52298-91-6

Usage

Uses

Used in Chemical Industry:
1-ALLYLBENZOTRIAZOLE 96 is used as a corrosion inhibitor for its ability to protect against the degradation of materials, making it a valuable component in coolants, lubricants, and hydraulic fluids. Its high purity ensures that it performs effectively in these applications, contributing to the longevity and performance of the products in which it is incorporated.
Used in Manufacturing of Coolants:
1-ALLYLBENZOTRIAZOLE 96 is used as a key ingredient in the formulation of coolants to prevent corrosion in machinery and equipment. Its presence in coolants helps to extend the life of the machinery by reducing the wear and tear caused by corrosive processes.
Used in Lubricant Production:
In the production of lubricants, 1-ALLYLBENZOTRIAZOLE 96 is used to enhance the protective qualities of the lubricants. This helps in reducing friction and wear in moving parts, thereby improving the overall efficiency and lifespan of the machinery.
Used in Hydraulic Fluids:
1-ALLYLBENZOTRIAZOLE 96 is used in hydraulic fluids to provide corrosion resistance, ensuring the smooth operation of hydraulic systems. Its inclusion in these fluids helps to maintain the integrity of the system components and prevent damage due to corrosion.

Upstream product

• 95-14-7 1,2,3-Benzotriazole 
• 106-95-6 allyl bromide 
• 55899-43-9 N-allyl-1,2-phenylenediamine 
• 43183-36-4 1-(trimethylsilyl)-1H-benzotriazole 
• 107-18-6 allyl alcohol 
• 106-96-7 propargyl bromide 
• 68985-05-7 1,1′-carbonylbis-benzotriazole 
• 107-05-1 3-chloroprop-1-ene 
• 142321-23-1 1-(1H-benzotriazol-1-yl)prop-2-yne 
• 35466-83-2 allyl methyl carbonate 
• 13347-27-8 N-(2-Nitrophenyl)-N-prop-2-enylamine 
• 88-74-4 2-nitro-aniline 
• 114416-17-0 allyl 1H-benzo[d][1,2,3]triazole-1-carboxylate 

Downstream Products

• 142321-31-1 2-Benzotriazol-1-yl-1,1-diphenyl-but-3-en-1-ol 
• 142321-34-4 1-(1-cyclohexylallyl)-1H-benzo[d][1,2,3]triazole 
• 142321-35-5 1-(1-Benzotriazol-1-yl-allyl)-cyclohexanol 
• 142321-33-3 1-(1-Benzyl-allyl)-1H-benzotriazole 
• 91-22-5 quinoline 
• 22014-91-1 3-(dibenzylamino)prop-1-ene 
• 224310-44-5 1-<(E)-3-(4-methylphenyl)prop-2-en-1-yl>-1H-1,2,3-benzotriazole 
• 224310-45-6 1-<(E)-3-(4-methoxyphenyl)prop-2-en-1-yl>-1H-1,2,3-benzotriazole 
• 31969-04-7 2-(N-allyl-N-methylamino)ethanol 
• 62605-95-2 N-allyl-N-methylbenzenesulfonamide 

Relevant academic research and scientific papers

Changes in the conformational parameters of 1-allylbenzotriazole in a mixed halide π-complex [CuCl0.85Br0.15(C6H 4N3CH2CH=CH2)] under the action of bromine atoms

Single crystals of [CuCl0.85Br0.15(C 6H4N3CH2=CH2)] (I) were obtained by alternating current electrochemical synthesis; their X-ray structural investigation has been carried out (DARCh automatic diffractometer, MoK α radiation, θ/2θ scanning; 1460 reflections with F ≥ 4σ(F), R = 0.0517). The crystals are monoclinic, their space group is P21/c, a = 7.292(3) A, b = 17.947(8) A, c = 7.398(4) A, β = 93.56(4)°, V = 966(1) A3, Z = 4). Complex I is close in structure to the previously investigated compound [CuCl(C6H4N3CH2=CH2)] (II). In both structures, the trigonal-pyramidal surroundings of the copper atom include two halide atoms (one is apical), a nitrogen atom, and a C=C group. The Cu2X2 dimers are associated into {[Cu2X 2(C6H5N3CH2=CH 2)]}n layers due to the bridging function of the 1-allylbenzotriazole molecule. In spite of the similar coordination polyhedra of the metal atoms and identical bridging function of the ligand molecule in I and II, the differences in the conformation parameters of the allyl group π-coordinated by the copper(I) atom (trans-like in I and cis-like in II) caused by the presence of bromine atoms in the coordination sphere predetermine different structures of the organometallic [Cu2X2(C 6H5N3CH2=CH2)] 4 tetramer subunits in the layers and, as a consequence, formation of different crystal structures.

