18093-12-4

Usage

Uses

Used in Personal Care Products:
3-chloro-4-methoxyphenol is used as a preservative and disinfectant in personal care products for its ability to inhibit the growth of microorganisms and extend the shelf life of these products.
Used in Pharmaceuticals:
In the pharmaceutical industry, 3-chloro-4-methoxyphenol is used as a preservative to prevent microbial contamination and ensure the safety and efficacy of medications.
Used in Industrial Applications:
3-chloro-4-methoxyphenol is also utilized in various industrial applications as a disinfectant and preservative to maintain product quality and prevent spoilage.
It is important to handle 3-chloro-4-methoxyphenol with caution, as it is toxic if ingested or absorbed through the skin and can cause irritation to the eyes and respiratory system.

Upstream product

• 150-76-5 4-methoxy-phenol 
• 150-78-7 1,4-dimethoxybezene 
• 766-51-8 2-Chloroanisole 
• 67-56-1 methanol 
• 108-43-0 3-monochlorophenol 
• 4903-09-7 3-chloro-4-methoxy-benzaldehyde 
• 4920-79-0 2-chloro-4-nitroanisole 
• 5345-54-0 3-chloro-4-methoxyaniline 
• 100623-16-3 3-chloro-4-methoxyphenyl benzoate 

Downstream Products

• 698356-65-9 2-chloro-4-(3-chloro-4-methoxy-phenoxy)-benzaldehyde 
• 5345-54-0 3-chloro-4-methoxyaniline 
• 119927-90-1 3-chloro-4,4-dimethoxycyclohexa-2,5-dien-1-one 
• 1431793-58-6 C₁₆H₁₇ClO₅ 
• 1372178-18-1 C₁₄H₁₁ClO₃ 
• 1372178-38-5 C₂₀H₁₇ClO₅ 
• 184766-81-2 4-Chloro-2-(3-{1,1-dimethyl-2-[4-(4-methyl-6-oxo-1,4,5,6-tetrahydro-pyridazin-3-yl)-phenylamino]-ethylamino}-2-hydroxy-propoxy)-5-(tetrahydro-pyran-2-yloxy)-benzonitrile 
• 184766-77-6 1-[5-chloro-2-cyano-4-(tetrahydropyran-2-yloxy)phenoxy]-2,3-epoxypropane 
• 184766-73-2 4-Chloro-2-hydroxy-5-(tetrahydro-pyran-2-yloxy)-benzonitrile 
• 184766-59-4 6-chloro-5-methoxybenzisoxazole 
• 184766-64-1 6-Chloro-benzo[d]isoxazol-5-ol 
• 184766-53-8 4-Chloro-2-hydroxy-5-methoxy-benzaldehyde 

Relevant academic research and scientific papers

Temperature-dependent regioselectivity of nucleophilic aromatic photosubstitution. Evidence that activation energy controls reactivity

Irradiation (λ > 330 nm) of 2-chloro-4-nitroanisole (1) at 25 C in aqueous NaOH forms three substitution photoproducts: 2-methoxy-5-nitrophenol (2), 2-chloro-4-nitrophenol (3), and 3-chloro-4-methoxyphenol (4), in chemical yields of 69.2%, 14.3%, and 16.5%. The activation energies for the elementary steps from the triplet state at 25 °C were determined to be 1.8, 2.4, and 2.7 kcal/mol, respectively. The chemical yields of each of the three products were determined for exhaustive irradiations at 0, 35, and 70 °C. The variation with temperature of the experimental yields is reproduced almost exactly by the yields calculated with the Arrhenius equation. This indicates that activation energy is the fundamental property related to regioselectivity in nucleophilic aromatic photosubstitution of the SN2 Ar* type. The many methods proposed for predicting regioselectivity in reactions of this type have had limited success and have not been related to activation energy.

Synthetic method 4 - alkoxyphenol compounds

The invention discloses a synthetic method of 4 - alkoxyphenol compounds, and belongs to the field of organic chemical synthesis. The method is as follows: An aryl alkyl ether compound is added to the sealing tube. The catalyst dimerization acetic acid rhodium and the oxidizing agent iodobenzene diethyl ester are added, a solvent trifluoroacetic anhydride is added, and the 4 -alkoxyphenol compound is prepared by heating reaction. To the invention, high regioselectivity direct hydroxylation of the aryl alkyl ether compound is realized, the application range of the substrate is wide, the yield is high, the activity after amplification reaction does not significantly decay, and higher yield is still obtained. The utility model has good practicability and industrial application prospect.

Para -Selective hydroxylation of alkyl aryl ethers

para-Selective hydroxylation of alkyl aryl ethers is established, which proceeds with a ruthenium(ii) catalyst, hypervalent iodine(iii) and trifluoroacetic anhydride via a radical mechanism. This protocol tolerates a wide scope of substrates and provides a facile and efficient method for preparing clinical drugs monobenzone and pramocaine on a gram scale.

