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3-Chloropropyldimethylmethoxysilane: Uses, Properties & FAQs

3-Chloropropyldimethylmethoxysilane is a reactive organosilane coupling agent bearing a nucleophile-reactive chloropropyl tether and a hydrolyzable methoxysilyl group, enabling covalent surface functionalization of silica, glass, and metal oxide substrates for diverse research and materials applications.

Chemical Name
3-Chloropropyldimethylmethoxysilane
CAS Number
18171-19-2
Molecular Formula
C6H15ClOSi
Molecular Weight
166.72 g/mol
Functional Groups
Chloropropyl (electrophilic) + monomethoxysilyl (hydrolyzable)
SKU
C305234
Supplier
Aladdin Scientific

What Is 3-Chloropropyldimethylmethoxysilane?

3-Chloropropyldimethylmethoxysilane (CAS 18171-19-2, SKU C305234) is a bifunctional organosilane reagent. Its molecular architecture combines two distinct reactive domains: (1) a chloropropyl group (–(CH2)3Cl) that acts as an electrophilic handle susceptible to nucleophilic substitution (SN2) reactions, and (2) a dimethylmethoxysilyl group (–Si(CH3)2OCH3) that undergoes hydrolysis and condensation to form stable covalent Si–O–Si or Si–O–metal bonds with hydroxylated surfaces.

The single methoxy leaving group, combined with two non-hydrolyzable methyl substituents on silicon, makes this compound a monofunctional silane at the silicon end. This limits cross-linking and polymerization at the surface, producing well-defined, brush-like monolayers rather than bulk siloxane networks—a property particularly valued in self-assembled monolayer (SAM) and biosensor research.

Key Applications in Research

3-Chloropropyldimethylmethoxysilane serves as a versatile platform reagent across several research domains:

  • Surface functionalization: Silanization of silica, glass slides, quartz, and oxidized silicon wafers introduces a reactive chloropropyl terminus that can be subsequently displaced by amines, thiols, azides, or other nucleophiles to install diverse functional groups without additional protecting-group chemistry.
  • Linker chemistry and bioconjugation: The chloropropyl chain provides a C3 spacer that reduces steric interference when attaching biomolecules (peptides, oligonucleotides, antibodies) to solid supports for immunoassays, microarrays, and affinity chromatography.
  • Preparation of functionalized nanoparticles: Silica nanoparticles and mesoporous silica (e.g., MCM-41, SBA-15) can be post-synthetically grafted with this silane to generate chloroalkyl-decorated surfaces for further derivatization or drug-loading studies.
  • Polymer and composite interfaces: Acts as a coupling agent at inorganic filler–polymer interfaces to improve adhesion and mechanical properties in composite materials research.
  • Self-assembled monolayers (SAMs): Used to generate chloropropyl-terminated SAMs on silicon oxide surfaces for studies of tribology, wettability, and molecular electronics.

Handling, Storage, and Safety Guidelines

Proper handling of 3-Chloropropyldimethylmethoxysilane is essential to maintain reagent integrity and ensure laboratory safety:

  • Moisture sensitivity: The methoxysilyl group is susceptible to hydrolysis upon exposure to atmospheric moisture. Store under an inert atmosphere (nitrogen or argon) in tightly sealed containers. Use Schlenk technique or a dry glove bag when dispensing.
  • Storage conditions: Keep in a cool, dry, well-ventilated area away from heat and ignition sources. Refrigerated storage (2–8 °C) is recommended to maximize shelf life. Check supplier certificate of analysis for specific purity and storage guidance.
  • Personal protective equipment (PPE): Wear chemical-resistant gloves (nitrile or neoprene), safety goggles, and a lab coat. Work in a fume hood to avoid inhalation of vapors.
  • Incompatibilities: Avoid contact with strong bases, strong oxidizers, and water. The alkyl chloride functionality is reactive toward strong nucleophiles under forcing conditions.
  • Waste disposal: Dispose of in accordance with local and institutional regulations for halogenated organosilane waste. Do not pour down the drain.

Note: Always consult the current Safety Data Sheet (SDS) provided by Aladdin Scientific before use.

Reaction Chemistry and Surface Silanization Protocol Overview

Understanding the reaction mechanism helps optimize silanization outcomes:

Step 1 – Hydrolysis: The Si–OCH3 bond hydrolyzes in the presence of trace water (or deliberately added water) to generate a silanol (Si–OH) species and methanol as a by-product. Because only one methoxy group is present, only one silanol is generated per molecule, limiting the degree of potential intermolecular condensation.

Step 2 – Condensation: The silanol condenses with surface silanols (Si–OH) on the substrate (glass, silica, etc.) to form a covalent Si–O–Si linkage, anchoring the molecule to the surface and leaving the chloropropyl chain pointing away from the substrate.

Step 3 – Post-functionalization (optional): The surface-bound chloropropyl group undergoes SN2 displacement with nucleophiles such as sodium azide (→ azidopropyl), primary amines (→ aminopropyl analogue via N-alkylation), or potassium thioacetate (→ thiol after deprotection), enabling further click chemistry or bioconjugation.

