1587-04-8

Usage

Uses

Used in Pharmaceutical Industry:
1-Allyl-2-methylbenzene is used as a precursor in the synthesis of pharmaceuticals for its ability to be chemically modified and incorporated into various drug molecules.
Used in Fragrance Industry:
1-Allyl-2-methylbenzene is used as a flavor and fragrance ingredient due to its sweet, floral, and balsamic odor, adding unique scents to perfumes, cosmetics, and other scented products.
Used in Polymer and Resin Production:
1-Allyl-2-methylbenzene is used as a building block in the production of polymers and resins, contributing to the development of materials with specific properties for various applications.
However, it is important to note that exposure to high levels of 1-allyl-2-methylbenzene may cause irritation to the skin, eyes, and respiratory system, as well as potential long-term health effects, necessitating proper handling and safety measures during its use.

InChI:InChI=1/C10H12/c1-3-6-10-8-5-4-7-9(10)2/h3-5,7-8H,1,6H2,2H3

Upstream product

• 932-31-0 ortho-tolylmagnesium bromide 
• 106-95-6 allyl bromide 
• 107-05-1 3-chloroprop-1-ene 
• 68276-70-0 1-(allylsulfonyl)-2-methylbenzene 
• 119-64-2 tetralin 
• 27546-46-9 2-methyl-1-cyclopropylbenzene 
• 128470-42-8 5-methylenespirohept-2-ene-6,1'-cyclobutan>-7-one 
• 107-18-6 allyl alcohol 
• 108-88-3 toluene 
• 762-72-1 allyl-trimethyl-silane 
• 6729-59-5 tris(2-methylphenyl)bismuth difluoride 
• 95-46-5 2-methylphenyl bromide 
• 24850-33-7 allyltributylstanane 
• 16419-60-6 2-Methylphenylboronic acid 

Downstream Products

• 103859-79-6 1-methyl-2-(2,4,4,4-tetrachloro-butyl)-benzene 
• 187737-37-7 propene 
• 644-36-0 o-methylphenylacetic acid 
• 1586-99-8 1-(2,3-dibromo-propyl)-2-methyl-benzene 
• 14918-24-2 β-methyl-3-methylstyrene 
• 21851-78-5 1-(3-bromopropyl)-2-methylbenzene 
• 2077-33-0 1-methyl-2-[(1Z)-prop-1-en-1-yl]benzene 
• 2077-34-1 (E)-1-(o-methylphenyl)-1-propene 
• 80920-27-0 <2-chloro-3-(o-tolyl)propyl>phosphonic dichloride 
• 100-42-5 styrene 
• 119-64-2 tetralin 
• 447-53-0 1,2-Dihydronaphthalene 
• 95-13-6 1-indene 
• 118-90-1 ortho-methylbenzoic acid 

Relevant academic research and scientific papers

Phosphazene base-promoted halogen-zinc exchange reaction of aryl iodides using diethylzinc

The use of catalytic t-Bu-P4 base dramatically improved the performance of halogen-zinc exchange of aryl iodides, and the arylzinc derivatives were functionalized under copper-free reaction conditions. The Royal Society of Chemistry 2006.

Aryl C-F bond functionalization preparation method

The invention relates to the technical field of organic compound synthesis, in particular to an aryl C-F bond functionalization preparation method. A fluorobenzene compound and a nucleophilic reagent react under the action of a composite catalyst, wherein the composite catalyst is formed by mixing a visible light catalyst and a metal catalyst. The photocatalyst is adopted, the reaction process is safe and controllable, and operation in the preparation and production process is simplified; a purple LED is used as a reaction energy source and is green and environment-friendly, the energy utilization rate is high, and conversion from light energy to chemical energy can be efficiently realized; in the reaction, a simple nucleophilic reagent is used for attacking free radical cation species generated under a visible light catalysis condition, so that a target product with an extremely wide range is efficiently and greenly prepared; the operation steps are simplified, and the reaction route is shortened; and moreover, the forward reaction rate is high, and the production efficiency is remarkably improved.

Photochemical Strategy for Carbon Isotope Exchange with CO2

A photocatalytic approach for carbon isotope exchange is reported. Utilizing [13C]CO2 and [14C]CO2 as primary C1 sources, this protocol allows the insertion of the desired carbon isotope into phenyl acetic acids without the need for structural modifications or prefunctionalization in one single step. The exceptionally mild conditions required for this traceless transformation are in stark contrast with those for previous methods requiring the use of harsh thermal conditions.

