111965-73-2

Usage

Uses

Used in Organic Synthesis:
Benzene, 1-(azidomethyl)-4-ethenyl-, is employed as a key intermediate in organic synthesis for the production of various complex organic molecules. Its unique azide and ethenyl functional groups allow for versatile chemical reactions, making it a valuable building block in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Material Development:
Benzene, 1-(azidomethyl)-4-ethenylis also used in the development of advanced materials such as polymers and photoresists. The azide group can be utilized to create novel polymer structures with specific properties, while the ethenyl side chain can be involved in cross-linking reactions to enhance the material's characteristics. Its application in material development is crucial for innovations in various industries, including electronics, coatings, and plastics.
Used in Research and Development:
Benzene, 1-(azidomethyl)-4-ethenyl-, is a compound of interest in research and development settings. Scientists and chemists explore its properties and reactivity to discover new applications and improve existing processes. Its potential in creating new chemical entities and materials makes it a valuable asset in the scientific community for advancing knowledge and technology.

Upstream product

• 1592-20-7 4-Vinylbenzyl chloride 
• 510772-10-8 4-(azidomethyl)benzaldehyde 
• 1779-49-3 Methyltriphenylphosphonium bromide 
• 15325-49-2 4-vinylbenzyl methyl sulfide 

Downstream Products

• 861891-68-1 C₁₈H₃₀N₅P 
• 50325-49-0 p-vinylbenzylamine 
• 1258953-91-1 C₃₂H₃₂N₁₀ 
• 1286239-99-3 4-phenyl-1-[4-(1,3,3,3-tetrachloropropyl)benzyl]-1H-1,2,3-triazole 
• 1286240-02-5 methyl 1-[4-(1,3,3,3-tetrachloropropyl)benzyl]-1H-1,2,3-triazole-4-carboxylate 
• 1286240-08-1 methyl 1-[4-(1,3,3-trichloropropyl)benzyl]-1H-1,2,3-triazole-4-carboxylate 
• 1286240-07-0 methyl 1-[4-(1,3-dichloro-3-cyanopropyl)benzyl]-1H-1,2,3-triazole-4-carboxylate 
• 1286240-06-9 methyl 1-[4-(1,3-dichloro-4-methoxy-4-oxobutyl)benzyl]-1H-1,2,3-triazole-4-carboxylate 
• 1286240-01-4 methyl 2,2,4-trichloro-4-{4-[(4-phenyl-1H-1,2,3-triazol-1-yl)methyl]phenyl}butanoate 
• 1286240-04-7 methyl 1-[4-(1,3,3-trichloro-4-methoxy-4-oxobutyl)benzyl]-1H-1,2,3-triazole-4-carboxylate 
• 1286240-00-3 ethyl 2,2,4-trichloro-4-{4-[(4-phenyl-1H-1,2,3-triazol-1-yl)methyl]-phenyl}butanoate 
• 1286240-03-6 methyl 1-[4-(1,3,3-trichloro-4-ethoxy-4-oxobutyl)benzyl]-1H-1,2,3-triazole-4-carboxylate 
• 1286240-05-8 methyl 1-[4-(1,3-dichloro-4-ethoxy-4-oxobutyl)benzyl]-1H-1,2,3-triazole-4-carboxylate 
• 1208332-63-1 4-phenyl-1-(4-vinylbenzyl)-1H-1,2,3-triazole 

Relevant academic research and scientific papers

Enhancing the Efficacy of Photodynamic Therapy through a Porphyrin/POSS Alternating Copolymer

Aggregation-induced quenching (AIQ) of photosensitizers greatly reduces the quantum yield of singlet oxygen generation and mitigates the efficacy of photodynamic therapy (PDT). We have prepared an alternating copolymer starting from 4-vinylbenzyl-terminated tetraphenylporphyrin (VBTPP) and maleimide isobutyl polyhedral oligomeric silsesquioxane (MIPOSS), via alternating reversible addition–fragmentation chain transfer (RAFT) polymerization. Porphyrin and POSS are installed on the amphiphilic block copolymers backbone in an alternating fashion and POSS completely inhibits the aggregation of porphyrin units via stacking. The amphiphilic block copolymer can self-assemble into nanoparticles and its application in PDT treatment was tested. These porphyrin-containing polymeric nanoparticles display high photochemical yield and phototoxicity in vitro and in vivo, providing a novel strategy to enhance the PDT efficacy.

Cooperative catalysis with block copolymer micelles: A combinatorial approach

A rapid approach to identifying complementary catalytic groups using combinations of functional polymers is presented. Amphiphilic polymers with "clickable" hydrophobic blocks were used to create a library of functional polymers, each bearing a single functionality. The polymers were combined in water, yielding mixed micelles. As the functional groups were colocalized in the hydrophobic microphase, they could act cooperatively, giving rise to new modes of catalysis. The multipolymer "clumps" were screened for catalytic activity, both in the presence and absence of metal ions. A number of catalyst candidates were identified across a wide range of model reaction types. One of the catalytic systems discovered was used to perform a number of preparative-scale syntheses. Our approach provides easy access to a range of enzyme-inspired cooperative catalysts.

