di-tert-butyl(2-phenylphenyl)phosphane

• ChemBase编号: 10385
• 分子式: C20H27P
• 平均质量: 298.402141
• 单一同位素质量: 298.18503749
• SMILES: c1(c2ccccc2)c(cccc1)P(C(C)(C)C)C(C)(C)C
• Canonical SMILES: CC(P(C(C)(C)C)c1ccccc1c1ccccc1)(C)C
• InChI: InChI=1S/C20H27P/c1-19(2,3)21(20(4,5)6)18-15-11-10-14-17(18)16-12-8-7-9-13-16/h7-15H,1-6H3
• InChIKey: CNXMDTWQWLGCPE-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: di-tert-butyl(2-phenylphenyl)phosphane
• IUPAC传统名: di-tert-butyl(2-phenylphenyl)phosphane
• 别名: (2-联苯基)二-叔丁基膦; 2-(二-叔-丁基膦基)联苯; 2-(二叔丁基膦)联苯; 2-(Di-tert-Butylphosphino)biphenyl; 2-(Di-t-butylphosphino)biphenyl; JohnPhos; (2-Biphenylyl)di-tert-butylphosphine; 2-(Di-tert-butylphosphino)biphenyl; (2-Biphenyl)di-tert-butylphosphine

登记号

• CAS号: 224311-51-7
• MDL号: MFCD01862440
• Beilstein号: 8322131
• PubChem SID: 24890234; 160973692; 24882938
• PubChem CID: 2734215

理论计算性质

• 质子受体: 0
• 质子供体: 0
• LogD (pH = 5.5): 4.645715
• LogD (pH = 7.4): 4.922454
• Log P: 5.0952
• 摩尔折射率: 94.8151 cm^3
• 极化性: 38.924267 Å^3
• 极化表面积: 0.0 Å^2
• 可自由旋转的化学键: 4
• 里宾斯基五规则: false

分子性质

理化性质

• 熔点: 85°C; 86-88 °C(lit.)
• 作为配体的用途: Buchwald-Hartwig Cross Coupling Reaction; C-X Bond Formation; Heck Reaction; Suzuki-Miyaura Coupling

安全信息

• 保存注意事项: AIR SENSITIVE
• 德国WGK号: 3
• TSCA收录: false
• GHS危险声明: H413
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

产品相关信息

• 纯度: ≥97.0% (GC); 95%; 97%; 99%
• 级别: purum
• 线性分子式: C6H5C6H4P[C(CH3)3]2

详细说明

Sigma Aldrich - 638439

Application
用于 α,α-双取代-3-噻吩甲醇经 Pd 催化的 2,3-二芳基化使 C-H 和 C-C 键断裂的大位阻膦配体。
用于钯催化 Stille 交叉偶联反应的大位阻联芳膦配体。8
Ligand utilized in amination of aryl halides and aryl triflates.1Catalyst for:
• Decarboxylative cross-coupling of dialkoxybenzoic acids with diaryl disulfides or diaryl diselenides2
• Stereoselective preparation of imidazolidinones via intramolecular hydroamination of N-allylic-N-arylureas3
• Regioselective arylation of olefins with aryl chlorides4
• Cross-coupling reaction for the synthesis of polyunsaturated macrolactones5
• Regioselective O-alkylation reactions6
• Sonogashira-type cross coupling7
包装
1, 5, 25, 100 g in glass bottle

Sigma Aldrich - 96004

Other Notes
新型胺化反应（Buchwald 反应）的最佳配体1
Application
Ligand utilized in amination of aryl halides and aryl triflates.1Catalyst for:
• Decarboxylative cross-coupling of dialkoxybenzoic acids with diaryl disulfides or diaryl diselenides2
• Stereoselective preparation of imidazolidinones via intramolecular hydroamination of N-allylic-N-arylureas3
• Regioselective arylation of olefins with aryl chlorides4
• Cross-coupling reaction for the synthesis of polyunsaturated macrolactones5
• Regioselective O-alkylation reactions6
• Sonogashira-type cross coupling7