What is Benzyltributylammonium Chloride?

Benzyltributylammonium chloride (also known as BTBACl or TBAC) is a quaternary ammonium salt with the chemical formula C19H34ClN and molecular weight of 311.95 g/mol. Its CAS number is 23616-79-7. This compound features a benzyl group attached to a tributylamine core, making it a powerful cationic surfactant and phase transfer catalyst.

The compound appears as a white to off-white crystalline solid or powder. It is highly soluble in water and various organic solvents, which contributes to its versatility in chemical applications. As a quaternary ammonium compound, it possesses excellent surface-active properties and can effectively lower interfacial tension between immiscible phases.

Benzyltributylammonium chloride is synthesized through the reaction of benzyl chloride with tributylamine in appropriate solvent conditions. This process yields a stable, hygroscopic solid that remains active under various reaction conditions. The compound is known for its thermal stability and effectiveness at relatively low concentrations.

What Are the Benefits?

Efficient Phase Transfer Catalysis

One of the primary benefits of benzyltributylammonium chloride is its exceptional ability to function as a phase transfer catalyst (PTC). In organic synthesis, many reactions involve reactants in different phases (typically aqueous and organic), which can significantly slow down reaction rates. BTBACl facilitates the transfer of ionic reactants from the aqueous phase into the organic phase, dramatically increasing reaction efficiency and yield.

This catalytic action allows for:

• Faster reaction times – Reactions that typically require hours can be completed in minutes
• Milder reaction conditions – Reduced need for high temperatures or aggressive reagents
• Higher product yields – More complete conversion of reactants to products
• Simplified workup – Easier separation and purification of final products

Versatile Surfactant Properties

As a cationic surfactant, benzyltributylammonium chloride offers excellent surface-active properties that make it valuable across multiple industries:

• Emulsification – Effectively stabilizes mixtures of oil and water
• Wetting agents – Reduces surface tension to improve spreading and penetration
• Cleaning applications – Effective in both industrial and consumer cleaning products
• Cosmetic formulations – Used in creams, lotions, and other personal care products

Environmental Advantages

Compared to traditional organic solvents and catalysts, BTBACl offers environmental benefits:

• Enables use of water as a reaction medium instead of organic solvents
• Reduces waste generation from incomplete reactions
• Allows for more energy-efficient processes due to milder reaction conditions

What Are the Uses?

Den farmaceutiske industri

In pharmaceutical manufacturing, benzyltributylammonium chloride serves multiple critical functions:

1. Quaternary Amino Acid Synthesis – According to Sigma-Aldrich research, BTBACl is particularly effective for producing quaternary amino acids in moderate to good yields. These modified amino acids are essential building blocks for various pharmaceutical compounds.
2. Drug Formulation – Used as a stabilizer and emulsifier in certain drug formulations.
3. API Production – Serves as a catalyst in the synthesis of active pharmaceutical ingredients.

Chemical Synthesis

The compound is extensively used in organic synthesis as a phase transfer catalyst for:

• Nucleophilic substitution reactions – Facilitates reactions between anions and organic substrates
• Alkylation reactions – Enables efficient alkylation of various organic compounds
• Polymerization reactions – Used in step-growth polymerization to produce high molecular weight polymers
• Esterification and amidation – Catalyzes ester and amide bond formation

Cosmetic and Personal Care

In the cosmetics industry, benzyltributylammonium chloride functions as:

• Emulsifying agent – Helps combine oil and water phases in lotions and creams
• Surfactant – Provides cleansing properties in facial cleansers and body washes
• Conditioning agent – Used in hair care products for improved texture and manageability
• Preservative booster – Enhances the effectiveness of preservative systems

Extraction and Separation Processes

Research has shown that BTBACl is valuable in aqueous biphasic systems (ABS) for environmentally friendly extraction of biomolecules. This application is particularly useful for:

• Extracting amino acids like tryptophan
• Separating proteins and enzymes
• Purifying natural products

Industrielle anvendelser

Beyond pharmaceuticals and cosmetics, the compound finds use in:

• Textile processing – As a softening agent and antistatic treatment
• Metal treatment – Cleaning and passivation processes
• Paints and coatings – As a dispersing agent and stabilizer
• Agrochemical formulations – In pesticide and herbicide preparations

