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191752

Sigma-Aldrich

3-Phenoxybenzaldehyde

98%

Synonym(s):

3-Phenoxybenzaldehyde, 5-Phenoxybenzaldehyde, m-(Phenyloxy)benzaldehyde, m-Phenoxybenzaldehyde

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About This Item

Linear Formula:
C6H5OC6H4CHO
CAS Number:
39515-51-0
Molecular Weight:
198.22
Beilstein:
511662
EC Number:
254-487-1
MDL number:
MFCD00003353
UNSPSC Code:
12352100
PubChem Substance ID:
24851508
NACRES:
NA.22

Quality Level

100

Assay

98%

form

liquid

refractive index

n20/D 1.595 (lit.)

bp

169-169.5 °C/11 mmHg (lit.)

density

1.147 g/mL at 25 °C (lit.)

SMILES string

[H]C(=O)c1cccc(Oc2ccccc2)c1

InChI

1S/C13H10O2/c14-10-11-5-4-8-13(9-11)15-12-6-2-1-3-7-12/h1-10H

InChI key

MRLGCTNJRREZHZ-UHFFFAOYSA-N

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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.

Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H302,H410

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup - (External MSDS)

Flash Point(C)

113 °C - closed cup - (External MSDS)

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Enantioselective autoinduction in the asymmetric hydrocyanation of 3-phenoxybenzaldehyde catalyzed by cyclo [(R)-phenylalanyl-(R)-histidyl].
Danda H, et al.
The Journal of Organic Chemistry, 56(24), 6740-6741 (1991)
Gold/platinum bimetallic core/shell nanoparticles stabilized by a Frechet-type dendrimer: preparation and catalytic hydrogenations of phenylaldehydes and nitrobenzenes.
Zhang W, et al.
Catalysis Letters, 127(3-4), 429-436 (2009)
Soamrutai Boonsuepsakul et al.
Archives of insect biochemistry and physiology, 69(1), 13-21 (2008-07-11)
Metabolism by cytochrome P450 monooxygenases is a major mechanism implicated in resistance of insects to insecticides, including pyrethroids. We previously isolated the cytochrome P450 CYP6AA3 from deltamethrin-selected resistant strain of Anopheles minimus mosquito, a major malaria vector in Thailand. In
Joanna Socorro et al.
The Science of the total environment, 573, 1287-1293 (2016-07-13)
The heterogeneous reactions of gas-phase ozone and two pyrethroid pesticides, deltamethrin and permethrin, which are the most frequently applied insecticides today, has been investigated. Tentative identifications of heterogeneous ozonolysis products of both pesticides reveal that the reaction mechanisms differ and
Shaohua Chen et al.
Bioresource technology, 102(17), 8110-8116 (2011-07-06)
Fungal strain HU, isolated from activated sludge and identified as a member of the genus Cladosporium based on morphology and sequencing of 28S rRNA, was shown to degrade 90% of fenvalerate, fenpropathrin, β-cypermethrin, deltamethrin, bifenthrin, and permethrin (100 mgL(-1)) within
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