3360-54-1

Usage

Uses

Used in Polymer and Plastics Industry:
(1-BROMOMETHYL-VINYL)-BENZENE is used as a monomer for the production of various polymers and plastics, such as polystyrene, synthetic rubber, and latex. Its unique chemical structure allows it to be polymerized, creating materials with diverse applications in the industry.
Used in Chemical Intermediates:
(1-BROMOMETHYL-VINYL)-BENZENE is used as a chemical intermediate in the manufacturing of adhesives, coatings, and resins. Its reactivity and compatibility with other chemicals make it a valuable component in formulating these products.
Used in Styrene-Butadiene Rubber Production:
(1-BROMOMETHYL-VINYL)-BENZENE is used as a precursor in the production of styrene-butadiene rubber, a type of synthetic rubber known for its elasticity and durability.
Used as a Stabilizer for PVC Resins:
(1-BROMOMETHYL-VINYL)-BENZENE is used as a stabilizer for PVC (polyvinyl chloride) resins, enhancing their thermal stability and resistance to degradation during processing and use.
However, it is crucial to handle (1-BROMOMETHYL-VINYL)-BENZENE with care due to its classification as a hazardous chemical. Its potential health and environmental risks necessitate proper safety measures during its production, use, and disposal to mitigate any adverse effects.

InChI:InChI=1/C9H9Br/c1-8(7-10)9-5-3-2-4-6-9/h2-6H,1,7H2

Upstream product

• 98-83-9 isopropenylbenzene 
• 98-82-8 Isopropylbenzene 
• 31778-29-7 1-bromo-2-phenylpropan-2-ol 
• 70-11-1 α-bromoacetophenone 
• 6006-81-1 3-hydroxy-2-phenylpropene 
• 108-86-1 bromobenzene 
• 437709-29-0 1-phenylcyclopropyl methanesulfonate 
• 122-78-1 phenylacetaldehyde 
• 4432-63-7 2-phenylacrolein 
• 2439-85-2 N-bromophthalimide 
• 98-86-2 acetophenone 
• 91083-18-0 (η5-C5H5)Ru(η3-2-phenylallyl)Br2 
• 3575-19-7 2-bromo-2-phenylpropane 
• 36043-44-4 (1,2-dibromopropan-2-yl)benzene 

Downstream Products

• 31508-07-3 pent-4-en-1-yne-1,4-diyldibenzene 
• 38846-04-7 dimethyl-(2-phenylallyl)-(3-phenylprop-2-ynyl)ammonium bromide 
• 78479-83-1 1-Azido-2-<(2-phenyl-2-propenyl)oxy>benzene 
• 7283-49-0 2,5-diphenyl-hexa-1,5-diene 
• 98-83-9 isopropenylbenzene 
• 74866-37-8 [3-(benzenesulfonyl)prop-1-en-2-yl]benzene 
• 16307-59-8 N-(2-phenyl-2-propenyl)phthalimide 
• 131515-12-3 8-Methyl-7-(2-phenyl-allyl)-6,7,8,9-tetrahydro-2H-2,7,9a-triaza-benzo[cd]azulen-1-one 
• 146550-26-7 (Z)-3,4,4-trimethyl-1-methylthio-1-(2-phenylprop-2-enylthio)-1-pentene 
• 205489-38-9 4-(2-Hydroxy-1-methylene-4-phenyl-pent-4-enyl)-benzoic acid methyl ester 
• 160055-60-7 5-β-D-glucopyranosyl-1,3-dimethyl-5-(2-phenylprop-2-enyl)barbiturate 
• 136749-72-9 2-bromo-1-(bromomethyl)-1-phenylethyl hydroperoxide 
• 117369-88-7 methyl 3-oxo-6-phenylhept-6-enoate 
• 171107-70-3 methyl 1-(o-bromobenzoyl)-2-(2-phenylprop-2-enyl)pyrrolidine-2-carboxylate 

Relevant academic research and scientific papers

An expedient synthesis of allylic/secondary bromides from dehydration of tertiary-β-bromo alcohols

Tertiary-β-bromo alcohols, derived from simple monoterpenes and olefins, react with BF3·OEt2 in refluxing benzene in 1-2h to afford the corresponding allylic/secondary bromides in 45-90% yield. In case of substrates containing olefin

Site-Selective Itaconation of Complex Peptides by Photoredox Catalysis

Site-selective peptide functionalization provides a straightforward and cost-effective access to diversify peptides for biological studies. Among many existing non-invasive peptide conjugations methodologies, photoredox catalysis has emerged as one of the powerful approaches for site-specific manipulation on native peptides. Herein, we report a highly N-termini-specific method to rapidly access itaconated peptides and their derivatives through a combination of transamination and photoredox conditions. This strategy exploits the facile reactivity of peptidyl-dihydropyridine in the complex peptide settings, complementing existing approaches for bioconjugations with excellent selectivity under mild conditions. Distinct from conventional methods, this method utilizes the highly reactive carbamoyl radical derived from a peptidyl-dihydropyridine. In addition, this itaconated peptide can be further functionalized as a Michael acceptor to access the corresponding peptide-protein conjugate.

Electrochemical-induced radical allylation via the fragmentation of alkyl 1,4-dihydropyridines

Aldehydes are abundant chemical motifs presented in natural products and pharmaceuticals. As a radical precursor, its application is limited. Dihydropyridines (DHPs) can act as masked aldehydes, providing alkyl radicals under the activation of Lewis acid, heat, SET oxidant and light irradiation. Herein, we report the direct activation of 4-alkyl DHPs via single electron transfer at the anode. C–C bond homolysis at the C4-position of DHP generated the corresponding alkyl radical, which was captured subsequently by 2-phenyl and 2-ethoxy carbonyl allyl bromide. The following intramolecular elimination reaction afforded 20 different radical allylation products bearing various alkyl substituents with yields up to 92%.

