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3-Phenoxybenzaldehyde

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3-Phenoxybenzaldehyde Basic information

Product Name:
3-Phenoxybenzaldehyde
Synonyms:
  • M-PHENOXY BENZALDEHYDE
  • 3-phenoxy-benzaldehyd
  • 3-PHENOXYBENZALDEHYDE
  • 3-FORMYLDIPHENYL ETHER
  • AKOS BBS-00003181
  • m-Phenoxybenzaldehyde 3-Phenoxybenzaldehyde
  • Benzaldehyde,3-phenoxy-
  • m-(phenyloxy)benzaldehyde
CAS:
39515-51-0
MF:
C13H10O2
MW:
198.22
EINECS:
254-487-1
Product Categories:
  • Aromatics
  • Intermediates & Fine Chemicals
  • Aromatic Aldehydes & Derivatives (substituted)
  • Aldehydes
  • C10 to C21
  • Pharmaceuticals
  • Carbonyl Compounds
  • Building Blocks
  • C13-C60
  • Carbonyl Compounds
  • Chemical Synthesis
  • Organic Building Blocks
  • Pesticide intermediate
Mol File:
39515-51-0.mol
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3-Phenoxybenzaldehyde Chemical Properties

Melting point:
13 °C
Boiling point:
169-169.5 °C11 mm Hg(lit.)
Density 
1.147 g/mL at 25 °C(lit.)
refractive index 
n20/D 1.595(lit.)
Flash point:
>230 °F
storage temp. 
Keep in dark place,Sealed in dry,Room Temperature
solubility 
Chloroform, Dichloromethane (Slightly), Methanol (Slightly)
form 
Oil
color 
Colourless to Pale Yellow
Sensitive 
Air Sensitive
BRN 
511662
InChIKey
MRLGCTNJRREZHZ-UHFFFAOYSA-N
CAS DataBase Reference
39515-51-0(CAS DataBase Reference)
EPA Substance Registry System
Benzaldehyde, 3-phenoxy- (39515-51-0)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22-26
Safety Statements 
23-24/25-45-38-28
RIDADR 
UN2810 - class 6.1 - PG 3 - EHS - Toxic, liquids, organic, n.o.s., HI: all
WGK Germany 
3
RTECS 
CU7560200
TSCA 
Yes
HazardClass 
6.1
PackingGroup 
II
HS Code 
29124900
Toxicity
LD ipr-mus: >500 mg/kg JAFCAU26,954,78

MSDS

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3-Phenoxybenzaldehyde Usage And Synthesis

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.

Safety Profile

Moderately toxic by intraperitoneal route. When heated to decomposition it emits acrid smoke and irritating vapors.

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).

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