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Benzyltrimethylammonium chloride
Synonyms:benzyltrimethylammonium;benzyltrimethylammonium acetate;benzyltrimethylammonium bromide;benzyltrimethylammonium butanoate;benzyltrimethylammonium carbonate (2:1);benzyltrimethylammonium chloride;benzyltrimethylammonium formate;benzyltrimethylammonium heptanoate;benzyltrimethylammonium hexafluorophosphate (1-);benzyltrimethylammonium hexanoate;benzyltrimethylammonium hydroxide;benzyltrimethylammonium iodide;benzyltrimethylammonium methoxide;benzyltrimethylammonium nonanoate;benzyltrimethylammonium octanoate;benzyltrimethylammonium pentanoate;benzyltrimethylammonium propanoate
Chemical Property of Benzyltrimethylammonium Chloride
● Appearance/Colour:white to light yellow crystal powder
● Vapor Pressure:<0.0001 hPa (20 °C)
● Melting Point:236 °C (Decomposes)
● Refractive Index:n20/D 1.479
● Boiling Point:>135oC (Some decomp)
● PSA：0.00000
● Density:1.08 g/mL at 25 °C
● LogP:-1.10320
● Storage Temp.:Store below +30°C.
● Sensitive.:Hygroscopic
● Solubility.:800g/l
● Water Solubility.:800 g/L
● Hydrogen Bond Donor Count:0
● Hydrogen Bond Acceptor Count:1
● Rotatable Bond Count:2
● Exact Mass:185.0971272
● Heavy Atom Count:12
● Complexity:107
Safty Information
● Pictogram(s):Xn
● Hazard Codes:Xn
● Statements:22-36/38-36
● Safety Statements:26-37/39
Useful
Chemical Classes:Nitrogen Compounds -> Quaternary Amines
Canonical SMILES:C[N+](C)(C)CC1=CC=CC=C1.[Cl-]
Uses:Solvent for cellulose, gelling inhibitor in polyester resins, intermediate. Benzyltrimethylammonium chloride are Ccommercially important catalyst. Used in antistatic agent, detergent Sanitisers, softner for textiles and paper products, phase transfer catalyst.
Detailed Introduction
Benzyltrimethylammonium chloride is a quaternary ammonium salt with the chemical formula C10H16ClN. It is a white crystalline compound that is soluble in polar solvents such as water and alcohol.
Benzyltrimethylammonium chloride is commonly used as a phase transfer catalyst (PTC) in organic synthesis. PTCs enable the smooth transfer of reactants and ions between immiscible phases, typically aqueous and organic phases. This facilitates reactions that would otherwise be challenging or impossible to carry out. Benzyltrimethylammonium chloride enhances the solubility of organic substrates in water, allowing them to react with water-soluble reagents or catalysts.
Application
Some notable uses of benzyltrimethylammonium chloride include:
Nucleophilic substitutions: Benzyltrimethylammonium chloride is often used to catalyze nucleophilic substitution reactions, such as the Williamson ether synthesis or the SN2 reaction. It aids in the transfer of the nucleophile between the aqueous and organic phases, enabling efficient and selective reactions.
Protection and deprotection of functional groups: Benzyltrimethylammonium chloride can be utilized as a protecting group for various functional groups in organic synthesis. It can provide temporary protection to reactive functional groups, preventing undesired reactions from occurring. Upon completion of the desired reaction, the protective group can be easily removed using appropriate conditions.
Polymerizations: Benzyltrimethylammonium chloride can also act as a catalyst in certain polymerization reactions. It aids in the transfer of reactive monomers or polymerization initiators between different phases, facilitating the polymerization process.
Solvent extraction and separation: Benzyltrimethylammonium chloride has been used in solvent extraction techniques to selectively extract and separate metal ions or other organic compounds from complex mixtures. It aids in the transfer of these species from one phase to another for purification or analysis purposes.
Adhesion promotion: Benzyltrimethylammonium chloride has been used to enhance the adhesion properties of coatings, paints, and adhesives. It can modify the surface properties of materials, improving their wetting abilities and increasing the bond strength between different materials.
Overall, benzyltrimethylammonium chloride is a versatile compound that finds applications as a phase transfer catalyst, protecting group, polymerization catalyst, and in solvent extraction and adhesion promotion. Its unique properties make it a valuable tool in various organic synthesis and separation processes.
