5658-46-8

Usage

Uses

Used in Paints and Coatings Industry:
[(2-methylprop-2-en-1-yl)oxy]methylbenzene is used as a solvent for its ability to dissolve a wide range of substances, which is crucial in the formulation of paints and coatings to achieve desired properties such as adhesion, durability, and appearance.
Used in Adhesives Industry:
In the adhesives industry, [(2-methylprop-2-en-1-yl)oxy]methylbenzene is used as a solvent to enhance the adhesive's bonding capabilities and improve its performance on various substrates.
Used in Chemical Production:
[(2-methylprop-2-en-1-yl)oxy]methylbenzene is utilized as an intermediate in the production of other chemicals, contributing to its versatility and importance in the chemical industry.
Used in Fragrance Industry:
As a fragrance ingredient, [(2-methylprop-2-en-1-yl)oxy]methylbenzene is used in perfumes and personal care products to provide a unique and strong scent.
Used in Pharmaceutical and Agrochemical Synthesis:
[(2-methylprop-2-en-1-yl)oxy]methylbenzene serves as a precursor in the synthesis of various pharmaceuticals and agrochemicals, highlighting its role in these critical industries.
Safety Precautions:
It is important to handle [(2-methylprop-2-en-1-yl)oxy]methylbenzene with care, as it is flammable and can cause irritation to the skin, eyes, and respiratory system upon exposure. Proper safety measures should be taken to minimize risks during its use and handling.

Upstream product

• 616-19-3 1,3-dichloro-2-methylpropane 
• 100-51-6 benzyl alcohol 
• 563-47-3 3-Chloro-2-methylpropene 
• 100-39-0 benzyl bromide 
• 39863-43-9 sodium β-methallyloxide 
• 513-42-8 3-hydroxy-2-methyl-1-propene 
• 63930-50-7 (S)-(+)-3-benzyloxy-2-methylpropyl bromide 
• 70277-75-7 lithium acetylide 
• 100-44-7 benzyl chloride 
• 63930-49-4 (R)-3-(benzyloxy)-2-methylpropan-1-ol 
• 104265-23-8 (2R,S)-((2S)-3-benzyloxy-2-methylpropoxy)tetrahydropyran 
• 14593-43-2 benzyl allyl ether 
• 79629-41-7 (((2-bromoallyl)oxy)methyl)benzene 
• 544-97-8 dimethyl zinc(II) 

Downstream Products

• 22539-93-1 3-benzyloxypropanone 
• 63930-46-1 3-(benzyloxy)-2-methylpropan-1-ol 
• 29914-04-3 (3-chloro-2-methyl-propenyl)-phosphonic acid dichloride 
• 97389-48-5 2-((benzyloxy)methyl)-2-methyloxirane 
• 51800-40-9 1-(2-methylallyl)cyclohexanol 
• 70882-48-3 (((2-methylprop-1-en-1-yl)oxy)methyl)benzene 
• 13540-50-6 2-benzyl-1,4-dimethylbenzene 
• 928312-11-2 C₂₁H₁₉F₃N₂O₄ 
• 928312-10-1 C₁₁H₁₄O₄ 
• 109240-73-5 (2R)-2-methylpropane-1,2,3-triol monobenzyl ether 
• 1159829-78-3 (+/-)-(E)-2-[3-(benzyloxy)-2-methylprop-1-enyl]chroman 

Relevant academic research and scientific papers

Contra-Thermodynamic Positional Isomerization of Olefins

A light-driven method for the contra-thermodynamic positional isomerization of olefins is described. In this work, stepwise PCET activation of a more substituted and more thermodynamically stable olefin substrate is mediated by an excited-state oxidant an

Electrochemical Vicinal Difluorination of Alkenes: Scalable and Amenable to Electron-Rich Substrates

Fluorinated alkyl groups are important motifs in bioactive compounds, positively influencing pharmacokinetics, potency and conformation. The oxidative difluorination of alkenes represents an important strategy for their preparation, yet current methods are limited in their alkene-types and tolerance of electron-rich, readily oxidized functionalities, as well as in their safety and scalability. Herein, we report a method for the difluorination of a number of unactivated alkene-types that is tolerant of electron-rich functionality, giving products that are otherwise unattainable. Key to success is the electrochemical generation of a hypervalent iodine mediator using an “ex-cell” approach, which avoids oxidative substrate decomposition. The more sustainable conditions give good to excellent yields in up to decagram scales.

Synthesis of Piperidine Derivatives by Rhodium- Catalyzed Tandem Reaction of N-Sulfonyl-1,2,3-Triazole and Vinyl Ether

A chemoselective tandem reaction of 4-acyloxymethylene-1-sulfonyl-1,2,3-triazole and vinyl ether was reported, producing polysubstituted piperidine derivatives in up to 96% yield. The key intermediate N-sulfonyl 1-azadiene generated by migration of the OAc group to the α-imino rhodium carbene was isolated and a plausible mechanism was proposed. Several related ring systems were constructed from the highly functionalized products. (Figure presented.).

