2,5-Dimethoxybenzaldehyd
Benzaldehyde, 2,5-dimethoxy- · 34007 · 93-02--7 · Benzaldehyde CRS · 2,5-DimethoxybenzaL · 5-DiMethoxy benzaldehyde · 2,5-dimethoxy-benzaldehyd · 2,5-Dimethoxybenzaldehyde,97%
Identifikatoren & physikalische Daten
| CAS No. | 93-02-7 |
|---|---|
| Summenformel | C9H10O3 |
| Durchschnittliche Molmasse | 166,17 g/mol |
| Monoisotopische Masse | 166,06299418 g/mol |
| SMILES | COc1ccc(OC)c(C=O)c1 |
| InChIKey | AFUKNJHPZAVHGQ-UHFFFAOYSA-N |
| PubChem CID | 66726 |
| ChEMBL | CHEMBL3560070 |
| ChEBI | CHEBI:183284 |
| EC No. | 202-211-5 |
| DTXSID | DTXSID5052620 |
| Lokaler Name | 2,5-Dimethoxybenzaldehyd |
Chemische & physikalische Eigenschaften
| XLogP | 1,5 |
|---|---|
| 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 |
| LogP (Verteilungskoeffizient) | 1.91 |
| Dampfdruck | 0.01 [mmHg] |
| Physical Description | Off-white or yellow crystalline solid[Alfa Aesar MSDS] |
| Schmelzpunkt | 46-48 °C (lit.) |
| Siedepunkt | 146 °C/10 mmHg (lit.) |
| Dichte | 1.1708 (rough estimate) |
| Brechungsindex | 1.5260 (estimate) |
| Flammpunkt | >230 °F |
| Lagerbedingungen | Keep in dark place,Sealed in dry,Room Temperature |
| Löslichkeit | 795mg/lSoluble in chloroform and methanol. Slightly soluble in water. |
| Aggregatzustand | Crystalline Powder, Crystals and/or Chunks |
| Farbe | Yellow to beige |
| BRN | 509301 |
| InChI | 1S/C9H10O3/c1-11-8-3-4-9(12-2)7(5-8)6-10/h3-6H,1-2H3 |
| InChIKey | AFUKNJHPZAVHGQ-UHFFFAOYSA-N |
| SMILES | [H]C(=O)c1cc(OC)ccc1OC |
| LogP (Verteilungskoeffizient) | 1.910 |
| CAS Datenbank | 93-02-7(CAS DataBase Reference) |
| NIST chemische Informationen | Benzaldehyde, 2,5-dimethoxy-(93-02-7) |
| EPA chemische Informationen | Benzaldehyde, 2,5-dimethoxy- (93-02-7) |
Sicherheit & Vorschriften
| GHS-Einstufung | DangerH315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]P233, P260, P261, P264, P264+P265, P271, P280, P284, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P342+P316, P362+P364, P403, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 48 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Benzaldehyde, 2,5-dimethoxy-: Does not have an individual approval but may be used under an appropriate group standard |
| Gefahrenübersicht | Causes somnolence, excitement, and muscle weakness in oral lethal-dose studies of mice[RTECS] A skin and strong eye irritant[Alfa Aesar MSDS] |
| Hazard Classes and Categories | Skin Irrit. 2 (100%) |
| Wassergefährdungsklasse (WGK) | 2 |
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 29124900 |
| RTECS-Nr. | CU5740500 |
| R-Sätze (R) | 36/37/38-43 |
| Gefahrensymbole | Xi |
| hazard_note | Irritant |
| Sicherheitshinweise (S) | 26-36/37/39-24/25-36 |
| Lagerklasse | 11 - Combustible Solids |
| Gefahrenklasse | Eye Irrit. 2Resp. Sens. 1Skin Irrit. 2STOT SE 3 |
Anwendungen & Verwendung
Verwenden
2,5-Dimethoxybenzaldehyde is used in the preparation of 2,5-dimethoxyphenethylamine, which is utilized to prepare psychoactive drugs such as 2,5-dimethoxy-4-bromophenethylamine, 2,5-dimethoxy-4-iodophenethylamine and 4-Chloro-2,5-dimethoxy-phenethylamine. It acts as an intermediate in organic synthesis.
Herstellung & Synthese
synthetische
2,5-Dimethoxybenzaldehyde synthesis: Anethole is oxidized to anisaldehyde , which after isolation is subjected to a BaeyerVilliger oxidation reaction with performic or peracetic acid. The O-formyl-4-methoxyphenol obtained this way is hydrolyzed . 4-Methoxyphenol is subsequently formylated using the Reimer-Tiemann method and the obtained 2-hydroxy-5-methoxybenzaldehyde is methylated with dimethylsulfate to 2,5-dimethoxybenzaldehyde.