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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:
Molecular Weight:
152.15
Beilstein:
1100532
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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.

WGK

WGK 3

Flash Point(F)

closed cup

Flash Point(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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