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Category:natural substances and extractives
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
| Assay: | 95.00 to 100.00
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| Food Chemicals Codex Listed: | No |
| Melting Point: | 44.00 to 45.00 °C. @ 760.00 mm Hg
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| Boiling Point: | 265.00 to 266.00 °C. @ 760.00 mm Hg
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| Vapor Pressure: | 0.006000 mmHg @ 25.00 °C. (est) |
| Flash Point: | 201.00 °F. TCC ( 94.00 °C. ) (est)
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| logP (o/w): | 1.370 |
| Soluble in: |
| | alcohol | | | water, 5019 mg/L @ 25 °C (est) |
| Insoluble in: |
| | water |
Organoleptic Properties:
| Odor and/or flavor descriptions from others (if found). |
Cosmetic Information:
Suppliers:
Safety Information:
| Preferred SDS: View |
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| Hazards identification |
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| Classification of the substance or mixture |
| GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) |
| None found. |
| GHS Label elements, including precautionary statements |
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| Pictogram | |
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| Hazard statement(s) |
| None found. |
| Precautionary statement(s) |
| None found. |
| Oral/Parenteral Toxicity: |
intraperitoneal-rat LD50 347 mg/kg
Comptes Rendus Hebdomadaires des Seances, Academie des Sciences. Vol. 243, Pg. 609, 1956.
oral-mouse LD50 1330 mg/kg
International Journal of Andrology. Vol. 10, Pg. 741, 1987.
intraperitoneal-mouse LD50 400 mg/kg
BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION
Comptes Rendus Hebdomadaires des Seances, Academie des Sciences. Vol. 238, Pg. 2576, 1954.
intraperitoneal-guinea pig LD50 400 mg/kg
BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION
Comptes Rendus Hebdomadaires des Seances, Academie des Sciences. Vol. 238, Pg. 2576, 1954.
intravenous-dog LDLo 430 mg/kg
BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION
Comptes Rendus Hebdomadaires des Seances, Academie des Sciences. Vol. 238, Pg. 2576, 1954.
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| Dermal Toxicity: |
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Not determined
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| Inhalation Toxicity: |
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Not determined
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Safety in Use Information:
| Category: | | natural substances and extractives |
| Recommendation for ortho-vanillin usage levels up to: | | | not for fragrance use.
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| |
| Recommendation for ortho-vanillin flavor usage levels up to: |
| | not for flavor use.
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Safety References:
References:
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| | benzaldehyde, 2-hydroxy-3-methoxy- | | 6- | formyl guaiacol | | 6- | formyl-2-methoxyphenol | | 6- | formylguaiacol | | 2- | hydroxy-3-(methyloxy)benzaldehyde | | 2- | hydroxy-3-methoxy-benzaldehyde | | 2- | hydroxy-3-methoxybenzaldehyde | | 2- | hydroxy-m-anisaldehyde | | 2- | hydroxy-meta-anisaldehyde | | 3- | methoxysalicylaldehyde | | o- | vanilin | | 2- | vanillin | | o- | vanillin |
Articles:
| PubMed:Slow magnetic relaxation of light lanthanide-based linear LnZn2 trinuclear complexes. |
