methyltriphenylphosphanium bromide

• ChemBase编号: 9453
• 分子式: C19H18BrP
• 平均质量: 357.223981
• 单一同位素质量: 356.03294921
• SMILES: [P+](c1ccccc1)(c1ccccc1)(c1ccccc1)C.[Br-]
• Canonical SMILES: C[P+](c1ccccc1)(c1ccccc1)c1ccccc1.[Br-]
• InChI: InChI=1S/C19H18P.BrH/c1-20(17-11-5-2-6-12-17,18-13-7-3-8-14-18)19-15-9-4-10-16-19;/h2-16H,1H3;1H/q+1;/p-1
• InChIKey: LSEFCHWGJNHZNT-UHFFFAOYSA-M

名称和登记号

名称

• IUPAC标准名: methyltriphenylphosphanium bromide
• IUPAC传统名: methyltriphenylphosphanium bromide
• 别名: 甲基三苯基溴化膦; 甲基三苯基溴化磷鎓; Methyl (triphenyl)phosphonium bromide; Methyltriphenylphosphonium bromide; Methyl(triphenyl)phosphonium bromide; Methyltriphenylphosphonium bromide

登记号

• CAS号: 1779-49-3
• EC号: 217-218-9
• MDL号: MFCD00011804
• Beilstein号: 3599467
• PubChem SID: 160972760; 24847941
• PubChem CID: 74505

理论计算性质

• 质子受体: 0
• 质子供体: 0
• LogD (pH = 5.5): 4.731569
• LogD (pH = 7.4): 4.731569
• Log P: 4.731569
• 摩尔折射率: 87.172 cm^3
• 极化性: 34.434486 Å^3
• 极化表面积: 0.0 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: H2O: soluble0.1 g/mL, clear
• 熔点: 230-233 °C; 230-233°C; 230-234 °C(lit.); 230-234°C; 231-234°C

安全信息

• 保存注意事项: Hygroscopic; Irritant/Harmful/Hygroscopic
• 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: UN2811
• 德国WGK号: 3
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): III
• 危险公开号: 20/21/22; 22-36/37/38-51/53
• 安全公开号: 26-36/37-57; 36/37
• TSCA收录: true; 是
• GHS危险品标识: GHS07; GHS09
• GHS警示词: Warning
• GHS危险声明: H302-H312-H332; H302-H315-H319-H335-H411-H401
• GHS警示性声明: P261-P305+P351+P338-P302+P352-P321-P405-P501A; P280
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

产品相关信息

• 纯度: ≥98.0% (NT); 98%; 98+%
• 级别: purum
• 线性分子式: CH3P(C6H5)3Br

详细说明

MP Biomedicals - 05204606

MP Biomedicals Rare Chemical collection

Sigma Aldrich - 130079

Application
Wittig 烯化盐，最近用于合成烯炔，通过关环复分解反应生成苯并氮杂卓环系。
广泛应用于通过 Wittig 反应的亚甲基化作用
包装
25, 100, 500 g in poly bottle

Sigma Aldrich - 69495

Other Notes
Wittig 试剂；双脱质子化反应生成的活性叶立德1

参考文献

• Precursor of Wittig ylide for methylenation of carbonyl compounds (see Appendix 1). See, e.g.: Org. Synth. Coll., 5, 751 (1973). A simplified procedure using K₂CO₃ in triglyme has been reported: Synth. Commun., 22, 513 (1992).
• Where the ylide is insufficiently reactive, a further proton can be removed by s-BuLi or t-BuLi, and the resulting lithio ylide reacted with hindered ketones such as fenchone: J. Am. Chem. Soc., 104, 4724 (1982). Reaction of the lithio ylide with an epoxide generates a new ylide, with which Wittig olefination of aldehydes gives trans-homoallylic alcohols (same ref.):