General silanization tips:

  • Activate the substrate surface with piranha solution, UV/ozone, or oxygen plasma before silanization to maximize surface hydroxyl density.
  • Use anhydrous toluene or dichloromethane as solvent and include a catalytic amount of triethylamine or dilute aqueous acid to facilitate hydrolysis.
  • Post-cure at 80–120 °C under vacuum or inert gas to promote condensation and improve monolayer stability.

Ordering and Specifications from Aladdin Scientific

3-Chloropropyldimethylmethoxysilane is available from Aladdin Scientific under SKU C305234. When placing an order or evaluating this reagent, researchers and procurement personnel should consider the following:

  • Purity and grade: Confirm the purity specification on the current Certificate of Analysis (CoA). Aladdin Scientific provides lot-specific CoA documents for quality verification. Consult the 试剂的规格、级别和纯度 FAQ section on the Aladdin website for guidance on selecting the appropriate grade for your application.
  • Available quantities: Contact Aladdin Scientific sales for available pack sizes. Bulk quantities may be available upon request.
  • Shipping: This compound may be classified as a flammable liquid and/or irritant for transport purposes. Ensure compliance with institutional and carrier regulations. Refer to the Aladdin 运输和交付 policy for details.
  • Returns and refunds: Refer to the Aladdin Scientific 退货和退款 policy for eligibility criteria regarding chemical reagents.
  • Payment and promotions: Reward points, coupons, and institutional pricing may be applicable. See the 付款、定价和促销 and 奖励积分、优惠券和信用额度 sections on the Aladdin platform.

For technical support or application questions, contact the Aladdin Scientific technical team directly through the 帮助和客户服务 portal.

Frequently asked questions

What is 3-Chloropropyldimethylmethoxysilane used for?

It is primarily used as a surface functionalization reagent to introduce reactive chloropropyl groups onto silica, glass, and metal oxide substrates via silanization. The surface-bound chloro group can then be displaced by nucleophiles (amines, thiols, azides) to install diverse chemical functionalities for bioconjugation, self-assembled monolayers, nanoparticle modification, and polymer composite applications.

Why is the monofunctional (one methoxy group) silane preferred over trifunctional silanes for SAM preparation?

Monofunctional silanes such as 3-Chloropropyldimethylmethoxysilane carry only one hydrolyzable group per silicon atom, which prevents cross-linking between neighboring silane molecules on the surface and limits multilayer or polymeric siloxane network formation. This results in well-defined, reproducible monolayers with predictable surface density and orientation, which are essential for precise surface science and biosensing experiments.

How should I store 3-Chloropropyldimethylmethoxysilane to prevent degradation?

Store the reagent in a tightly sealed container under an inert atmosphere (nitrogen or argon) to protect the moisture-sensitive methoxysilyl group from hydrolysis. Refrigerated storage at 2–8 °C in a cool, dry location away from ignition sources is recommended. Always re-seal immediately after use and consult the Aladdin Scientific SDS and current CoA for lot-specific guidance.

Can the chloropropyl group be converted to other functional groups after surface grafting?

Yes. The surface-bound chloropropyl group is an excellent electrophile for S₂ reactions. Common post-grafting transformations include conversion to azidopropyl (with NaN₃, enabling CuAAC or SPAAC click chemistry), aminopropyl (with excess amine nucleophiles), or thiol-terminated surfaces (via potassium thioacetate followed by hydrolysis). This modularity makes the compound a highly versatile platform for sequential surface engineering.

Is 3-Chloropropyldimethylmethoxysilane available in bulk quantities from Aladdin Scientific?

3-Chloropropyldimethylmethoxysilane (SKU C305234) is listed in the Aladdin Scientific catalog. For bulk quantity requirements, researchers and procurement managers are encouraged to contact the Aladdin Scientific sales team directly to discuss available pack sizes, pricing, and delivery timelines.

References

  1. Ulman, A. An Introduction to Ultrathin Organic Films: From Langmuir–Blodgett to Self-Assembly. Academic Press, 1991.
  2. Plueddemann, E. P. Silane Coupling Agents, 2nd ed. Plenum Press, New York, 1991.
  3. Sagiv, J. Organized monolayers by adsorption. 1. Formation and structure of oleophobic mixed monolayers on solid surfaces. Journal of the American Chemical Society, 1980, 102(1), 92–98. doi:10.1021/ja00521a016
  4. Aladdin Scientific. Product Certificate of Analysis, 3-Chloropropyldimethylmethoxysilane, SKU C305234. Aladdin Scientific, accessed 2024.

Products are supplied for research and development use only. Not for use in humans, animals, diagnosis, or therapy.

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阿拉丁科学.《3-Chloropropyldimethylmethoxysilane: Uses, Properties & FAQs》. 阿拉丁知识库,更新于 2026年10月23日。 https://www.aladdin-e.com/zh_cn/faqs/3-chloropropyldimethylmethoxysilane-uses-properties-faqs-en.html
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