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39515-51-0

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39515-51-0 Usage

Chemical Properties

clear light yellow to amber liquid, insoluble in water, soluble in alcohol, benzene, toluene and other organic solvents.

Uses

3-phenoxybenzaldehyde is an important intermediate for the synthesis of pyrethroid pesticides phenothrin, cypermethrin, deltamethrin,fenvalerate, fenpropathrin, flucythrinate, cyhalothrin, etc.

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

General Description

Enantioselective autoinduction during asymmetric hydrocyanation of 3-phenoxybenzaldehyde catalyzed by cyclo[(R)-phenylalanyl-(R)-histidyl] has been investigated. It undergoes hydrogenation catalyzed by Au/Pt bimetallic core/shell nanoparticles to yield 3-phenoxyphenyl methanol.

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

39515-51-0 Well-known Company Product Price

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  • Alfa Aesar

  • (A13780)  3-Phenoxybenzaldehyde, 98%   

  • 39515-51-0

  • 10g

  • 350.0CNY

  • Detail
  • Alfa Aesar

  • (A13780)  3-Phenoxybenzaldehyde, 98%   

  • 39515-51-0

  • 50g

  • 903.0CNY

  • Detail
  • Alfa Aesar

  • (A13780)  3-Phenoxybenzaldehyde, 98%   

  • 39515-51-0

  • 250g

  • 3618.0CNY

  • Detail

39515-51-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-Phenoxy-benzaldehyde

1.2 Other means of identification

Product number -
Other names 3-phenoxybenzaldehyde

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:39515-51-0 SDS

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.

Preparation method of m-phenoxy benzaldehyde

-

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.

Preparation method of m-phenoxy benzaldehyde

-

Paragraph 0055-0076; 0081-0088, (2021/04/17)

The invention belongs to the technical field of organic synthesis, and particularly relates to a preparation method of m-phenoxy benzaldehyde. According to the preparation method provided by the invention, m-hydroxybenzaldehyde is salified by phenolic hydroxyl under an alkaline anhydrous condition, and then is subjected to substitution reaction with halobenzene to obtain m-phenoxy benzaldehyde, so that disproportionation reaction of aldehyde groups during reaction in an alkaline aqueous solution is avoided, the utilization rate of raw materials is increased, and side reactions are reduced. The purification of the m-phenoxybenzaldehyde product and the improvement of the yield are facilitated. The test result of the embodiment shows that the yield of m-phenoxybenzaldehyde obtained by the preparation method provided by the invention is 79.9-81%, and the yield is high; the gas phase content of m-phenoxy benzaldehyde is 98.9%-99.3%, and the purity of m-phenoxy benzaldehyde is high.

Visible light mediated selective oxidation of alcohols and oxidative dehydrogenation of N-heterocycles using scalable and reusable La-doped NiWO4nanoparticles

Abinaya, R.,Balasubramaniam, K. K.,Baskar, B.,Divya, P.,Mani Rahulan, K.,Rahman, Abdul,Sridhar, R.,Srinath, S.

, p. 5990 - 6007 (2021/08/24)

Visible light-mediated selective and efficient oxidation of various primary/secondary benzyl alcohols to aldehydes/ketones and oxidative dehydrogenation (ODH) of partially saturated heterocycles using a scalable and reusable heterogeneous photoredox catalyst in aqueous medium are described. A systematic study led to a selective synthesis of aldehydes under an argon atmosphere while the ODH of partially saturated heterocycles under an oxygen atmosphere resulted in very good to excellent yields. The methodology is atom economical and exhibits excellent tolerance towards various functional groups, and broad substrate scope. Furthermore, a one-pot procedure was developed for the sequential oxidation of benzyl alcohols and heteroaryl carbinols followed by the Pictet-Spengler cyclization and then aromatization to obtain the β-carbolines in high isolated yields. This methodology was found to be suitable for scale up and reusability. To the best of our knowledge, this is the first report on the oxidation of structurally diverse aryl carbinols and ODH of partially saturated N-heterocycles using a recyclable and heterogeneous photoredox catalyst under environmentally friendly conditions.

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