(1-{2-[bis(4-methylphenyl)phosphanyl]naphthalen-1-yl}naphthalen-2-yl)bis(4-methylphenyl)phosphane

• ChemBase编号: 135664
• 分子式: C48H40P2
• 平均质量: 678.778722
• 单一同位素质量: 678.26052454
• SMILES: Cc1ccc(cc1)P(c1ccc(cc1)C)c1ccc2ccccc2c1c1c2ccccc2ccc1P(c1ccc(cc1)C)c1ccc(cc1)C
• Canonical SMILES: Cc1ccc(cc1)P(c1ccc2c(c1c1c(ccc3c1cccc3)P(c1ccc(cc1)C)c1ccc(cc1)C)cccc2)c1ccc(cc1)C
• InChI: InChI=1S/C48H40P2/c1-33-13-23-39(24-14-33)49(40-25-15-34(2)16-26-40)45-31-21-37-9-5-7-11-43(37)47(45)48-44-12-8-6-10-38(44)22-32-46(48)50(41-27-17-35(3)18-28-41)42-29-19-36(4)20-30-42/h5-32H,1-4H3
• InChIKey: IOPQYDKQISFMJI-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: (1-{2-[bis(4-methylphenyl)phosphanyl]naphthalen-1-yl}naphthalen-2-yl)bis(4-methylphenyl)phosphane
• IUPAC传统名: (1-{2-[bis(4-methylphenyl)phosphanyl]naphthalen-1-yl}naphthalen-2-yl)bis(4-methylphenyl)phosphane
• 别名: 2,2′-双(二对甲苯基膦)-1,1′-联萘; (S)-(-)-2,2′-双(二对甲苯基膦)-1,1'-二联萘; (R)-(+)-2,2'-双(二-4-甲基苯基膦)-1,1'-联萘; (S)-(+)-2,2'-双(二-4-甲基苯基膦)-1,1'-联萘; (+/-)-2,2 '-二(二-对甲苯基膦)-1,1 '-联萘; (R)-(+)-2,2′-双(二-对甲苯基膦)-1,1′-联萘; (S)-(-)-2,2′-双(二-对甲苯基膦)-1,1′-联萘; (R)-(+)-2,2′-双(二-对甲苯基膦)-1,1′-联萘; rac-Tol-BINAP; 2,2′-Bis(di-p-tolylphosphino)-1,1′-binaphthyl; (S)-(-)-2,2′-p-tolyl-phosphino)-1,1′-binaphthyl; (S)-T-BINAP; (R)-(+)-2,2'-Bis(di-p-tolylphosphino)-1,1'-binaphthyl; (S)-(-)-2,2'-Bis(di-p-tolylphosphino)-1,1'-binaphthyl; rac-p-Tol-BINAP; (±)-2,2'-Bis(di-p-tolylphosphino)-1,1'-binaphthyl; (R)-(+)-2,2′-Bis(di-p-tolylphosphino)-1,1′-binaphthyl; (S)-Tol-BINAP; (S)-(-)-2,2′-Bis(di-p-tolylphosphino)-1,1′-binaphthyl; (R)-Tol-BINAP; (R)-(+)-2,2′-Bis(di-p-tolylphosphino)-1,1′-binaphthyl; (R)-T-BINAP

登记号

• CAS号: 100165-88-6; 99646-28-3; 153305-67-0
• MDL号: MFCD00269856; MFCD01311709
• PubChem SID: 24885013; 162229937; 24885012; 24885011
• PubChem CID: 4189906

理论计算性质

• 质子受体: 0
• 质子供体: 0
• LogD (pH = 5.5): 13.7242
• LogD (pH = 7.4): 13.7242
• Log P: 13.7242
• 摩尔折射率: 215.3892 cm^3
• 极化性: 87.70807 Å^3
• 极化表面积: 0.0 Å^2
• 可自由旋转的化学键: 6
• 里宾斯基五规则: false

分子性质

理化性质

• 外观: Powder
• 熔点: 250-255 °C; 252-256 °C; 254-258 °C; 255-257°C; 267-271 °C; 267-271°C
• 比旋光度: [α]20/D +162°, c = 0.5 in benzene; [α]20/D -156°, c = 0.5 in benzene; +156 (c=0.5 in benzene)

安全信息

• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26; 26-37
• TSCA收录: 否
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338; P261-P305+P351+P338-P302+P352-P321-P405-P501A
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves; Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

产品相关信息

• 纯度: 97%; 98%
• Empirical Formula (Hill Notation): C48H40P2

详细说明

Sigma Aldrich - 668982

Application
Used in:
• Rhodium-catalyzed 2+2+2 cycloaddition reactions1
• Decarboxylative coupling of carboxylic acids using copper-palladium-phenanthroline-Tol-BINAP catalyst system2
• Palladium-catalyzed coupling of aromatic iodides or bromides and tin-thiolates under microwave conditions3
• Preparation of methylenesultams via intramolecular Heck cyclization of bromovinylsulfonamides and subsequent Michael addition reaction of sultams with thiols4
• Regioselective intermolecular cyclotrimerization of alkynes in complex with cationic rhodium(I)5
• Palladium-catalyzed amination reactions6
• Palladium-catalyzed ether formation from aryl halides7

Sigma Aldrich - 693049

包装
100, 500 mg in glass bottle
Legal Information
与 Takasago 联合销售，仅供研究使用。
Application
Takasago Ligands and Complexes for Asymmetric Reactions
Catalyst involved in studies of the role of excess phosphine ligand in enantioselective conjugate addition of ethylmagnesium bromide and α,β-unsaturated esterReactant serving as a precursor for:
• Catalysts used for reductive amination of ketones
• Rh(I)-catalyst for hydrogenation of acetamidoacrylic acid derivatives
• Chiral platinum catalysts for asymmetric Baeyer-Villiger oxidation of cyclic ketones
• CuI-Tol-BINAP catalysts for enantioselective Michael reactions of Grignard reagents to unsaturated esters
• BINAP Pt Dications for cation trapping

Sigma Aldrich - 668966

包装
1 g in glass bottle
250 mg in glass bottle
Application
Catalyst involved in studies of the role of excess phosphine ligand in enantioselective conjugate addition of ethylmagnesium bromide and α,β-unsaturated ester1Reactant serving as a precursor for:
• Catalysts used for reductive amination of ketones2
• Rh(I)-catalyst for hydrogenation of acetamidoacrylic acid derivatives3
• Chiral platinum catalysts for asymmetric Baeyer-Villiger oxidation of cyclic ketones4
• CuI-Tol-BINAP catalysts for enantioselective Michael reactions of Grignard reagents to unsaturated esters5
• BINAP Pt Dications for cation trapping6

Sigma Aldrich - 668974

包装
1 g in glass bottle
250 mg in glass bottle

Sigma Aldrich - 693030

包装
100, 500 mg in glass bottle
Legal Information
与 Takasago 联合销售，仅供研究使用。
Application
Takasago Ligands and Complexes for Asymmetric Reactions