ethyl 2-(trimethylsilyl)acetate

• ChemBase编号: 146761
• 分子式: C7H16O2Si
• 平均质量: 160.28624
• 单一同位素质量: 160.09195628
• SMILES: CCOC(=O)C[Si](C)(C)C
• Canonical SMILES: CCOC(=O)C[Si](C)(C)C
• InChI: InChI=1S/C7H16O2Si/c1-5-9-7(8)6-10(2,3)4/h5-6H2,1-4H3
• InChIKey: QQFBQBDINHJDMN-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: ethyl 2-(trimethylsilyl)acetate
• IUPAC传统名: ethyl 2-(trimethylsilyl)acetate
• 别名: (三甲基硅基)乙酸乙酯; (三甲基硅基)醋酸乙酯; ETSA; Ethyl trimethylsilylacetate; (Trimethylsilyl)acetic acid ethyl ester; Ethyl (trimethylsilyl)acetate; Ethyl (trimethylsilyl)acetate

登记号

• CAS号: 4071-88-9
• EC号: 223-783-2
• MDL号: MFCD00009172
• Beilstein号: 1755902
• PubChem SID: 24852542; 162240953
• PubChem CID: 77687

理论计算性质

• 质子受体: 1
• 质子供体: 0
• LogD (pH = 5.5): 1.8655
• LogD (pH = 7.4): 1.8655
• Log P: 1.8655
• 摩尔折射率: 37.9463 cm^3
• 极化性: 17.328793 Å^3
• 极化表面积: 26.3 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

• 沸点: 156-158°C; 156-159 °C(lit.)
• 闪点: 118.4 °F; 35°C(95°F); 48 °C
• 密度: 0.876; 0.876 g/mL at 25 °C(lit.)
• 折射率: 1.4150; n20/D 1.415(lit.)

安全信息

• 保存注意事项: Moisture Sensitive
• 联合国危险货物编号: 3272; UN3272
• 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
• 安全公开号: 7-33-43-60
• TSCA收录: 否
• GHS危险品标识: GHS02
• GHS警示词: Warning
• GHS危险声明: H226
• GHS警示性声明: P210-P241-P280-P303+P361+P353-P403+P235-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 3272 3/PG 3

产品相关信息

• 纯度: 97%; 98+%; 99%
• 线性分子式: (CH3)3SiCH2CO2C2H5

详细说明

Sigma Aldrich - 209120

包装
25 g in glass bottle

参考文献

• Reagent for silylation, under nucleophilic catalysis by TBAF, particularly of sensitive substrates, since the by-product (ethyl acetate) is neutral and filtration is avoided: J. Am. Chem. Soc., 98, 2346 (1976).Alcohols, phenols, ketones, thiols, carboxylic acids and terminal alkynes can be silylated: Bull. Chem. Soc. Jpn., 54, 805 (1981). For conversion of ketones to silyl enol ethers, see: Org. Synth. Coll., 7, 512 (1990).
• Aromatic aldehydes undergo F^- promoted Reformatsky-like addition: Tetrahedron Lett., 1699 (1976). Further heating results in Peterson-type elimination to give the ɑ?-unsaturated ester: J. Org. Chem., 60, 6582 (1995):
  
• Grignard reagents give tertiary carbinols which give 1,1-disubstituted ethylenes by Peterson elimination: Tetrahedron Lett., 23, 1035 (1982). See Appendix 4.