3-Chloropropyltrimethoxysilane
[CAS# 2530-87-2]

Identification

• Classification: Chemical reagent >> Organic reagent >> Silane
• Name: 3-Chloropropyltrimethoxysilane
• Synonyms: (3-Chloropropyl)trimethoxysilane; CPTMO
• Molecular Formula: C₆H₁₅ClO₃Si
• Molecular Weight: 198.72
• CAS Registry Number: 2530-87-2
• EC Number: 219-787-9
• SMILES: CO[Si](CCCCl)(OC)OC

Properties

• Density: 1.081
• Melting point: -50 °C
• Boiling point: 195-196 °C (750 mmHg)
• Refractive index: 1.419-1.421
• Flash point: 78 °C

Safety Data

• Hazard Symbols: GHS02 Warning
• Risk Statements: H226
• Safety Statements: P210-P233-P240-P241-P242-P243-P280-P303+P361+P353-P370+P378-P403+P235-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Flammable liquids	Flam. Liq.	3	H226
Eye irritation	Eye Irrit.	2	H319
Skin irritation	Skin Irrit.	2	H315
Specific target organ toxicity - single exposure	STOT SE	3	H335

• Transport Information: UN 1993

Discovery and Applications

3-Chloropropyltrimethoxysilane is an organosilane compound that has garnered attention due to its utility as a surface modifier and chemical intermediate. The discovery of organosilanes, including 3-chloropropyltrimethoxysilane, stems from early 20th-century research aimed at developing compounds that could act as molecular bridges between organic and inorganic materials. Organosilanes have since become essential in the creation of materials that combine the desirable properties of both realms, such as strength, flexibility, and chemical resistance.

3-Chloropropyltrimethoxysilane is characterized by its structure, which includes a chloropropyl group attached to a silicon atom via a propyl chain and three methoxy groups bonded to the silicon. This dual-functional molecule offers the capability of bonding to both organic polymers and inorganic substrates. The methoxy groups hydrolyze in the presence of moisture, leading to the formation of silanol groups that can form strong covalent bonds with hydroxyl groups on inorganic surfaces like glass, metals, and ceramics. The chloropropyl group, in turn, can participate in various organic reactions, making the compound useful as a chemical intermediate for further functionalization.

One of the main applications of 3-chloropropyltrimethoxysilane is as a coupling agent. It enhances adhesion between organic polymers and inorganic materials, improving the mechanical properties of composites. This makes it a valuable component in industries that rely on composite materials, such as automotive and aerospace manufacturing. The compound is particularly useful in the production of fiberglass-reinforced plastics, where it strengthens the bond between the glass fibers and the polymer matrix, resulting in materials with enhanced durability, strength, and environmental resistance.

Another important use of 3-chloropropyltrimethoxysilane is in surface modification. It is employed to treat various inorganic surfaces, including glass, metal, and ceramics, in order to enhance their compatibility with organic coatings, adhesives, or resins. This makes it indispensable in applications where long-term bonding between dissimilar materials is required, such as in electronics, where components are often coated with protective layers or adhesives that must bond securely to metal or glass substrates.

In addition to its role as a surface modifier, 3-chloropropyltrimethoxysilane is also used in the synthesis of more complex organosilicon compounds. The chloropropyl group provides a reactive site that can undergo further chemical transformations, making it a useful intermediate in the production of functionalized silanes and siloxanes. These derivatives have applications in a wide range of fields, including the production of specialty coatings, sealants, and even biomedical materials.

In the field of chromatography, 3-chloropropyltrimethoxysilane has been used to functionalize silica gel, creating stationary phases for gas chromatography and liquid chromatography columns. The ability of the silane to bond with silica surfaces allows for the introduction of reactive or hydrophobic groups that can selectively interact with target molecules, improving separation efficiency and resolution.

As research in material science continues, the role of 3-chloropropyltrimethoxysilane in emerging applications is likely to expand. Its versatility as a surface modifier and chemical intermediate makes it an important tool in the ongoing development of advanced materials, particularly in fields such as nanotechnology, electronics, and high-performance composites.

References

2024. Organic-inorganic hybrid silica systems: synthesis strategies and optical applications. *Journal of Sol-Gel Science and Technology*, 111(3).
DOI: 10.1007/s10971-024-06406-9

2024. Magnetic Mesoporous Silica Nanocomposite Supported Ionic Liquid/Cu as a Powerful and Highly Stable Catalyst for Chan-Lam Coupling Reaction. *Silicon*, 16(12).
DOI: 10.1007/s12633-024-03082-w

2023. Functionalization of Biomass-derived Activated Carbon and Electrochemical Reduction for the Recovery of Gold from Mobile Phone Leachate. *Arabian Journal for Science and Engineering*, 49(7).
DOI: 10.1007/s13369-023-08327-1