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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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$58.10
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$108.00
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$122.00

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10 G
$58.10
100 G
$108.00
500 G
$122.00

About This Item

Linear Formula:
CH3OC6H3-2-(OH)CHO
CAS Number:
148-53-8
Molecular Weight:
152.15
Beilstein/REAXYS Number:
471913
EC Number:
205-715-3
MDL number:
MFCD00003322
UNSPSC Code:
12352100
PubChem Substance ID:
24847429
NACRES:
NA.22
form:
solid
assay:
99%

$58.10

In StockDetails

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Quality Level

100

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

signalword

Warning

hcodes

H319

Hazard Classifications

Eye Irrit. 2

Storage Class

13 - Non Combustible Solids

wgk_germany

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
WXBF1979V
BCCC4238
BCCC1176
BCBZ5373
BCBS4514V

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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)
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)
Mechanically induced reactions in organic solids: liquid eutectics or solid-state processes?
Dolotko O, et al.
New. J. Chem., 34(1), 25-28 (2010)
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