Phosphortribromid
PBr3 · Phosphorous tribromide · tribroMophosphane · tribromophosphine · Phosphorus tribroMid · PHOSPHORUS BROMIDE · Phosphorous bromide · Phosphorus(Ⅲ)bromide
Identifikatoren & physikalische Daten
| CAS No. | 7789-60-8 |
|---|---|
| Summenformel | Br3P |
| Durchschnittliche Molmasse | 270,69 g/mol |
| Monoisotopische Masse | 267,72877293 g/mol |
| SMILES | BrP(Br)Br |
| InChIKey | IPNPIHIZVLFAFP-UHFFFAOYSA-N |
| PubChem CID | 24614 |
| EC No. | 232-178-2 |
| DTXSID | DTXSID7064869 |
| Lokaler Name | Phosphortribromid |
Chemische & physikalische Eigenschaften
| XLogP | 2,8 |
|---|---|
| Polarare Oberfläche (TPSA) | 0 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 0 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 4 |
| Formalladung | 0 |
| Komplexität | 8 |
| Stoffklassen | Other Classes -> Phosphorus CompoundsCorrosives |
| SpringerMaterials Properties | Gibbs energy |
| Geruch | Penetrating odor |
| Dichte | 2.862 at 86 °F (USCG, 1999) - Denser than waterwill sink2.852 at 15 °C2.88 g/mL at 20 °C (lit.) |
| Color/Form | Fuming colorless liquidPALE YELLOW LIQUID |
| Löslichkeit | Reacts with water, ethanolsoluble in acetone, carbon disulfideSoluble in acetone, alcohol, carbon disulfide, hydrogen sulfide, water (decomposes)soluble in Ether,Acetone,Chloroform |
| Corrosivity | IN PRESENCE OF MOISTURE, HIGHLY CORROSIVE TO MOST METALS EXCEPT LEAD & NICKEL |
| Siedepunkt | 343 °F at 760 mmHg (USCG, 1999)173.2 °C175 °C (lit.) |
| Decomposition | ... If involved in a fire, /phosphorus tribromide/ decomposes to produce hydrogen bromide, phosphoric acid, phosphine.When heated to decomposition it emits toxic fumes of /hydrogen bromide and phosphorous oxides/. |
| Schmelzpunkt | -42.9 °F (USCG, 1999)-41.5 °C-41.5 °C (lit.) |
| Dampfdruck | 10 mm Hg at 47.8 °C0.27 psi ( 54 °C) |
| Surface Tension | 45.8 DYNES/CM= 0.0458 N/M AT 24 °C |
| Dampfdichte | 9.3 (vs air) |
| Brechungsindex | n20/D 1.697(lit.) |
| Flammpunkt | 172.9°C |
| Lagerbedingungen | Store below +30°C. |
| Aggregatzustand | Liquid |
| Wichte | 2.88 |
| Farbe | Clear to slightly hazy colorless to yellow or light brown |
| Geruch | Irritating odour |
| Spezifische Wärmekapazität | Cp(gas): 0.28 J/(g·K), at 25℃ |
| Merck | 14,7357 |
| BRN | 3903060 |
| Dielektrizitätskonstante | 3.9(20℃) |
| Stabilität | Stable, but reacts violently with water. Incompatible with moisture, strong bases, strong oxidizing agents, reactive metals, acids, alcohols. |
| InChI | 1S/Br3P/c1-4(2)3 |
| InChIKey | IPNPIHIZVLFAFP-UHFFFAOYSA-N |
| SMILES | BrP(Br)Br |
| LogP (Verteilungskoeffizient) | 2.394 (est) |
| CAS Datenbank | 7789-60-8(CAS DataBase Reference) |
| NIST chemische Informationen | Phosphorus tribromide(7789-60-8) |
| EPA chemische Informationen | Phosphorus tribromide (7789-60-8) |
Sicherheit & Vorschriften
| GHS-Einstufung | DangerH314: Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]P260, P261, P264, P271, P280, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P319, P321, P363, P403+P233, P405, and P501 (click each P-code to see the statement)This chemical does not meet GHS hazard criteria for 10.4% (11 of 106) of reports.H314 (89.6%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation] |
|---|---|
| Hazards Identification | Water-reactive material (WR) |
| Regulatorische Informationen | Chemical: Phosphorous tribromideStatus: Cease Manufacture Update: 03-10-2018 https://echa.europa.eu/registration-dossier/-/registered-dossier/19307Phosphorus tribromide: Does not have an individual approval but may be used under an appropriate group standardThe New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.) |
| DOT-Kennzeichnung | Corrosive |
| Brandgefahren | Special Hazards of Combustion Products: Irritating hydrogen bromide and phosphoric acid vapors may form in fire.· EXCEPT FOR ACETIC ANHYDRIDE (UN1715), THAT IS FLAMMABLE, some of these materials may burn, but none ignite readily. |
| Brandpotenzial | Not combustible, but if involved in a fire decomposes to produce hydrogen bromide, phosphoric acid, phosphine. |
| Gesundheitsgefahren | Inhalation causes severe irritation of nose, throat, and lungs. Ingestion causes burns of mouth and stomach. Contact with eyes or skin causes severe burns. (USCG, 1999)· CORROSIVE and/or TOXICinhalation, ingestion or contact (skin, eyes) with vapors, dusts or substance may cause severe injury, burns or death. |
| Gefahrenübersicht | Corrosive to skin[Quick CPC] Inhalation can cause severe irritation of lungs[CAMEO] Reacts with moisture in the air forming phosphonic acid and hydrogen bromide gas |
Anwendungen & Verwendung
Verwenden
Phosphorus tribromide is used mainly for the conversion of alcohols to alkyl bromides and it is used in tests for skin corrosivity. It is used for alkene preparation and it act as a lewis base and a lewis acid. Phosphorus tribromide is used in the manufacture of pharmaceuticals such as alprazolam, methohexital and fenoprofen. Phosphorus tribromide may be used as a reagent: In a novel protocol for synthesizing 7-ethoxy-1-(p-ethylphenoxy)-3,7-dimethyl-2-octene, a synthetic juvenile hormone mimic of trans,trans,cis-10,11-epoxy-7-ethyl-3,11-dimethyltrideca-2,6-dienoate. To synthesize 1,2,3-diazaphosphinane, 1,2,3-thiazaphosphinine and 1,2-azaphosphole bearing a chromone ring. To synthesize 1-Bromoundec-1-ene from 10-undecen-1-ol.
Herstellung & Synthese
synthetische
Phosphorus tribromide, PBr3, is most conveniently prepared by reaction between liquid bromine and a solution of white phosphorus in PBr3. In most of its reactions, the tribromide resembles the trichloride although the former has been much less studied and in some cases the products seem to be more complex.