phosphine, bis(1,1-dimethylethyl)[2',4',6'-tris(1-methylethyl)[1,1'-biphenyl]-2-yl]-
phosphine, bis(1,1-dimethylethyl)[2',4',6'-tris(1-methylethyl)[1,1'-biphenyl]-2-yl]-
CAS: 564483-19-8
Molecular Formula: C29H45P
phosphine, bis(1,1-dimethylethyl)[2',4',6'-tris(1-methylethyl)[1,1'-biphenyl]-2-yl]- - Names and Identifiers
| Name | phosphine, bis(1,1-dimethylethyl)[2',4',6'-tris(1-methylethyl)[1,1'-biphenyl]-2-yl]- |
| Synonyms | tBuXPhos t-Bu XPhos t-butylXPhos 2-Di-tert-butyL tert-Butyl X-Phos phosphino-2',4',6'-triisopropyL 2-Di-tert-butylphosphino-2',4',6'-trisopropylbinphenyl 2-Di-tert-butylphosphino-2',4',6'-triisopropylbiphenyl 2-Di-t-butylphosphino-2',4',6'-tri-i-propyl-1,1'-biphenyl 2-DI-T-BUTYLPHOSPHINO-2',4',6'-TRI-I-PROPYL-1,1'-BIPHENYL di-tert-butyl[2',4',6'-tri(propan-2-yl)biphenyl-2-yl]phosphane phosphine, bis(1,1-diMethylethyl)[2',4',6'-tris(1-Methylethyl)[1,1'-biphenyl]-2-yl]- phosphine, bis(1,1-dimethylethyl)[2',4',6'-tris(1-methylethyl)[1,1'-biphenyl]-2-yl]- |
| CAS | 564483-19-8 |
| EINECS | 639-817-8 |
| InChI | InChI=1/C29H45P/c1-19(2)22-17-24(20(3)4)27(25(18-22)21(5)6)23-15-13-14-16-26(23)30(28(7,8)9)29(10,11)12/h13-21H,1-12H3 |
| InChIKey | SACNIGZYDTUHKB-UHFFFAOYSA-N |
phosphine, bis(1,1-dimethylethyl)[2',4',6'-tris(1-methylethyl)[1,1'-biphenyl]-2-yl]- - Physico-chemical Properties
| Molecular Formula | C29H45P |
| Molar Mass | 424.64 |
| Melting Point | 148-151°C(lit.) |
| Boling Point | 493.5±45.0 °C(Predicted) |
| Flash Point | 267.742°C |
| Solubility | soluble in Toluene |
| Vapor Presure | 0mmHg at 25°C |
| Appearance | solid |
| Color | White |
| Storage Condition | Room Temprature |
| MDL | MFCD06411306 |
phosphine, bis(1,1-dimethylethyl)[2',4',6'-tris(1-methylethyl)[1,1'-biphenyl]-2-yl]- - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. |
| WGK Germany | 3 |
| TSCA | No |
| HS Code | 29310099 |
phosphine, bis(1,1-dimethylethyl)[2',4',6'-tris(1-methylethyl)[1,1'-biphenyl]-2-yl]- - Reference Information
| Introduction | 2-di-tert-butylphosphino-2 ',4',6 '-triisopropylbiphenyl is a di-tert-butylphosphobiphenyl compound. With the development of organometallic chemistry, transition metal-catalyzed coupling reactions have become one of the most effective methods for the synthesis of C- C, C- N and C- O bonds. During the development of the coupling reaction, great attention has been paid by researchers because the ligand can activate the transition metal to become a more effective catalyst. |
| Applications | although a large number of different ligands have been used in transition metal-catalyzed reactions today, however, phosphine compounds with different structures and functional groups are still one of the most important ligands, and their steric effects and electronic properties can be changed, the activity of the complex can be increased at different stages of the catalytic cycle. Di-tert-butylphosphine biphenyl compounds due to their special electron-rich and large steric hindrance ability, in the palladium-catalyzed Suzuki, Negishi, Stille, it has high reactivity in the coupling reaction such as Heck. |
| preparation | under the protection of nitrogen, 1L three-mouth bottle, to 32.5g of 2,4, 6-triisopropylbromobenzene, to 5.6g of magnesium crumb and 300ml of anhydrous THF, 20g of O-chlorobromobenzene was added dropwise to prepare 2,4, 6-triisopropyl-2-bromobiphenyl Grignard reagent, which was refluxed for 2 hours and lowered to room temperature, 2.4g of tetrakis (triphenylphosphine) Palladium was added and stirred for 30 minutes. 18.8g of di-tert-butylphosphine chloride was added dropwise at room temperature and reacted under reflux for 5 hours. 200ml saturated ammonium chloride aqueous solution was added dropwise to the reaction solution in ice-water bath for quenching, liquid separation, organic phase desolvation, and methanol crystallization, 41.7g of white 2-di-tert-butylphosphino-2 ',4',6 '-triisopropylbiphenyl was obtained by filtration. The yield was 94%. |
Last Update：2024-04-09 15:16:51
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