100-85-6

Basic information

• Product Name: Benzyltrimethylammonium hydroxide
• Synonyms: TRITON B;TRITON(R) B;TRIMETHYLBENZYLAMMONIUM HYDROXIDE;Benzenemethanaminium,N,N,N-trimethyl-,hydroxide;benzyltrimethyl-ammoniuhydroxide;Benzyltrimethylammoniumhydrox;n,n,n-trimethyl-benzenemethanaminiuhydroxide;n,n,n-trimethylbenzenemethanaminiumhydroxide
• CAS NO: 100-85-6
• Molecular Formula: C₁₀H₁₆N*HO
• Molecular Weight: 167.25
• EINECS: 202-895-5
• Product Categories: quarternary ammonium bases;Ammonium Hydroxides (Quaternary);Quaternary Ammonium Compounds
• Mol File: 100-85-6.mol

Chemical Properties

• Melting Point: 80 °C
• Boiling Point: 65°C
• Flash Point: 60 °F
• Appearance: Clear slightly yellow/Solution
• Density: 1.059 g/mL at 25 °C
• Vapor Pressure: 0Pa at 25℃
• Refractive Index: n20/D 1.43
• Storage Temp.: Flammables area
• Solubility: Miscible with alcohols, hydrocarbons, aromatic hydrocarbons and
• Water Solubility: Miscible with water, hydrocarbons, aromatic hydrocarbons and halogenated solvents.
• Sensitive: Air Sensitive
• BRN: 3917256
• CAS DataBase Reference: Benzyltrimethylammonium hydroxide(CAS DataBase Reference)
• NIST Chemistry Reference: Benzyltrimethylammonium hydroxide(100-85-6)
• EPA Substance Registry System: Benzyltrimethylammonium hydroxide(100-85-6)

Safety Data

• Hazard Codes: C,T,F
• Statements: 34-39/23/24/25-23/24/25-11
• Safety Statements: 26-36/37/39-45-46-16-28A-7
• RIDADR: UN 3267 8/PG 2
• WGK Germany: 1
• RTECS: BO8575000
• F: 9-23
• TSCA: Yes
• HazardClass: 8
• PackingGroup: II
• Hazardous Substances Data: 100-85-6(Hazardous Substances Data)

Usage

Uses

Used in Chemical Synthesis:
Benzyltrimethylammonium hydroxide is used as a phase-transfer catalyst, facilitating reactions in different phases and improving the efficiency of the process.
It is also used as a base in aldol condensation reactions and base-catalyzed dehydration reactions, promoting the formation of desired products and enhancing the overall reaction rate.
Used in Organic Synthesis Reactions:
Benzyltrimethylammonium hydroxide serves as a strong organic base in Horner-Wadsworth-Emmons olefination reactions, which are crucial for the synthesis of various complex organic molecules.
Used in Silicon Wafer Cleaning Applications:
Benzyltrimethylammonium hydroxide is an active component in the formulation used for cleaning silicon wafers, ensuring the removal of impurities and maintaining the quality of the wafers for further processing.
Used in the Synthesis of Activated Ynesulfonamides and Tertiary Enesulfonamides:
Benzyltrimethylammonium hydroxide acts as a base in the synthesis of these compounds, which are important intermediates in the development of various pharmaceuticals and chemical products.
Used in the Synthesis of 3-Indolyl-3-Hydroxy Oxindoles:
Benzyltrimethylammonium hydroxide is used in the reaction of isatin with indole to produce 3-indolyl-3-hydroxy oxindoles, which are valuable building blocks in the synthesis of indole-based alkaloids and other bioactive molecules.
Used as a Precursor for the Preparation of Quaternary Ammonium Salts:
Benzyltrimethylammonium hydroxide serves as a precursor for the preparation of quaternary ammonium acetate, specifically benzyltrimethylammonium acetate (NBz111AcO). The NBz111AcO solution in DMSO can be used to dissolve cellulose, which has applications in the production of cellulose derivatives and materials.

Flammability and Explosibility

Notclassified

Safety Profile

Poison by subcutaneous route. Astrong base. When heated to decomposition it emits toxicfumes of NH3 and NOx.

Purification Methods

A 38% solution (as supplied) is decolorized (charcoal), then evaporated under reduced pressure to a syrup, with final drying at 75o/1mm pressure. The anhydrous base is obtained by prolonged drying over P2O5 in a vacuum desiccator. [Beilstein 12 IV 2162.]

