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2-Brom-2-methylpropionylbromid
BIBB · 2-Bromo-2-methylpropanoyl bromide · 2-BROMO-2-METHYLPROPIONYL BROMIDE · α-Bromoisobutyryl bromide · A-BROMOISOBUTYRYL BROMIDE · 2-Bromoisobutyric acid bromide · 2-Bromo-2-methyl · 2-BROMOISOBUTYRYL BROMIDE
Identifikatoren & physikalische Daten
| CAS No. | 20769-85-1 |
|---|---|
| Summenformel | C4H6Br2O |
| Durchschnittliche Molmasse | 229,9 g/mol |
| Monoisotopische Masse | 227,87853901 g/mol |
| SMILES | CC(C)(Br)C(=O)Br |
| InChIKey | YOCIJWAHRAJQFT-UHFFFAOYSA-N |
| PubChem CID | 88685 |
| EC No. | 244-017-3 |
| DTXSID | DTXSID7045077 |
| Lokaler Name | 2-Brom-2-methylpropionylbromid |
Chemische & physikalische Eigenschaften
| XLogP | 2,2 |
|---|---|
| Polarare Oberfläche (TPSA) | 17,1 |
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 1 |
| Frei drehbare Bindungen | 1 |
| Schwere Atome | 7 |
| Formalladung | 0 |
| Komplexität | 87,7 |
| Stoffklassen | Toxic Gases & Vapors -> Acid Halides |
| SpringerMaterials Properties | Chemical shift |
| Physical Description | Colorless liquid with an acrid odor[Alfa Aesar MSDS] |
| Siedepunkt | 162-164 °C(lit.) |
| Dichte | 1.86 g/mL at 20 °C |
| Brechungsindex | n20/D 1.507(lit.) |
| Flammpunkt | >110°C |
| Lagerbedingungen | Store below +30°C. |
| Löslichkeit | Miscible with acetone and carbon disulfide.reacts |
| Aggregatzustand | Liquid |
| Wichte | 1.860 (20/4℃) |
| Farbe | Clear light yellow to yellow |
| BRN | 1746128 |
| Stabilität | Stable, but may react with moisture. Incompatible with water, strong oxidizing agents, strong bases. |
| InChI | 1S/C4H6Br2O/c1-4(2,6)3(5)7/h1-2H3 |
| InChIKey | YOCIJWAHRAJQFT-UHFFFAOYSA-N |
| SMILES | CC(C)(Br)C(Br)=O |
| CAS Datenbank | 20769-85-1(CAS DataBase Reference) |
| NIST chemische Informationen | Propanoyl bromide, 2-bromo-2-methyl-(20769-85-1) |
| EPA chemische Informationen | Propanoyl bromide, 2-bromo-2-methyl- (20769-85-1) |
Sicherheit & Vorschriften
| GHS-Einstufung | DangerH302 (86.3%): Harmful if swallowed [Warning Acute toxicity, oral]P260, P261, P264, P270, P272, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P321, P330, P333+P317, P362+P364, P363, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 51 reports by companies from 9 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Regulatorische Informationen | Status: Active Update: 20-12-2012 https://echa.europa.eu/registration-dossier/-/registered-dossier/13206 |
| Gefahrenübersicht | Causes burnsMay cause skin sensitizationHarmful by ingestionPossible human mutagen[ECHA REACH Registrations] Corrosive to rabbit skin95% sensitization rate in guinea pig maximization study[EPA - TSCATS] Reacts violently with waterInhalation may cause corrosive injuries to upper respiratory tract and lungs[Alfa Aesar MSDS] |
| Hazard Classes and Categories | Acute Tox. 4 (86.3%) |
| Unerwünschte Wirkungen | Dermatotoxin - Skin burns. |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | TSCA listed |
| UN-Transportnummer | UN 3265 8/PG 2 |
| Zollcode | 29159080 |
| R-Sätze (R) | 22-34 |
| Gefahrensymbole | C |
| Sicherheitshinweise (S) | 26-36/37/39-45 |
| Gefahrenklasse | 8Eye Dam. 1Skin Corr. 1B |
| Verpackungsgruppe | II |
Anwendungen & Verwendung
Verwenden
2-Bromoisobutyryl bromide is used to prepare N-protected halodienamide, which provides four- and five-membered lactams in the presence of copper(I) and a tertiary amine. Further, it is used as atom transfer radical polymerization(ATRP) initiator for functionalization of hydroxyl groups present on the surface of graphene oxide. It is also used in preparation of polycaprolactone macroinitiators through reaction with oligomeric caprolactone diol and mesoporous silica nanoparticles with ATRP initiator anchored on the exterior surface.