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2-Methoxybenzaldehyde

From Wikipedia, the free encyclopedia
(Redirected from 2-methoxybenzaldehyde)
2-Methoxybenzaldehyde
Names
Preferred IUPAC name
2-Methoxybenzaldehyde
Other names
  • o-anisaldehyde
  • ortho-anisaldehyde
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.004.702 Edit this at Wikidata
EC Number
  • 205-171-7
UNII
  • InChI=1S/C8H8O2/c1-10-8-5-3-2-4-7(8)6-9/h2-6H,1H3
    Key: PKZJLOCLABXVMC-UHFFFAOYSA-N
  • COC1=CC=CC=C1C=O
Properties
C8H8O2
Molar mass 136.150 g·mol−1
Appearance colorless liquid
Density 1.127 g/cm3
Melting point 34–40 °C (93–104 °F; 307–313 K)
Boiling point 268 °C (514 °F; 541 K)
Hazards
GHS labelling:
GHS07: Exclamation mark
Warning
H315, H319, H335
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

2-Methoxybenzaldehyde is an organic compound with the formula CH3OC6H4CHO. It is also commonly referred to as o-anisaldehyde. As a methylated version of salicylaldehyde, the molecule consists of a benzene ring with adjacent formyl and a methoxy groups. It is a colorless solid with a pleasant aroma. The related isomer 4-anisaldehyde is better known, being a commercial flavorant. 2-Anisaldehyde is prepared commercially by formylation of anisole.[1]

It is used to produce 25I-NBOMe.[2]

References

[edit]
  1. A. J. Sisti (1964). "o-Anisaldehyde". Org. Synth. 44: 4. doi:10.15227/orgsyn.044.0004.
  2. Heim, Ralf; Universitätsbibliothek Der FU Berlin (2004). Development of a new structure-activity conceptSynthese und Pharmakologie potenter 5-HT2A-Rezeptoragonisten mit N-2 -Methoxybenzyl-Partialstruktur: Entwicklung eines neuen Struktur-Wirkungskonzepts (Thesis). Freie Universität Berlin. doi:10.17169/refubium-16193. Retrieved 2026-02-10.