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107395

Sigma-Aldrich

Phenylacetaldehyde

≥90%

Synonym(s):

α-Tolyaldehyde

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About This Item

Linear Formula:
C6H5CH2CHO
CAS Number:
Molecular Weight:
120.15
Beilstein/REAXYS Number:
385791
EC Number:
MDL number:
UNSPSC Code:
12352100
eCl@ss:
39023706
PubChem Substance ID:
NACRES:
NA.22

assay

≥90%

refractive index

n20/D 1.535 (lit.)

bp

195 °C

mp

−10 °C (lit.)

solubility

H2O: slightly soluble
alcohol: soluble
diethyl ether: soluble

density

1.027 g/mL at 25 °C

storage temp.

2-8°C

SMILES string

O=CCc1ccccc1

InChI

1S/C8H8O/c9-7-6-8-4-2-1-3-5-8/h1-5,7H,6H2

InChI key

DTUQWGWMVIHBKE-UHFFFAOYSA-N

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Application

Phenylacetaldehyde was used in a study to analyse the role of plant derived volatile chemicals on foraging of 1st instar Helicoverpa armigera.

Biochem/physiol Actions

Phenylacetaldehyde is an insect attractant and can be used in blacklight trap for pests. It is constituent of floral scent. It is an intermediate in a variety of biochemical pathways.

Other Notes

Contains varying amounts of poly(styrene oxide)

pictograms

CorrosionExclamation mark

signalword

Danger

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Dam. 1 - Skin Corr. 1B - Skin Sens. 1A

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 1

flash_point_f

154.4 °F - (External MSDS)

flash_point_c

68 °C - (External MSDS)

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter


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The role of two plant-derived volatiles in the foraging movement of 1st instar Helicoverpa armigera (Hubner): time to stop and smell the flowers.
Perkins LE, et al.
Arthropod-Plant Interactions, 3(3), 173-179 (2009)
Yasuhisa Kaminaga et al.
The Journal of biological chemistry, 281(33), 23357-23366 (2006-06-13)
We have isolated and characterized Petunia hybrida cv. Mitchell phenylacetaldehyde synthase (PAAS), which catalyzes the formation of phenylacetaldehyde, a constituent of floral scent. PAAS is a cytosolic homotetrameric enzyme that belongs to group II pyridoxal 5'-phosphate-dependent amino-acid decarboxylases and shares
Fong Lam Chu et al.
Journal of agricultural and food chemistry, 56(22), 10697-10704 (2008-10-29)
Benzaldehyde, a potent aroma chemical of bitter almond, can also be formed thermally from phenylalanine and may contribute to the formation of off-aroma. To identify the precursors involved in its generation during Maillard reaction, various model systems containing phenylalanine, phenylpyruvic
Peter J Landolt et al.
Pest management science, 69(2), 245-249 (2012-08-14)
Phenylacetaldehyde is a flower volatile and attractant for many nectar-seeking moths. Acetic acid is a microbial fermentation product that is present in insect sweet baits. It is weakly attractive to some moths and other insects, but can be additive or
Rosario Zamora et al.
Journal of agricultural and food chemistry, 60(21), 5491-5496 (2012-05-15)
The chemical conversion of phenylethylamine into phenylacetaldehyde in the presence of lipid oxidation products (LOPs) was studied to investigate the possibility that biogenic amines can be converted into Strecker aldehydes upon processing. Model systems of phenylethylamine and methyl 13-hydroperoxyoctadeca-9,11-dienoate (HP)

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