612-19-1

Usage

Uses

Used in Pharmaceutical Industry:
2-Ethylbenzoic acid is used as a substrate for microbial asymmetric synthesis for the production of (S)-3-methylphthalide. 2-Ethylbenzoic acid is an important intermediate in the synthesis of various pharmaceuticals, particularly those targeting neurological disorders.
Used in Chemical Synthesis:
In the field of chemical synthesis, 2-Ethylbenzoic acid serves as a key precursor for the synthesis of γ-lactones. These lactones are valuable building blocks in the preparation of various organic compounds, including pharmaceuticals, agrochemicals, and fragrances.
Used in Polymer Industry:
2-Ethylbenzoic acid is utilized in the synthesis of bis(2-ethylbenzoyl)peroxide, which is an essential curing agent for the polymerization of certain types of polymers. This application is crucial in the production of high-performance plastics and elastomers with specific mechanical and thermal properties.

InChI:InChI=1/C7H12N2S2.HI/c1-3-8-6-5-7(9-4-2)11-10-6;/h5,8H,3-4H2,1-2H3;1H/b9-7-;

Upstream product

• 3453-64-3 3-methylphthalide 
• 108-86-1 bromobenzene 
• 80675-53-2 1-ethoxy-1-trimethylsiloxyprop-1-ene 
• 66464-22-0 2-(2-ethylphenyl)-4,4-dimethyl-4,5-dihydrooxazole 
• 124-38-9 carbon dioxide 
• 13991-37-2 trans-2-pentenoic acid 
• 876-82-4 2,3-dichloro-1H-inden-1-one 
• 100-41-4 ethylbenzene 
• 90-00-6 o-Hydroxyethylbenzene 
• 201230-82-2 carbon monoxide 
• 851190-26-6 2-ethylphenyl trifluoromethanesulfonate 
• 577-56-0 2-acetyl-benzoic acid 
• 27326-43-8 2-vinylbenzoic acid 
• 496-11-7 INDANE 

Downstream Products

• 2142-64-5 1-(2-ethylphenyl)ethanone 
• 56427-44-2 ethyl ester of ortho-ethylbenzoic acid 
• 34136-59-9 o-ethylbenzonitrile 
• 767-90-8 (2-ethylphenyl)methanol 
• 76118-05-3 2-ethylbenzoyl chloride 
• 114195-69-6 1-(2-acetylphenyl)-propan-1-one 
• 90564-19-5 2-ethyl-5-nitro-benzoic acid 
• 90564-18-4 2-ethyl-4-nitrobenzoic acid 
• 65130-44-1 1-Ethyl-2-(methylthiomethyl)benzene 
• 439937-55-0 2-ethyl-5-bromobenzoic acid 
• 59681-42-4 2-ethyl-6-hydroxybenzoic acid 
• 4702-34-5 isochroman-1-one 
• 3453-64-3 3-methylphthalide 
• 129075-82-7 2-ethylphenylmethyl propanedioic acid, diethyl ester 

Relevant academic research and scientific papers

Zinc-Catalyzed Asymmetric Hydrosilylation of Cyclic Imines: Synthesis of Chiral 2-Aryl-Substituted Pyrrolidines as Pharmaceutical Building Blocks

The first successful enantioselective hydrosilylation of cyclic imines promoted by a chiral zinc complex is reported. In situ generated zinc-ProPhenol complex with silane afforded pharmaceutically relevant enantioenriched 2-aryl-substituted pyrrolidines in high yields and with excellent enantioselectivities (up to 99% ee). The synthetic utility of presented methodology is demonstrated in an efficient synthesis of the corresponding chiral cyclic amines, being pharmaceutical drug precursors to the Aticaprant and Larotrectinib. (Figure presented.).

Benzylic Hydroperoxidation via Visible-Light-Induced Csp3-H Activation

A highly efficient benzylic hydroperoxidation has been realized through a visible-light-induced Csp3-H activation. We believe that this reaction undergoes a direct HAT mechanism catalyzed by eosin Y. This approach features the use of a metal-free catalyst (eosin Y), an energy-economical light source (blue LED), and a sustainable oxidant (molecular oxygen). Primary, secondary, and tertiary hydroperoxides as well as silyl, benzyl, and acyl peroxides were successfully prepared with good yields and excellent functional group compatibility.

Generalized Chemoselective Transfer Hydrogenation/Hydrodeuteration

A generalized, simple and efficient transfer hydrogenation of unsaturated bonds has been developed using HBPin and various proton reagents as hydrogen sources. The substrates, including alkenes, alkynes, aromatic heterocycles, aldehydes, ketones, imines, azo, nitro, epoxy and nitrile compounds, are all applied to this catalytic system. Various groups, which cannot survive under the Pd/C/H2 combination, are tolerated. The activity of the reactants was studied and the trends are as follows: styrene'diphenylmethanimine'benzaldehyde'azobenzene'nitrobenzene'quinoline'acetophenone'benzonitrile. Substrates bearing two or more different unsaturated bonds were also investigated and transfer hydrogenation occurred with excellent chemoselectivity. Nano-palladium catalyst in situ generated from Pd(OAc)2 and HBPin extremely improved the TH efficiency. Furthermore, chemoselective anti-Markovnikov hydrodeuteration of terminal aromatic olefins was achieved using D2O and HBPin via in situ HD generation and discrimination. (Figure presented.).

