3-Hydroxybenzaldehyde
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Preferred IUPAC name
3-Hydroxybenzaldehyde | |
Other names
m-Hydroxybenzaldehyde; m-Formylphenol; 3-formylphenol[1]
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Identifiers | |
3D model (
JSmol ) |
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ChEBI | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard
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100.002.630 |
KEGG | |
PubChem CID
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UNII | |
CompTox Dashboard (EPA)
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Properties | |
C7H6O2 | |
Molar mass | 122.123 g·mol−1 |
Appearance | colorless solid |
Density | 1.1179 g/cm3 (130 °C)[1] |
Melting point | 106 °C (223 °F; 379 K)[1] |
Boiling point | 240 °C (464 °F; 513 K)[1] |
Acidity (pKa) | 8.98 (25 °C)[2] |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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3-Hydroxybenzaldehyde is an organic compound with the formula HOC6H4CHO. It is a colorless solid although most samples appear tan. Two other isomers of hydroxybenzaldehyde exist.
Preparation
It has been prepared from 3-nitrobenzaldehyde in a sequence of
3-hydroxybenzyl-alcohol dehydrogenase is an NADP-dependent enzyme that produces 3-hydroxybenzaldehyde from 3-hydroxybenzyl alcohol.[5]
Biomedical properties
3-Hydroxybenzaldehyde exhibits vasculoprotective effects by lowering vascular smooth muscle cell proliferation and endothelial cells inflammation.[6] 3-Hydroxybenzaldehyde is used in the synthesis of monastrol.[7][8]
See also
- Salicylaldehyde (2-hydroxybenzaldehyde)
- 4-Hydroxybenzaldehyde
References
Cited sources
- Haynes, William M., ed. (2016). ISBN 9781498754293.