Solid supported 9-amino-9-deoxy-epi-quinine as efficient organocatalyst for stereoselective reactions in batch and under continuous flow conditions

Polystyrene-supported 9-amino-9-deoxy-epi-quinine was synthesized through co-polymerization of an ad hoc-designed chiral monomer with divinylbenzene, in the presence of azobis(isobutyronitile) (AIBN) as radical initiator and toluene and 1-dodecanol as porogenic solvents. The heterogenized catalyst efficiently promoted the reaction of isobutyric aldehyde with b-nitrostyrene, in very high yield and enantioselectivity, comparable or even higher than that of the homogeneous counterpart (up to 95% ee). The recyclability of the catalyst, its general applicability and its successful application to other reactions was also demonstrated. Finally, for the first time, a 9-amino- epi-quinine derivative was employed to perform an enantioselective Michael reaction under continuous-flow conditions; by using a home-made, packed-bed catalytic reactor, the aldehyde addition to nitrostyrene was successfully realized in flow mode, leading to the product in up to 93% ee.

New acetylacetone-polymer modified nanoparticles as magnetically separable complexing agents

In this paper, we present two methods of synthesis of new bifunctional polymeric nanohybrids and their full characterization. These nanohybrids consist of a magnetic nanoparticle core and polymeric shell which possess the ability to complex metal ions and organic compounds. Synthesized materials exhibit superparamagnetic properties and can thus be easily separated from complex mixtures by using an external magnetic field (facile separation, purification and recyclability). Herein, the syntheses of three bifunctional monomers are presented. Each of them was used to prepare the homopolymeric shell and two types of copolymeric shells (using styrene as a comonomer) around the magnetite nanoparticles. A surface initiated RAFT/MADIX polymerization technique was employed to prepare polymeric shells. Afterwards, post-modification of azide functionalized polymeric shells using the Huisgen "click" reaction was performed. Finally, twelve types of nanohybrids were prepared and their physicochemical properties were investigated. Additionally, the ability of nanohybrids to complex lanthanides and spectroscopic properties of obtained materials were studied.

Synthesis of azide-functionalized nanoparticles by microemulsion polymerization and surface modification by click chemistry in aqueous medium

Stable translucent aqueous suspensions of azide-functionalized cross-linked nanoparticles (NPs), with diameters in the 15-20 nm range, were prepared using two synthetic approaches. Copolymerization of azidomethylstyrene (VBN 3), styrene, and di

Preparation of functional monomers as precursors of bioprobes from a common styrene derivative and polymer synthesis

CM-Str (4-(Chloromethyl)styrene) was used as a useful starting material for the construction of a series of functional monomers. Substitution of the chlorine to the corresponding azide was performed, and the reduction of the azide proceeded smoothly to afford an aminostyrene, which was used as a common precursor for the preparation of functional monomers. Condensation of the amine with a fluorophore, biotin and carbohydrate was accomplished. Among the monomers, a carbohydrate monomer was polymerized with or without acrylamide as a model polymerization to yield the corresponding water-soluble glycopolymers, and biological evaluations of the glycopolymers for a lectin, and wheat germ agglutinin (WGA), were carried out on the basis of the fluorescence change of tryptophan in the WGA.

Catalytic Staudinger Reduction at Room Temperature

We report an efficient catalytic Staudinger reduction at room temperature that enables the preparation of a structurally diverse set of amines from azides in excellent yields. The reaction is based on the use of catalytic amounts of triphenylphosphine as a phosphine source and diphenyldisiloxane as a reducing agent. Our catalytic Staudinger reduction exhibits a high chemoselectivity, as exemplified by reduction of azides over other common functionalities, including nitriles, alkenes, alkynes, esters, and ketones.

Carcarinic acid-1, 2, 3- based triazole compound as well as preparation method and application thereof (by machine translation)

The method comprises the following steps: firstly 1, 2, 3 - oxidizing and opening the carbon- carbon double bond of the, carcarinic acid into methylene to, obtain carcarinic acid (not shown, in the technical field of, organic 3 - synthesis), Wolf - Kishner - 1, 2, 3 - 1, 2, 3 - 1, 2, 3 - 3 . (by machine translation)

Reactive polymer zwitterions: Sulfonium sulfonates

Sulfonium sulfonate, or sulfothetin, zwitterionic monomers were synthesized by ring-opening of 1,3-propanesultone with dialkyl sulfides containing styrenic or methacrylic moieties. Reversible addition-fragmentation chain-transfer polymerization of these m

Organocatalytic Enantioselective Continuous-Flow Cyclopropanation

A set of six solid-supported diarylprolinol catalysts (varying on the anchoring strategy and the type of polymeric support) has been prepared and applied to the enantioselective cyclopropanation reaction. The selected candidate allows implementation of a long flow experiment (48 h) and generates a library of 12 cyclopropanes by sequential flow experiments. The mildness and utility of the method have enabled a telescoped process in which the outstream is directly used in a Wittig flow reaction.