Skip to Content
Merck
All Photos(2)

Key Documents

View All Documentation

120804

Sigma-Aldrich

o-Vanillin

99%

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(2)

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

Assay

99%

form

solid

bp

265-266 °C (lit.)

mp

40-42 °C (lit.)

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

Looking for similar products? Visit Product Comparison Guide

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.

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Li-Jun Ru et al.
Molecules (Basel, Switzerland), 23(7) (2018-07-14)
A self-assembled ZnII-NdIII heterohexanuclear coordination compound [Zn₄Nd₂(L)₄(bdc)₂]·2NO₃ based on a hexadentate Salamo-like chelating ligand (H₂L = 1,2-bis(3-methoxysalicylideneaminooxy)ethane]) and H₂bdc (H₂bdc = terephthalic acid) has been synthesized and characterized by elemental analyses, IR and UV/Vis spectra, and X-ray crystallography. Two crystallographically
Vanillin and o-vanillin oligomers as models for dendrimer disassembly
Robert K M et al.
New Journal of Science, 36, 492-505 (2012)
Peter Temitope Adeboye et al.
Scientific reports, 7, 42635-42635 (2017-02-17)
The ability of Saccharomyces cerevisiae to catabolize phenolic compounds remains to be fully elucidated. Conversion of coniferyl aldehyde, ferulic acid and p-coumaric acid by S. cerevisiae under aerobic conditions was previously reported. A conversion pathway was also proposed. In the
G Frenzilli et al.
Mutation research, 468(2), 93-108 (2000-07-07)
To validate the alkaline single cell gel (SCG) assay as a tool for the detection of DNA damage in human leukocytes, we investigated the in vitro activity of 18 chemicals. Thirteen of these chemicals (pyrene (PY), benzo(a)pyrene (BaP), cyclophosphamide (CP)
K Watanabe et al.
Mutation research, 218(2), 105-109 (1989-09-01)
2-Hydroxy-3-methoxybenzaldehyde (omicron-vanillin), the antimutagenic effect of which has been reported on mutagenesis induced by 4-nitroquinoline 1-oxide (4NQO) in Escherichia coli WP2s, enhanced N-methyl-N'-nitro-N-nitrosoguanidine (MNNG)-induced mutagenesis in the same strain. A remarkable enhancement of mutagenesis provoked by N-methyl-N-nitrosourea (MNU) was also
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service