(methoxymethyl)triphenylphosphanium chloride

• ChemBase编号: 74876
• 分子式: C20H20ClOP
• 平均质量: 342.798961
• 单一同位素质量: 342.09402957
• SMILES: [P+](c1ccccc1)(c1ccccc1)(c1ccccc1)COC.[Cl-]
• Canonical SMILES: COC[P+](c1ccccc1)(c1ccccc1)c1ccccc1.[Cl-]
• InChI: InChI=1S/C20H20OP.ClH/c1-21-17-22(18-11-5-2-6-12-18,19-13-7-3-8-14-19)20-15-9-4-10-16-20;/h2-16H,17H2,1H3;1H/q+1;/p-1
• InChIKey: SJFNDMHZXCUXSA-UHFFFAOYSA-M

名称和登记号

名称

• IUPAC标准名: (methoxymethyl)triphenylphosphanium chloride
• IUPAC传统名: (methoxymethyl)triphenylphosphanium chloride
• 别名: (甲氧基甲基)三苯基氯化膦; (甲氧基甲基)三苯基氯化磷鎓; (Methoxymethyl)tris(phenyl)phosphonium chloride; (Methoxymethyl)triphenylphosphonium chloride; (Methoxymethyl)triphenylphosphonium chloride

登记号

• CAS号: 4009-98-7
• EC号: 223-664-5
• MDL号: MFCD00011800
• Beilstein号: 3599844; 924215
• PubChem SID: 162039794; 24858739; 24883807
• PubChem CID: 2723798

理论计算性质

• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): 4.3299503
• LogD (pH = 7.4): 4.3299503
• Log P: 4.3299503
• 摩尔折射率: 93.3594 cm^3
• 极化性: 36.911068 Å^3
• 极化表面积: 9.23 Å^2
• 可自由旋转的化学键: 5
• 里宾斯基五规则: true

分子性质

理化性质

• 熔点: 185-195 °C (dec.)(lit.); 185-195(dec.)°C; ca 190°C dec.

安全信息

• 保存注意事项: Harmful/Irritant/Hygroscopic/Store under Argon; Hygroscopic
• 欧盟危险性物质标志: X; 有害性(Harmful) (Xn)
• 德国WGK号: 3
• 危险公开号: 22-36/37/38
• 安全公开号: 26-36; 26-36/37
• TSCA收录: 否
• GHS危险品标识: GHS06; GHS07
• GHS警示词: Warning
• GHS危险声明: H301-H315-H319-H335; H302-H315-H319-H335
• GHS警示性声明: P261-P301+P310-P305+P351+P338-P302+P352-P405-P501A; P261-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves

产品相关信息

• 纯度: ≥95.0% (AT); 97%; 98%; 98+%
• 级别: purum
• 杂质: ≤1% water
• 线性分子式: (C6H5)3P(Cl)CH2OCH3

详细说明

Sigma Aldrich - 309567

包装
25, 100 g in glass bottle

Sigma Aldrich - 65120

Other Notes
Wittig 试剂的便捷前体，用于羰基化合物的甲氧基亚甲基化反应1；用于（例如）合成类固醇2,3；倍半萜类化合物4；前列腺素类似物5

参考文献

• Wittig reaction (see Appendix 1) of the derived phosphorane with aldehydes and ketones gives enol ethers, readily hydrolyzed to homologous aldehydes. For an example (adamantanone to adamantanecarboxaldehyde), see: Chem. Ber., 95, 2514 (1962). For use of the reaction in the synthesis of hydroisoquinoline AMPA antagonists, see: J. Med. Chem., 39, 2219 (1996). Reaction with chiral 2,3-epoxyaldehydes provides an enantioselective synthesis of (E)-4-hydroxyalkenes: J. Chem. Soc., Chem. Commun., 232 (1993).