InChI:InChI=1/C10H16N.H2O/c1-11(2,3)9-10-7-5-4-6-8-10;/h4-8H,9H2,1-3H3;1H2/q+1;/p-1

Upstream product

• 2985-50-4 3-methyl-4-nitrobutyric acid ethyl ester 
• 140-88-5 ethyl acrylate 
• 56-93-9 benzyltrimethylammonium chloride 
• 7732-18-5 water 
• 100-39-0 benzyl bromide 

Downstream Products

• 7336-15-4 hexahydro-1-(2'-cyanoethyl)-2H-azepin-2-one 
• 26902-03-4 3-(benzylthio)propan-1-ol 
• 93817-33-5 1-phenyl-2-[2]pyridyl-hexane-1,5-dione 
• 93817-26-6 3-hydroxy-3-phenyl-4-[2]pyridyl-cyclohexanone 
• 486-25-9 9-fluorenone 
• 25023-01-2 9,9-dichloro-9H-fluorene 
• 5437-69-4 (3,3-dinitro-butyl)-methyl sulfone 
• 113895-76-4 N-[β-(2-acetylamino-phenoxy)-isopropyl]-N-methyl-β-alanine-(β-hydroxy-isopropylamide) 
• 107552-41-0 NSC-42813 
• 100-51-6 benzyl alcohol 
• 75-50-3 trimethylamine 
• 4786-24-7 3,3-dimethylacrylonitrile 
• 27046-76-0 3-(1,5-diphenyl-4,5-dihydro-1H-pyrazol-3-yl)-pyridine 
• 102022-25-3 3-(2-amino-phenylsulfanyl)-3-phenyl-1-[2]thienyl-propan-1-one 

Related news

Parametric study and optimization of in situ transesterification of Jatropha curcas L assisted by Benzyltrimethylammonium hydroxide (cas 100-85-6) as a phase transfer catalyst via response surface methodology07/19/2019

In the present work, non-edible oil source, Jatropha curcas oil was used with base catalyzed methanol and ethanol to produce biodiesel using in situ transesterification assisted by Benzyltrimethylammonium hydroxide (BTMAOH) as a phase transfer catalyst (PTC). Experimental investigation showed th...detailed

Relevant articles and documents

Guest - Host Interactions in As-Made Al-ZSM-12: Implications for the Synthesis of Zeolite Catalysts

Al-ZSM-12 samples have been prepared with selectively deuterated benzyltrimethylammonium cations as structure-directing agents (SDAs) to study the motion of the SDA and the spatial relationships between the SDA and the zeolite framework. 2H NMR shows the methyl groups of the structure-directing agent undergo at least two rapid rotations while the benzyl segment is essentially immobile, undergoing only small angle wobbling motions. Cross-polarization and rotational echo double resonance NMR experiments were performed to study the spatial relationships between the SDA and the framework silicon and aluminum. The results from the CPMAS and REDOR experiments show the methylene protons of the structure-directing agent are preferentially located near the silicon atoms adjacent to the framework aluminum. As a consequence there is relative charge ordering between the SDA and the framework aluminum, suggesting that the framework aluminum is directly associated with the charge center of the SDA. Given the reduced number of configurations accessible to the SDAs in the as-made material, we believe the results suggest a possible route to tailoring the spatial arrangement of trivalent framework atoms through selection of SDAs with appropriate charge distributions.

Mitomycin derivatives

Novel mitomycin derivatives are characterized by a substituent on the C6 -methyl group. The mitomycin derivatives exhibit anti-tumor and antibacterial activity and have low toxicity.

Process for the preparation of 2-oxo-1,3-dioxolanes

Process for the preparation of 2-oxo-1,3-dioxolanes by reaction of epoxides with carbon dioxide in the presence of a catalyst, wherein at least one epoxy compound is mixed with at least one catalyst in the presence or absence of an inert solvent and is reacted at temperatures from 40° to 180° C. while introducing carbon dioxide at normal pressure or slightly increased pressure to form the corresponding organic carbonates. The 2-oxo-1,3-dioxolanes obtained are used to prepare synthetic resins containing urethane groups in the form of coatings and molded bodies.

6,7-(epithio)-3,7-dimethyl-1,3-octadiene and use thereof in augmenting or enhancing aroma of perfume compositions, colognes and perfurmed articles

Described are the 6,7-(epithio)-3,7-dimethyl-1,3-octadienes having the structures STR1 and mixtures of same as well as the uses thereof in augmenting or enhancing the aroma or perfume compositions, colognes and perfumed articles including but not limited to solid or liquid anionic, cationic, nonionic or zwitterionic detergents, cosmetic powders, hair preparations and the like.

Process for producing a high purity quaternary ammonium hydroxide

A process for production of high purity quaternary ammonium hydroxides, comprising electrolyzing quaternary ammonium hydrogencarbonates represented by the general formula: (wherein the symbols are as defined in the appended claims) in an electrolytic cell comprising an anode compartment and a cathode compartment defined by a cation exchange membrane. In accordance with this process, high purity quaternary ammonium hydroxides can be produced with high electrolytic efficiency and further without causing corrosion of equip-ment. Since the quaternary ammonium hydroxides produced by the present invention are of high purity, they can be effectively used as, for example, cleaners, etchants or developers for wafers in the production of IC and LSI in the field of electronics and semiconductors.