Selective aerobic oxidation of alkyl aromatics on Bi2MoO6 nanoplates decorated with Pt nanoparticles under visible light irradiation

Pt/Bi2MoO6 nanoplates are efficient photocatalysts for the selective oxidation of saturated C-H bonds in alkyl aromatics under visible light illumination using O2 as an oxidant. This study opens a new window for direct C-H functionalization through the photocatalytic method based on cheap Bi2MoO6 semiconductor materials.

Conformations, equilibrium thermodynamics and rotational barriers of secondary thiobenzanilides

The article deals with conformational behaviour of 2-methoxy-2′-hydroxythiobenzanilides. The CS-NH group of these compounds preferentially adopts the Z-conformation. Entropy favours the Z-conformer over the E-conformer, whereas enthalpy slightly favours the E-conformer over the Z-conformer. The rotational barrier about the CS-NH bond was determined to be (81.5±0.4) kJ/mol. No significant rotational barrier was found on the Ar-CS and Ar-NH bonds. All experimental outcomes are compared with the results of quantum-chemical calculations.

Discovery of Phenylglycine Lactams as Potent Neutral Factor VIIa Inhibitors

Inhibitors of Factor VIIa (FVIIa), a serine protease in the clotting cascade, have shown strong antithrombotic efficacy in preclinical thrombosis models with minimal bleeding liabilities. Discovery of potent, orally active FVIIa inhibitors has been largely unsuccessful because known chemotypes have required a highly basic group in the S1 binding pocket for high affinity. A recently reported fragment screening effort resulted in the discovery of a neutral heterocycle, 7-chloro-3,4-dihydroisoquinolin-1(2H)-one, that binds in the S1 pocket of FVIIa and can be incorporated into a phenylglycine FVIIa inhibitor. Optimization of this P1 binding group led to the first series of neutral, permeable FVIIa inhibitors with low nanomolar potency.

Iodoarene-Catalyzed Stereospecific Intramolecular sp3 C-H Amination: Reaction Development and Mechanistic Insights

A new strategy is reported for intramolecular sp3 C-H amination under mild reaction conditions using iodoarene as catalyst and m-CPBA as oxidant. This C-H functionalization involving iodine(III) reagents generated in situ occurs readily at sterically hindered tertiary C-H bonds. DFT (M06-2X) calculations show that the preferred pathway involves an iodonium cation intermediate and proceeds via an energetically concerted transition state, through hydride transfer followed by the spontaneous C-N bond formation. This leads to the experimentally observed amination at a chiral center without loss of stereochemical information.

Transition metal free intramolecular selective oxidative C(sp3)-N coupling: Synthesis of N-aryl-isoindolinones from 2-alkylbenzamides

A synthetic method has been developed for the preparation of biologically important isoindolinones including indoprofen and DWP205190 drugs from 2-alkylbenzamide substrates by transition metal-free intramolecular selective oxidative coupling of C(sp3)-H and N-H bonds utilizing iodine, potassium carbonate and di-tert-butyl peroxide in acetonitrile at 110-140 °C.

Inclusion complex containing epoxy resin composition for semiconductor encapsulation

The invention is an epoxy resin composition for sealing a semiconductor, including (A) an epoxy resin and (B) a clathrate complex. The clathrate complex is one of (b1) an aromatic carboxylic acid compound, and (b2) at least one imidazole compound represented by formula (II): wherein R2 represents a hydrogen atom, C1-C10 alkyl group, phenyl group, benzyl group or cyanoethyl group, and R3 to R5 represent a hydrogen atom, nitro group, halogen atom, C1-C20 alkyl group, phenyl group, benzyl group, hydroxymethyl group or C1-C20 acyl group. The composition has improved storage stability, retains flowability when sealing, and achieves an effective curing rate applicable for sealing delicate semiconductors.

Lipase-mediated resolution of substituted 2-aryl-propanols: Application to the enantioselective synthesis of phenolic sesquiterpenes

A comprehensive study of the lipase-mediated resolution of substituted 2-aryl-propanols is reported. The latter alcohols were submitted to the irreversible acetylation catalyzed either by PPL, CRL, or lipase PS. The enantioselectivity of these transformations was dependent on the type of lipase used. The type of substituents and particularly their position on the aromatic ring strongly affected the selectivity of the reaction. The experiments described prove that PPL is the more versatile lipase catalyzing the acetylation with an enantiomeric ratio (E) value that ranges from 1 up to 144, depending on the substrate used. Conversely, the same transformations were catalyzed by CRL and lipase PS with an enantiomeric ratio value, which is always less than 5. The remarkable behavior of PPL was exploited in the large scale resolution of some substituted 2-aryl-propanols whose enantiomeric forms are relevant building blocks in the enantioselective synthesis of phenolic sesquiterpenes. By these means, the synthesis of (S)-turmeronol B and the formal syntheses of (R)-curcumene, (R)-curcuphenol, (R)-xanthorrhizol, and (R)-curcuhydroquinone were accomplished.