(2-ethoxy-2-oxoethyl)triphenylphosphanium bromide

• ChemBase编号: 74861
• 分子式: C22H22BrO2P
• 平均质量: 429.286641
• 单一同位素质量: 428.05407857
• SMILES: [P+](c1ccccc1)(c1ccccc1)(c1ccccc1)CC(=O)OCC.[Br-]
• Canonical SMILES: CCOC(=O)C[P+](c1ccccc1)(c1ccccc1)c1ccccc1.[Br-]
• InChI: InChI=1S/C22H22O2P.BrH/c1-2-24-22(23)18-25(19-12-6-3-7-13-19,20-14-8-4-9-15-20)21-16-10-5-11-17-21;/h3-17H,2,18H2,1H3;1H/q+1;/p-1
• InChIKey: VJVZPTPOYCJFNI-UHFFFAOYSA-M

名称和登记号

名称

• IUPAC标准名: (2-ethoxy-2-oxoethyl)triphenylphosphanium bromide
• IUPAC传统名: (2-ethoxy-2-oxoethyl)triphenylphosphanium bromide
• 别名: 乙氧甲酰基甲基三苯基溴化膦; (乙氧基羰基甲基)三苯基溴化磷鎓; (Ethoxycarbonylmethyl)triphenylphosphonium bromide; (Carboxymethyl)triphenylphosphonium bromide ethyl ester; NSC 60450; (Ethoxycarbonylmethyl)triphenylphosphonium bromide; (Carboethoxymethyl)triphenylphosphonium bromide; Ethyl (triphenylphosphonio)acetate bromide; (2-Ethoxy-2-oxoethyl)triphenylphosphonium bromide

登记号

• CAS号: 1530-45-6
• EC号: 216-230-1
• MDL号: MFCD00011835
• Beilstein号: 3581273
• PubChem SID: 162039779; 24865798
• PubChem CID: 73731

理论计算性质

• Acid pKa: 19.34738
• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): 4.4009204
• LogD (pH = 7.4): 4.4009204
• Log P: 4.4009204
• 摩尔折射率: 102.9219 cm^3
• 极化性: 40.63268 Å^3
• 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: true

分子性质

理化性质

• 熔点: 145-150 °C (dec.)(lit.); ca 150°C dec.

安全信息

• 保存注意事项: Hygroscopic; Irritant
• RTECS编号: TA2299500
• 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: 26-36; 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

产品相关信息

• 纯度: 98%; 98+%
• 线性分子式: CH3CH2OCOCH2P(C6H5)3Br

详细说明

Sigma Aldrich - 412252

包装
100 g in poly bottle
Application
Reactant for:
• Wittig olefination reactions for synthesis of tetramic acid derivatives1
• Synthesis of precursors for Bergman cyclization2
• Preparation of PPAR agonists derived from thalidomide-related LXR antagonists3
• Synthesis of benzoxaboroles with antimalarial activity4
• Michael acceptor based cysteine protease inhibitors5
• Mechanistic studies of the IspH reductase protein6

参考文献

• For reaction with trifluoroacetic anhydride and triethylamine, followed by pyrolysis as a route to perfluoroalkyl acetylenes, see: Org. Synth. Coll., 9, 436 (1998):