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Sigma-Aldrich

o-Tolualdehyde

97%

Synonym(s):

2-Methylbenzaldehyde

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About This Item

Linear Formula:
CH3C6H4CHO
CAS Number:
529-20-4
Molecular Weight:
120.15
Beilstein:
605841
EC Number:
208-452-2
MDL number:
MFCD00003338
UNSPSC Code:
12352100
PubChem Substance ID:
24847335
NACRES:
NA.22

Quality Level

100

Assay

97%

contains

0.1% Hydroquinone as stabilizer

refractive index

n20/D 1.546 (lit.)

bp

199-200 °C (lit.)

density

1.039 g/mL at 20 °C
1.039 g/mL at 25 °C (lit.)

SMILES string

[H]C(=O)c1ccccc1C

InChI

1S/C8H8O/c1-7-4-2-3-5-8(7)6-9/h2-6H,1H3

InChI key

BTFQKIATRPGRBS-UHFFFAOYSA-N

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General description

o-tolualdehyde undergoes atmospheric degradation by direct photolysis by sunlight.

Application

o-tolualdehyde was used in determination of alkenal-2,4-dinitrophenylhydrazones by HPLC by addition of phosphoric acid.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Aquatic Chronic 3 - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

WGK

WGK 3

Flash Point(F)

170.6 °F

Flash Point(C)

77 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Measurement of acid-catalyzed isomerization of unsaturated aldehyde-2, 4-dinitrophenylhydrazone derivatives by high-performance liquid chromatography analysis.
Uchiyama S, et al.
Analytica Chimica Acta, 523(2), 157-163 (2004)
Qing-Xi Chen et al.
Journal of enzyme inhibition and medicinal chemistry, 18(6), 491-496 (2004-03-11)
The inhibition kinetics on the diphenolase activity of mushroom tyrosinase by some alkylbenzaldehydes has been investigated. The results show that the alkylbenzaldehydes assayed can lead to reversible inhibition to the enzyme; o-tolualdehyde and m-tolualdehyde are mixed-type inhibitors and p-alkylbenzaldehydes are
C J Cros et al.
Indoor air, 22(1), 43-53 (2011-07-23)
The health effects associated with exposure to ozone range from respiratory irritation to increased mortality. In this paper, we explore the use of three green building materials and an activated carbon (AC) mat that remove ozone from indoor air. We
Grainne M Clifford et al.
Environmental science & technology, 45(22), 9649-9657 (2011-10-20)
The photolysis of o-tolualdehyde by natural sunlight has been investigated at the large outdoor European Photoreactor (EUPHORE) in Valencia, Spain. The photolysis rate coefficient was measured directly under different solar flux levels, with values in the range j(o-tolualdehyde) = (1.62-2.15)
K Watanabe et al.
Drug metabolism and disposition: the biological fate of chemicals, 23(2), 261-265 (1995-02-01)
Mouse hepatic microsomal enzymes catalyzed the oxidation of o-, m-, and p-tolualdehydes, intermediate metabolites of xylene, to the corresponding toluic acids. Cofactor requirement for the catalytic activity indicates that the microsomes contain NAD- and NADPH-dependent enzymes for this reaction. GC/MS

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