108-68-9

Usage

Uses

Used in Agricultural and Industrial Chemicals:
3,5-Xylenol is used as a key component in the production of herbicides, insecticides, and disinfectants, contributing to its effectiveness in controlling pests and promoting crop protection.
Used in Synthesis of Antioxidants, Pharmaceuticals, and Dyes:
3,5-Xylenol serves as a precursor in the synthesis of various compounds, including antioxidants that prevent oxidative degradation in materials, pharmaceuticals for medicinal purposes, and dyes for coloring applications.
Used in Manufacturing of Plastics, Resins, and Coatings:
As a crucial ingredient in the production process, 3,5-Xylenol enhances the properties of plastics, resins, and coatings, improving their performance and durability in various applications.

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

Upstream product

• 95-87-4 2,5-Dimethylphenol 
• 78-59-1 3,5,5-Trimethylcyclohex-2-en-1-one 
• 1123-09-7 3,5-dimethyl-2-cyclohexen-1-one 
• 95-48-7 ortho-cresol 
• 108-69-0 3,5-dimethylaminoaniline 
• 520-45-6 Dehydracetic acid 
• 67-64-1 acetone 
• 123-54-6 acetylacetone 
• 67-56-1 methanol 
• 7499-12-9 3,4-dimethyl-4-trichloromethyl-2,5-cyclohexadien-1-one 
• 78-70-6 3,7-dimethylocta-1,6-dien-3-ol 
• 15435-71-9 sodium acetylacetonate 
• 65339-06-2 7,9,9-Trimethyl-1,4-dioxaspiro<4.5>dec-7-ene 
• 133604-80-5 3,5-dimethylphenyl 2-furoate 

Downstream Products

• 68097-90-5 3,5-dimethyl-2-piperidin-1-ylmethyl-phenol 
• 14944-83-3 2-(Morpholinomethyl)-3,5-dimethylphenol 
• 133604-80-5 3,5-dimethylphenyl 2-furoate 
• 101169-24-8 3,5-Dimethyl-4-piperonyl-phenol 
• 7507-34-8 3-(3,5-dimethylphenoxy)propionic acid 
• 51233-82-0 propionic acid-(3,5-dimethyl-phenyl ester) 
• 877-82-7 5-acetoxy-m-xylene 
• 3761-20-4 (3,5-dimethyl-phenyl)-(2,4-dinitro-phenyl)-ether 
• 66634-61-5 phenyl-carbamic acid-(3,5-dimethyl-phenyl ester) 
• 58696-16-5 3,5-dimethyl-4-(2-nitro-phenylsulfanyl)-phenol 
• 18102-49-3 1-ethoxy-3,5-dimethylbenzene 
• 24242-74-8 ethyl 2-(3,5-dimethylphenoxy)acetate 
• 63487-28-5 2-Dimethylaminomethyl-3,5-dimethyl-phenol 
• 38942-39-1 2-diethylaminomethyl-3,5-dimethyl-phenol 

Related news

Energy transfer from 3,5-Xylenol (cas 108-68-9) to 2,6-diphenylpyridine in solvents of different viscosity08/22/2019

Energy transfer from 3,5-xylenol to 2,6-diphenylpyridine (DPP) in a very dilute solution of the molecules in solvents of different viscosity, from 0.29 to 4.30 Cp, at 300 K is discussed. Excited xylenol does not form an exciplex with DPP. Non-radiative deactivation of the excited state of the xy...detailed

Aromatization of isophorone to 3,5-Xylenol (cas 108-68-9) over Cr2O3/SiO2 catalysts08/21/2019

SiO2 supported Cr2O3 catalysts with varying Cr content have been prepared and are characterized by nitrogen adsorption, low temperature oxygen chemisorption (LTOC), X-ray diffraction (XRD) and electron spin resonance (ESR) techniques. Aromatization of isophorone is carried out on these catalysts...detailed

Relevant academic research and scientific papers

Monitoring of the Phosphine Role in the Mechanism of Palladium-Catalyzed Benzosilole Formation from Aryloxyethynyl Silanes

Understanding the formation of benzosiloles by the intramolecular palladium-catalyzed annulation of alkynyl(aryl)silanes is crucial for achieving synthetic diversity toward the enhancement of the chemistry of siloles. By a combination of density functional theory calculations and experiments, we describe not only the whole mechanism of reaction but also the drawbacks that block this type of reaction. We also unravel the role of the phosphine ligand, without which the reactions could not go forward. Moreover, in silico predictive catalysis is presented here since the substitution of the phosphine ligand by an N-heterocyclic carbene (NHC) promises milder experimental conditions. A screening of substrates with different electronic properties was carried out to further understand the two fundamental steps of the reaction: stereoisomerization and concerted metalation-deprotonation.

Directional molecular transportation based on a catalytic stopper-leaving rotaxane system

Ratchet mechanism has proved to be a key principle in designing molecular motors and machines that exploit random thermal fluctuations for directional motion with energy input. To integrate ratchet mechanism into artificial systems, precise molecular design is a prerequisite to control the pathway of relative motion between their subcomponents, which is still a formidable challenge. Herein, we report a straightforward method to control the transportation barrier of a macrocycle by selectively detaching one of the two stoppers using a novel DBU-catalyzed stopperleaving reaction in a rotaxane system. The macrocycle was first allowed to thread onto a semidumbbell axle from the open end and subsequently thermodynamically captured into a nonsymmetrical rotaxane. Then, it was driven energetically uphill until it reached a kinetically trapped state by destroying its interaction with ammonium site, and was finally quantitatively released from the other end when the corresponding stopper barrier was removed. Although the directional transportation at the present system was achieved by discrete chemical reactions for the sake of higher transportation efficiency, it represents a new molecular transportation model by the strategy of using stopper-leavable rotaxane.

