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120804

Sigma-Aldrich

o-Vanillin

99%

Synonym(s):

2-Hydroxy-3-methoxybenzaldehyde, 2-Hydroxy-m-anisaldehyde, 3-Methoxysalicylaldehyde

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About This Item

Linear Formula:
CH3OC6H3-2-(OH)CHO
CAS Number:
148-53-8
Molecular Weight:
152.15
Beilstein:
471913
EC Number:
205-715-3
MDL number:
MFCD00003322
UNSPSC Code:
12352100
PubChem Substance ID:
24847429
NACRES:
NA.22
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Assay

99%

form

solid

bp

265-266 °C (lit.)

mp

40-42 °C (lit.)

functional group

aldehyde

SMILES string

COc1cccc(C=O)c1O

InChI

1S/C8H8O3/c1-11-7-4-2-3-6(5-9)8(7)10/h2-5,10H,1H3

InChI key

JJVNINGBHGBWJH-UHFFFAOYSA-N

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General description

o-Vanillin is a building block commonly used in the synthesis of schiff-base ligands. [1] [2]

Application

o-Vanillin has been used to study the solvent-free reaction between o-vanillin and p-toluidine using NMR, DSC and XRD analysis[3]. It was used in the synthesis of new ligand for Fe(III) and Al(lII)[4].

Biochem/physiol Actions

o-Vanillin induces DNA damage as detected by comet assay[5].

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H319

Hazard Classifications

Eye Irrit. 2

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup - (External MSDS)

Flash Point(C)

113 °C - closed cup - (External MSDS)

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF5525V
WXBF1979V
BCCC4238
BCCC1176
BCBZ5373

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The exceptionally rich coordination chemistry generated by Schiff-base ligands derived from o-vanillin
Marius and Andruh
Dalton Transactions, 44, 16633-16653 (2015)
Daniel T Shaughnessy et al.
Mutation research, 602(1-2), 54-64 (2006-09-27)
Vanillin (VAN) and cinnamaldehyde (CIN) are dietary antimutagens that effectively inhibit both induced and spontaneous mutations. We have shown previously that VAN and CIN reduced the spontaneous mutant frequency in Salmonella TA104 (hisG428, rfa, DeltauvrB, pKM101) by approximately 50% and
Mechanically induced reactions in organic solids: liquid eutectics or solid-state processes?
Dolotko O, et al.
New. J. Chem., 34(1), 25-28 (2010)
Valeria M Nurchi et al.
Dalton transactions (Cambridge, England : 2003), 40(22), 5984-5998 (2011-05-10)
Proceeding from a ligand constituted by two units of kojic acid linked by a methylene group, which proved a very promising chelator for excess iron(III) and aluminium(III) pathologies, two new ligands have been designed and synthesized: one by adding a
Afzal Hussain et al.
Scientific reports, 9(1), 5237-5237 (2019-03-29)
Copper-based compounds are promising entities for target-specific next-generation anticancer and NSAIDS therapeutics. In lieu of this, benzimidazole scaffold plays an important role, because of their wide variety of potential functionalizations and coordination modes. Herein, we report three copper complexes 1-3
View All Related Papers

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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