4-methoxysalicylaldehyde
2-hydroxy-4-methoxybenzaldehyde
Identification
| Name | 4-methoxysalicylaldehyde |
| IUPAC | 2-hydroxy-4-methoxybenzaldehyde |
| CAS Number | 673-22-3 |
| EINECS | 211-604-0 |
| FDA UNII | 2N395P88LW |
| Molecular Formula | C8 H8 O3 |
| Molecular Weight | 152.14936000 |
| MDL Number | MFCD00003327 |
| Nikkaji Number | J155.609F |
| Beilstein | 1072443 |
| XlogP3 | 1.50 (est) |
Regulatory
| FEMA Number | 4435 |
| FDA | No longer provide for the use of these seven synthetic flavoring substances |
| FDA Mainterm (SATF) | 673-22-3 ; 2-HYDROXY-4-METHOXYBENZALDEHYDE |
Physical Properties
| Appearance | colorless to pale yellow clear solid (est) |
| Assay | 97.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Melting Point | 41.00 to 43.00 °C. @ 760.00 mm Hg |
| Boiling Point | 269.00 to 270.00 °C. @ 760.00 mm Hg, 124.00 °C. @ 12.00 mm Hg |
| Vapor Pressure | 0.004000 mmHg @ 25.00 °C. (est) |
| Flash Point | 235.00 °F. TCC ( 112.78 °C. ) |
| logP (o/w) | 2.057 (est) |
| Soluble in | alcohol |
| Insoluble in | water |
Organoleptic Properties
| Odor Description | at 100.00 %. |
Safety Information
| Preferred SDS | View |
| European information | Most important hazard(s): |
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | flavoring agents |
| Recommendation for 4-methoxysalicylaldehyde usage levels up to | not for fragrance use. |
| baked goods | 10.00000 |
| beverages(nonalcoholic) | 5.00000 |
| beverages(alcoholic) | 20.00000 |
| breakfast cereal | 10.00000 |
| cheese | - |
| chewing gum | 20.00000 |
| condiments / relishes | - |
| confectionery froastings | 10.00000 |
| egg products | - |
| fats / oils | - |
| fish products | - |
| frozen dairy | 10.00000 |
| fruit ices | - |
| gelatins / puddings | 10.00000 |
| granulated sugar | - |
| gravies | - |
| hard candy | 20.00000 |
| imitation dairy | - |
| instant coffee / tea | 10.00000 |
| jams / jellies | - |
| meat products | - |
| milk products | 10.00000 |
| nut products | - |
| other grains | - |
| poultry | - |
| processed fruits | - |
| processed vegetables | - |
| reconstituted vegetables | - |
| seasonings / flavors | 100.00000 |
| snack foods | - |
| soft candy | 10.00000 |
| soups | - |
| sugar substitutes | - |
| sweet sauces | 10.00000 |
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Potential Uses
Natural Occurrence
Synonyms
p-
anisaldehyde, 2-hydroxy-
benzaldehyde, 2-hydroxy-4-methoxy-
benzaldehyde,2-hydroxy-4-methoxy-
2-
formyl-5-methoxyphenol
2-
hydroxy-4-methoxybenzaldehyde
4-
hydroxy-4-methoxybenzaldehyde
2-
hydroxy-p-anisaldehyde
o-
hydroxy-p-methoxybenzaldehyde
2-
hydroxy-para-anisaldehyde
ortho-
hydroxy-para-methoxybenzaldehyde
salicylaldehyde, 4-methoxy-
PubMed:
Chemical composition of root aroma of Decalepis arayalpathra (J. Joseph and V. Chandras.) Venter, an endemic and endangered ethnomedicinal plant from Western Ghats, India.
PubMed:
7-Substituted-sulfocoumarins are isoform-selective, potent carbonic anhydrase II inhibitors.
PubMed:
Flavoring extracts of Hemidesmus indicus roots and Vanilla planifolia pods exhibit in vitro acetylcholinesterase inhibitory activities.
PubMed:
Shikimate pathway modulates the elicitor-stimulated accumulation of fragrant 2-hydroxy-4-methoxybenzaldehyde in Hemidesmus indicus roots.
PubMed:
Essential oils composition of Periploca laevigata Aiton subsp. angustifolia (Labill.) Markgraf (Apocynaceae-Periplocoideae).
PubMed:
Food protective effects of Periploca sepium oil and its active component against stored food mites.
PubMed:
Modification of gold nanoparticle loaded on activated carbon with bis(4-methoxysalicylaldehyde)-1,2-phenylenediamine as new sorbent for enrichment of some metal ions.
PubMed:
Spectral studies of copper(II) complexes of tridentate acylhydrazone ligands with heterocyclic compounds as coligands: X-ray crystal structure of one acylhydrazone copper(II) complex.
PubMed:
Synthesis and characterization of Mo(VI) complexes derived from ONO donor acylhydrazones.
PubMed:
Inhibition of Helicobacter pylori growth and its cytotoxicity by 2-hydroxy 4-methoxy benzaldehyde of Decalepis hamiltonii (Wight & Arn); a new functional attribute.
PubMed:
Antimicrobial and antioxidant activities of the root bark essential oil of Periploca sepium and its main component 2-hydroxy-4-methoxybenzaldehyde.
PubMed:
A manganese single-chain magnet exhibits a large magnetic coercivity.
PubMed:
Two thiosemicarbazones derived from salicylaldehyde: very specific hydrogen-bonding interactions of the N-H...S=C type.
PubMed:
Synthesis, spectral characterization and crystal structure of N-2-hydroxy-4-methoxybenzaldehyde-N'-4-nitrobenzoyl hydrazone and its square planar Cu(II) complex.
PubMed:
Repellent from traditional Chinese medicine, Periploca sepium Bunge.
PubMed:
Phenylalanine ammonia-lyase-mediated biosynthesis of 2-hydroxy-4-methoxybenzaldehyde in roots of Hemidesmus indicus.
PubMed:
Antioxidant property of Decalepis hamiltonii Wight & Arn.
PubMed:
Isolation of antioxidant compounds from the methanolic extract of the roots of Decalepis hamiltonii (Wight and Arn.).
PubMed:
Production of 2-hydroxy-4-methoxybenzaldehyde in roots of tissue culture raised and acclimatized plants of Decalepis hamiltonii Wight & Arn., an endangered shrub endemic to Southern India and evaluation of its performance vis-a-vis plants from natural habitat.
PubMed:
2-hydroxy-4-isopropylbenzaldehyde, a potent partial tyrosinase inhibitor.
PubMed:
Determination of 2-hydroxy-4-methoxybenzaldehyde in roots of Decalepis hamiltonii (Wight & Arn.) and Hemidesmus indicus R.Br.
PubMed:
Essential oil constituents and in vitro antimicrobial activity of Decalepis hamiltonii roots against foodborne pathogens.
PubMed:
2-Hydroxy-4-methoxybenzaldehyde: a potent tyrosinase inhibitor from African medicinal plants.