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
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
205-715-3
Beilstein/REAXYS Number:
471913
MDL number:
Assay:
99%
Form:
solid
InChI key
JJVNINGBHGBWJH-UHFFFAOYSA-N
InChI
1S/C8H8O3/c1-11-7-4-2-3-6(5-9)8(7)10/h2-5,10H,1H3
SMILES string
COc1cccc(C=O)c1O
assay
99%
form
solid
bp
265-266 °C (lit.)
mp
40-42 °C (lit.)
functional group
aldehyde
Quality Level
Related Categories
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.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2
Storage Class
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)
ppe
dust mask type N95 (US), Eyeshields, Gloves
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Vanillin and o-vanillin oligomers as models for dendrimer disassembly
Robert K M et al.
New Journal of Science, 36, 492-505 (2012)
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
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
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
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