesis, where protecting groups are often employed to prevent unwanted side reactions. The ethoxymethyl chloride portion of the molecule introduces a reactive methylation site, which can be further functionalized to produce a wide array of derivatives. These characteristics make 2-(Trimethylsilyl)ethoxymethyl chloride an indispensable reagent in the synthesis of drugs, agrochemicals, and specialty chemicals.

In recent years, there has been a surge in research focused on the applications of organosilicon compounds in medicinal chemistry. One notable area of interest is the use of TMS-protected intermediates in the synthesis of peptide mimetics and peptidomimetics. These compounds are designed to mimic the biological activity of natural peptides while avoiding their limitations, such as poor oral bioavailability and susceptibility to enzymatic degradation. The trimethylsilyl group in 2-(Trimethylsilyl)ethoxymethyl chloride plays a pivotal role in this context by stabilizing reactive intermediates and facilitating regioselective transformations.

Moreover, the methylation capability provided by the ethoxymethyl chloride moiety allows for the introduction of methyl groups at specific positions within a molecular framework. This is particularly relevant in the synthesis of heterocyclic compounds, which are prevalent in many pharmaceuticals. For instance, researchers have utilized 2-(Trimethylsilyl)ethoxymethyl chloride to construct complex nitrogen-containing heterocycles that exhibit potent biological activities. These include antiviral, anti-inflammatory, and anticancer agents, underscoring the compound's significance in drug discovery efforts.

The compound's utility extends beyond pharmaceutical applications; it is also widely used in materials science and polymer chemistry. In these fields, organosilicon compounds are employed to modify polymer backbones and introduce specific functionalities. For example, researchers have incorporated trimethylsilyl-protected units into polyethylene glycol (PEG) chains to enhance their stability and reactivity. This approach has led to the development of novel polymers with tailored properties for use in drug delivery systems, coatings, and adhesives.

Recent advancements in synthetic methodologies have further highlighted the importance of 2-(Trimethylsilyl)ethoxymethyl chloride. Catalytic processes involving transition metals have enabled more efficient and selective transformations of this compound, reducing reaction times and improving yields. These innovations have made it possible to access complex molecular structures with greater ease, accelerating the discovery and development of new chemical entities.

Another area where this compound has made significant contributions is in the synthesis of nucleoside analogs. Nucleoside analogs are key components in antiviral drugs, such as those used to treat HIV and hepatitis B infections. The methylation functionality provided by 2-(Trimethylsilyl)ethoxymethyl chloride allows for precise modifications at critical positions within nucleoside structures, enhancing their biological activity while minimizing side effects. This has been particularly valuable in designing next-generation antiviral agents with improved efficacy and safety profiles.

The environmental impact of chemical synthesis has also prompted researchers to explore greener alternatives for producing 2-(Trimethylsilyl)ethoxymethyl chloride. Recent studies have demonstrated that biocatalytic methods can be employed to synthesize this compound with minimal waste generation. These approaches align with global efforts to promote sustainable chemistry practices and reduce the ecological footprint of industrial processes.

In conclusion,2-(Trimethylsilyl)ethoxymethyl chloride (CAS No. 76513-69-4) is a multifaceted compound with broad applications across multiple scientific disciplines. Its unique structural features make it an invaluable tool for synthetic chemists working on complex molecular architectures, particularly in pharmaceutical research. As our understanding of organic chemistry continues to evolve, it is likely that this compound will play an even greater role in shaping future advancements in drug discovery and materials science.

Recommended suppliers
Suzhou Senfeida Chemical Co., Ltd
(CAS:76513-69-4)2-(Trimethylsilyl)ethoxymethyl chloride
sfd3091
Purity:99.9%
Quantity:200kg
Price ($):Inquiry
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Amadis Chemical Company Limited
(CAS:76513-69-4)2-(Trimethylsilyl)ethoxymethyl chloride
A838732
Purity:99%
Quantity:500g
Price ($):458.0
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