2-Hydroxy-5-methoxybenzaldehyde

2-Hydroxy-5-methoxybenzaldehyde is an organic compound and an isomer of vanillin.

2-Hydroxy-5-methoxybenzaldehyde

Names
Preferred IUPAC name 2-Hydroxy-5-methoxybenzaldehyde
Other names 5-Methoxysalicylaldehyde; 2-Formyl-4-methoxyphenol; 6-Hydroxy-m-anisaldehyde
Identifiers
CAS Number	672-13-9 Y
3D model (JSmol)	Interactive image
ChemSpider	21168855 Y
ECHA InfoCard	100.010.537
EC Number	211-589-0
PubChem CID	24848799
UNII	GYT2Q9UR3W Y
CompTox Dashboard (EPA)	DTXSID40217478
InChI InChI=1S/C9H10O3/c1-11-8-3-4-9(12-2)7(5-8)6-10/h3-6H,1-2H3 Y Key: FZHSPPYCNDYIKD-UHFFFAOYSA-N Y InChI=1S/C8H8O3/c1-11-7-2-3-8(10)6(4-7)5-9/h2-5,10H,1H3 Key: AFUKNJHPZAVHGQ-UHFFFAOYAN
SMILES COC1=CC(=C(C=C1)O)C=O
Properties
Chemical formula	C8H8O3
Molar mass	152.149 g·mol−1
Appearance	Yellow to yellow-green liquid
Density	1.219 g/mL
Melting point	4 °C (39 °F; 277 K)
Boiling point	250 °C (482 °F; 523 K)
Refractive index (nD)	1.578
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Y verify (what is YN ?) Infobox references

Synthesis and reactions

The chemical is produced by the Reimer-Tiemann reaction on 4-methoxyphenol with a 79% yield.^[1]

It reacts with malononitrile to form 2-imino-6-methoxy-2H-1-benzopyran-3-carbonitrile.^[2] It can be reduced by sodium borohydride in ethanol to form 2-hydroxy-5-methoxybenzyl alcohol.^[3]

See also

• Vanillin
• Isovanillin
• ortho-Vanillin
• 2-Hydroxy-4-methoxybenzaldehyde