trimethyl[(1-phenylethenyl)oxy]silane

• ChemBase编号: 146743
• 分子式: C11H16OSi
• 平均质量: 192.32964
• 单一同位素质量: 192.09704166
• SMILES: C[Si](C)(C)OC(=C)c1ccccc1
• Canonical SMILES: C=C(c1ccccc1)O[Si](C)(C)C
• InChI: InChI=1S/C11H16OSi/c1-10(12-13(2,3)4)11-8-6-5-7-9-11/h5-9H,1H2,2-4H3
• InChIKey: AFFPCIMDERUIST-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: trimethyl[(1-phenylethenyl)oxy]silane
• IUPAC传统名: trimethyl[(1-phenylethenyl)oxy]silane
• 别名: α-(三甲基硅氧基)苯乙烯; 1-苯基-1-三甲硅氧基乙烯; 1-苯基-1-三甲基硅氧乙烯; 1-苯基-1-三甲基甲硅氧基乙烯; α-(Trimethylsiloxy)styrene; Acetophenone enol trimethylsilyl ether; 1-Phenyl-1-trimethylsiloxyethylene; alpha-(Trimethylsiloxy)styrene; Trimethyl((1-phenylvinyl)oxy)silane

登记号

• CAS号: 13735-81-4
• EC号: 237-308-1
• MDL号: MFCD00008582
• Beilstein号: 1306914
• PubChem SID: 162240935; 24854075
• PubChem CID: 117406

理论计算性质

• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): 3.1595
• LogD (pH = 7.4): 3.1595
• Log P: 3.1595
• 摩尔折射率: 53.7625 cm^3
• 极化性: 23.007662 Å^3
• 极化表面积: 9.23 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

• 沸点: 53-54°C/1mm; 88-89 °C/11 mmHg(lit.)
• 闪点: 168.8 °F; 76 °C; 78°C(172°F)
• 密度: 0.938; 0.938 g/mL at 25 °C(lit.)
• 折射率: 1.5020; n20/D 1.502(lit.); n20/D 1.503
• 蒸汽密度: >1 (vs air)

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)
• 德国WGK号: 3
• 危险公开号: 36/37/38
• 安全公开号: 26-36
• TSCA收录: 是
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H227; H315-H319-H335
• GHS警示性声明: P210-P280-P370+P378A-P403+P235-P501A; P261-P305 + P351 + P338
• 个人保护装置: Eyeshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• 保存温度: -20°C; 2-8°C

产品相关信息

• 纯度: ≥98.0% (GC); 95+%; 97%; 98%
• 级别: purum
• 运输包装: wet ice
• 线性分子式: C6H5C(=CH2)OSi(CH3)3

详细说明

Sigma Aldrich - 235040

包装
5, 25 g in glass bottle

Sigma Aldrich - 79270

Other Notes
多功能中间体1,2,3,4

参考文献

• The TiCl₄ promoted crossed aldol condensation with acetone illustrates the reaction of silyl enol ethers with aldehydes and ketones: Org. Synth. Coll., 8, 323 (1993). For a further example and reaction scheme, see 1-(Trimethylsiloxy)cyclohexene, A16099. For an alternative catalyst for this type of reaction, see Tetra-n-butylammonium fluoride, A10588.
• ɑ-Arylation with diazonium fluoroborates to give ɑ-arylacetophenones (deoxybenzoins) occurs in pyridine, and also in other solvents in the presence of a Pd catalyst: J. Chem. Soc. Perkin 1, 283 (1994).
• For a review of the synthetic applications of silyl enol ethers, see: Synthesis, 91 (1977).