620-17-7

Usage

Uses

Used in the Chemical Industry:
3-Ethylphenol is used as a chemical intermediate for the synthesis of various compounds, including photographic chemicals and cyan couplers for photographic paper. Its role in the chemical industry is crucial for the production of these specialized products.
Used in the Photography Industry:
In the photography industry, 3-Ethylphenol is utilized as an intermediate for the cyan coupler of photographic paper. Its presence in this application is essential for the development and color reproduction in photographic prints.
Used in the Fragrance Industry:
3-Ethylphenol has a wide application in the fragrance industry due to its aromatic properties. It is used as a component in the creation of various scents and perfumes, contributing to the diverse range of fragrances available in the market.

Hazard

Toxic material.

InChI:InChI=1/C8H10O/c1-2-7-4-3-5-8(9)6-7/h3-6,9H,2H2,1H3

Upstream product

• 622-98-0 4-chloro(ethylbenzene) 
• 1585-07-5 1-bromo-4-ethylbenzene 
• 10568-38-4 3-ethylanisole 
• 1973-22-4 1-bromo-2-ethylbenzene 
• 121-71-1 3-Hydroxyacetophenone 
• 22890-53-5 4-ethyl-2-hydroxybenzoic acid 
• 106164-25-4 2-bromo-3-ethylcyclohex-2-en-1-one 
• 74-85-1 ethene 
• 108-90-7 chlorobenzene 
• 100-41-4 ethylbenzene 
• 108-95-2 phenol 
• 1878-51-9 (3-ethyl-phenoxy)-acetic acid 
• 64-17-5 ethanol 
• 123-07-9 4-Ethylphenol 

Downstream Products

• 61638-00-4 3-ethyl-4-aminophenol 
• 403-88-3 (3-ethyl-phenyl)-(3-trifluoromethyl-phenyl)-ether 
• 858801-78-2 6'-ethyl-4'a-(4-ethyl-2-hydroxy-phenyl)-1',2',3',4',4'a,9'a-hexahydro-spiro[cyclohexane-1,9'-xanthene] 
• 161876-64-8 5-ethyl-2-formylphenol 
• 620-18-8 3-hydroxystyrene 
• 19036-79-4 3-ethyl-2,4,6-trinitro-phenol 
• 4534-76-3 (+/-)-trans-3-ethyl-cyclohexanol 
• 4534-76-3 (+/-)-cis-3-ethyl-cyclohexanol 
• 532967-00-3 2-ethyl-4-hydroxybenzaldehyde 
• 138308-78-8 2-ethyl-6-hydroxybenzaldehyde 
• 118019-96-8 (3-ethyl-phenoxy)-dichloro-phosphine 
• 98437-53-7 3-ethyl-2,4,6-tribromo-phenol 
• 792861-33-7 2-ethyl-4-hydroxy-benzenesulfonic acid 
• 6286-38-0 5-ethyl-2,4-dinitro-phenol 

Relevant academic research and scientific papers

Increasing the steric hindrance around the catalytic core of a self-assembled imine-based non-heme iron catalyst for C-H oxidation

Sterically hindered imine-based non-heme complexes4and5rapidly self-assemble in acetonitrile at 25 °C, when the corresponding building blocks are added in solution in the proper ratios. Such complexes are investigated as catalysts for the H2O2oxidation of a series of substrates in order to ascertain the role and the importance of the ligand steric hindrance on the action of the catalytic core1, previously shown to be an efficient catalyst for aliphatic and aromatic C-H bond oxidation. The study reveals a modest dependence of the output of the oxidation reactions on the presence of bulky substituents in the backbone of the catalyst, both in terms of activity and selectivity. This result supports a previously hypothesized catalytic mechanism, which is based on the hemi-lability of the metal complex. In the active form of the catalyst, one of the pyridine arms temporarily leaves the iron centre, freeing up a lot of room for the access of the substrate.

Insight into the chemoselective aromatic: Vs. side-chain hydroxylation of alkylaromatics with H2O2catalyzed by a non-heme imine-based iron complex

The oxidation of a series of alkylaromatic compounds with H2O2 catalyzed by an imine-based non-heme iron complex prepared in situ by reaction of 2-picolylaldehyde, 2-picolylamine, and Fe(OTf)2 in a 2?:?2?:?1 ratio leads to a marked chemoselectivity for aromatic ring hydroxylation over side-chain oxidation. This selectivity is herein investigated in detail. Side-chain/ring oxygenated product ratio was found to increase upon decreasing the bond dissociation energy (BDE) of the benzylic C-H bond in line with expectation. Evidence for competitive reactions leading either to aromatic hydroxylation via electrophilic aromatic substitution or side-chain oxidation via benzylic hydrogen atom abstraction, promoted by a metal-based oxidant, has been provided by kinetic isotope effect analysis. This journal is

Metal-Organic Framework-Confined Single-Site Base-Metal Catalyst for Chemoselective Hydrodeoxygenation of Carbonyls and Alcohols

Chemoselective deoxygenation of carbonyls and alcohols using hydrogen by heterogeneous base-metal catalysts is crucial for the sustainable production of fine chemicals and biofuels. We report an aluminum metal-organic framework (DUT-5) node support cobalt(II) hydride, which is a highly chemoselective and recyclable heterogeneous catalyst for deoxygenation of a range of aromatic and aliphatic ketones, aldehydes, and primary and secondary alcohols, including biomass-derived substrates under 1 bar H2. The single-site cobalt catalyst (DUT-5-CoH) was easily prepared by postsynthetic metalation of the secondary building units (SBUs) of DUT-5 with CoCl2 followed by the reaction of NaEt3BH. X-ray photoelectron spectroscopy and X-ray absorption near-edge spectroscopy (XANES) indicated the presence of CoII and AlIII centers in DUT-5-CoH and DUT-5-Co after catalysis. The coordination environment of the cobalt center of DUT-5-Co before and after catalysis was established by extended X-ray fine structure spectroscopy (EXAFS) and density functional theory. The kinetic and computational data suggest reversible carbonyl coordination to cobalt preceding the turnover-limiting step, which involves 1,2-insertion of the coordinated carbonyl into the cobalt-hydride bond. The unique coordination environment of the cobalt ion ligated by oxo-nodes within the porous framework and the rate independency on the pressure of H2 allow the deoxygenation reactions chemoselectively under ambient hydrogen pressure.

