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Key Documents

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

Quality Level

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

functional group

aldehyde
phenyl

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
Phenylacetaldehyde attracts moths to bladder flower and to blacklight traps.
Cantelo WW and Jacobson M.
Environmental Entomology, 8(3), 444-447 (1979)
S J Sumner et al.
Critical reviews in toxicology, 24 Suppl, S11-S33 (1994-01-01)
Styrene and styrene oxide have been implicated as reproductive toxicants, neurotoxicants, or carcinogens in vivo or in vitro. The use of these chemicals in the manufacture of plastics and polymers and in the boat-building industry has raised concerns related to
Moran Farhi et al.
Plant molecular biology, 72(3), 235-245 (2009-11-03)
Rose flowers, like flowers and fruits of many other plants, produce and emit the aromatic volatiles 2-phenylacetaldehyde (PAA) and 2-phenylethylalchohol (PEA) which have a distinctive flowery/rose-like scent. Previous studies in rose have shown that, similar to petunia flowers, PAA is

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