120804
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:
Molecular Weight:
152.15
Beilstein:
471913
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
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.
Application
o-Vanillin has been used to study the solvent-free reaction between o-vanillin and p-toluidine using NMR, DSC and XRD analysis. It was used in the synthesis of new ligand for Fe(III) and Al(lII).
Biochem/physiol Actions
o-Vanillin induces DNA damage as detected by comet assay.
Signal Word
Warning
Hazard Statements
Precautionary Statements
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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K Takahashi et al.
Mutation research, 230(2), 127-134 (1990-06-01)
Vanillin and its isomer o-vanillin have an effect on the adaptive and SOS responses, as well as mutagenesis, induced in Escherichia coli by N-methyl-N-nitrosourea (MNU) and UV irradiation, potentiating in some cases and suppressing in others. o-Vanillin markedly inhibited the
Jingqun Gao et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 78(4), 1278-1286 (2011-02-08)
In this work, three o-Vanillin Schiff Bases (o-VSB: o-Vanillin-D-Phenylalanine (o-VDP), o-Vanillin-L-Tyrosine (o-VLT) and o-Vanillin-L-Levodopa (o-VLL)) with alanine constituent were synthesized by direct reflux method in ethanol solution, and then were used to study the interaction to bovine serum albumin (BSA)
Mechanically induced reactions in organic solids: liquid eutectics or solid-state processes?
Dolotko O, et al.
New. J. Chem., 34(1), 25-28 (2010)
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
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