Safety and Side Effects

General Safety Considerations

Benzyltributylammonium chloride, like other quaternary ammonium compounds, requires careful handling:

• Eye and skin irritant – Direct contact may cause irritation
• Respiratory sensitizer – Avoid inhalation of dust or aerosols
• Not for internal use – Should never be ingested

Personal Protective Equipment (PPE)

When handling benzyltributylammonium chloride, always use:

• Safety goggles or face shield
• Chemical-resistant gloves (nitrile or neoprene)
• Lab coat or protective apron
• Respiratory protection in poorly ventilated areas

First Aid Measures

• Eye contact – Rinse immediately with plenty of water for at least 15 minutes; seek medical attention if irritation persists
• Skin contact – Wash thoroughly with soap and water; remove contaminated clothing
• Inhalation – Move to fresh air; seek medical attention if symptoms occur
• Ingestion – Do not induce vomiting; rinse mouth with water; seek immediate medical attention

Environmental Considerations

Dispose of benzyltributylammonium chloride according to local regulations. Do not release into drains or waterways. The compound is toxic to aquatic organisms, so proper waste management is essential.

Chemical Specifications

Property	Værdi
CAS-nummer	23616-79-7
Molekylær formel	C19H34ClN
Molekylvægt	311.95 g/mol
Udseende	White to off-white crystalline solid
Opløselighed	Highly soluble in water and polar organic solvents
Smeltepunkt	Approximately 170-180°C
Renhed	Typically 98%+
Opbevaring	Store in a cool, dry place away from moisture

Frequently Asked Questions

What is benzyltributylammonium chloride used for?

Benzyltributylammonium chloride is primarily used as a phase transfer catalyst in organic synthesis, as a surfactant in cosmetic and cleaning products, and in pharmaceutical manufacturing. It facilitates reactions between immiscible phases and serves as an effective emulsifying agent.

Is benzyltributylammonium chloride safe for cosmetic use?

When properly formulated and used at appropriate concentrations, BTBACl is considered safe for cosmetic applications. It must comply with specific regulations in different jurisdictions. Always follow manufacturer guidelines and use appropriate PPE when handling the raw material.

How does phase transfer catalysis work?

Phase transfer catalysis works by transporting reactive ions from one phase (typically aqueous) into another phase (typically organic) where the reaction occurs. The catalyst creates a bridge that allows otherwise incompatible reactants to interact, significantly speeding up the reaction.

Can benzyltributylammonium chloride be reused?

Yes, in many industrial processes, BTBACl can be recovered and reused. However, recovery efficiency depends on the specific process conditions. Some processes allow for straightforward recovery through simple phase separation, while others may require more complex purification steps.

What is the difference between benzyltributylammonium chloride and benzyltriethylammonium chloride?

Both are quaternary ammonium salts used as phase transfer catalysts, but they differ in their alkyl chain length. Benzyltributylammonium chloride has four butyl groups (C4), while benzyltriethylammonium chloride has four ethyl groups (C2). The longer butyl chains in TBAC make it more lipophilic (fat-soluble), which can affect its catalytic properties in different reaction systems.

Why Choose Our Benzyltributylammonium Chloride?

When sourcing benzyltributylammonium chloride for your applications, our product offers distinct advantages:

1. High Purity – Our BTBACl meets or exceeds 98% purity specifications, ensuring consistent performance in critical applications.
2. Quality Assurance – Every batch is tested to meet rigorous quality control standards with complete documentation and COA (Certificate of Analysis).
3. Reliable Supply – We maintain adequate inventory to support both small-scale research and large-scale industrial requirements.
4. Technical Support – Our team of chemical experts can provide guidance on handling, storage, and application-specific recommendations.
5. Competitive Pricing – We offer transparent pricing with no hidden fees, supporting your cost-effective production needs.
6. Global Shipping – We have established logistics networks to ensure timely delivery to customers worldwide.
7. Custom Packaging – Available in various packaging options from laboratory quantities to bulk shipments.

Contact us today to request a quote or sample of our high-quality Benzyltributylammonium Chloride (CAS 23616-79-7).

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Explore our other quaternary ammonium compounds and phase transfer catalysts:

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• Benzoic Acid – Common food preservative