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Merck

59940

Sigma-Aldrich

Isovanillin

≥95.0%

Sinónimos:

3-Hydroxy-4-methoxybenzaldehyde, 3-Hydroxyanisaldehyde

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About This Item

Fórmula empírica (notación de Hill):
C8H8O3
Número de CAS:
Peso molecular:
152.15
Beilstein/REAXYS Number:
1073021
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥95.0%

mp

112-116 °C

functional group

aldehyde

SMILES string

COc1ccc(C=O)cc1O

InChI

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

InChI key

JVTZFYYHCGSXJV-UHFFFAOYSA-N

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Analysis Note

appearance: white/colorless to brown

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

>212.0 °F

flash_point_c

> 100 °C

ppe

dust mask type N95 (US), Eyeshields, Gloves


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Georgios I Panoutsopoulos et al.
European journal of drug metabolism and pharmacokinetics, 29(2), 111-118 (2004-07-03)
2-Phenylethylamine is an endogenous constituent of human brain and is implicated in cerebral transmission. It is also found in certain foodstuffs and may cause toxic side-effects in susceptible individuals. Metabolism of 2-phenylethylamine to phenylacetaldehyde is catalyzed by monoamine oxidase and
Georgios I Panoutsopoulos et al.
Acta biochimica Polonica, 51(4), 943-951 (2004-12-31)
The enzymes aldehyde oxidase and xanthine oxidase catalyze the oxidation of a wide range of N-heterocycles and aldehydes. These enzymes are widely known for their role in the metabolism of N-heterocyclic xenobiotics where they provide a protective barrier by aiding
Georgios I Panoutsopoulos et al.
Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology, 15(1-4), 89-98 (2005-01-25)
The oxidation of xenobiotic-derived aromatic aldehydes with freshly prepared liver slices has not been previously reported. The present investigation compares the relative contribution of aldehyde oxidase, xanthine oxidase and aldehyde dehydrogenase activities in the oxidation of vanillin, isovanillin and protocatechuic
Jiyoung Ryu et al.
Archives of pharmacal research, 27(9), 912-914 (2004-10-12)
Seven compounds were isolated from the stem of Acanthopanax senticosus by repeated column chromatography. Their structures were elucidated as isovanillin (1), (-)-sesamin (2), isofraxidin (3), (+)-syringaresinol (4), 5-hydroxymethylfurfural (5), eleutheroside B (6), and eleutheroside E (7) by spectral analysis. Among
Michael D Markey et al.
Organic letters, 9(17), 3255-3257 (2007-07-31)
The first total synthesis of santiagonamine (1) is achieved in 12 steps from isovanillin. A palladium-catalyzed Ullmann cross-coupling reaction and a photocyclization are the key steps in the synthesis.

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