trimethyl(phenylsulfanyl)silane

• ChemBase编号: 150134
• 分子式: C9H14SSi
• 平均质量: 182.35796
• 单一同位素质量: 182.05854798
• SMILES: C[Si](C)(C)Sc1ccccc1
• Canonical SMILES: C[Si](Sc1ccccc1)(C)C
• InChI: InChI=1S/C9H14SSi/c1-11(2,3)10-9-7-5-4-6-8-9/h4-8H,1-3H3
• InChIKey: VJMQFIRIMMSSRW-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: trimethyl(phenylsulfanyl)silane
• IUPAC传统名: trimethyl(phenylsulfanyl)silane
• 别名: (苯硫基)三甲基硅烷; (苯硫基)三甲基硅烷; 苯基硫三甲基硅烷; S-Trimethylsilylthiophenol; (Phenylthio)trimethylsilane; Phenyl trimethylsilyl sulfide; S-(Trimethylsilyl)thiophenol; (Phenylthio)trimethylsilane; Trimethyl(phenylthio)silane

登记号

• CAS号: 4551-15-9
• EC号: 224-916-7
• MDL号: MFCD00008272
• Beilstein号: 1905944
• PubChem SID: 24887420; 24853570; 162244296
• PubChem CID: 78312

理论计算性质

• 质子受体: 0
• 质子供体: 0
• LogD (pH = 5.5): 3.8372
• LogD (pH = 7.4): 3.8372
• Log P: 3.8372
• 摩尔折射率: 48.5704 cm^3
• 极化性: 21.85331 Å^3
• 极化表面积: 0.0 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 沸点: 72 °C/8 mmHg(lit.); 73-75°C/10mm
• 闪点: 30°C(86°F); 33 °C; 91.4 °F
• 密度: 0.963 g/mL at 25 °C(lit.); 0.965
• 折射率: 1.5320; n20/D 1.53; n20/D 1.532(lit.)

安全信息

• 保存注意事项: Moisture Sensitive
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi); 有害性(Harmful) (Xn)
• 联合国危险货物编号: 1993; UN1993
• 德国WGK号: 3
• 联合国危险货物等级: 3
• 联合国危险货物包装类别(PG): 3; III
• 危险公开号: 10-20-38; 10-36/37/38
• 安全公开号: 23-26-37; 23-28
• TSCA收录: 是
• GHS危险品标识: GHS02; GHS07
• GHS警示词: Warning
• GHS危险声明: H226-H315-H319-H335; H226-H315-H332
• GHS警示性声明: P210-P241-P303+P361+P353-P305+P351+P338-P405-P501A
• 个人保护装置: Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1993 3/PG 3

产品相关信息

• 纯度: ≥98.0% (GC); 97%
• 级别: purum
• 线性分子式: C6H5SSi(CH3)3

详细说明

Sigma Aldrich - 226467

包装
5 g in ampule

Sigma Aldrich - 79222

Other Notes
保护性羰基生成 S-苯丙氨酸单缩硫醛的试剂；苯硫基可被立体选择还原为烷基锂1；裂解甲醚和苄醚2

参考文献

• Thioacetalization reagent. In the presence of CN^-, aldehydes and ketones are converted to O-TMS hemithioacetals J. Am. Chem. Soc., 99, 5009 (1977). With Lewis acids, e.g. TiCl₄, the diphenyl dithioacetals can be obtained in good yield J. Org. Chem., 55, 5966 (1990). Aldehydes and ketones can be converted to the otherwise difficultly accessible mixed O-alkyl, S-phenyl acetals by the reagent in the presence of the alkyl TMS ether and TMS triflate: Tetrahedron Lett., 32, 467 (1991).
• In the presence of TMS-OTf, converts methyl glycosides to phenylthio glycosides. These undergo methanolysis, after activation by reaction with NBS: J. Am. Chem. Soc., 105, 2430 (1983); 107, 1691 (1985).
• In the presence of ZnI₂ and tetrabutylammonium iodide, cleaves methyl and benzyl ethers in high yield: Tetrahedron Lett., 2305 (1980).