3-Phenoxybenzaldehyde

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
3-Phenoxybenzaldehyde Structure
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.)
Fp >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
InChIKeyMRLGCTNJRREZHZ-UHFFFAOYSA-N
CAS DataBase Reference39515-51-0(CAS DataBase Reference)
EPA Substance Registry SystemBenzaldehyde, 3-phenoxy- (39515-51-0)
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
ToxicityLD ipr-mus: >500 mg/kg JAFCAU26,954,78
MSDS Information
ProviderLanguage
3-Phenoxy-benzaldehyde English
ACROS English
SigmaAldrich English
ALFA English
3-Phenoxybenzaldehyde Usage And Synthesis
Chemical Propertiesclear light yellow to amber liquid, insoluble in water, soluble in alcohol, benzene, toluene and other organic solvents.
Uses3-phenoxybenzaldehyde is an important intermediate for the synthesis of pyrethroid pesticides phenothrin, cypermethrin, deltamethrin,fenvalerate, fenpropathrin, flucythrinate, cyhalothrin, etc.
PreparationSynthesis 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 Methods3-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 DescriptionEnantioselective 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 ProfileModerately toxic by intraperitoneal route. When heated to decomposition it emits acrid smoke and irritating vapors.
Degradation3-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).
3-Phenoxybenzoic acid 3-(4-TERT-BUTYLPHENOXY)BENZALDEHYDE 3-(Trifluoromethyl)benzaldehyde 3,4,5-Trimethoxybenzaldehyde sodium benzaldehyde-o-sulfonate 3-(3,4-DICHLOROPHENOXY)BENZALDEHYDE FUMARPROTOCETRARIC ACID 3-(4-METHYLPHENOXY)BENZALDEHYDE 2,5-Dimethoxybenzaldehyde 4-Hydroxybenzaldehyde 3-(3,5-DICHLOROPHENOXY)BENZALDEHYDE 3-Phenoxybenzyl alcohol 3-(4-CHLOROPHENOXY)BENZALDEHYDE METHYL 3-PHENOXYBENZOATE 3,5-Dimethoxybenzaldehyde 1,5-DIPHENOXYANTHRAQUINONE 3-(4-METHOXYPHENOXY)BENZALDEHYDE o-Anisaldehyde

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