Palladium-Catalyzed meta-C-H Olefination of Arene-Tethered Diols Directed by Well-Designed Pyrimidine-Based Group

The palladium-catalyzed meta-olefination of arene-tethered diols attached to a well-designed pyrimidine moiety is presented. Applications of the protocol are illustrated by the synthesis of various diol-based natural products, such as coumarins, phenylpropanoids, stilbenes, and chalcones. Advantages of this method are demonstrated through the easy removal of the template and a gram-scale olefination reaction. Finally, experimental verification, including 1H NMR, ESI-MS and IR, and DFT studies are undertaken to elucidate the mechanistic complexity.

Palladium-catalyzed allylic C-H oxidation under simple operation and mild conditions

We discovered an effective and simple system (Pd/BQ/air/r.t.) for making allylic alcohols through Pd-catalyzed allylic C-H bond functionalization. This approach exhibits advantages due to its simple operation, mild conditions, and environmentally benign features. By modifying reaction conditions, it can be suitable for preparing unsaturated aldehydes, allylic esters, ethers, and amines.

Catalytic Oxidative Trifluoromethoxylation of Allylic C?H Bonds Using a Palladium Catalyst

A catalytic intermolecular allylic C?H trifluoromethoxylation reaction of alkenes has been developed based on the use of a palladium catalyst, CsOCF3 as the trifluoromethoxide source, and benzoquinone as the oxidant. This reaction provides an efficient route for directly accessing allylic trifluoromethoxy derivatives with excellent regioselectivities from terminal alkenes via an allylic C?H bond activation process.

Palladium-catalyzed oxidative allylation of bis[(pinacolato)boryl]methane: Synthesis of homoallylic boronic esters

A palladium-catalyzed oxidative allylation of bis[(pinacolato)boryl]methane to afford the corresponding homoallylic organoboronic esters with moderate to excellent yields is reported. This novel transformation provides an efficient strategy for the construction of homoallylic organoboronic esters in one step with a broad substrate scope. It is proposed that the palladium-catalyzed oxidative allylic C-H bond activation process may be involved in the catalytic cycle.

Palladium-catalyzed regioselective azidation of allylic C-H bonds under atmospheric pressure of dioxygen

A palladium-catalyzed allylic azidation of alkenes with sodium azide under atmospheric pressure of dioxygen was developed. This methodology provides a new efficient and simple route for accessing allylic azides. Furthermore, the one-pot process consisting of Pd-catalyzed allylic azidation of alkenes and Cu-catalyzed 1,3-dipolar cycloaddition led directly to the 1,2,3-triazole from the alkene. The formed allylic azide can be also in situ reduced to the allylic amine or oxidized to the alkenyl nitrile. the Partner Organisations 2014.

Palladium-catalyzed aerobic oxidative allylic C-H arylation of alkenes with polyfluorobenzenes

An aerobic oxidative cross-coupling reaction of alkenes with polyfluorobenzenes, through palladium-catalyzed allylic C-H activation, is reported. This attractive route provides a new way to forge allylic C-C bonds of valuable products, in good yields, with high regioselectivity.

Palladium nanoparticles in glycerol: A versatile catalytic system for C-X bond formation and hydrogenation processes

Palladium nanoparticles stabilised by tris(3-sulfophenyl)phosphine trisodium salt in neat glycerol have been synthesised and fully characterised, starting from both Pd(II) and Pd(0) species. The versatility of this innovative catalytic colloidal solution has been proved by its efficient application in C-X bond formation processes (X=C, N, P, S) and C-C multiple bond hydrogenation reactions. The catalytic glycerol phase could be recycled more than ten times, preserving its activity and selectivity. The scope of each of these processes has demonstrated the power of the as-prepared catalyst, isolating the corresponding expected products in yields higher than 90%. The dual catalytic behaviour of this glycerol phase, associated to the metallic nanocatalysts used in wet medium (molecular- and surface-like behaviour), has allowed attractive applications in one-pot multi-step transformations catalysed by palladium, such as C-C coupling followed by hydrogenation, without isolation of intermediates using only one catalytic precursor. Copyright