2,2-Dibrompropan
Bromoacetole · acetone dibromide · 2,2-dibromo-propan · 2,2-DIBROMOPROPANE · Propane, 2,2-dibromo- · 2,2-Dibromopropane >2,2-Dibromopropane,98% · Isopropylidene dibromide
Identifikatoren & physikalische Daten
| CAS No. | 594-16-1 |
|---|---|
| Summenformel | C3H6Br2 |
| Durchschnittliche Molmasse | 201,89 g/mol |
| Monoisotopische Masse | 199,88362439 g/mol |
| SMILES | CC(C)(Br)Br |
| InChIKey | ARITXYXYCOZKMU-UHFFFAOYSA-N |
| PubChem CID | 11658 |
| EC No. | 209-828-9 |
| DTXSID | DTXSID0060482 |
| Lokaler Name | 2,2-Dibrompropan |
Chemische & physikalische Eigenschaften
| XLogP | 2,5 |
|---|---|
| Polarare Oberfläche (TPSA) | 0 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 0 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 5 |
| Formalladung | 0 |
| Komplexität | 27,9 |
| SpringerMaterials Properties | Boiling point |
| Schmelzpunkt | -44.69°C (estimate) |
| Siedepunkt | 114 °C (740 mmHg) |
| Dichte | 1.78 |
| Brechungsindex | 1.495-1.499 |
| Flammpunkt | 113 °C |
| Aggregatzustand | Liquid |
| Farbe | Colorless to pale yellow |
| InChI | InChI=1S/C3H6Br2/c1-3(2,4)5/h1-2H3 |
| InChIKey | ARITXYXYCOZKMU-UHFFFAOYSA-N |
| SMILES | CC(Br)(Br)C |
| EPA chemische Informationen | Propane, 2,2-dibromo- (594-16-1) |
Sicherheit & Vorschriften
| GHS-Einstufung | WarningH315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 43 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Status: Active Update: 23-05-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/33384 |
| Hazard Classes and Categories | Skin Irrit. 2 (100%) |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | 2810 |
| Zollcode | 29033990 |
| R-Sätze (R) | 36/37/38-20/21/22 |
| Gefahrensymbole | Xn,Xi |
| Sicherheitshinweise (S) | 36/37/39-26-37/39-24/25 |
| Gefahrenklasse | 6.1(b) |
| Verpackungsgruppe | III |
Anwendungen & Verwendung
Verwenden
2,2-dibromopropane is used in organic synthesis. dimethyl isopropenylsuccinate was formed as a by-product in the reaction of 2,2-dibromopropane.
Herstellung & Synthese
synthetische
2,2-Dibromopropane synthesis: Ethyl bicyclic phosphite (3.5g, 0.025mole) and acetone (1.5g, 1. 9ml, 0.025mole) were dissolved in thirty ml benzene in a one-neck 100ml 19/22 standard taper flask and the solution was cooled to 5° by an ice bath. The solution was stirred by a magnetic stirrer and bar, and to it was added bromine (4g, 0.025mole) dropwise from a dropping funnel. The reaction proceeded immediately as no dibromide intermediate appeared, and after completion of halogen addition the solution was stirred for half an hour in the cold, and then analyzed for dihaloalkane . Analysis on the Beckman GC-2A Gas Chr omatograph indicated the presence of 2,2-Dibromopropane, and the yield was calculated as previously described. Yield: 1.56g, 31%.2,2-dibromopropane is also prepared by Hydrogen bromide and propyne.