91-14-5

Usage

Uses

Used in Specialty Polymer and Resin Production:
1,2-divinylbenzene is used as a monomer for the synthesis of specialty polymers and resins, contributing to the development of materials with unique properties tailored for specific applications.
Used in Ion Exchange Resin Synthesis:
As a cross-linking agent, 1,2-divinylbenzene is employed in the production of ion exchange resins, which are crucial in various industrial processes, including water treatment, food processing, and pharmaceutical manufacturing.
Used in Organic Synthesis:
1,2-divinylbenzene serves as a reagent in organic synthesis, enabling the creation of a wide range of chemical compounds for diverse applications across different industries.

InChI:InChI=1/C10H10/c1-3-9-7-5-6-8-10(9)4-2/h3-8H,1-2H2

Upstream product

• 91-22-5 quinoline 
• 58083-44-6 1,2-bis(bromoethyl)benzene 
• 50-00-0 formaldehyd 
• 1519-46-6 o-xylylene(bistriphenylphospine) dibromide 
• 108437-03-2 1,2-divinylcyclohexa-1,4-diene 
• 74-85-1 ethene 
• 2039-88-5 2-bromostyrene 
• 583-53-9 2,3-dibromobenzene 
• 95798-50-8 1-(2-bromoethyl)-2-vinylbenzene 
• 68850-07-7 1,2-bis(1-hydroxyethyl)benzene 
• 100-42-5 styrene 
• 2065-66-9 methyl-triphenylphosphonium iodide 
• 643-79-8 o-phthalic dicarboxaldehyde 
• 17532-66-0 ethyl 2-[2-(2-ethoxy-2-oxoethyl)phenyl]acetate 

Downstream Products

• 71098-91-4 1,3-Bis-phenylselanylmethyl-1,3-dihydro-isobenzofuran 
• 767-58-8 1-methylindane 
• 253185-02-3 ortho-diethylbenzene 
• 110372-51-5 1-(2-Vinyl-phenyl)-ethanone oxime 
• 144744-81-0 2,2-Dichloro-3-(2-vinyl-phenyl)-cyclobutanone 
• 1243-97-6 benzyltriphenylphosphonium iodide 
• 79827-48-8 2-Ethyl-1-methyl-1,2,3,4-tetrahydro-2-naphthol 
• 79827-47-7 2-Ethyl-1-methyl-1,2,3,4-tetrahydro-2-naphthol 
• 91-20-3 naphthalene 
• 73139-14-7 3-methyl-1H-inden-1-yl acetate 
• 23417-85-8 3-methyl-1H-inden-1-ol 
• 15677-15-3 benzo[2,3]bicyclo[3.1.0]hexane 

Relevant academic research and scientific papers

2-Vinyl-1,1,2-trihalocyclopropanes - Valuable five carbon cyclopropane and cyclopropene synthetic intermediates

The dichloro- and dibromocarbene adducts of chloroprene and 2,3-dichlorobutadiene are readily dehalogenated by reaction with methyllithium to give 1-halo-2-vinylcyclopropenes which on further lithium-halogen exchange give synthetically useful 1-lithio-2-vinylcyclopropenes. Trapping of 1-lithio-2-(1-chlorovinyl)cyclopropene with methyl chloroformate leads to a very unusual cyclononadienyne.

Efficient and stereoselective nitration of mono- and disubstituted olefins with AgNO2 and TEMPO

Nitroolefin is a common and versatile reagent. Its synthesis from olefin is generally limited by the formation of mixture of cis and trans compounds. Here we report that silver nitrite (AgNO2) along with TEMPO can promote the regio- and stereoselective nitration of a broad range of olefins. This work discloses a new and efficient approach wherein starting from olefin, nitroalkane radical formation and subsequent transformations lead to the desired nitroolefin in a stereoselective manner.

