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二(三叔丁基膦)钯
(三叔丁基膦)钯 · 双(三叔丁基膦)钯 · 双(三特丁基膦)钯 · 二(三叔丁基膦)钯 · 双(三叔丁基膦)化钯 · 二(三-T-丁基膦)钯 · 二(三叔丁基膦)钯 1G · 双(三叔丁基膦)钯(0)
标识与物理属性
| CAS No. | 53199-31-8 |
|---|---|
| 分子式 | C24H54P2Pd |
| 平均分子量 | 511.1 g/mol |
| 单同位素质量 | 510.27356 g/mol |
| SMILES | CC(C)(C)P(C(C)(C)C)C(C)(C)C.CC(C)(C)P(C(C)(C)C)C(C)(C)C.[Pd] |
| InChIKey | MXQOYLRVSVOCQT-UHFFFAOYSA-N |
| PubChem CID | 2734558 |
| EC No. | 640-284-9 |
| DTXSID | DTXSID80370359 |
| 中文名 | 二(三叔丁基膦)钯 |
化学与物理性质
| 极性表面积 | 0 |
|---|---|
| 氢键供体 | 0 |
| 氢键受体 | 0 |
| 可旋转键 | 6 |
| 重原子 | 27 |
| 形式电荷 | 0 |
| 复杂度 | 128 |
| 熔点 | >300 °C |
| 储存条件 | -20°C |
| 形态 | Crystals |
| 颜色 | Off-white to orange-brown |
| 溶解性 | insoluble |
| 敏感性 | Light, Air & Moisture Sensitive |
| InChI | InChI=1S/2C12H27P.Pd/c2*1-10(2,3)13(11(4,5)6)12(7,8)9/h2*1-9H3/q-2/p+2 |
| InChIKey | XULQKWNZCKOVSU-UHFFFAOYSA-P |
| SMILES | P(C(C)(C)C)(C(C)(C)C)(C(C)(C)C)[Pd]P(C(C)(C)C)(C(C)(C)C)C(C)(C)C |
| CAS 数据库 | 53199-31-8(CAS DataBase Reference) |
化学性质
二(三叔丁基膦)钯在常温常压下稳定，是一种非常有效的钯催化剂。由于叔丁基基团的加入，二(三叔丁基膦)钯比其他膦配体更具有热稳定性，可在高温条件下使用。二(三叔丁基膦)钯作为催化剂的反应活性受到配体的影响很大，一般来说，较大的配体与钯离子的作用更强，使得催化活性降低。二(三叔丁基膦)钯的叔丁基基团较大，使得配体与钯离子的相互作用减弱，反应活性较高。二(三叔丁基膦)钯在很多有机溶剂中都易于溶解，如甲苯、二甲基甲酰胺（DMF）和乙腈等。
安全与法规
| GHS 分类 | DangerH228 (69.7%): Flammable solid [Danger Flammable solids]H251 (66.7%): Self-heatingmay catch fire [Danger Self-heating substances and mixtures]H302+H312+H332 (66.7%): Harmful if swallowed, in contact with skin or if inhaled [Warning Acute toxicity, oralacute toxicity, dermalacute toxicity, inhalation]H302 (75.8%): Harmful if swallowed [Warning Acute toxicity, oral]H312 (75.8%): Harmful in contact with skin [Warning Acute toxicity, dermal]H315 (97%): Causes skin irritation [Warning Skin corrosion/irritation]H317 (66.7%): May cause an allergic skin reaction [Warning Sensitization, Skin]H319 (97%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]H332 (75.8%): Harmful if inhaled [Warning Acute toxicity, inhalation]H335 (27.3%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposureRespiratory tract irritation]H400 (66.7%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]H410 (66.7%): Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]P210, P235, P240, P241, P261, P264, P264+P265, P270, P271, P272, P273, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P370+P378, P391, P403+P233, P405, P407, P410, P413, P420, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 33 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website. |
|---|---|
| Hazard Classes and Categories | Flam. Sol. 1 (69.7%)Self-heat. 1 (66.7%)Acute Tox. 4 (75.8%)Skin Irrit. 2 (97%)Skin Sens. 1A (66.7%)Eye Irrit. 2 (97%)STOT SE 3 (27.3%)Aquatic Acute 1 (66.7%)Aquatic Chronic 1 (66.7%) |
| 水危害等级（WGK） | 3 |
| TSCA 清单状态 | No |
| 储存类别 | 11 - Combustible Solids |
| 安全说明（S） | 24/25 |
| 海关编码 | 28439000 |
| 危险品标志 | Xi |
| 危险类别码（R） | 36/37/38 |
用途与应用
应用
二(三叔丁基膦)钯是一种常用的金属钯络合物，在有机合成化学中常用作偶联反应的催化剂，其具有较大的位阻和丰富的电子密度。由于其催化性能的优异，二(三叔丁基膦)钯已经被广泛应用于药物合成、天然产物合成、有机合成。
用途
作为催化剂，用于Suzuki、Kumada、Negishi, Buchwald等偶联反应中