Hydroheteroarylation of Unactivated Alkenes Using N-Methoxyheteroarenium Salts

We report the first reductive coupling of unactivated alkenes with N-methoxy pyridazinium, imidazolium, quinolinium, and isoquinolinium salts under hydrogen atom transfer (HAT) conditions, and an expanded scope for the coupling of alkenes with N-methoxy pyridinium salts. N-Methoxy pyridazinium, imidazolium, quinolinium, and isoquinolinium salts are accessible in 1-2 steps from the commercial arenes or arene N-oxides (25-99%). N-Methoxy imidazolium salts are accessible in three steps from commercial amines (50-85%). In total 36 discrete methoxyheteroarenium salts bearing electron-donating, electron-withdrawing, alkyl, aryl, halogen, and haloalkyl substituents were prepared (several in multigram quantities) and coupled with 38 different alkenes. The transformations proceed under neutral conditions at ambient temperature, provide monoalkylation products exclusively, and form a single alkene addition regioisomer. Preparatively useful and complementary site selectivities in the addition of secondary and tertiary radicals to pyidinium salts are documented: harder secondary radicals favor C-2 addition (2->10:1), while softer tertiary radicals favor bond formation to C-4 (4.7->29:1). A diene possessing a 1,2-disubstituted and 2,2-disubstituted alkene undergoes hydropyridylation at the latter exclusively (61%) suggesting useful site selectivities can be obtained in polyene substrates. The methoxypyridinium salts can also be employed in dehydrogenative arylation, borono-Minisci, and tandem arylation processes. Mechanistic studies support the involvement of a radical process.

Brook Rearrangement as Trigger for Carbene Generation: Synthesis of Stereodefined and Fully Substituted Cyclobutenes

Through a sequence that can be performed in a single vessel, involving regio- and diastereoselective copper-catalyzed carbomagnesiation of cyclopropenes, reaction with acylsilanes, and addition of THF as cosolvent, Brook rearrangement can be triggered to furnish a wide range of cyclobutenes with exceptional diastereoselectivity. Accordingly, stereodefined and highly substituted cyclobutenes with contiguous quaternary carbon centers can be synthesized easily and in high yield. The new strategy constitutes an unprecedented application of Brook rearrangement, one which involves the intermediacy of carbene species.

HETEROARYL COMPOUNDS AS IRAK INHIBITORS AND USES THEREOF

The present invention relates to compounds of Formula (I) and pharmaceutically acceptable compositions thereof, useful as IRAK inhibitors.

Decarboxylative alkenylation

Olefin chemistry, through pericyclic reactions, polymerizations, oxidations, or reductions, has an essential role in the manipulation of organic matter. Despite its importance, olefin synthesis still relies largely on chemistry introduced more than three decades ago, with metathesis being the most recent addition. Here we describe a simple method of accessing olefins with any substitution pattern or geometry from one of the most ubiquitous and variegated building blocks of chemistry: alkyl carboxylic acids. The activating principles used in amide-bond synthesis can therefore be used, with nickel- or iron-based catalysis, to extract carbon dioxide from a carboxylic acid and economically replace it with an organozinc-derived olefin on a molar scale. We prepare more than 60 olefins across a range of substrate classes, and the ability to simplify retrosynthetic analysis is exemplified with the preparation of 16 different natural products across 10 different families.

4 -SUBSTITUTED BENZOXABOROLE COMPOUNDS AND USES THEREOF

Substituted benzoxaboroles whose structure comprises Formula (III), wherein R3 is selected from –CH3, –CH2CH3, –CH2=CH2, –CH2CH2CH3, –CH(CH3)sub

TRICYCLIC BENZOXABOROLE COMPOUNDS AND USES THEREOF

Compounds of Formula II wherein X is selected from chloro, fluoro, bromo and iodo, R1 and R2 are each independently selected from H, -CH3, -CH2CH3, -CH2CH2CH3, or -CH(CH3)2

Repairing the thiol-ene coupling reaction

Thiol-ene coupling (TEC) reactions emerged as one of the most useful processes for coupling different molecular units under reaction mild conditions. However, TEC reactions involving weak C-H bonds (allylic and benzylic fragments) are difficult to run and often low yielding. Mechanistic studies demonstrate that hydrogen-atom transfer processes at allylic and benzylic positions are responsible for the lack of efficiency of the radical-chain process. These competing reactions cannot be prevented, but reported herein is a method to repair the chain process by running the reaction in the presence of triethylborane and catechol. Under these reaction conditions, a unique repair mechanism leads to an efficient chain reaction, which is demonstrated with a broad range of anomeric O-allyl sugar derivatives including mono-, di-, and tetrasaccharides bearing various functionalities and protecting groups. In good repair: Undesired hydrogen-atom transfers are responsible for the lack of efficiency in thiol-ene coupling reactions involving allyl glycosides. This competing reaction cannot be prevented but can be very efficiently repaired by carrying out the reaction in the presence of triethylborane and catechol.