6144-04-3

Usage

Uses

Used in Polymer Production Industry:
α-Methylstyrene dimer is used as a monomer for the production of thermoplastic polymers, such as polystyrene and other copolymers, due to its ability to form stable polymer chains that exhibit desirable properties like flexibility and durability.
Used in Chemical Synthesis:
α-Methylstyrene dimer serves as a chemical intermediate in the synthesis of various organic compounds, contributing to the development of new chemical products and materials with specific applications in different industries.
Used in Environmental Management:
Given its potential as an environmental pollutant, α-Methylstyrene dimer is also involved in the development of strategies and technologies for its safe handling, storage, and disposal to minimize its impact on the environment and human health.

InChI:InChI=1/2C9H10/c2*1-8(2)9-6-4-3-5-7-9/h2*3-7H,1H2,2H3

Upstream product

• 110-86-1 pyridine 
• 934-53-2 cumenyl chloride 
• 60-29-7 diethyl ether 
• 64-17-5 ethanol 
• 996-82-7 sodium diethylmalonate 
• 22768-22-5 4-methyl-2,4-diphenylpent-2-ene 
• 860701-93-5 dimethyl-(1-methyl-1-phenyl-ethyl)-amine oxide 
• 98-86-2 acetophenone 
• 3674-77-9 2-methyl-2-phenyl-1,3-dioxolane 
• 100-42-5 styrene 
• 67-56-1 methanol 
• 824-47-5 (1-chloropropan-2-yl)benzene 
• 98-82-8 Isopropylbenzene 
• 75-71-8 Dichlorodifluoromethane 

Downstream Products

• 102182-26-3 bis-(2-phenyl-propylmercapto)-[1,3,4]thiadiazole 
• 70738-48-6 phenyl 2-phenylpropyl sulfone 
• 27421-06-3 3-methyl-4-(1-methyl-1-phenyl-ethyl)-phenol 
• 3044-70-0 2,6-dimethyl-4-phenyl-pyrylium; perchlorate 
• 100389-71-7 N-(1-methyl-1-phenyl-ethyl)-acrylamide 
• 86147-38-8 methyl 2-methyl-5-phenylhex-5-enoate 
• 971-11-9 1-methyl-2-[2]naphthylsulfanyl-1-phenyl-ethyl hydroperoxide 
• 114492-68-1 phenyl-acetic acid-(1-benzylidene-3-phenyl-but-2-enyl ester) 
• 32302-63-9 trans-2-Phenyl-3-brom-<2-brom-ethoxy>-buten-(2) 
• 29161-89-5 2-methyl-2-phenylcyclopropanecarboxylic acid 
• 29161-89-5 trans-2-methyl-2-phenylcyclopropanecarboxylic acid 
• 42609-47-2 1-(4-Chloro-phenyl)-3-(1-methyl-1-phenyl-ethyl)-urea 
• 42609-54-1 1-(2-Methoxy-phenyl)-3-(1-methyl-1-phenyl-ethyl)-urea 
• 42609-61-0 1-Biphenyl-4-yl-3-(1-methyl-1-phenyl-ethyl)-urea 

Relevant academic research and scientific papers

Noble-metal-free deoxygenation of epoxides: Titanium dioxide as a photocatalytically regenerable electron-transfer catalyst

Catalytic deoxygenation of epoxides into the corresponding alkenes is a very important reaction in organic synthesis. Early reported systems, however, require noble metals, high reaction temperatures (>373 K), or toxic reducing agents. Here, we report a noble-metal-free heterogeneous catalytic system driven with alcohol as a reducing agent at room temperature. Photoirradiation (λ 2) with alcohol promotes efficient and selective deoxygenation of epoxides into alkenes. This noble-metal-free catalytic deoxygenation is facilitated by the combination of electron transfer from surface Ti3+ atoms on TiO2 to epoxides, which promotes deoxygenation of epoxides, and photocatalytic action of TiO2, which regenerates oxidized surface Ti atoms with alcohol as a reducing agent.

Selective C(sp3)?N Bond Cleavage of N,N-Dialkyl Tertiary Amines with the Loss of a Large Alkyl Group via an SN1 Pathway

Polar disconnection of the C(sp3)?N bond of N,N-dialkyl-substituted tertiary amines via ammonium species conventionally favored the loss of the smaller alkyl group by an SN2 displacement, while selective C(sp3)?N bond cleavage by cutting off the larger alkyl group is still underdeveloped. Herein, we present a novel Pd0-catalyzed [2+2+1] annulation, proceeding through an alkyne-directed palladacycle formation and consecutive diamination with a tertiary hydroxylamine by cleaving its N?O bond and one C(sp3)?N bond, for the rapid assembly of tricyclic indoles in a single-step transformation. Noteworthy, experimental results indicated that large tert-butyl and benzyl groups were selectively cleaved via an SN1 pathway, in the presence of a smaller alkyl group (Me, Et, iPr). Under the guidance of this new finding, tricyclic indoles bearing a removable alkyl group could be exclusively obtained by using a (α-methyl)benzyl/benzyl or tert-butyl/2-(methoxycarbonyl)ethyl mixed amino source.

