[1-(ethoxycarbonyl)cyclopropyl]triphenylphosphanium; tetrafluoroboranuide

• ChemBase编号: 94888
• 分子式: C24H24BF4O2P
• 平均质量: 462.2245338
• 单一同位素质量: 462.15430992
• SMILES: [P+](c1ccccc1)(C1(CC1)C(=O)OCC)(c1ccccc1)c1ccccc1.[B-](F)(F)(F)F
• Canonical SMILES: F[B-](F)(F)F.CCOC(=O)C1(CC1)[P+](c1ccccc1)(c1ccccc1)c1ccccc1
• InChI: InChI=1S/C24H24O2P.BF4/c1-2-26-23(25)24(18-19-24)27(20-12-6-3-7-13-20,21-14-8-4-9-15-21)22-16-10-5-11-17-22;2-1(3,4)5/h3-17H,2,18-19H2,1H3;/q+1;-1
• InChIKey: RGJYRMUGSAFITK-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: [1-(ethoxycarbonyl)cyclopropyl]triphenylphosphanium; tetrafluoroboranuide
• IUPAC传统名: [1-(ethoxycarbonyl)cyclopropyl]triphenylphosphanium tetrafluoroborate
• 别名: (1-乙氧基羰基环丙基)三苯基磷四氟硼酸盐; (1-Carbethoxycyclopropyl)tris(phenyl)phosphonium tetrafluoroborate; [1-(Ethoxycarbonyl)cyclopropyl]tris(phenyl)phosphonium tetrafluoroborate 98%; (1-Carboethoxycyclopropyl)triphenylphosphonium tetrafluoroborate; Fuchs' Reagent; (1-Ethoxycarbonylcyclopropyl)triphenylphosphonium tetrafluoroborate

登记号

• CAS号: 52186-89-7
• MDL号: MFCD00051879
• Beilstein号: 4650673
• PubChem SID: 162081542
• PubChem CID: 11016017

理论计算性质

• 极化表面积: 26.3 Å^2
• 可自由旋转的化学键: 7
• 里宾斯基五规则: false
• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): 5.094632
• LogD (pH = 7.4): 5.094632
• Log P: 5.094632
• 摩尔折射率: 110.1729 cm^3
• 极化性: 43.585716 Å^3

分子性质

理化性质

• 熔点: 173-179°C; 173-179°C

安全信息

• 保存注意事项: Irritant
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 危险公开号: 36/37/38
• 安全公开号: 26-37
• TSCA收录: 否
• GHS危险品标识: GHS07
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305+P351+P338-P302+P352-P321-P405-P501A

产品相关信息

• 纯度: 98%

详细说明

Apollo Scientific Ltd - PC2522

Fuchs Reagent

参考文献

• Cyclic imides e.g. Succinimide, A13503, give bridgehead lactams: Liebigs Ann. Chem., 521 (1983); for reaction scheme, see Glutarimide, L00968.
• Valuable intermediate for cycloalkenylation of compounds containing a nucleophilic center and a carbonyl group. Nucleophilic ring-opening of the cyclopropyl ring is followed by intramolecular Wittig reaction (see Appendix 1) of the intermediate carbonyl-phosphorane; e.g., with ?-keto esters, cyclopentenes are formed: J. Am. Chem. Soc., 96, 1607 (1974):
  
• With 2-formylcyclohexanones, spirocyclopentenes are obtained: J. Am. Chem. Soc., 99, 7307 (1977). Na carboxylates give 2,3-dihydrofurans: Tetrahedron Lett., 4353 (1975), and thiolcarboxylates give dihydrothiophenes, readily aromatized to thiophenes with DDQ: J. Chem. Soc., Perkin 1, 2403 (1994):