Synthesis of 2,4-dimethyl-6-oxo-2,4-heptadienoic acid derivatives from 2,4,6-trimethylpyrylium salts

Reaction 2,4,6-trimethylpyrylium salts with sodium cyanide in boiling water yielded the bicyclic lactone 1,3,5-trimethyl-6,8-dioxabicyclo[3.2.1]oct-2-en-7-one (6) along with a series of stereoisomers of 2,4-dimethyl-6-oxo-2,4-heptadienonitrile (5), which were the sole products when the reaction was carried out at room temperature. Compound 6, along with 3,5-dimethylphenol (7), was also obtained by refluxing 5 briefly in aqueous sodium hydroxide. However, when 5 was refluxed for a prolonged period in aqueous sodium acetate, 3,5-dimethyl-5-(2-oxopropyl)-furan-2-one (8), along with some 7, was generated instead. Compound 8 could also be produced from 6 on prolonged refluxing with aqueous sodium acetate, indicating that 6 was the kinetically-controlled and 8 the thermodynamically-controlled product.

Catalytic Amination of Phenols with Amines

Given the wide prevalence and ready availability of both phenols and amines, aniline synthesis through direct coupling between these starting materials would be extremely attractive. Herein, we describe a rhodium-catalyzed amination of phenols, which provides concise access to diverse anilines, with water as the sole byproduct. The arenophilic rhodium catalyst facilitates the inherently difficult keto–enol tautomerization of phenols by means of π-coordination, allowing for the subsequent dehydrative condensation with amines. We demonstrate the generality of this redox-neutral catalysis by carrying out reactions of a large array of phenols with various electronic properties and a wide variety of primary and secondary amines. Several examples of late-stage functionalization of structurally complex bioactive molecules, including pharmaceuticals, further illustrate the potential broad utility of the method.

A copper nitride catalyst for the efficient hydroxylation of aryl halides under ligand-free conditions

Copper nitride (Cu3N) was used as a heterogeneous catalyst for the hydroxylation of aryl halides under ligand-free conditions. The cubic Cu3N nanoparticles showed high catalytic activity, comparable to those of conventional Cu catalysts with nitrogen ligands, demonstrating that the nitrogen atoms in Cu3N act as functional ligands that promote hydroxylation.

Decarboxylative Hydroxylation of Benzoic Acids

Herein, we report the first decarboxylative hydroxylation to synthesize phenols from benzoic acids at 35 °C via photoinduced ligand-to-metal charge transfer (LMCT)-enabled radical decarboxylative carbometalation. The aromatic decarboxylative hydroxylation is synthetically promising due to its mild conditions, broad substrate scope, and late-stage applications.

A mild and practical method for deprotection of aryl methyl/benzyl/allyl ethers with HPPh2andtBuOK

A general method for the demethylation, debenzylation, and deallylation of aryl ethers using HPPh2andtBuOK is reported. The reaction features mild and metal-free reaction conditions, broad substrate scope, good functional group compatibility, and high chemical selectivity towards aryl ethers over aliphatic structures. Notably, this approach is competent to selectively deprotect the allyl or benzyl group, making it a general and practical method in organic synthesis.

REARRANGEMENT OF DIMETHYLPHENYLACYLATES USING ZEOLITES

The present invention relates to a Fries rearrangement of specific dimethylphenylacylates to form the desired respective hydroxyaryl ketones having two methyl groups bound to the aromatic ring. It has been found that the process is surprisingly very specific in view of the number and position of the methyl group(s) bound to the aromatic ring.

Aryl phenol compound as well as synthesis method and application thereof

The invention discloses a synthesis method of an aryl phenol compound shown as a formula (3). All systems are carried out in an air or nitrogen atmosphere, and visible light is utilized to excite a photosensitizer for catalyzation. In a reaction solvent, ArNR1R2 as shown in a formula (1) and water as shown in a formula (2) are used as reaction raw materials and react under the auxiliary action of acid to obtain the aryl phenol compound as shown in a formula (3). The ArNR1R2 in the formula (1) can be primary amine and tertiary amine, can also be steroid and amino acid derivatives, and can also be drugs or derivatives of propofol, paracetamol, ibuprofen, oxaprozin, indomethacin and the like. The synthesis method has the advantages of cheap and easily available raw materials, simple reaction operation, mild reaction conditions, high reaction yield and good compatibility of substrate functional groups. The fluid reaction not only can realize amplification of basic chemicals, but also can realize amplification of fine chemicals, such as synthesis of drugs propofol and paracetamol. The invention has wide application prospect and use value.

Method for hydrolyzing diarylether compound to generate aryl phenol compound

The invention discloses a method for hydrolyzing a diarylether compound to generate an arylphenol compound. According to the method, visible light is utilized to excite a photosensitizer for catalysis. In a reaction solvent, the raw material in the formula (1) breaks a C (sp2)-O bond under the auxiliary action of acid, and hydrolysis is performed to obtain the bimolecular aryl phenol compounds in the formula (3) and the formula (4). The method can catalyze the reaction at room temperature, is green and environment-friendly, and is easy to operate; the universality is wide, the reaction yield is relatively high, and the tolerance of functional groups is strong; the synthesis method not only can realize small-scale hydrolysis conversion of various diarylether compounds, but also can realize hydrolysis of herbicidal ether, triclosan and a lignin template substrate, and even can realize large-scale hydrolysis of triclosan and the lignin template substrate to realize gram-level degradation. A new strategy is provided for recovering phenol derivatives through lignin hydrolysis, degrading pesticides and purifying wastewater containing a degerming agent or herbicide. The method has wide application prospect and use value.