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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:
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

functional group

aldehyde

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

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 1

Flash Point(F)

154.4 °F - (External MSDS)

Flash Point(C)

68 °C - (External MSDS)

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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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
Rajib Saha et al.
PloS one, 6(7), e21784-e21784 (2011-07-15)
The scope and breadth of genome-scale metabolic reconstructions have continued to expand over the last decade. Herein, we introduce a genome-scale model for a plant with direct applications to food and bioenergy production (i.e., maize). Maize annotation is still underway
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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