2,3-Dimethoxybenzaldehyd
O-VERATRALDEHYDE · 2-VERATRALDEHYDE · BENZALDEHYDE, 2,3-DIMETHOXY- · 4-Diethoxybenzene · AKOS BBS-00003161 · Orthoveratraldehyde · O-VERATRIC ALDEHYDE · 2,3-Dimethoxybenzald
Identifikatoren & physikalische Daten
| CAS No. | 86-51-1 |
|---|---|
| Summenformel | C9H10O3 |
| Durchschnittliche Molmasse | 166,17 g/mol |
| Monoisotopische Masse | 166,06299418 g/mol |
| SMILES | COc1cccc(C=O)c1OC |
| InChIKey | JIVGSHFYXPRRSZ-UHFFFAOYSA-N |
| PubChem CID | 66581 |
| ChEMBL | CHEMBL3039102 |
| ChEBI | CHEBI:228697 |
| EC No. | 201-677-7 |
| DTXSID | DTXSID80235333 |
| Lokaler Name | 2,3-Dimethoxybenzaldehyd |
Chemische & physikalische Eigenschaften
| XLogP | 1,1 |
|---|---|
| Polarare Oberfläche (TPSA) | 35,5 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 3 |
| Frei drehbare Bindungen | 3 |
| Schwere Atome | 12 |
| Formalladung | 0 |
| Komplexität | 147 |
| Stoffklassen | Other Classes -> Benzaldehydes |
| Physical Description | Off-white or yellow moist crystalline powder[Alfa Aesar MSDS] |
| Schmelzpunkt | 48-52 °C (lit.) |
| Siedepunkt | 137 °C/12 mmHg (lit.) |
| Dichte | 1.1708 (rough estimate) |
| Brechungsindex | 1.5500 (estimate) |
| Flammpunkt | >230 °F |
| Lagerbedingungen | Keep in dark place,Sealed in dry,Room Temperature |
| Löslichkeit | Solubility in methanol with almost transparency. |
| Aggregatzustand | Crystalline Powder, Crystals, and/or Chunks |
| Farbe | Off-white to beige |
| BRN | 908264 |
| InChI | 1S/C9H10O3/c1-11-8-5-3-4-7(6-10)9(8)12-2/h3-6H,1-2H3 |
| InChIKey | JIVGSHFYXPRRSZ-UHFFFAOYSA-N |
| SMILES | [H]C(=O)c1cccc(OC)c1OC |
| LogP (Verteilungskoeffizient) | 1.630 (est) |
| CAS Datenbank | 86-51-1(CAS DataBase Reference) |
| NIST chemische Informationen | Benzaldehyde, 2,3-dimethoxy-(86-51-1) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 44 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Chemical: Benzaldehyde, 2,3-dimethoxy-Benzaldehyde, 2,3-dimethoxy-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right. |
| Gefahrenübersicht | A skin and strong eye irritant[Alfa Aesar MSDS] See Vanillin, Syringaldehyde, and 2-Methoxybenzaldehyde. |
| Hazard Classes and Categories | Skin Irrit. 2 (100%) |
| Wassergefährdungsklasse (WGK) | 3 |
| Zollcode | 29124900 |
| RTECS-Nr. | CU5732000 |
| R-Sätze (R) | 36/37/38 |
| Gefahrensymbole | Xi |
| hazard_note | Irritant |
| Sicherheitshinweise (S) | 26-36 |
| Lagerklasse | 11 - Combustible Solids |
Anwendungen & Verwendung
Beschreibung
2,3-Dimethoxybenzaldehyde, commonly known as o-veratrol, is an important aromatic aldehyde compound. Its structure is characterized by two methoxy substituents and one aldehyde group at the ortho (2 and 3) positions of the benzene ring. Due to its unique chemical structure, this compound occupies a central position in the field of pharmaceutical intermediates, especially as a key precursor in the synthesis of berberine. Furthermore, it possesses significant biological activities, such as antifungal and antiviral effects.
Verwenden
2,3-Dimethoxybenzaldehyde possess antifungal activity of redox-active benzaldehydes that target cellular antioxidation. It could function as chemosensitizing agents in concert with conventional drugs to improve antifungal efficacy.