An improved synthesis of hemichrysophaentin-AB fragment of chrysophaentin A

Synthetic fragments of chrysophaentin A, a rare antimicrobial marine natural product, were required to support structure-activity and mechanism of action studies. Hemichrysophaentin, a synthetic fragment of chrysophaentin A showed antimicrobial activity a

C?H Oxygenation Reactions Enabled by Dual Catalysis with Electrogenerated Hypervalent Iodine Species and Ruthenium Complexes

The catalytic generation of hypervalent iodine(III) reagents by anodic electrooxidation was orchestrated towards an unprecedented electrocatalytic C?H oxygenation of weakly coordinating aromatic amides and ketones. Thus, catalytic quantities of iodoarenes in concert with catalytic amounts of ruthenium(II) complexes set the stage for versatile C?H activations with ample scope and high functional group tolerance. Detailed mechanistic studies by experiment and computation substantiate the role of the iodoarene as the electrochemically relevant species towards C?H oxygenations with electricity as a sustainable oxidant and molecular hydrogen as the sole by-product. para-Selective C?H oxygenations likewise proved viable in the absence of directing groups.

Accessing Polyoxygenated Dibenzofurans via the Union of Phenols and o-Benzoquinones: Rapid Syntheses of Metabolites Isolated from Ribes takare

The construction of polyoxygenated dibenzo[b,d]furan frameworks from the union of substituted phenols/naphthols and o-benzoquinones via a Michael-oxidation-oxa-Michael cascade is reported. The power of this transformation is demonstrated in the generation of a library of highly substituted dibenzofurans, featuring specifically substituted molecules containing broad ranges of functionality. The utility of this method is showcased in the total syntheses of two dibenzofurans isolated from Ribes takare, assembling the carbon scaffold of both natural products in one operation.

Direct synthesis of anilines and nitrosobenzenes from phenols

A one-pot synthesis of anilines and nitrosobenzenes from phenols has been developed using an ipso-oxidative aromatic substitution (iSOAr) process. The products are obtained in good yields under mild and metal-free conditions. The leaving group effect on reactions that proceed through mixed quionone monoketals has also been investigated and a predictive model has been established.

BENZOFURAN AND BENZOTHIOPHENE-2-CARBOXYLIC ACID AMIDE DERIVATIVES

The present invention relates to compounds of formula I wherein X, A and R1 to R4 are as defined in the description and claims, and pharmaceutically acceptable salts thereof. The compounds are useful for the treatment and/or prevention of diseases which are associated with the modulation of H3 receptors.

The element effect and nucleophilicity in nucleophilic aromatic photosubstitution (SNAR*). Local atom effects as mechanistic probes of very fast reactions

(Chemical Equation Presented) Photoreactions of 4-nitroanisole and the 2-halo-4-nitroanisoles (halogen = F, Cl, Br, and I) with the nucleophiles hydroxide ion and pyridine have been investigated quantitatively to extend the findings recently communicated for cyanide ion. The halonitroanisoles on excitation form triplet π,π* states, which undergo substitution of the halogen by nucleophiles. Chemical yields of photoproducts, Stern-Volmer kinetic plots, triplet lifetimes, and triplet yields are reported for the five compounds with the three nucleophiles. Following a standard kinetic treatment, 73 rate constants are determined for elementary reactions of the triplets including quenching and various nucleophilic addition processes. The photoadditions are roughly 14 orders of magnitude faster than thermal counterparts. Rate constants for attack at the fluorine-bearing carbon of triplet 2-fluoro-4-nitroanisole are 2.9 × 109, 1.3 × 109, and 6.3 × 108 M-1 s-1 for cyanide ion, hydroxide ion, and pyridine, respectively. The relative rates for attack at the halogen-bearing carbons for F/Cl/Br/I are 27:1.9:1.9:1 (cyanide ion), 29:2.6:2.4:1 (hydroxide ion), and 39:3.9: 3.5:1 (pyridine), respectively. The relative nucleophilicities vary somewhat with the attack site; they are about 5:2:1 for cyanide ion, hydroxide ion, and pyridine for attack at the halogen-bearing carbons. The trend of the element effect opposes that of aliphatic substitution and elimination but is similar in size and parallel to that of thermal nucleophilic aromatic substitution. Relative nucleophilicities in the photoreactions are also similar to those of comparable but vastly slower thermal reactions. The findings imply that the efficiency-determining step of the halogen photosubstitution is simple formation of a σ-complex through electron-paired bonding within the triplet manifold.

Substituted acid derivatives useful as antidiabetic and antiobesity agents and method

Compounds are provided which have the structure wherein Q is C or N, A is 0 or S, Z is O or a bond, X is CH or N and R1, R2, R2a, R2b, R2c, R3, Y, x, m, and n are as defined herein, which compounds are useful as antidiabetic, hypolipidemic, and antiobesity agents.