| PubMed:Structural switching from paramagnetic to single-molecule magnet behaviour of LnZn2 trinuclear complexes. |
| PubMed:Investigation of the salicylaldehyde thiosemicarbazone scaffold for inhibition of influenza virus PA endonuclease. |
| PubMed:The exceptionally rich coordination chemistry generated by Schiff-base ligands derived from o-vanillin. |
| PubMed:Crystal Structure, Cytotoxicity and Interaction with DNA of Zinc (II) Complexes with o-Vanillin Schiff Base Ligands. |
| PubMed:Optimization of Purification, Identification and Evaluation of the in Vitro Antitumor Activity of Polyphenols from Pinus Koraiensis Pinecones. |
| PubMed:A versatile salicyl hydrazonic ligand and its metal complexes as antiviral agents. |
| PubMed:Total Synthesis and Antimicrobial Activity of Chlorocatechelin A. |
| PubMed:Inhibition of TLR2 signaling by small molecule inhibitors targeting a pocket within the TLR2 TIR domain. |
| PubMed:Anti-proliferative effect of Fe(III) complexed with 1-(2-hydroxy-3-methoxybenzaldehyde)-4-aminosalicylhydrazone in HepG2 cells. |
| PubMed:Homodinuclear lanthanide {Ln2} (Ln = Gd, Tb, Dy, Eu) complexes prepared from an o-vanillin based ligand: luminescence and single-molecule magnetism behavior. |
| PubMed:Synthesis of three rimantadine schiff bases and their biological effects on serum albumin. |
| PubMed:A magnetically highly frustrated Cu(II)27 coordination cluster containing a Cu18 folded-sheet motif. |
| PubMed:Structural, spectroscopic and DFT study of 4-methoxybenzohydrazide Schiff bases. A new series of polyfunctional ligands. |
| PubMed:Single-chain magnetic behavior in a hetero-tri-spin complex mediated by supramolecular interactions with TCNQF˙⁻ radicals. |
| PubMed:First total synthesis of antihypertensive natural products S-(+)-XJP and R-(-)-XJP. |
| PubMed:Magnetic and luminescent binuclear double-stranded helicates. |
| PubMed:A chiral, low-cytotoxic [Ni15]-wheel complex. |
| PubMed:Synthesis, spectral characterization, DNA binding studies and antimicrobial activity of Co(II), Ni(II), Zn(II), Fe(III) and VO(IV) complexes with 4-aminoantipyrine Schiff base of ortho-vanillin. |
| PubMed:New ruthenium(II) carbonyl complexes bearing disulfide Schiff base ligands and their applications as catalyst for some organic transformations. |
| PubMed:Synthesis, crystal structure, fluorescence and electrochemical studies of a new tridentate Schiff base ligand and its nickel(II) and palladium(II) complexes. |
| PubMed:A dinuclear cadmium(II) Schiff base thiocyanato complex: crystal structure and fluorescence. |
| PubMed:Self-assembly of a 15-nickel metallamacrocyclic complex derived from the L-glutamic acid Schiff base ligand. |
| PubMed:Laccase catalyzed synthesis of iodinated phenolic compounds with antifungal activity. |
| PubMed:Effects of o-vanillin on K⁺ transport of red blood cells from patients with sickle cell disease. |
| PubMed:A vanillin derivative causes mitochondrial dysfunction and triggers oxidative stress in Cryptococcus neoformans. |
| PubMed:Spectral, electrochemical, thermal, DNA binding ability, antioxidant and antibacterial studies of novel Ru(III) Schiff base complexes. |
| PubMed:Synthesis, structural characterization, and magnetic properties of a copper-gadolinium complex derived from a hydroxybenzohydrazide ligand. |
| PubMed:Enantioselective total synthesis of dysidavarone A, a novel sesquiterpenoid quinone from the marine sponge Dysidea avara. |
| PubMed:Spectral and molecular modeling studies on hydroxybenzaldehydes with native and modified cyclodextrins. |
| PubMed:Conjugation of benzylvanillin and benzimidazole structure improves DNA binding with enhanced antileukemic properties. |