Process for augmenting or enhancing the aroma of perfume compositions, colognes and perfumed articles with 1-phenylpenten-4-one-1 and methyl homologues thereof

Described for use in augmenting or enhancing the aroma of perfume compositions, perfumed articles and colognes is the genus of compounds having the structure: STR1 wherein one of R1 or R2 is methyl and the other of R1 or R2 is hydrogen or wherein both R1 and R2 are hydrogen, hereinafter referred to as 1-phenylpenten-4-one-1 and methyl homologues thereof.

Process for preparing mixtures containing 8,9-epithio-1-p-menthene

Described is a process for preparing a mixture of t-mercapto terpenes defined according to the structure: STR1 and α-terpineol defined according to the structure: STR2 including the step of reacting the compound defined according to the structure: STR3 with an alkali metal thiocyanate defined according to the structure: STR4 wherein M represents alkali metal such as sodium, potassium or lithium in the presence of a phase transfer catalyst. The resulting product is then treated with lithium aluminum hydride followed by aqueous mineral acid to form a mixture of α-terpineol and the compound defined according to the structure: STR5 which mixture is useful for its organoleptic properties.

Ether carbinols and process for preparing same

Described are ether carbinols defined according to the generic structure: STR1 wherein X1 represents a moiety selected from the group consisting of: STR2 and wherein Y1 represents C4 or C5 alkylene or C4 or C5 alkenylene or C4 or C5 alkynylene; processes for preparing such ether carbinols by means of first reacting allyl ethers with a mixture of carbon monoxide and hydrogen by means of an oxoreaction to produce ether carboxaldehydes and then reducing the thus formed ether carboxaldehydes to ether carbinols; or reacting camphene with appropriate diols; as well as methods for augmenting or enhancing the aroma or taste of consumable materials including perfumes, colognes and perfumed articles; foodstuffs, chewing gums, chewing tobaccos, medicinal products and toothpastes; and smoking tobaccos and smoking tobacco articles by adding thereto an aroma or taste augmenting or enhancing quantity of the thus produced ether carbinols. Also described are two ether carboxaldehydes having one of the structures: STR3 processes for preparing such ether carboxaldehydes by means of reacting out an appropriate allyl ether with a mixture of carbon monoxide and hydrogen by means of an oxo-reaction as well as methods for augmenting or enhancing the aroma or taste of consumable materials including perfumes, colognes and perfumed articles; foodstuffs, chewing gums, chewing tobaccos, medicinal products and toothpastes; smoking tobaccos and smoking tobacco articles by adding thereto an aroma or taste augmenting or enhancing quantity of the thus produced ether carboxaldehydes.

Ether carboxaldehydes

Described are ether carboxaldehydes defined according to the generic structure: STR1 wherein X represents aryl, alkaryl, hydroxyalkyl, alkenyl, cycloalkenyl, lower alkyl or bicycloalkyl; wherein Y represents C1 -C3 lower alkylene; wherein Z completes an alkyl substituted C6 cycloalkyl ring or represents no moiety; wherein R represents hydrogen or methyl; wherein m represents 0 or 1; wherein n represents 0 or 1; wherein p represents 0 or 1 and wherein q represents 0 or 1 with the provisos that when m is 1, Z completes the alkyl substituted or unsubstituted C6 cycloalkyl ring; that p is 1 when q is 0; and that when p is 0, q is 1, processes for producing same by reacting allyl ethers defined according to the structure: STR2 wherein x, y, z, m, n and r are as defined above with a mixture of carbon monoxide and hydrogen by means of an oxo reaction products produced according to said oxo reaction which are mixtures which contain the above-mentioned ether carboxaldehydes as well as methods for augmenting or enhancing the aroma or taste of consumable materials, including perfumes, colognes and perfumed articles; foodstuffs, chewing gums, chewing tobaccos, medicinal products and toothpastes; and smoking tobaccos and smoking tobacco articles by adding thereto aroma or taste augmenting or enhancing quantities of the thus produced ether carboxaldehydes or ether carboxaldehyde-containing mixtures. Also described are perfume compositions, colognes, perfumed articles (including solid or liquid anionic, cationic, nonionic or zwitterionic detergents, fabric softener compositions, drier-added fabric softener articles, hair preparations, deodorant compositions, bleaching compositions and perfumed polymers), foodstuffs, chewing gums, toothpastes, medicinal products, chewing tobaccos, smoking tobaccos and smoking tobacco articles containing the products thus produced.

Process for the production of allyl acetone

A process is described for the preparation of allyl acetone (5-hexen-2-one) according to the reaction: STR1 wherein R is methyl or ethyl; X is chloro or bromo; M is sodium or potassium; and Q is sodium or potassium, the reaction being carried out (i) using a phase transfer agent and (ii) in a two phase system.