Facile NBS/DMSO mediated dibromination of olefins including selected natural products and glycals

A highly chemo- and diastereoselective vic-dibromination of olefins has been developed. The process employs a readily available N-Bromosuccinimide (NBS)/DMSO reagent system as a bromine source. High substrate scope, simple reaction conditions, application to natural products and glycals makes the process very attractive. Graphical abstract: A highly chemo- and diastereoselective vic-dibromination of olefins has been developed. The process employs a readily available N-Bromosuccinimide (NBS)/DMSO reagent system as a bromine source. High substrate scope, simple reaction conditions, application to natural products and glycals makes the process very attractive. [Figure not available: see fulltext.].

Visible Light-Promoted Recyclable Carbon Nitride-Catalyzed Dioxygenation of β,γ-Unsaturated Oximes

A visible-light-induced dioxygenation of β,γ-unsaturated oximes for the synthesis of diverse useful isoxazolines bearing a hydroxyl moiety was developed by employing graphitic carbon nitride (g-C3N4) as a heterogeneous photocatalyst under an air atmosphere. Noted that, the eminent advantages of this metal-free protocol include step economy, easy operation, a recyclable photocatalyst, external reductant-/oxidant-free and mild reaction conditions. Additionally, mechanistic studies indicated hydroxyl radical was generated under the photocatalysis of g-C3N4.

Copper-Catalyzed Enantiotopic-Group-Selective Allylation of gem-Diborylalkanes

We report a copper-catalyzed enatiotopic-group-selective allylation of gem-diborylalkanes with allyl bromides. The combination of copper(I) bromide and H8-BINOL derived phosphoramidite ligand proved to be the most effective catalytic system to provide various enantioenriched homoallylic boronate esters, containing a boron-substituted stereogenic center that is solely derived from gem-diborylalkanes, in good yields with high enantiomeric ratios under mild conditions. Experimental and theoretical studies have been conducted to elucidate the reaction mechanism, revealing how the enatiotopic-group-selective transmetalation of gem-diborylalkanes with chiral copper complex occurs to generate chiral α-borylalkyl-copper species for the first time. Additional synthetic applications to the synthesis of various chiral building blocks are also included.

Synthesis of Six-Membered Spiro Azacyclic Oxindole Derivatives via a One-Pot Process of Umpolung Allylation/Aza-Prins Cyclization

An unprecedented synthetic approach involving umpolung allylation/aza-Prins cyclization of N-2,2,2-trifluoroethylisatin ketimines is described. The reactions proceed smoothly with allyl bromide in the presence of 1,8-diazabicyclo[5.4.0]undec-7-ene, H2O, and trimethylsilyl bromide; this one-pot protocol allows access to six-membered spiro azacyclic oxindole derivatives in good to excellent yields. Notably, while the general aza-Prins cyclization involves amines and aldehydes, the present synthetic strategy represents the first aza-Prins cyclization that utilizes the umpolung property of N-2,2,2-trifluoroethylisatin ketimines.

METHOD FOR OXIDATIVE CLEAVAGE OF COMPOUNDS WITH UNSATURATED DOUBLE BOND

A method for oxidative cleavage of a compound with an unsaturated double bond is provided. The method includes the steps of: (A) providing a compound (I) with an unsaturated double bond, a trifluoromethyl-containing reagent, and a catalyst; wherein, the catalyst is represented by Formula (II): M(O)mL1yL2z??(II);wherein, M, L1, L2, m, y, z, R1, R2 and R3 are defined in the specification; and(B) mixing the compound with an unsaturated double bond and the trifluoromethyl-containing reagent to perform an oxidative cleavage of the compound with the unsaturated double bond by using the catalyst in air or under oxygen atmosphere condition to obtain a compound represented by Formula (III):

Method for oxidative cracking of compound containing unsaturated double bonds

The invention relates to a method for oxidative cracking of a compound containing unsaturated double bonds. The method comprises the following steps: (A) providing a compound (I) containing unsaturated double bonds, a trifluoromethyl-containing reagent and a catalyst, wherein the catalyst is shown as a formula (II): M(O)mL1yL2z (II), M, L1, L2, m, y, z, R1, R2 and R3 being defined in the specification; and (B) mixing the compound containing the unsaturated double bonds and the trifluoromethyl-containing reagent, and performing an oxidative cracking reaction on the compound containing the unsaturated double bonds in the presence of air or oxygen by using the catalyst to obtain a compound represented by formula (III),.

METHOD FOR OXIDATIVE CLEAVAGE OF COMPOUNDS WITH UNSATURATED DOUBLE BOND

A method for oxidative cleavage of a compound with an unsaturated double bond is provided. The method comprises the following step: (A) providing a compound (I) with an unsaturated double bond, a reagent with trifluoromethyl, and a catalyst; wherein the catalyst is represented by the following formula (II): M(O)mL1yL2z (II); wherein, M, L1, L2, m, y, z, R1, R2 and R3 are defined in the specification; and (B) mixing the compound with an unsaturated double bond and the reagent with a trifluoromethyl to perform an oxidation of the compound with the unsaturated double bond by using the catalyst at air or an oxygen condition to get a compound presented as formula (III):