triphenyl({[2-(trimethylsilyl)ethoxy]methyl})phosphanium chloride

• ChemBase编号: 147680
• 分子式: C24H30ClOPSi
• 平均质量: 429.006661
• 单一同位素质量: 428.14920642
• SMILES: C[Si](C)(C)CCOC[P+](c1ccccc1)(c1ccccc1)c1ccccc1.[Cl-]
• Canonical SMILES: C[Si](CCOC[P+](c1ccccc1)(c1ccccc1)c1ccccc1)(C)C.[Cl-]
• InChI: InChI=1S/C24H30OPSi.ClH/c1-27(2,3)20-19-25-21-26(22-13-7-4-8-14-22,23-15-9-5-10-16-23)24-17-11-6-12-18-24;/h4-18H,19-21H2,1-3H3;1H/q+1;/p-1
• InChIKey: NEUMNYXEDIPGJD-UHFFFAOYSA-M

名称和登记号

名称

• IUPAC标准名: triphenyl({[2-(trimethylsilyl)ethoxy]methyl})phosphanium chloride
• IUPAC传统名: triphenyl({[2-(trimethylsilyl)ethoxy]methyl})phosphanium chloride
• 别名: SEM-三苯基氯化磷; 2-(三甲基硅烷)乙氧三苯甲基氯化膦; SEM-triphenylphosphonium chloride; 2-(Trimethylsilyl)ethoxymethyl-triphenylphosphonium chloride

登记号

• CAS号: 82495-75-8
• MDL号: MFCD00043159
• Beilstein号: 4632507
• PubChem SID: 162241867; 24889705; 24859880
• PubChem CID: 11396265

理论计算性质

• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): 7.1083
• LogD (pH = 7.4): 7.1083
• Log P: 7.1083
• 摩尔折射率: 113.79 cm^3
• 极化性: 47.208263 Å^3
• 极化表面积: 9.23 Å^2
• 可自由旋转的化学键: 8
• 里宾斯基五规则: false

分子性质

理化性质

• 熔点: 145-149 °C(lit.); 166-169 °C

安全信息

• 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
• 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
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥97.0% (AT); 98%
• 级别: purum
• 线性分子式: (CH3)3SiCH2CH2OCH2P(C6H5)3Cl

详细说明

Sigma Aldrich - 330671

包装
1, 5 g in glass bottle
Application
Reactant for:
• Enantioselective synthesis of (-)-sarain A using asymmetric Michael addition, cyclization, ring-closing metathesis, intramolecular Stille coupling, and late-state installation of tertiary amine-aldehyde proximity interaction1
• Preparation of aliphatic and alicyclic aldehydes by homologation of aldehydes2
• Wittig reactions3
• Preparation of optically active (1S,5R)-(+)-3-azabicyclo[3.2.2]non-6-en-2-one via enantioselective intramolecular cyclopropanation4

Sigma Aldrich - 92742

Other Notes
用于制备 2-(三甲基硅基)乙基保护二烯醇醚，该产物可经受分子内 Diels-Alder 反应5；羰基化合物的同系化反应6,7
Application
Reactant for:
• Enantioselective synthesis of (-)-sarain A using asymmetric Michael addition, cyclization, ring-closing metathesis, intramolecular Stille coupling, and late-state installation of tertiary amine-aldehyde proximity interaction1
• Preparation of aliphatic and alicyclic aldehydes by homologation of aldehydes2
• Wittig reactions3
• Preparation of optically active (1S,5R)-(+)-3-azabicyclo[3.2.2]non-6-en-2-one via enantioselective intramolecular cyclopropanation4