The cascade coupling/iodoaminocyclization reaction of trifluoroacetimidoyl chlorides and allylamines: metal-free access to 2-trifluoromethyl-imidazolines

A metal-free cascade coupling/iodoaminocyclization reaction for the rapid assembly of 2-trifluoromethyl-imidazolines has been disclosed. The transformation applies readily accessible trifluoroacetimidoyl chlorides, allylamines andN-iodosuccinimides as the starting substrates, achieving an efficient and straightforward pathway to construct diverse imidazoline derivatives. Excellent efficiency of the reaction is observed (higher than 90% isolated yield for half of the examples), and the obtained imidazoline products bearing a pendent iodomethyl group could be easily transformed into other synthetically valuable compounds.

Photoinduced Hydroarylation and Cyclization of Alkenes with Luminescent Platinum(II) Complexes

Photoinduced hydroarylation of alkenes is an appealing synthetic strategy for arene functionalization. Herein, we demonstrated that aryl radicals generated from electron-deficient aryl chlorides/bromides could be trapped by an array of terminal/internal aryl alkenes in the presence of [Pt(O^N^C^N)] under visible-light (410 nm) irradiation, affording anti-Markovnikov hydroarylated compounds in up to 95 % yield. Besides, a protocol for [Pt(O^N^C^N)]-catalyzed intramolecular photocyclization of acrylanilides to give structurally diverse 3,4-dihydroquinolinones has been developed.

1,3-Difunctionalization of β-alkyl nitroalkenes via combination of Lewis base catalysis and radical oxidation

Upon treatment with a Lewis base catalyst, β-alkyl-substituted nitroalkenes could be readily converted into allylic nitro compounds. Examples of either C-1 or C-3 functionalization methods have been reported through nitro-elimination, giving alkene products. In this work, successful 1,3-difunctionalization was achieved through a synergetic Lewis base catalysis and TBHP radical oxidation, giving vinylic alkoxyamines in good to excellent yields. This work further extended the general synthetic application of β-alkyl nitroalkenes.

Visible-Light-Induced Meerwein Fluoroarylation of Styrenes

An unprecedented approach for assembling a broad range of 1,2-diarylethane derivatives with fluorine-containing fully substituted carbon centers was developed. The protocol features straightforward operation, proceeds under metal-free condition, and accommodates a large variety of synthetically useful functionalities. The critical aspect to the success of this novel transformation lies in using aryldiazonium salts as both aryl radical progenitor and also as single electron acceptor which elegantly enables a radical-polar crossover manifold.

Enantioselective Hydrothiolation: Diverging Cyclopropenes through Ligand Control

In this article, we advance Rh-catalyzed hydrothiolation through the divergent reactivity of cyclopropenes. Cyclopropenes undergo hydrothiolation to provide cyclopropyl sulfides or allylic sulfides. The choice of bisphosphine ligand dictates whether the pathway involves ring-retention or ring-opening. Mechanistic studies reveal the origin for this switchable selectivity. Our results suggest the two pathways share a common cyclopropyl-Rh(III) intermediate. Electron-rich Josiphos ligands promote direct reductive elimination from this intermediate to afford cyclopropyl sulfides in high enantio- A nd diastereoselectivities. Alternatively, atropisomeric ligands (such as DTBM-BINAP) enable ring-opening from the cyclopropyl-Rh(III) intermediate to generate allylic sulfides with high enantio- A nd regiocontrol.

Palladium-Catalyzed Markovnikov Hydroaminocarbonylation of 1,1-Disubstituted and 1,1,2-Trisubstituted Alkenes for Formation of Amides with Quaternary Carbon

Hydroaminocarbonylation of alkenes is one of the most promising yet challenging methods for the synthesis of amides. Herein, we reported the development of a novel and effective Pd-catalyzed Markovnikov hydroaminocarbonylation of 1,1-disubstituted or 1,1,2-trisubstituted alkenes with aniline hydrochloride salts to afford amides bearing an α quaternary carbon. The reaction makes use of readily available starting materials, tolerates a wide range of functional groups, and provides a facile and straightforward approach to a diverse array of amides bearing an α quaternary carbon. Mechanistic investigations suggested that the reaction proceeded through a palladium hydride pathway. The hydropalladation and CO insertion are reversible, and the aminolysis is probably the rate-limiting step.

Ni-Catalyzed Reductive Allylation of α-Chloroboronates to Access Homoallylic Boronates

The transition-metal-catalyzed allylation reaction is an efficient strategy for the construction of new carbon-carbon bonds alongside allyl or homoallylic functionalization. Herein we describe a Ni-catalyzed reductive allylation of α-chloroboronates to efficiently render the corresponding homoallylic boronates, which could be readily converted into valuable homoallylic alcohols or amines or 1,4-diboronates. This reaction features a broad substrate scope with good functional group compatibility that is complementary to the existing methods for the preparation of homoallylic boronates.

Copper-Catalyzed Sulfonylation of Cyclobutanone Oxime Esters with Sulfonyl Hydrazides

A copper-catalyzed radical cross-coupling of cyclobutanone oxime esters with sulfonyl hydrazides has been developed. The copper-based catalytic system proved crucial for cleavage of the C-C bond of cyclobutanone oximes and for selective C-S bond-formation involving persistent sulfonyl-metal radical intermediates. This protocol is distinguished by the low-cost catalytic system, which does not require ligand, base, or toxic cyanide salt, and by the use of readily accessible starting materials, as well as broad substrate scope, providing an efficient approach to various diversely substituted cyano-containing sulfones.