Sustainable Palladium-Catalyzed Tsuji-Trost Reactions Enabled by Aqueous Micellar Catalysis

Palladium-catalyzed allylic substitution, or "Tsuji-Trost"reactions, can be run under micellar catalysis conditions featuring not only chemistry in water but also numerous combinations of reaction partners that require low levels of palladium, typically on the order of 1000 ppm (0.1 mol %). These couplings are further characterized by especially mild conditions, leading to a number of cases not previously reported in an aqueous micellar medium. Inclusion of diverse nucleophiles, such as N-H heterocycles, alcohols, dicarbonyl compounds, and sulfonamides is described. Intramolecular cyclizations further illustrate the broad utility of this process. In addition to recycling studies, a multigram scale example is reported, indicative of the prospects for scale up.

Synthesis of Structurally Diverse Benzotriazoles via Rapid Diazotization and Intramolecular Cyclization of 1,2-Aryldiamines

An operationally simple method has been developed for the preparation of N-unsubstituted benzotriazoles by diazotization and intramolecular cyclization of a wide range of 1,2-aryldiamines under mild conditions, using a polymer-supported nitrite reagent and p-tosic acid. The functional group tolerance of this approach was further demonstrated with effective activation and cyclization of N-alkyl, -aryl, and -acyl ortho-aminoanilines leading to the synthesis of N1-substituted benzotriazoles. The synthetic utility of this one-pot heterocyclization process was exemplified with the preparation of a number of biologically and medicinally important benzotriazole scaffolds, including an α-amino acid analogue.

Isomer-selective complexation of copper(I) ionic salts towards 1- and 2-allylbenzotriazoles. Synthesis and characterization of CuBF 4·2-all-bta·H2O, CuClO4·2- all-bta, CuClO4·1-all-bta·2-all-bta and CuHSO 4·2-all-bta - The first known example of CuHSO4 π-complexes

The alternating current electrochemical synthesis starting from ethanol solution of Cu(ClO4)2·6H2O, CuSO 4·5H2O and Cu(BF4)2· 6H2O with the equimolar mixture of 1- and 2-allylbenzotriazole (all-bta) has led to a formation of Cu[2-all-bta]ClO4 (I), Cu[2-all-bta]HSO4 (II) and Cu[2-all-bta]BF4·H 2O (III) compounds. The direct interaction between Cu(ClO 4)2·6H2O and the mixture of 1- and 2-allylbenzotriazole in ethanol solution results in an appearance of Cu[(1-all-bta)(2-all-bta)]ClO4 (IV) compound. These results are strikingly different from earlier performed syntheses using the same ligands mixture and copper(II) halides, and producing coordination compounds with 1-allylbenzotriazole only. Compounds I and II are isotypical and crystallize in a monoclinic space group Cc. I: a = 9.5413(10) , b = 12.3171(9) , c = 10.3264(10) , β = 111.155(4)°, V = 1131.78(18) 3, Z = 4. II: a = 9.1707(17) , b = 13.6639(17) , c = 9.4543(17) , β = 105.555(7)°, V = 1141.3(3) 3, Z = 4. The main feature of structures I and II is a chelate-bridging role of the ligand moiety, bonded to one copper ion via CC-bond of the allyl group and nitrogen atom of the triazole core, and to the second Cu+ centre by another N atom. Trigonal-pyramidal copper environment comprises of two nitrogen atoms from different ligand units, CC-bond and oxygen atom at the apical position. The bridging function of both Cu+ cations and 2-all-bta molecules results in the formation of infinite chains. High affinity of BF4- anion to the H2O leads to a formation of compound III including water molecule. It crystallizes in an orthorhombic Pbca space group, a = 13.502(8) b = 11.299(5) c = 16.124(8) , V = 2460(2) 3, Z = 8. The ligand moiety plays the same as in I and II chelate-bridging function, but Cu+, being also bonded to CC group and to two N atoms, is connected with the disordered BF4- anion through the water bridge. In the crystal structure IV the metal ion possesses mixed-isomer surrounding, being bound to N-atom and CC-bond of 2-all-bta molecule, N-atom of 1-all-bta-moiety and O(ClO4 -) atom at apical position. IR spectra confirm rather effective Cu-(CC) bonding.