| PubMed:A new quaternary photoluminescence enhancement system of Eu-N-(o-vanillin)-1,8-diaminonaphthalene-1,10-phenanthroline-Zn and its application in determining trace amounts of europium and zinc. |
| PubMed:Solvent-free Mechanosynthesis of Two Thermochromic Schiff Bases. |
| PubMed:An experimental and DFT study of a disulfide-linked Schiff base: synthesis, characterization and crystal structure of bis (3-methoxy-salicylidene-2-aminophenyl) disulfide in its anhydrous and monohydrate forms. |
| PubMed:Spectroscopic, thermal analysis and DFT computational studies of salen-type Schiff base complexes. |
| PubMed:Butterfly-shaped pentanuclear dysprosium single-molecule magnets. |
| PubMed:Ferrocene-based compartmental ligand for the assembly of neutral Zn(II)/Ln(III) heterometallic complexes. |
| PubMed:NIR luminescence and catalysis of multifarious salen type ytterbium complexes modulated by anions. |
| PubMed:New nickel(II) and copper(II) complexes with unsymmetrical Schiff bases derived from (1R,2R)(-)cyclohexanediamine and the application of Cu(II) complexes for hybrid thin layers deposition. |
| PubMed:Biological activities and chemical composition of the stems and roots of Helichrysum oligocephalum DC grown in Iran. |
| PubMed:Organic cadmium complexes as proteasome inhibitors and apoptosis inducers in human breast cancer cells. |
| PubMed:Synthesis, crystal structure and interaction of L-valine Schiff base divanadium(V) complex containing a V2O3 core with DNA and BSA. |
| PubMed:Cu(II)-azide polynuclear complexes of Cu4 building clusters with Schiff-base co-ligands: synthesis, structures, magnetic behavior and DFT studies. |
| PubMed:A non-electrolyte haemolysis assay for diagnosis and prognosis of sickle cell disease. |
| PubMed:Synthesis and biological evaluation of noscapine analogues as microtubule-interfering agents. |
| PubMed:Self-assembly of [Cu(II)Tb(III)]3+ and [W(CN)8]3- tectons: a case study of a mixture containing two complexes showing slow-relaxation of the magnetization. |
| PubMed:2-Hy-droxy-3-meth-oxy-benzaldehyde (o-vanillin) revisited. |
| PubMed:Correlation between slow magnetic relaxation and the coordination structures of a family of linear trinuclear Zn(II)-Ln(III)-Zn(II) complexes (Ln = Tb, Dy, Ho, Er, Tm and Yb). |
| PubMed:One- and two-photon induced emission in heterobimetallic Zn(II)-Sm(III) and Zn(II)-Tb(III) complexes with a side-off compartmental ligand. |
| PubMed:Polydentate-ligand-supported self-assembly of heterometallic T-shaped Co4RE (RE = Gd, Tb, Y) clusters: synthesis, structure and magnetism. |
| PubMed:Bis[μ-N-(3-meth-oxy-2-oxidobenzyl-idene-1:2κ(2)O(2):O(2))-l-isoleucinato-2κ(2)N,O]bis-(1,10-phenanthroline-1κ(2)N,N')dinickel(II) methanol tetra-solvate trihydrate. |
| PubMed:Molecular assembly and magnetic dynamics of two novel Dy6 and Dy8 aggregates. |
| PubMed:The conductance of red blood cells from sickle cell patients: ion selectivity and inhibitors. |
| PubMed:Cyclo- and carbophosphazene-supported ligands for the assembly of heterometallic (Cu2+/Ca2+, Cu2+/Dy3+, Cu2+/Tb3+) complexes: synthesis, structure, and magnetism. |
| PubMed:Development of a fluorescent chelating ligand for scandium ion having a Schiff base moiety. |
| PubMed:Food protective effects of Periploca sepium oil and its active component against stored food mites. |
| PubMed:Heterometallic cubane-like {M2Ln2} (M = Ni, Zn; Ln =, Gd, Dy) and {Ni2Y2} aggregates. Synthesis, structures and magnetic properties. |
