98-83-9

Usage

Uses

Used in Plastics Industry:
2-Phenyl-1-propene is used as a monomer in the production of polystyrene, a widely used plastic material known for its clarity, versatility, and resistance to water, chemicals, and impact. Polystyrene is favored for applications such as packaging materials, disposable cutlery, and insulation due to its lightweight and moldable properties.
Used in Synthesis of Rubber and Resins:
In the chemical industry, 2-Phenyl-1-propene serves as a critical component in the synthesis of synthetic rubbers and resins. These materials are utilized in a variety of applications, including automotive parts, adhesives, and coatings, due to their flexibility, durability, and resistance to various environmental conditions.
Used in Fiberglass Production:
2-Phenyl-1-propene is also utilized in the manufacturing process of fiberglass, a composite material that combines glass fibers with a resin matrix. Fiberglass is valued for its strength, lightweight, and corrosion resistance, making it suitable for applications in the aerospace, automotive, and construction industries.
Used in Research and Development:
In the scientific community, 2-Phenyl-1-propene is employed as a model compound in various research studies, particularly in the fields of polymer chemistry and material science. Its reactivity and structural properties make it an ideal candidate for understanding polymerization processes and developing new materials with enhanced properties.

InChI:InChI=1/C9H10/c1-8(2)9-6-4-3-5-7-9/h3-7H,1H2,2H3

Upstream product

• 98-86-2 acetophenone 
• 19493-09-5 Methylenetriphenylphosphorane 
• 98-82-8 Isopropylbenzene 
• 253185-03-4 tert-butylbenzene 
• 591-50-4 iodobenzene 
• 72824-04-5 4,4,5,5-tetramethyl-2-(1-propenyl)-1,3,2-dioxaborolane 
• 593-71-5 Chloroiodomethane 
• 509-14-8 tetranitromethane 
• 1889-67-4 dicumene 
• 873-49-4 cyclopropylbenzene 
• 80-15-9 Cumene hydroperoxide 
• 98-81-7 1-bromovinylbenzene 
• 917-54-4 methyllithium 
• 16917-35-4 (E)-(1-bromoprop-1-en-2-yl)benzene 

Downstream Products

• 37918-82-4 1-(3-phenylbut-3-en-1-yl)pyrrolidine 
• 109933-22-4 1-(3-phenylbut-3-en-1-yl)piperidine 
• 37918-84-6 4-(3-phenylbut-3-en-1-yl)morpholine 
• 874511-88-3 2,5-bis-(1-methyl-1-phenyl-ethyl)-thiophene 
• 64651-63-4 acetic acid-(1-methyl-4-phenyl-[4]piperidyl ester) 
• 13147-09-6 3-demethylprodine 
• 36122-28-8 ethyl 2-methyl-2-phenylcyclopropane-1-carboxylate 
• 4894-24-0 3,5-diphenyl-5-methyl-4,5-dihydroisoxazole 
• 102182-26-3 bis-(2-phenyl-propylmercapto)-[1,3,4]thiadiazole 
• 7306-12-9 1-acetoxy-3-phenyl-but-3-ene 
• 20883-16-3 1-acetoxy-3-phenylbut-2-ene 
• 64713-71-9 1,1,1-trichloro-4-phenyl-pent-4-en-2-ol 
• 70738-48-6 phenyl 2-phenylpropyl sulfone 
• 27421-06-3 3-methyl-4-(1-methyl-1-phenyl-ethyl)-phenol 

Relevant academic research and scientific papers

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.

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.

Radical induced disproportionation of alcohols assisted by iodide under acidic conditions

The disproportionation of alcohols without an additional reductant and oxidant to simultaneously form alkanes and aldehydes/ketones represents an atom-economical transformation. However, only limited methodologies have been reported, and they suffer from a narrow substrate scope or harsh reaction conditions. Herein, we report that alcohol disproportionation can proceed with high efficiency catalyzed by iodide under acidic conditions. This method exhibits high functional group tolerance including aryl alcohol derivatives with both electron-withdrawing and electron-donating groups, furan ring alcohol derivatives, allyl alcohol derivatives, and dihydric alcohols. Under the optimized reaction conditions, a 49% yield of 5-methyl furfural and a 49% yield of 2,5-diformylfuran were obtained simultaneously from 5-hydroxymethylfurfural. An initial mechanistic study suggested that the hydrogen transfer during this redox disproportionation occurred through the inter-transformation of HI and I2. Radical intermediates were involved during this reaction.

MnBr2 catalyzed regiospecific oxidative Mizoroki-Heck type reaction

Herein, we report an unprecedented regiospecific oxidative Mizoroki-Heck type reaction for the synthesis of ɑ-difluoromethyl homoallylic alcohols. The reaction shows broad substrate scopes and high functional group tolerance. Late-stage functionalization of complex biologically active molecules demonstrates the synthetic potential of this transformation. Mechanistic study supports the involvement of MnBr2 catalyzed radical 1,2-silyl transfer.

METHOD FOR PREPARING ALPHA METHYL STYRENE

The present invention relates to a method for producing alpha methyl styrene. , It will be described below. In one embodiment of the present invention, for the selective multiplication of alpha methyl styrene, phosphoric acid is selected among acid catalysts and supported on a carrier to be used for dehydration of reactants comprising cumyl alcohol.

Site-Selective Acceptorless Dehydrogenation of Aliphatics Enabled by Organophotoredox/Cobalt Dual Catalysis

The value of catalytic dehydrogenation of aliphatics (CDA) in organic synthesis has remained largely underexplored. Known homogeneous CDA systems often require the use of sacrificial hydrogen acceptors (or oxidants), precious metal catalysts, and harsh reaction conditions, thus limiting most existing methods to dehydrogenation of non- or low-functionalized alkanes. Here we describe a visible-light-driven, dual-catalyst system consisting of inexpensive organophotoredox and base-metal catalysts for room-temperature, acceptorless-CDA (Al-CDA). Initiated by photoexited 2-chloroanthraquinone, the process involves H atom transfer (HAT) of aliphatics to form alkyl radicals, which then react with cobaloxime to produce olefins and H2. This operationally simple method enables direct dehydrogenation of readily available chemical feedstocks to diversely functionalized olefins. For example, we demonstrate, for the first time, the oxidant-free desaturation of thioethers and amides to alkenyl sulfides and enamides, respectively. Moreover, the system's exceptional site selectivity and functional group tolerance are illustrated by late-stage dehydrogenation and synthesis of 14 biologically relevant molecules and pharmaceutical ingredients. Mechanistic studies have revealed a dual HAT process and provided insights into the origin of reactivity and site selectivity.

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.