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Merck
CN

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:
148-53-8
Molecular Weight:
152.15
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
24847429
EC Number:
205-715-3
Beilstein/REAXYS Number:
471913
MDL number:
MFCD00003322

Key Documents

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Product Name

o-Vanillin, 99%

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

100

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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.

General description

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

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H319

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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Certificates of Analysis (COA)

Lot/Batch Number
WXBF6973V
WXBF5525V
WXBF1979V
BCCC4238
BCCC1176

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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)
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)
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
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)
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