| PubMed:New 1,2,4-triazole-based azo-azomethine dyes. Part I: synthesis, characterization and spectroscopic studies. |
| PubMed:Defect-dicubane Ni2Ln2 (Ln = Dy, Tb) single molecule magnets. |
| PubMed:Magnetic anisotropy in Ni(II)-Y(III) binuclear complexes: on the importance of both the first coordination sphere of the Ni(II) ion and the Y(III) ion belonging to the second coordination sphere. |
| PubMed:Spectroscopic analyses on interaction of Amantadine-Salicylaldehyde, Amantadine-5-Chloro-Salicylaldehyde and Amantadine-o-Vanillin Schiff-Bases with bovine serum albumin (BSA). |
| PubMed:Modulating magnetic dynamics of three Dy2 complexes through keto-enol tautomerism of the o-vanillin picolinoylhydrazone ligand. |
| PubMed:Approaching polymetallic 'assemblies of assemblies' using ligands with multiple functionality--novel Mn10M2 (M = alkali metal) chains with 'ionophoric' end cavities. |
| PubMed:[N-(3-Meth-oxy-2-oxidobenzyl-idene-κO)threoninato-κO,N](1,10-phenanthroline-κN,N')copper(II) hemihydrate. |
| PubMed:6-Meth-oxy-2-[(E)-phenyl-imino-meth-yl]phenol. |
| PubMed:Study of the luminescent and magnetic properties of a series of heterodinuclear [Zn(II)Ln(III)] complexes. |
| PubMed:Preparation, crystal structures, and magnetic features for a series of dinuclear [Ni(II)Ln(III)] Schiff-base complexes: evidence for slow relaxation of the magnetization for the Dy(III) derivative. |
| PubMed:Kojic acid derivatives as powerful chelators for iron(III) and aluminium(III). |
| PubMed:Syntheses, spectral, electrochemical and thermal studies of mononuclear manganese(III) complexes with ligands derived from 1,2-propanediamine and 2-hydroxy-3 or 5-methoxybenzaldehyde: self-assembled monolayer formation on nanostructure zinc oxide thin film. |
| PubMed:1,2-Bis(2-meth-oxy-6-formyl-phen-oxy)ethane. |
| PubMed:Dimers and chains of {3d-4f} single molecule magnets constructed from heterobimetallic tectons. |
| PubMed:[Simultaneous separation and determination of vanillin and o-vanillin by capillary zone electrophoresis]. |
| PubMed:Spectroscopic analyses on interaction of o-Vanillin-D-Phenylalanine, o-Vanillin-L-Tyrosine and o-Vanillin-L-Levodopa Schiff Bases with bovine serum albumin (BSA). |
| PubMed:Vanadium polypyridyl compounds as potential antiparasitic and antitumoral agents: new achievements. |
| PubMed:Synthesis, characterization and biocidal activities of some schiff base metal complexes. |
| PubMed:Chiral transition metal clusters from two enantiomeric schiff base ligands. Synthesis, structures, CD spectra and magnetic properties. |
| PubMed:2-Hydroxy-3-methoxybenzaldehyde 2,4-dinitrophenylhydrazone pyridine monosolvate. |
| PubMed:Theoretical study of structure and electronic absorption spectra of some Schiff bases and their zinc complexes. |
| PubMed:Spectroscopic study and structure of (E)-2-[(2-chlorobenzylimino)methyl]methoxyphenol. |
| PubMed:Synthesis and characterisation of thiosemicarbazonato molybdenum(VI) complexes and their in vitro antitumor activity. |
| PubMed:A heterobimetallic Ga/Yb-Schiff base complex for catalytic asymmetric alpha-addition of isocyanides to aldehydes. |
| PubMed:Synthesis, characterization, crystal structure and antibacterial activities of transition metal(II) complexes of the schiff base 2-[(4-methylphenylimino)methyl]-6-methoxyphenol. |
| PubMed:4-Amino-5-(2-hydroxy-benzyl-idene-amino)benzene-1,2-dicarbonitrile. |
| PubMed:Bis[2-(benzyl-amino)pyridine-κN](2-formyl-6-methoxy-phenolato-κO,O)(nitrato-κO,O')nickel(II). |
| PubMed:2-Meth-oxy-6-[(Z)-[(5-methyl-2-pyrid-yl)imino-meth-yl]phenol. |