Nickel Hydride Catalyzed Cleavage of Allyl Ethers Induced by Isomerization

This report discloses the deallylation of O - and N -allyl functional groups by using a combination of a Ni-H precatalyst and excess Bronsted acid. Key steps are the isomerization of the O - or N -allyl group through Ni-catalyzed double-bond migration followed by Bronsted acid induced O/N-C bond hydrolysis. A variety of functional groups are tolerated in this protocol, highlighting its synthetic value.

CATALYTIC FUNNELING OF PHENOLICS

In general, present invention concerns an integrated wood-to-xylochemicals biorefinery, enabling production of renewable phenol, phenolic oligomers, propylene, and carbohydrate pulp from lignocellulosic biomass.

Selective hydrodeoxygenation of hydroxyacetophenones to ethyl-substituted phenol derivatives using a FeRu?SILP catalyst

The selective hydrodeoxygenation of hydroxyacetophenone derivatives is achieved opening a versatile pathway for the production of valuable substituted ethylphenols from readily available substrates. Bimetallic iron ruthenium nanoparticles immobilized on an imidazolium-based supported ionic liquid phase (Fe25Ru75?SILP) show high activity and stability for a broad range of substrates without acidic co-catalysts. This journal is

Ionic liquid-stabilized vanadium oxo-clusters catalyzing alkane oxidation by regulating oligovanadates

Alkane oxidation under mild conditions occupies an important position in the chemical industry. Herein, we have designed a novel class of ionic liquid ([TBA][Pic])-stabilized vanadium oxo-clusters (TBA = tetrabutylammonium; Pic = picolinate ions), in which the molar ratio of the IL to V atoms can be tuned facilely to obtain V-OC?IL-0.5, V-OC?IL-1 and V-OC?IL-2, respectively. The as-synthesized vanadium oxo-clusters have been characterized by elemental analysis, FT-IR, UV-vis, XRD, TGA, EPR, NMR and MS. These vanadium oxo-clusters were catalytically active for catalyzing the oxidation of cyclohexane with H2O2 as an oxidant. In particular, the oxo-cluster V-OC?IL-1 (where IL/V is 1.0) can provide an approximately 30% total yield of KA oil (cyclohexanol and cyclohexanone) without adding any co-catalyst at 50 °C within 1.0 h. Moreover, the present vanadium oxo-cluster was recyclable owing to the modification of the IL and it can also be extended to the oxidation of the sp2 hybrid aromatic ring. The further characterization results demonstrated that the oligovanadate anions were strongly dependent on the molar ratio of the IL to V atoms. The vanadium oxo-clusters with the appropriate molar ratio of IL/V could exist in the form of a trimer and a dimer due to the presence of the TBA cation and the coordination of picolinate. Notably, the oligovanadate anions are highly active species for the C-H oxidation but the mononuclear vanadate afforded a very poor activity according to the activity assessment and the identification of vanadium species from the 51V NMR spectra and MS spectra. The annihilation reaction of free radicals and EPR characterization suggested that the vanadium oxo-clusters operated via a mechanism of the HO radical in the oxidation reaction.

Synthesis of Highly Substituted Phenols and Benzenes with Complete Regiochemical Control

Substituted phenols are requisite molecules for human health, agriculture, and diverse synthetic materials. We report a chemical synthesis of phenols, including penta-substituted phenols, that accommodates programmable substitution at any position. This method uses a one-step conversion of readily available hydroxypyrone and nitroalkene starting materials to give phenols with complete regiochemical control and in high chemical yield. Additionally, the phenols can be converted into highly and even fully substituted benzenes.

Guaiacol demethoxylation catalyzed by Re2O7 in ethanol

Re2O7 is used to convert guaiacol in alcohols at 280–320 °C. In ethanol, guaiacol is deoxygenated and alkylated, and the major products are phenol and alkylphenols (including ethylphenol, diethylphenol, diisopropylphenol, di-tert-butylphenol and 2,6-di-tert-butyl-4-ethylphenol), accounting for 97 mol% of all products after 6 hour reaction at 320 °C. Both catechol and phenol are the intermediates of guaiacol demethoxylation. Among the substituents, ethyl is directly provided by ethanol while isopropyl and tert-butyl are formed by the addition of methyl to ethyl step by step. In addition, Re2O7 has negligible activity for the saturation of benzene ring so it does not cause considerable over-consumption of reductant. The actual catalyst for guaiacol demethoxylation is likely a ReIV?VI species.

Metal-organic frameworks containing nitrogen-donor ligands for efficient catalytic organic transformations

Metal-organic framework (MOFs) compositions based on nitrogen donor-based organic bridging ligands, including ligands based on 1,3-diketimine (NacNac), bipyridines and salicylaldimine, were synthesized and then post-synthetically metalated with metal precursors, such as complexes of first row transition metals. Metal complexes of the organic bridging ligands could also be directly incorporated into the MOFs. The MOFs provide a versatile family of recyclable and reusable single-site solid catalysts for catalyzing a variety of asymmetric organic transformations. The solid catalysts can also be integrated into a flow reactor or a supercritical fluid reactor.