Dicyclopropylketon
DICYCLOPROPYLMETHANONE · CYCLOPROPYL KETONE · DICYLOPROPYL KETONE · BicyclopropylKetone · DICYCLOPROPYL KETONE · DicyclopropylKetone>DICYCLOPROPYLMETHYLOXIME · Dicyclopropyl ketone,95% · Methanone,dicyclopropyl-
Identifikatoren & physikalische Daten
| CAS No. | 1121-37-5 |
|---|---|
| Summenformel | C7H10O |
| Durchschnittliche Molmasse | 110,15 g/mol |
| Monoisotopische Masse | 110,07316494 g/mol |
| SMILES | O=C(C1CC1)C1CC1 |
| InChIKey | BIPUHAHGLJKIPK-UHFFFAOYSA-N |
| PubChem CID | 70721 |
| EC No. | 214-331-5 |
| DTXSID | DTXSID70149910 |
| Lokaler Name | Dicyclopropylketon |
Chemische & physikalische Eigenschaften
| XLogP | 0,9 |
|---|---|
| Polarare Oberfläche (TPSA) | 17,1 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 1 |
| Frei drehbare Bindungen | 2 |
| Schwere Atome | 8 |
| Formalladung | 0 |
| Komplexität | 106 |
| SpringerMaterials Properties | Schoenflies notation |
| Schmelzpunkt | 44.0-44.5 °C |
| Siedepunkt | 160-162 °C(lit.) |
| Dichte | 0.977 g/mL at 25 °C(lit.) |
| Brechungsindex | n20/D 1.467(lit.) |
| Flammpunkt | 103 °F |
| Lagerbedingungen | Store below +30°C. |
| Aggregatzustand | liquid |
| Wichte | 0.957 |
| Löslichkeit | Soluble in water. |
| BRN | 774172 |
| Henry-Konstante | 3.1×100 mol/(m3Pa) at 25℃, Bagno et al. (1991) |
| InChI | InChI=1S/C7H10O/c8-7(5-1-2-5)6-3-4-6/h5-6H,1-4H2 |
| InChIKey | BIPUHAHGLJKIPK-UHFFFAOYSA-N |
| SMILES | C(C1CC1)(C1CC1)=O |
| CAS Datenbank | 1121-37-5(CAS DataBase Reference) |
| NIST chemische Informationen | Methanone, dicyclopropyl-(1121-37-5) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH226 (100%): Flammable liquid and vapor [Warning Flammable liquids]P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 103 reports by companies from 7 notifications to the ECHA C&L Inventory. |
|---|---|
| Hazard Classes and Categories | Flam. Liq. 3 (100%) |
| Wassergefährdungsklasse (WGK) | 3 |
| UN-Transportnummer | UN 1224 3/PG 3 |
| Zollcode | 29142900 |
| R-Sätze (R) | 10-36/37/38-20/21/22-5 |
| Gefahrensymbole | F,Xn |
| hazard_note | Harmful/Flammable |
| Sicherheitshinweise (S) | 16-36-26-3 |
| Gefahrenklasse | 3Flam. Liq. 3 |
| Verpackungsgruppe | III |
| Lagerklasse | 3 - Flammable liquids |
Anwendungen & Verwendung
Verwenden
Dicyclopropyl Ketone is used as a reagent in the synthesis of a new class of potent and selective agonists of dimeric carbamoylguanidine-type histamine H2 receptor ligands. Also used in the preparation of chemical space analogs of PNU-282,987 and SSR180711, which have nicotinic receptor activity.
Herstellung & Synthese
synthetische
Preparation of Dicyclopropyl ketoneReaction: To a one liter three-necked flask fitted with a reflux condenser and a metal Hershberg stirrer there was added 600 ml. of 20% sodium hydroxide and 165g . (0.9mole) of 1,7 -dichloro-4-heptanone. The mixture was refluxed for 30 minutes with vigorous stirring, then steam distilled until the characteristic odor of dicyclopropyl ketone was absent from the distillate. The distillate was then saturated with potassium carbonate, the upper layer separated and the water layer extracted once with ether. The combined organic layers were dried over potassium carbonate. after removal of the ether there was dist illed 69g. (70%) of dicyclopropyl ketone, b.p . 69° at 20 mm, nD25 1.4648-1.4654.