p-Anissure
ANISIC ACID · 4-Methoxybenzoic acid · P-ANISIC ACID · 4-ANISIC ACID · P-METHOXYBENZOIC ACID · p-Anisic acid (4-Methoxybenzoic acid) · FEMA 3945 · Anisic
Identifikatoren & physikalische Daten
| CAS No. | 100-09-4 |
|---|---|
| Summenformel | C8H8O3 |
| Durchschnittliche Molmasse | 152,15 g/mol |
| Monoisotopische Masse | 152,04734412 g/mol |
| SMILES | COc1ccc(C(=O)O)cc1 |
| InChIKey | ZEYHEAKUIGZSGI-UHFFFAOYSA-N |
| PubChem CID | 7478 |
| ChEMBL | CHEMBL21932 |
| ChEBI | CHEBI:40813 |
| EC No. | 202-818-5 |
| DTXSID | DTXSID4059205 |
| Lokaler Name | p-Anissure |
Chemische & physikalische Eigenschaften
| XLogP | 2 |
|---|---|
| Polarare Oberfläche (TPSA) | 46,5 |
| H-Brücken-Donoren | 1 |
| H-Brücken-Akzeptoren | 3 |
| Frei drehbare Bindungen | 2 |
| Schwere Atome | 11 |
| Formalladung | 0 |
| Komplexität | 136 |
| Stoffklassen | Other Classes -> Benzoic Acid Derivatives |
| Arzneimittel | Pharmaceuticals -> Listed in ZINC15 |
| Kosmetika | Masking |
| SpringerMaterials Properties | Boiling point |
| LogP (Verteilungskoeffizient) | 1.96 |
| Lebensmittelzusatzstoffe | FLAVOR ENHANCER, FLAVORING AGENT OR ADJUVANT -> FDA Substance added to foodFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food |
| Aromastoffe | EU Flavoring substances |
| Löslichkeit | 0.53 mg/mL at 37 °Csoluble in boiling water, organic solventsfreely soluble (in ethanol)H2O: soluble2500 partsSoluble in water at 20°C 0.3g/L. Soluble in alcohol, ethyl acetate and ether. |
| Endocrine Disruptors | Potential endocrine disrupting compound |
| Siedepunkt | 275-280 °C275 °C |
| Schmelzpunkt | 185 °C182-185 °C(lit.) |
| Dampfdruck | 0.0015 [mmHg]0.001Pa at 25℃ |
| Dichte | 1.385 |
| Brechungsindex | 1.571-1.576 |
| FEMA | 3945 | 4-METHOXYBENZOIC ACID |
| Flammpunkt | 185 °C |
| Lagerbedingungen | Store below +30°C. |
| Aggregatzustand | Powder |
| pKa (Säurekonstante) | 4.50(at 25℃) |
| Farbe | White to slightly gray-beige |
| pH | 3-4 (0.3g/l, H2O, 20℃) |
| Geruch | at 10.00 % in dipropylene glycol. faint putrid sweet cadaverous |
| Geruchsart | animal |
| Biologische Quelle | synthetic |
| Merck | 14,666 |
| JECFA Number | 883 |
| BRN | 508910 |
| Henry-Konstante | 1.8×103 mol/(m3Pa) at 25℃, Abraham and Jr. (2019) |
| Stabilität | Stable. Incompatible with strong oxidizing agents. |
| Hauptanwendungen | food and beveragespharmaceutical |
| Kosmetik-Inhaltsstoffe Funktionen | FRAGRANCE |
| InChI | 1S/C8H8O3/c1-11-7-4-2-6(3-5-7)8(9)10/h2-5H,1H3,(H,9,10) |
| InChIKey | ZEYHEAKUIGZSGI-UHFFFAOYSA-N |
| SMILES | COc1ccc(cc1)C(O)=O |
| LogP (Verteilungskoeffizient) | 1.96 |
| CAS Datenbank | 100-09-4(CAS DataBase Reference) |
| NIST chemische Informationen | Benzoic acid, 4-methoxy-(100-09-4) |
| EPA chemische Informationen | Benzoic acid, 4-methoxy- (100-09-4) |
Sicherheit & Vorschriften
| GHS-Einstufung | This chemical does not meet GHS hazard criteria for 57% (172 of 302) of all reports.WarningH302 (38.4%): Harmful if swallowed [Warning Acute toxicity, oral]P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 302 reports by companies from 15 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Chemical: Benzoic acid, 4-methoxy-Chemical: Benzoic acid, methoxy-Commission Regulation (EC) No 1565/2000 (Repealed by Com. Implementing Reg. (EU) No 872/2012)Status: Active Update: 28-01-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/24279Benzoic acid, 4-methoxy-: Does not have an individual approval but may be used under an appropriate group standard |
| Weitere Sicherheitsinformationen | Evaluation - Chemicals not considered for in depth evaluation - Not commercially active in AustraliaIMAP assessments - Benzoic acid, 4-methoxy-: Environment tier I assessment |
| Gefahrenübersicht | Safe when used as a flavoring agent in food[JECFA] A skin and strong eye irritantHarmful by ingestion[Sigma-Aldrich MSDS] |
| Hazard Classes and Categories | Acute Tox. 4 (38.4%) |
| Wassergefährdungsklasse (WGK) | 1 |
| TSCA-Inventar-Status | TSCA listed |
| Zollcode | 29189090 |
| RTECS-Nr. | BZ4395000 |
| R-Sätze (R) | 36/37/38-22 |
| Toxizität | LD50 orally in Rabbit: > 5000 mg/kg |
| Gefahrensymbole | Xi,Xn |
| hazard_note | Irritant |
| Sicherheitshinweise (S) | 26-36-24/25 |
| Lagerklasse | 13 - Non Combustible Solids |
| Selbstentzündungstemperatur | 185 °C |
Anwendungen & Verwendung
Beschreibung
P-Anisic acid, also known as 4-Methoxybenzoic acid or draconic acid, is an organic acid that has a sweet flavor. It is one of the isomers of anisic acid, including m-anisic acid and o-anisic acid. The term "anisic acid" often refers to this form specifically. P-anisic acid is produced through the oxidation of p-cresyl-methyl ether.
Verwenden
4-Methoxybenzoic acid (p-Anisic acid) is used in oxidation and reduction of cytochrome c in solution through different self-assembled monolayers on gold electrodes using cyclic voltammetry. p-Anisic acid has antiseptic properties. It is also used as an intermediate in the preparation of more complex organic compounds.
Herstellung & Synthese
synthetische
To obtain 4-Methoxybenzoic acid, the mole ratio of cobalt and manganese is modified and p-methoxy toluene is reacted with oxygen or an oxygen-containing gas in the presence of acetic acid. The following is the experimental procedure:1. Using n-hexyl bromide, tri (n-hexyl) amine, para-methoxy toluene with cobalt chloride hexahydrate in about 9h;2. By a catalytic oxidation process using p-methoxy toluene and propionic acid over a catalyst comprising of CoBr2.6H2O and MnBr2.4H2O with a reaction time of 20h;3. Through changing the mole ratio of cobalt and manganese, using p-methoxy toluene with oxygen or oxygen containing gas in the presence of acetic acid to obtain the product.