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117552

Sigma-Aldrich

o-Tolualdehyde

97%

Synonym(s):

2-Methylbenzaldehyde

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About This Item

Linear Formula:
CH3C6H4CHO
CAS Number:
Molecular Weight:
120.15
Beilstein:
605841
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level

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.)

functional group

aldehyde

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[1].

Application

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

Pictograms

Exclamation mark

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

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

170.6 °F

Flash Point(C)

77 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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)
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)
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
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

Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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