| PubMed:Mononuclear Ru(III) Schiff base complexes: synthesis, spectral, redox, catalytic and biological activity studies. |
| PubMed:Anion-perturbed magnetic slow relaxation in planar {Dy4} clusters. |
| PubMed:Synthesis and characterization of a novel cross-linking complex of beta-cyclodextrin-o-vanillin furfuralhydrazone and highly selective spectrofluorimetric determination of trace gallium. |
| PubMed:Rapid and sensitive spectrofluorimetric determination of trace amount of Cr(III) with o-vanillin-8-aminoquinoline. |
| PubMed:Determination of trace osmium by supramolecular catalytic kinetic spectrofluorimetry of beta-CD-osmium-KBrO(3)-o-vanillin furfuralhydrazone. |
| PubMed:Separation and preconcentration of metal ions and their estimation in vitamin, steel and milk samples using o-vanillin-immobilized silica gel. |
| PubMed:Spectrometric study of tautomeric and protonation equilibria of o-vanillin Schiff base derivatives and their complexes with Cu(II). |
| PubMed:(E)-N'-[2-(4-Chloro-3-nitro-phenyl-sulfon-yloxy)-3-methoxy-benzyl-idene]isonicotinohydrazide acetic acid tetra-solvate. |
| PubMed:A four-armed Schiff base: 6,6',6'',6'''-tetra-meth-oxy-2,2',2'',2'''-[methanetetra-yltetra-kis(methylenenitrilo-methyl-idyne)]tetra-phenol. |
| PubMed:(2-Formyl-6-methoxy-phenolato-κO,O)(perchlorato-κO)(1,10-phenanthroline-κN,N')copper(II). |
| PubMed:Effect of natural phenol derivatives on skeletal type sarcoplasmic reticulum Ca2+ -ATPase and ryanodine receptor. |
| PubMed:Re-evaluation of cyclooxygenase-2-inhibiting activity of vanillin and guaiacol in macrophages stimulated with lipopolysaccharide. |
| PubMed:Interaction of vanadyl (VO2+) with ligands containing serine, tyrosine, and threonine. |
| PubMed:Ligating properties of a potentially tetradentate Schiff base [(CH3)2NCH2CH2N=CHC6H3(OH)(OMe)] with zinc(II), cadmium(II), cobalt(II), cobalt(III) and manganese(III) ions: synthesis and structural studies. |
| PubMed:Method for determining the average degree of substitution of o-vanillin derivatized porcine somatotropin. |
| PubMed:Flow injection kinetic spectrofluorimetric determination of trace amounts of osmium. |
| PubMed:Synthesis, characterization, redox property and biological activity of Ru(II) carbonyl complexes containing O,N-donor ligands and heterocyclic bases. |
| PubMed:Synthesis of a novel host molecule of cross-linking-polymeric-beta-cyclodextrin-o-vanillin furfuralhydrazone and spectrofluorimetric analysis of its identifying cadmium. |
| PubMed:Crystal structure and magnetic interactions in nickel(II) dibridged complexes formed by two azide groups or by both phenolate oxygen-azide, -thiocyanate, -carboxylate, or -cyanate groups. |
| PubMed:Antibacterial activities of phenolic benzaldehydes and benzoic acids against Campylobacter jejuni, Escherichia coli, Listeria monocytogenes, and Salmonella enterica. |
| PubMed:Structure-based description of a step-by-step synthesis of homo- and heterodinuclear (4f, 4f ') lanthanide complexes. |
| PubMed:Synthesis and characterization of a novel cross-linking complex of beta-cyclodextrin-o-vanillin benzoylhydrazone and its selective spectrofluorimetric determination of trace amounts of zinc. |
| PubMed:A novel potato defence-related alcohol:NADP+ oxidoreductase induced in response to Erwinia carotovora. |
| PubMed:Total synthesis of ailanthoidol and precursor XH14 by Stille coupling. |
| PubMed:Vibrational analysis of substituted phenols: part I. Vibrational spectra, normal coordinate analysis and transferability of force constants of some formyl-, methoxy-, formylmethoxy-, methyl- and halogeno-phenols. |
