39515-51-0 Usage
Description
3-Phenoxy-benzaldehyde is an organic compound that serves as a crucial intermediate in the synthesis of various pyrethroid pesticides. It is characterized by its clear light yellow to amber liquid appearance and is insoluble in water but soluble in organic solvents such as alcohol, benzene, and toluene. 3-Phenoxy-benzaldehyde has been studied for its enantioselective autoinduction during asymmetric hydrocyanation, and it can be hydrogenated using Au/Pt bimetallic core/shell nanoparticles to produce 3-phenoxyphenyl methanol.
Uses
Used in Pesticide Synthesis:
3-Phenoxy-benzaldehyde is used as an intermediate in the production of pyrethroid pesticides, which are widely utilized in agriculture for their insecticidal properties. These pesticides include phenothrin, cypermethrin, deltamethrin, fenvalerate, fenpropathrin, flucythrinate, and cyhalothrin. 3-Phenoxy-benzaldehyde plays a vital role in the synthesis process, contributing to the development of effective pest control solutions.
Used in Chemical Research:
Due to its unique chemical properties and reactivity, 3-Phenoxy-benzaldehyde is also used in various chemical research applications. The study of its enantioselective autoinduction during asymmetric hydrocyanation and its hydrogenation using Au/Pt bimetallic core/shell nanoparticles are examples of how this compound contributes to the advancement of chemical science and technology.
Used in Pharmaceutical Industry:
Although not explicitly mentioned in the provided materials, 3-Phenoxy-benzaldehyde may also find applications in the pharmaceutical industry as a starting material or intermediate for the synthesis of various drugs and drug candidates. Its versatility in chemical reactions and compatibility with different solvents make it a valuable compound for drug development and synthesis.
Preparation
Synthesis of 3-Phenoxybenzaldehyde: 3-phenoxybenzoic acid is generated by catalytic oxidation of 3-phenoxytoluene, followed by electrolytic reduction to obtain Phenoxybenzyl alcohol , and then selective oxidation with sodium hypochlorite to obtain 3-Phenoxybenzaldehyde.
Production Methods
3-Phenoxybenzaldehyde is prepared by adding, at a relatively low temperature, a mixture of a 3-phenoxybenzyl halide and a 3-phenoxybenzal halide to a mixture of hexamethylenetetramine, acetic acid and water, the amounts of the water and acid bearing certain relationships to the amount of the mixture of halides, then heating the resulting mixture to a specified temperature level and maintaining it at that level for a specified period of time.https://patents.google.com/patent/US4229380A/en
Degradation
3-Phenoxybenzoic acid(3-PBA) and 3-phenoxybenzaldehyde are the most common intermediates in the degradation pathways of Type Il pyrethroids by bacteria, except the cyfluthrin degradation in Brevibacterium aureum DG-12, the beta-cyfluthrin degradation in Pseudomonas stutzeri S1, and the fenpropathrin degradation in Clostridium sp. ZP3(Chen et al.2013a; Saikia et al.2005;Zhang et al.2011b).
Check Digit Verification of cas no
The CAS Registry Mumber 39515-51-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,9,5,1 and 5 respectively; the second part has 2 digits, 5 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 39515-51:
(7*3)+(6*9)+(5*5)+(4*1)+(3*5)+(2*5)+(1*1)=130
130 % 10 = 0
So 39515-51-0 is a valid CAS Registry Number.
InChI:InChI=1/C13H10O2/c14-10-11-5-4-8-13(9-11)15-12-6-2-1-3-7-12/h1-10H
39515-51-0Relevant articles and documents
Pd nanoparticles supported on pyrazolone-functionalized hollow mesoporous silica as an excellent heterogeneous nanocatalyst for the selective oxidation of benzyl alcohol
Ghorbani, Somayeh,Parnian, Rouhallah,Soleimani, Ebrahim
, (2021)
Hollow mesoporous silica nanoparticles (HMSNs), by exploiting both their organo-functionalized surface and porous shell were chosen as the ideal support for the immobilization of palladium nanoparticles (Pd-NPs). The HMSNs were created by acidic removal of Fe3O4 nanoparticles from silica-coated Fe3O4 core-shell. The catalyst was prepared following surface modification of HMSNs by (3-chloropropyl)-triethoxysilane (CPTES), functionalization by pyrazolone-based ligand, and stabilization of Pd-NPs on HMSNs. The resulting catalyst was fully characterized by different analytical techniques. This new heterogeneous catalyst showed high catalytic activity and excellent selectivity in the selective oxidation of benzyl alcohols in ethanol at ambient temperature. Easy separation by centrifuge and reusability for five successive cycles without significant loss of catalytic activity were some advantages of this catalyst.
V2O5@TiO2 Catalyzed Green and Selective Oxidation of Alcohols, Alkylbenzenes and Styrenes to Carbonyls
Upadhyay, Rahul,Kumar, Shashi,Maurya, Sushil K.
, p. 3594 - 3600 (2021/07/02)
The versatile application of different functional groups such as alcohols (1° and 2°), alkyl arenes, and (aryl)olefins to construct carbon-oxygen bond via oxidation is an area of intense research. Here, we report a reusable heterogeneous V2O5@TiO2 catalyzed selective oxidation of various functionalities utilizing different mild and eco-compatible oxidants under greener reaction conditions. The method was successfully applied for the alcohol oxidation, oxidative scission of styrenes, and benzylic C?H oxidation to their corresponding aldehydes and ketones. The utilization of mild and eco-friendly oxidizing reagents such as K2S2O8, H2O2 (30 % aq.), TBHP (70 % aq.), broad substrate scope, gram-scale synthesis, and catalyst recyclability are notable features of the developed protocol.
Preparation method of m-phenoxy benzaldehyde
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Paragraph 0044-0046; 0048-0053; 0055-0056; 0058-0059; 0061, (2021/04/17)
The invention provides a preparation method of m-phenoxy benzaldehyde, and belongs to the technical field of synthesis of medical intermediates. The preparation method comprises the following steps: mixing m-cresol, halogenated benzene, inorganic base and a catalyst for condensation reaction to obtain m-phenoxy toluene; mixing the m-phenoxy toluene with an oxidant, and carrying out an oxidation reaction under acidic conditions to obtain m-phenoxy benzaldehyde. According to the preparation method, m-cresol and halogenated benzene are taken as raw materials, the cost of the raw materials is low, m-phenoxy toluene is firstly prepared through a condensation reaction, then m-phenoxy toluene is oxidized into m-phenoxy benzaldehyde, the yield of the product is high, and the preparation is simple. The result of the embodiment shows that the yield of the m-phenoxybenzaldehyde prepared by the method is 56.8% or above.
