Trimethylboroxine
2,4,6-triMethyl-1,3,5,2,4,6-trioxatriborinane · Trimethylcyclotriboroxane · 2,4,6-Trimethylboroxin · 2,4,6-Tr · METHYLBOROXIN · TRIMETHYLBOROXINE · trimethylboroxin, · TRIMEETHYLBOROXINE
Identifikatoren & physikalische Daten
| CAS No. | 823-96-1 |
|---|---|
| Summenformel | C3H9B3O3 |
| Durchschnittliche Molmasse | 125,5 g/mol |
| Monoisotopische Masse | 126,08308535 g/mol |
| SMILES | CB1OB(C)OB(C)O1 |
| InChIKey | GBBSAMQTQCPOBF-UHFFFAOYSA-N |
| PubChem CID | 574072 |
| EC No. | 617-330-1 |
| DTXSID | DTXSID90341570 |
Chemische & physikalische Eigenschaften
| Polarare Oberfläche (TPSA) | 27,7 |
|---|---|
| H-Brücken-Donoren | 0 |
| H-Brücken-Akzeptoren | 3 |
| Frei drehbare Bindungen | 0 |
| Schwere Atome | 9 |
| Formalladung | 0 |
| Komplexität | 69,3 |
| Schmelzpunkt | −38 °C(lit.) |
| Siedepunkt | 78-80 °C(lit.) |
| Dichte | 0.898 g/mL at 25 °C(lit.) |
| Brechungsindex | n20/D 1.362(lit.) |
| Flammpunkt | 16 °F |
| Lagerbedingungen | Flammables area |
| Löslichkeit | Chloroform (Sparingly), Dichloromethane (Slightly), THF (Soluble)Not miscible in water. |
| Aggregatzustand | Solution |
| Farbe | Colorless to yellow |
| BRN | 1757008 |
| InChI | 1S/C3H9B3O3/c1-4-7-5(2)9-6(3)8-4/h1-3H3 |
| InChIKey | GBBSAMQTQCPOBF-UHFFFAOYSA-N |
| SMILES | Cb1ob(C)ob(C)o1 |
| CAS Datenbank | 823-96-1(CAS DataBase Reference) |
Sicherheit & Vorschriften
| GHS-Einstufung | DangerH225 (30.3%): Highly Flammable liquid and vapor [Danger Flammable liquids]P210, P233, P240, P241, P242, P243, P260, P261, P264, P264+P265, P271, P280, P301+P330+P331, P302+P352, P302+P361+P354, P303+P361+P353, P304+P340, P305+P354+P338, P316, P317, P319, P321, P332+P317, P362+P364, P363, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 152 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
|---|---|
| Hazard Classes and Categories | Flam. Liq. 2 (30.3%) |
| F | 2-10-21 |
| Wassergefährdungsklasse (WGK) | 3 |
| TSCA-Inventar-Status | Yes |
| UN-Transportnummer | UN 2924 3/PG 2 |
| Zollcode | 29319090 |
| R-Sätze (R) | 11-34-41-37/38-19 |
| Gefahrensymbole | F,C,Xi |
| Sicherheitshinweise (S) | 9-16-26-33-36/37/39-45-46-37/39-3 |
| Gefahrenklasse | 3.1Flam. Liq. 2Skin Corr. 1B |
| Verpackungsgruppe | II |
| Lagerklasse | 3 - Flammable liquids |
Anwendungen & Verwendung
Verwenden
Trimethylboroxine is used as a derivatizing agent for GLC analysis. It is used in a diverse array of areas, including as a polymerization additive. It is also used in the preparation of CBS catalysts for asymmetric reductions.
Herstellung & Synthese
synthetische
Trimethylboroxine is prepared by heating B(CH3)3 and B2O3 together in a sealed tube. The B2O3 powder is made by dehydrating H3BO3 under vacuum over P2O5 , at 220℃. The very hygro-scopic oxide is placed with strict exclusion of moisture in a 200-ml. thick-wall Pyrex tube provided with a ground joint, and a melting-point capillary is fastened to the tube just below the joint. The tube is connected to a vacuum pump and immersed in liquid nitrogen, and when a high vacuum has been established, a quantity of B(CH3)3 equivalent to 4.25 g. (0.061 mole) of B2O3 is condensed in the tube. The tube is sealed off, heated to 600℃ and kept at this temperature for six hours; in the process the contents turn into a clear, colorless liquid. When the tube has cooled down, the tip is broken under a nitrogen blanket and sealed to a tube leading to the vacuum pump. The tube is evacuated and the contents of the tube are transferred into a -78℃ trap. The crude product is purified by removing volatile contaminants at -45℃ and then distilling the product from a -10℃ trap into a receiver held at -78℃.