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146862

Sigma-Aldrich

2-Hydroxy-5-methoxybenzaldehyde

98%

Synonym(s):

5-Methoxysalicylaldehyde

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About This Item

Linear Formula:
HOC6H3(OCH3)CHO
CAS Number:
672-13-9
Molecular Weight:
152.15
Beilstein:
1100532
EC Number:
211-589-0
MDL number:
MFCD00003332
UNSPSC Code:
12352100
PubChem Substance ID:
24848799
NACRES:
NA.22

Assay

98%

form

liquid

refractive index

n20/D 1.578 (lit.)

bp

103 °C/2.5 mmHg (lit.)

mp

4 °C (lit.)

density

1.219 g/mL at 25 °C (lit.)

SMILES string

[H]C(=O)c1cc(OC)ccc1O

InChI

1S/C8H8O3/c1-11-7-2-3-8(10)6(4-7)5-9/h2-5,10H,1H3

InChI key

FZHSPPYCNDYIKD-UHFFFAOYSA-N

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General description

2-Hydroxy-5-methoxybenzaldehyde has acaricidal activity against Tyrophagus putrescentiae.

Application

2-Hydroxy-5-methoxybenzaldehyde was used to synthesize radiolabeling precursor desmethyl-PBR06. It was used to study electroantennogram response of the vine weevil (Otiorhynchus sulcatus F.) to a broad range of volatile plant compounds. It was used in the synthesis of tetradentate Schiff base compounds.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

235.4 °F - closed cup

Flash Point(C)

113 °C - closed cup

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’.

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Syntheses, Characterization and Biodistribution of Technetium-99m-Labeled Tetradentate Schiff Base Complexes.
Huang W-T, et al.
Annals of Nuclear Medicine and Sciences, 16(1), 31-39 (2003)
Min Wang et al.
Steroids, 76(12), 1331-1340 (2011-07-16)
The translocator protein 18 kDa (TSPO) is an attractive target for molecular imaging of neuroinflammation and tumor progression. [(18)F]PBR06, a fluorine-18 labeled form of PBR06, is a promising PET TSPO radioligand originally developed at NIMH. [(11)C]PBR06, a carbon-11 labeled form
Shi-Ting Zhang et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 201, 161-169 (2018-05-12)
A ruthenium(II) bipyridyl complex conjugated with functionalized Schiff base (RuA) has been synthesized and functioned as a luminescent probe. The luminescence of RuA was greatly quenched by Cu2+ due to its molecular coordination with paramagnetic Cu2+. Subsequently, the addition of
Eliene Leandro de Araújo et al.
International journal of biological macromolecules, 95, 168-176 (2016-11-17)
Schiff bases have been prepared from biopolymer chitosan and salicylaldehyde, 5-methoxysalicylaldehyde, and 5-nitrosalicylaldehyde. Ligands were synthesized in a 1:1.5mol ratio, and their Cu(II), Ni(II) and Zn(II) complexes in a 1:1mol ratio (ligand:metal). Ligands were characterized by
Olfactory antennal responses of the vine weevil Otiorhynchus sulcatus to plant volatiles.
Tol RWHM and Visser JH.
Entomologia Experimentalis et Applicata, 102(1), 49-64 (2002)
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