| PubMed:Chemical analysis and antifungal activity of the essential oil of Calea clematidea. |
| PubMed:Selective targeting of synthetic antioxidants to mitochondria: towards a mitochondrial medicine for neurodegenerative diseases? |
| PubMed:Free radical scavenging activity of vanillin and o-vanillin using 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical. |
| PubMed:Syntheses, X-ray crystal structures, and magnetic properties of novel linear M2[II]U[IV] complexes (M=Co, Ni, Cu, Zn). |
| PubMed:Dissolution behavior of porcine somatotropin with simultaneous gel formation and lysine Schiff-base hydrolysis. |
| PubMed:Influence of anionic ligands (X) on the nature and magnetic properties of dinuclear LCuDgX3.nH2O complexes (LH2 standing for tetradentate Schiff base ligands deriving from 2-hydroxy-3-methoxybenzaldehyde and X being Cl, N3C2, and CF3COO). |
| PubMed:Oxovanadium(IV) complexes with aromatic aldehydes. |
| PubMed:Validation of single cell gel assay in human leukocytes with 18 reference compounds. |
| PubMed:Synthesis of (+/-)-cassumunins A and B, new curcuminoid antioxidants having protective activity of the living cell against oxidative damage. |
| PubMed:Synthesis and biological activity of platinum group metal complexes of o-vanillin thiosemicarbazones. |
| PubMed:Bidirectional transformation of aromatic aldehydes by Desulfovibrio desulfuricans under nitrate-dissimilating conditions. |
| PubMed:Studies on the antitumor 2,6-piperazinediones: synthesis of 2,3-diacetoxy-4-carbomethoxy-(3',5'-dioxo-N4' substituted piperazinyl methyl) benzene. |
| PubMed:Mutation enhancing effect of o-vanillin in the lacZ gene of Escherichia coli: characterization of mutational spectrum. |
| PubMed:[Studies on uranium mobilization agents VI: synthesis of 2,3-dihydroxy-4-carbomethoxybenzyl aminocarboxylic acid amides chelating agents]. |
| PubMed:o-Vanillin enhances chromosome aberrations induced by alkylating agents in cultured Chinese hamster cells. |
| PubMed:Oxidation of benzaldehydes to benzoic acid derivatives by three Desulfovibrio strains. |
| PubMed:Synthesis of 4- and 16 alpha-hydroxylated equine estrogens. |
| PubMed:Effects of vanillin and o-vanillin on induction of DNA-repair networks: modulation of mutagenesis in Escherichia coli. |
| PubMed:Inhibition of induction of adaptive response by o-vanillin in Escherichia coli B. |
| PubMed:Enhancement and inhibition of mutation by o-vanillin in Escherichia coli. |
| PubMed:A specific inhibition of induction of adaptive response by o-vanillin, a potent comutagen. |
| PubMed:Studies on antifungal agents: aromatic acid hydrazones of o. vanillin, o. veratraldehyde, 5-bromo-o. vanillin and bourbonal. |
| PubMed:Schiff base adducts of hemoglobin. Modifications that inhibit erythrocyte sickling. |
| PubMed:[On the preparation of 5-iodo-o-vanillin and the preparation of Beta-nitrostyrols. On the knowledge of o-vanillin, VII]. |
| PubMed:[Benzoins, benzils and benzilic acids of o-vanillin- and o-novovanillin ether]. |
| PubMed:[DERIVATIVES OF 2-HYDROXY-3-METHOXYBENZALDEHYDE]. |
| PubMed:[On the knowledge of o-vanillin. Part VI. Keto bases of pyrocatechol]. |
| PubMed:[Data on o-vanillin & novovanillin (2-hydroxy-3-ethoxybenzaldehyde). II. Preparation of 2,3-dialkoxyphenyl-beta-ethylamine]. |
| PubMed:[Research on benzopyrones; coumarin derivatives of o-vanillin]. |
| PubMed:[Toxicity of vanillin, o-vanillin, ethylvanillin and the corresponding isophthalaldehydes]. |
| PubMed:Coumarins from 2-hydroxy-3-methoxybenzaldehyde. |
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3D/inchi