411 REFERENCE · Wikipedia
2-Hydroxy-5-methoxybenzaldehyde
Reference material by Wikipedia contributors. This retains its source identity and is not 411 news reporting.
Organic compound and isomer of vanillin
401764526 2-Hydroxy-5-methoxybenzaldehyde.svg 160 2-Hydroxy-5-methoxybenzaldehyde molecule 2-Hydroxy-5-methoxybenzaldehyde 5-Methoxysalicylaldehyde; 2-Formyl-4-methoxyphenol; 6-Hydroxy-m-anisaldehyde correct chemspider 21168855 AFUKNJHPZAVHGQ-UHFFFAOYAN correct chemspider 1S/C9H10O3/c1-11-8-3-4-9(12-2)7(5-8)6-10/h3-6H,1-2H3 correct chemspider FZHSPPYCNDYIKD-UHFFFAOYSA-N correct CAS 672-13-9 correct FDA GYT2Q9UR3W 211-589-0 24848799 COC1=CC(=C(C=C1)O)C=O InChI=1S/C8H8O3/c1-11-7-2-3-8(10)6(4-7)5-9/h2-5,10H,1H3 8 8 3 Yellow to yellow-green liquid 1.219 g/mL 4 250 1.578
2-Hydroxy-5-methoxybenzaldehyde is an organic compound and an isomer of vanillin.
Synthesis and reactions
The chemical is produced by the Reimer-Tiemann reaction on 4-methoxyphenol with a 79% yield.Wynberg Hans Meijer Egbert W. The Reimer–Tiemann Reaction 2005 16 10.1002/0471264180.or028.01 9780471264187
It reacts with malononitrile to form 2-imino-6-methoxy-2H-1-benzopyran-3-carbonitrile.Dinparast Leila Hemmati Salar Zengin Gokhan Alizadeh Ali Akbar Bahadori Mir Babak Kafil Hossein Samadi Dastmalchi Siavoush Rapid, Efficient, and Green Synthesis of Coumarin Derivatives via Knoevenagel Condensation and Investigating Their Biological Effects ChemistrySelect 4 31 2019 9211–9215 2365-6549 10.1002/slct.201901921 202077668 It can be reduced by sodium borohydride in ethanol to form 2-hydroxy-5-methoxybenzyl alcohol.Cheng Yan Ono Masahiro Kimura Hiroyuki Kagawa Shinya Nishii Ryuichi Kawashima Hidekazu Saji Hideo Fluorinated Benzofuran Derivatives for PET Imaging of β-Amyloid Plaques in Alzheimer's Disease Brains ACS Medicinal Chemistry Letters 1 7 2010 321–325 1948-5875 10.1021/ml100082x 24900214 4007906
See also
Vanillin
Isovanillin
ortho-Vanillin
2-Hydroxy-4-methoxybenzaldehyde
References
Category:Phenol ethers
Category:Salicylaldehyde derivatives