Living anionic polymerization of 1,4-divinylbenzene and its isomers

The anionic polymerization of 1,4-divinylbenzene (1) and its ortho (2) and meta isomers (3) were studied under a variety of conditions. One of the two vinyl groups of 1 was selectively and exclusively polymerized in a living manner by the addition of a suitable additive under the conditions of -78 C for 1 min and -95 C for 30 min. Under such conditions, the unwanted addition reaction of the chain-end anion to the pendant vinyl group was almost suppressed and soluble polymers with predictable molecular weights of up to 60 500 g/mol and narrow molecular weight distributions (Mw/Mn 1.05) were quantitatively obtained. The amount of dimerized chain produced by the addition reaction was negligible or very small (5%). The effective additives in the polymerization involve potassium alkoxides and phenoxides, derived from tert-butyl alcohol, sec-butyl alcohol, 2,4-dimethyl-3-pentanol, 1-methylcyclohexanol, 1:2,5:6-di-O-isopropylidene-α-d-glucofuranose, phenol, 1-naphthol, and 2,6-di(tert-butyl)-4-methylphenol, and potassium carboxylate derived from pivalic acid. The living polymer of 1 was not stable at -78 C after 5 min or longer times, but very stable at -95 C even for 30 min. The chain-end anion could be stabilized by end-capping with tert-butyl methacrylate and 1,1-diphenylethylene, and the resulting anions remained unchanged at -78 C even after several hours.

Molecular Fingerprints With Enhanced Identifying Capability, Method for Preparing Same and Use Thereof

The invention concerns a method for preparing a molecular fingerprint comprising sites for identifying at least one target molecule, said fingerprint being obtained from at least one master molecule of polymeric type, called master polymer. The invention is characterized in that said master polymer is different from the target molecule(s), and is capable of being eliminated by degradation and/or washing, and that at least 5% in number of monomer units constituting the master polymer are involved in the formation of the sites for identifying the target molecule(s).

Intramolecular heck reactions of unactivated alkyl halides

A method has been developed for achieving palladium-catalyzed intramolecular Heck reactions of unactivated, β-hydrogen-containing alkyl bromides and chlorides. The data from a stereochemical investigation are consistent with carbon-carbon bond formation via an alkylpalladium, rather than a radical, intermediate. Copyright

Phosphepines: Convenient access to phosphinidene complexes

Reaction of o-diethynylbenzene with transition metal-complexed primary phosphines gives in a single base-induced step stable phosphepine complexes as confirmed by X-ray data. At 75-80 °C these phosphepines undergo clean cheletropic elimination of naphthalene to give transient carbene-like phosphinidene complexes that can be trapped in high yield by alkenes, alkynes, and alcohols. Copyright

Pd-Catalyzed Cross-Coupling of Haloarenes and Chloroarene-Cr(CO) 3 Complexes with Stabilized Vinyl- and Allylaluminium Reagents

The palladium-catalyzed cross-coupling of intramolecularly stabilized divinyl- and diallylaluminium compounds 1 and 2 with haloarenes and chloroarene-Cr(CO)3 complexes has been studied. The coupling products were obtained in high yields (up to

Dosing form for reagents, use of said dosing form in organic chemical synthesis and production of said dosing form

A dosing form for at least one solid reagent for use in conventional organic and inorganic synthesis, in parallel synthesis, and in split and mix synthesis in combinatorial chemistry is provided as compressed tablets each containing the same predetermined amount of said at least one reagent embedded in a polymer matrix comprising beads of a polymer insoluble in the solvents for the intended synthesis, which tablets are capable of disintegrating in said solvent for release of the at least one reagent and disperse the matrix as polymer beads into the solvent. The polymer beads forming the matrix and the reagents of the dosing form can easily be removed by filtration in order to separate these from a formed soluble product. In a method for producing the dosing form, beads of one or more polymers are mixed with the reagents and compressed into tablets after pre-treatment with an aprotic organic solvent.

Synthesis of o-Dialkenylbenzenes and Indenes Using Heck and Oxypalladation Reactions

o-Bromostyrenes 2-Br react with various alkenes in the presence of palladium catalysts to give either substituted indene 6 or o-diethenylbenzene derivatives 3, depending on the reaction conditions.Under oxidative conditions the latter can be cyclized to indene derivatives as well. - Keywords: Cross-coupling, Heck; Palladium catalysis; Indanes; Arenes, dialkenyl-N

New heck-type coupling reactions of natural tetrapyrroles - Synthesis of porphyrinoligomers bridged by divinyl- and trivinylbenzene

Using palladium(0)-catalyzed coupling reactions we were able to synthesize mono-, di-, and trimeric porphyrins linked by di- and trivinylbenzenes. The reactions were carried out with palladium(II) acetate in DMF under phase-transfer conditions. These coupling conditions are new in the field of porphyrin chemistry and proved to be a useful tool in the synthesis of C-C linked oligomeric porphyrins, as these compounds can be obtained in a simple one pot reaction with good yields.