triphenyl(prop-2-yn-1-yl)phosphanium bromide

• ChemBase编号: 138543
• 分子式: C21H18BrP
• 平均质量: 381.245381
• 单一同位素质量: 380.03294921
• SMILES: C#CC[P+](c1ccccc1)(c1ccccc1)c1ccccc1.[Br-]
• Canonical SMILES: C#CC[P+](c1ccccc1)(c1ccccc1)c1ccccc1.[Br-]
• InChI: InChI=1S/C21H18P.BrH/c1-2-18-22(19-12-6-3-7-13-19,20-14-8-4-9-15-20)21-16-10-5-11-17-21;/h1,3-17H,18H2;1H/q+1;/p-1
• InChIKey: AFZDAWIXETXKRE-UHFFFAOYSA-M

名称和登记号

名称

• IUPAC标准名: triphenyl(prop-2-yn-1-yl)phosphanium bromide
• IUPAC传统名: triphenyl(prop-2-yn-1-yl)phosphanium bromide
• 别名: 炔丙基三苯基溴化磷鎓 97%; 三苯基炔丙基溴化膦; 炔丙基三苯基溴化膦; Triphenylpropargylphosphonium bromide; Triphenyl-2-propyn-1-ylphosphonium bromide; Propargyltriphenylphosphonium bromide; Propargyltriphenylphosphonium bromide; Triphenylpropargylphosphonium bromide

登记号

• CAS号: 2091-46-5
• EC号: 218-242-2
• MDL号: MFCD00011811
• Beilstein号: 3579775
• PubChem SID: 24853572; 162232798
• PubChem CID: 2724214

理论计算性质

• 质子受体: 0
• 质子供体: 0
• LogD (pH = 5.5): 4.855874
• LogD (pH = 7.4): 4.855874
• Log P: 4.855874
• 摩尔折射率: 94.8014 cm^3
• 极化性: 37.0152 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

• 熔点: 177-180 °C; 177-180 °C(lit.); 177-182°C

安全信息

• 保存注意事项: Hygroscopic
• 欧盟危险性物质标志: X; 有害性(Harmful) (Xn)
• 联合国危险货物编号: 2811
• 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): 3
• 危险公开号: 20/21/22-36/37/38; 22-36/37/38
• 安全公开号: 26-36/37
• TSCA收录: 否
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H302-H312-H315-H319-H332-H335; H302-H315-H319-H335
• GHS警示性声明: P261-P280-P305 + P351 + P338; P280H-P305+P351+P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• RID/ADR: UN 2811 6.1/PG 3

产品相关信息

• 纯度: ≥99.0% (NT); 97%; 98%
• 级别: purum
• 线性分子式: HC≡CCH2P(Br)(C6H5)3

详细说明

Sigma Aldrich - 226483

包装
25 g in glass bottle
Application
Wittig 试剂

Sigma Aldrich - 81843

Other Notes
Wittig 试剂1

参考文献

• Readily undergoes additions with nucleophiles, e.g. alcohols or amines, to give 2-alkoxy or 2-alkylamino propenyl phosphonium salts. In these reactions, the reactive species is the allenic isomer, propadienyl triphenylphosphonium bromide: J. Org. Chem., 42, 200 (1977). By using a chiral alcohol, the subsequent base-promoted Wittig reaction with carbonyl compounds yields amino or alkoxy dienes which undergo face-selective Diels-Alder additions to dienophiles: J. Chem. Soc., Chem. Commun., 1785 (1995):
  
• Precursor of enynes by the Wittig reaction: Liebigs Ann. Chem., 682, 62 (1965); J. Org. Chem., 42, 200 (1977); see Appendix 1.