Development of a palladium on boron nitride catalyst and its application to the semihydrogenation of alkynes

The simple preparative method for a novel palladium supported on boron nitride catalyst (Pd/BN) was accomplished. Pd/BN is widely applicable for the semihydrogenation of mono- as well as disubstituted alkynes to furnish the corresponding alkenes in the presence of diethylenetriamine (DETA), which exhibits both an unprecedented acceleration effect toward the semihydrogenation and a suppression effect with regard to the overhydrogenation to alkanes. Copyright

Green and efficient protocol for N-alkylation of benzotriazole using basic ionic liquid [Bmim]OH as catalyst under solvent-free conditions

N-Alkylation of benzotriazole bearing an acidic hydrogen atom attached to nitrogen with alkyl halides is accomplished in basic ionic liquid [Bmim]OH (1-butyl-3-methylimidazolium hydroxide) under solvent-free conditions. The procedure is convenient and efficient and generally affords the N-alkylated product. Taylor & Francis Group, LLC.

Highly selective N-Alkylation of amines promoted on silica: An efficient and recyclable surface

N-Alkylation of amines suffers from competing over alkylations. At the same time, use of strong base and other harsh conditions greatly limits providing a practical, generalized and selective procedure. Activated silica gel has been found to promote N-alkylations of amines. Here, we studied N-alkylation of amines with various types of alkyl halides, which finally constitute practical, highly selective and eco-friendly conditions for mono- or bis-alkylated amines at ambient temperature with recyclability of silica.

Organic reactions in ionic liquids: A simple highly regioselective or regiospecific substitutions of benzotriazole

In the absence of any added base in ionic liquids [Bmim][BF4], benzotriazole replaces the halogen atom of an α-halogenated ketone or α-halogenated carboxylic ester to give the corresponding N-1-substituted benzotriazole as the only isomer, and

Aqueous micellar medium in organic synthesis: Alkylations and Michael reactions of benzotriazole

The feasibility of aqueous micelles of cetyltrimethylammonium bromide in catalyzing C-N bond formation has been studied with respect to N-alkylations of benzotriazole (Bt). Alkylations with various alkylating agents and the addition of Bt across activated double bonds in the Michael fashion occurred successfully in fair-to-good yields in the aqueous micellar regime. These reactions provided a mixture of N-1 and N-2 alkylated products, with a marked preference for N-1 over N-2 isomers. Micellar catalysis has been evaluated experimentally to indicate over a 50% micellar contribution to these alkylations in contrast to their aqueous counterparts. Since, N-alkyl benzotriazoles are of potential biological interest, the present micellar procedure offers a convenient alternative to other available methods.

Synthesis and crystal structure of copper(I) chloride π-complex with 1-allylbenzotriazole of CuCl·C6H4N3(C3H5) composition

By alternating-current electrochemical synthesis crystals of CuCl·C6H4N3(C3H5) π-complex (I) have been obtained and structurally investigated. Due to the coordination of Cu(I) atoms through the nitrogen atom and olefinic group of the same molecule, organometallic chains appear. Bridged Cl atoms combine these chains into a three-dimensional framework. The trigonal-pyramidal copper environment involves two Cl atoms (one of them occupies the apical position), nitrogen atom and C=C group.