ethyltriphenylphosphanium bromide

• ChemBase编号: 76549
• 分子式: C20H20BrP
• 平均质量: 371.250561
• 单一同位素质量: 370.04859927
• SMILES: [P+](c1ccccc1)(c1ccccc1)(c1ccccc1)CC.[Br-]
• Canonical SMILES: CC[P+](c1ccccc1)(c1ccccc1)c1ccccc1.[Br-]
• InChI: InChI=1S/C20H20P.BrH/c1-2-21(18-12-6-3-7-13-18,19-14-8-4-9-15-19)20-16-10-5-11-17-20;/h3-17H,2H2,1H3;1H/q+1;/p-1
• InChIKey: JHYNXXDQQHTCHJ-UHFFFAOYSA-M

名称和登记号

名称

• IUPAC标准名: ethyltriphenylphosphanium bromide
• IUPAC传统名: ethyltriphenylphosphanium bromide
• 别名: 乙基三苯基溴化膦; 乙基三苯基溴化磷; TEP (onium compound); Triphenylethylphosphonium Bromide; Ethyltriphenylphosphonium Bromide; TEP; Ethyltriphenylphosphonium bromide; Ethyl(trisphenyl)phosphonium bromide

登记号

• CAS号: 1530-32-1
• EC号: 216-223-3
• MDL号: MFCD00011838
• Beilstein号: 3599630
• PubChem SID: 162041453; 24894599; 24845653
• PubChem CID: 73727

理论计算性质

• 质子受体: 0
• 质子供体: 0
• LogD (pH = 5.5): 4.984599
• LogD (pH = 7.4): 4.984599
• Log P: 4.984599
• 摩尔折射率: 91.9698 cm^3
• 极化性: 36.28101 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: true

分子性质

理化性质

• 溶解度: Chloroform; Methanol
• 外观: White Solid
• 熔点: ~205 °C; 203-205 °C(lit.); 203-205°C; 206-210°C; 208-210°C
• 闪点: >200 °C; >200°C; >200°C(392°F); >392 °F

安全信息

• 保存条件: Refrigerator
• 保存注意事项: Hygroscopic; Toxic/Harmful/Hygroscopic/Store under Argon
• 欧盟危险性物质标志: 环境危害性(Nature polluting) (N); X; 有害性(Harmful) (Xn)
• 联合国危险货物编号: 3077; UN3077
• 德国WGK号: 2
• 联合国危险货物等级: 9
• 联合国危险货物包装类别(PG): 3; III
• 危险公开号: 21/22-36/37/38-51/53; 22-51/53
• 安全公开号: 26-36/37-61; 61
• TSCA收录: 是
• GHS危险品标识: GHS06; GHS07; GHS09
• GHS警示词: Danger
• GHS危险声明: H301-H411; H302-H312-H315-H319-H335-H411-H401
• GHS警示性声明: P273-P301 + P310; P280H-P273-P305+P351+P338-P309-P310
• 个人保护装置: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• RID/ADR: UN 3077 9/PG 3

产品相关信息

• 纯度: ≥98.5% (AT); 98%; 98+%; 99%
• 级别: purum
• 线性分子式: [(C6H5)3P+C2H5]Br-

详细说明

Sigma Aldrich - E50604

包装
25, 100 g in poly bottle
Application
Reactant for synthesis of:
• D-amino acids from L-cysteine-derived thiazolidines1
• Leiodolide A via aldol reactions and Horner-Wadsworth-Emmons olefination2
• Cycloalkanoindolines via diastereoselective intramolecular inimo-ene reactions3
• WXYZA′ domain of maitotoxin using the coupling of key building blocks4Reactant for:
• Solid-state metathesis polycondensation to form alkyl-dipropenylthiophene monomers5
• Mizoroki-Heck cyclization and cascading Tsuji-Trost cyclization / lactonization cyclization reactions for synthesis of an ABC ring system6

Sigma Aldrich - 04997

Application
Reactant for synthesis of:
• D-amino acids from L-cysteine-derived thiazolidines1
• Leiodolide A via aldol reactions and Horner-Wadsworth-Emmons olefination2
• Cycloalkanoindolines via diastereoselective intramolecular inimo-ene reactions3
• WXYZA′ domain of maitotoxin using the coupling of key building blocks4Reactant for:
• Solid-state metathesis polycondensation to form alkyl-dipropenylthiophene monomers5
• Mizoroki-Heck cyclization and cascading Tsuji-Trost cyclization / lactonization cyclization reactions for synthesis of an ABC ring system6

Toronto Research Chemicals - E931950

Ethyltriphenylphosphonium Bromide is used as a wittig reagent. Ethyltriphenylphosphonium Bromide and other phosphonium salts show antiviral activity.

参考文献

• Romanov, G.V. et al.: Khim.-Farm. Zhur., 24, 28 (1990)
• Reaction of the phosphorane (generated using 1 mole of n-BuLi) with an aldehyde at low temperature, followed by a second mole of n-BuLi, gives the -oxido phosphonium ylide which can then be reacted with 1,2-diiodoethane to give (Z)-2-iodo-2-alkenes with high stereoselectivity: J. Chem. Soc., Perkin 1, 1331 (1995). See Appendix 1.