Phenylacetaldehyd
Benzeneacetaldehyde · 2-PHENYLACETALDEHYDE · Hyacinthin · Phenylethanal · 2-Phenylethanal · FEMA 2874 · phenylacetadehyde · Benzenacetaldehyde
Identifikatoren & physikalische Daten
| CAS No. | 122-78-1 |
|---|---|
| Summenformel | C8H8O |
| Durchschnittliche Molmasse | 120,15 g/mol |
| Monoisotopische Masse | 120,05751487 g/mol |
| SMILES | O=CCc1ccccc1 |
| InChIKey | DTUQWGWMVIHBKE-UHFFFAOYSA-N |
| PubChem CID | 998 |
| ChEMBL | CHEMBL1233464 |
| ChEBI | CHEBI:16424 |
| EC No. | 204-574-5 |
| DTXSID | DTXSID3021483 |
| Lokaler Name | Phenylacetaldehyd |
Chemische & physikalische Eigenschaften
| XLogP | 1,8 |
|---|---|
| Polarare Oberfläche (TPSA) | 17,1 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 1 |
| Frei drehbare Bindungen | 2 |
| Schwere Atome | 9 |
| Formalladung | 0 |
| Komplexität | 82 |
| Schmelzpunkt | −10 °C(lit.) |
| Siedepunkt | 195 °C |
| Dichte | 1.079 g/mL at 20 °C |
| Dampfdruck | 2.09hPa at 20℃ |
| FEMA | 2874 | PHENYLACETALDEHYDE |
| Brechungsindex | n20/D 1.535(lit.) |
| Flammpunkt | 188 °F |
| Lagerbedingungen | 2-8°C |
| Löslichkeit | 2.21g/l slightly soluble2.210 g/L (25 ºC) |
| Aggregatzustand | Liquid |
| Wichte | 1.075 (20/4℃) |
| Farbe | Clear colorless to pale yellow |
| Geruch | at 10.00 % in dipropylene glycol. green sweet floral hyacinth clover honey cocoa |
| Geruchsart | green |
| Biologische Quelle | synthetic |
| Merck | 14,7265 |
| JECFA Number | 1002 |
| BRN | 385791 |
| Henry-Konstante | 1.6×100 mol/(m3Pa) at 25℃, Dupeux et al. (2022) |
| Dielektrizitätskonstante | 4.8(20℃) |
| Stabilität | Stable. Combustible. Incompatible with strong oxidizing agents, strong bases. |
| Kosmetik-Inhaltsstoffe Funktionen | PERFUMINGFLAVOURINGFRAGRANCE |
| InChI | 1S/C8H8O/c9-7-6-8-4-2-1-3-5-8/h1-5,7H,6H2 |
| InChIKey | DTUQWGWMVIHBKE-UHFFFAOYSA-N |
| SMILES | O=CCc1ccccc1 |
| LogP (Verteilungskoeffizient) | 1.44 at 25℃ |
| CAS Datenbank | 122-78-1(CAS DataBase Reference) |
| NIST chemische Informationen | Benzeneacetaldehyde(122-78-1) |
| EPA chemische Informationen | Phenylacetaldehyde (122-78-1) |
Sicherheit & Vorschriften
| Wassergefährdungsklasse (WGK) | 2 |
|---|---|
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 1170 3/PG 2 |
| Zollcode | 29122990 |
| RTECS-Nr. | CY1420000 |
| R-Sätze (R) | 22-36/37/38-43-11 |
| Toxizität | LD50 orl-rat: 1550 mg/kg FCTXAV 17,377,79 |
| Gefahrensymbole | Xn,F |
| Sicherheitshinweise (S) | 26-36-37-24-16-7 |
| Lagerklasse | 8A - Combustible corrosive hazardous materials |
| Gefahrenklasse | Acute Tox. 4 OralAquatic Chronic 3Eye Dam. 1Skin Corr. 1BSkin Sens. 1A |
Anwendungen & Verwendung
Beschreibung
Phenylacetaldehyde is an organic compound which can be naturally found in buckwheat, flowers, and communication pheromones from various insect orders. It is commonly used for the preparation of fragrance as well as flavors, and applied in flavored cigarettes and beverages because of its honey-like sweet character. It is also applied in the synthesis of polymers, such as polyesters, as a rate controlling additive in polymerization reactions and used in the preparation of more complex chemicals like resmethrin, where it acts as a building block.
Occurrence
Identified among the constituents of several essential oils: neroli, Citrus sinensis leaves, other citrus species (flowers and leaves), narcissus, magnolia, lily, rose and tea. It is reported found in over 170 natural products including apricot, sour cherry, cooked apple, peach, fresh blackberry, crispbread, other types of bread, green tea, unprocessed rice, lemon balm, red sage, black currant, bilberry, cranberry, other berries, grapes, raisins, melon, papaya, guava fruit, pineapple, asparagus, celery leaves, carrot, parsley, peas, bell pepper, sweet pepper, peach, cabbage, peppermint oil, Scotch spearmint oil, mustard, vinegar, onion, cooked potato, tomato, cinnamon bark, cassia leaf, ginger, many cheeses, milk, yogurt, boiled egg, cooked and cured meats, beer, cognac, grape wines, cocoa, coffee, tea, roasted filbert, roasted peanut, soybean, pecans, cauliflower, broccoli, honey, avocado, passion fruit, beans, mushrooms, trassi, mango, tamarind, rice, licorice, buckwheat, lovage root, pumpkin, sweet potato, cassava, corn oil, malt, wort, dried bonito, loquat, pawpaw, maté, sweet grass oil, orange peel oil, grapefruit juice, endive, clam and Chinese quince.
Verwenden
Phenylacetaldehyde is used for the preparation of fragrances and polymers like polyesters, which find application as a rate controlling additive in polymerization reactions. It is an active component of fragrances and floral scent due to its honey-like sweet character and finds application in flavored cigarettes and beverages. It is an insect attractant and utilized in blacklight trap for pests. It is also used as a building block in the synthesis of more complex chemicals, such as resmethrin. Furthermore, it is used in association with acetic anhydride and allyltrimethylsilane in three-component coupling process catalyzed by LiBF4 providing homoallylic acetates.