1,2-Dimethoxybenzol
VERATROLE · Benzene, 1,2-dimethoxy- · VERATROL · ODMB · Veretrole · Synthol · FEMA 3799 · O-DIMETHOXYBENZENE
Identifikatoren & physikalische Daten
| CAS No. | 91-16-7 |
|---|---|
| Summenformel | C8H10O2 |
| Durchschnittliche Molmasse | 138,16 g/mol |
| Monoisotopische Masse | 138,06807956 g/mol |
| SMILES | COc1ccccc1OC |
| InChIKey | ABDKAPXRBAPSQN-UHFFFAOYSA-N |
| PubChem CID | 7043 |
| ChEMBL | CHEMBL1668603 |
| ChEBI | CHEBI:59114 |
| EC No. | 202-045-3 |
| DTXSID | DTXSID7047065 |
| Lokaler Name | 1,2-Dimethoxybenzol |
Chemische & physikalische Eigenschaften
| XLogP | 1,6 |
|---|---|
| Polarare Oberfläche (TPSA) | 18,5 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 2 |
| Frei drehbare Bindungen | 2 |
| Schwere Atome | 10 |
| Formalladung | 0 |
| Komplexität | 81,3 |
| Stoffklassen | Other Classes -> Ethers, Other |
| SpringerMaterials Properties | 13C nuclear magnetic resonance spectrum |
| Duftstoffe | Fragrance Ingredient (1,2-Dimethoxybenzene) -> IFRA transparency List |
| LogP (Verteilungskoeffizient) | 1.60 |
| Lebensmittelzusatzstoffe | FLAVORING AGENT OR ADJUVANT -> FDA Substance added to food |
| Dichte | 1.082-1.0861.081 @25 °C1.084 g/mL at 25 °C(lit.) |
| Aromastoffe | EU Flavoring substances |
| Löslichkeit | Insoluble in watersoluble (in ethanol)6.69g/l insolubleSoluble in alcohol, diethyl ether, acetone, and methanol. Slightly soluble in water. |
| Siedepunkt | 206.00 °C. @ 760.00 mm Hg206-207 °C206 °C @760 [mm Hg]206-207 °C(lit.) |
| Schmelzpunkt | 22.5 °C15 °C(lit.) |
| Dampfdruck | 0.47 [mmHg]0.63 hPa (25 °C) |
| Brechungsindex | 1.533-1.536n20/D 1.533(lit.) |
| FEMA | 3799 | 1,2-DIMETHOXYBENZENE |
| Flammpunkt | 189 °F |
| Lagerbedingungen | Store below +30°C. |
| Aggregatzustand | Powder |
| Farbe | White to cream |
| Geruch | at 1.00 % in dipropylene glycol. sweet creamy vanilla phenolic musty |
| Geruchsart | vanilla |
| Biologische Quelle | synthetic |
| Merck | 14,9956 |
| JECFA Number | 1248 |
| BRN | 1364621 |
| Dielektrizitätskonstante | 4.0899999999999999 |
| Hauptanwendungen | flavors and fragrances |
| Kosmetik-Inhaltsstoffe Funktionen | PERFUMING |
| InChI | 1S/C8H10O2/c1-9-7-5-3-4-6-8(7)10-2/h3-6H,1-2H3 |
| InChIKey | ABDKAPXRBAPSQN-UHFFFAOYSA-N |
| SMILES | COc1ccccc1OC |
| LogP (Verteilungskoeffizient) | 1.75-2.22 at 25℃ |
| CAS Datenbank | 91-16-7(CAS DataBase Reference) |
| NIST chemische Informationen | Benzene, 1,2-dimethoxy-(91-16-7) |
| EPA chemische Informationen | Veratrole (91-16-7) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 1781 reports by companies from 5 notifications to the ECHA C&L Inventory.H302: Harmful if swallowed [Warning Acute toxicity, oral] |
|---|---|
| Regulatorische Informationen | Chemical: Benzene, 1,2-dimethoxy-Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)Benzene, 1,2-dimethoxy- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of Benzene, 1,2-dimethoxy- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)Status: Active Update: 19-01-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/11095Veratrole: Does not have an individual approval but may be used under an appropriate group standard |
| Gefahrenübersicht | Safe when used as a flavoring agent in food[JECFA] An irritantHarmful by ingestion[Alfa Aesar MSDS] See Anisole. |
| Hazard Classes and Categories | Acute Tox. 4 (100%)Acute toxicity (Oral) - Category 4 |
| Protective Action Criteria (PAC) | 2.7 [mg/m3]29 [mg/m3]180 [mg/m3] |
| Wassergefährdungsklasse (WGK) | 1 |
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 29093090 |
| RTECS-Nr. | CZ6475000 |
| R-Sätze (R) | 22-20/21/22 |
| Toxizität | LD50 in rats, mice (mg/kg): 1360, 2020 orally (Jenner) |
| Gefahrensymbole | Xn |
| Sicherheitshinweise (S) | 36-23-24/25 |
| Lagerklasse | 10 - Combustible liquids |
| Gefahrenklasse | Acute Tox. 4 Oral |
Anwendungen & Verwendung
Occurrence
Reported present in asparagus (raw and cooked), bonito (dried), broccoli (cooked), cauliflower (cooked), cognac, endive, grape, Gruyere de Comte cheese, guava, leek (raw and heated), olive, peas, rhubarb, rice bran and vanilla extract.
Verwenden
1,2-Dimethoxybenzene was used to investigate the electroantennogram response of vine weevil, Otiorhynchus sulcatus to plant volatiles.
Herstellung & Synthese
synthetische
Prepared by methylation of pyrocatechol.1,2-Dimethoxybenzene can also be prepared from Catechol. The specific synthesis steps are as follows: Aqueous sodium hydroxide(40%,175 ml)is added dropwise during 3 hr at 18-22 to a well stirred mixture of catechol (50 g,0.45 mole),sodium hydrosulphite (20 g,0.115 mole),dimethyl sulphate (110 ml,146.63 g, 1.16 mole)and alcohol (150 ml).Ice (1 kg)is added to the reaction mixture and left overnight at room temperature.It is extracted with ether (2x 200 ml).The ether extract is washed with water,dried (anhydrous sodium sulphtate)and distilled.Veratrole is obtained as oil.Yield 52.75 g (84.1%).B.p.207°(1it.3b.p.207).