59376-64-6
基本信息
反-3-(三甲基硅基)烯丙醇
反式-3-(三甲基硅基)烯丙醇
反-3-(三甲基甲硅烷基)烯丙醇
反式-3-(三甲基硅基)-2-丙烯-1-醇
反式-(3-羟基-2-丙烯-1-基)三甲基硅烷
-3-(Trimethylsilyl)
methylsilylprop-2-enol
(E)-3-(Trimethylsilyl)prop-2-en-1-ol
(E)-3-(Trimethylsilyl)-2-propen-1-ol
TRANS-3-(TRIMETHYLSILYL)ALLYL ALCOHOL
TRANS-3-(TRIMETHYLSILYL)-2-PROPEN-1-OL
2-Propen-1-ol,3-(trimethylsilyl)-, (2E)-
TRANS-3-(TRIMETHYLSILYL)ALLYL ALCOHOL, 9 7%
TRANS-(3-HYDROXY-2-PROPEN-1-YL)TRIMETHYLSILANE
物理化学性质
| 沸点 | 166-168 °C(lit.) |
| 密度 | 0.848 g/mL at 25 °C(lit.) |
| 折射率 | n |
| 闪点 | 146 °F |
| 储存条件 | -20°C |
| 酸度系数(pKa) | 14.67±0.10(Predicted) |
| 形态 | liquid |
| BRN | 1902497 |
| InChI | InChI=1S/C6H14OSi/c1-8(2,3)6-4-5-7/h4,6-7H,5H2,1-3H3/b6-4+ |
| InChIKey | BRTBTJVSPJZQIT-GQCTYLIASA-N |
| SMILES | C(O)/C=C/[Si](C)(C)C |
安全数据
| 危险性符号(GHS) | ![]() ![]() GHS02,GHS07 |
| 警示词 | 警告 |
| 危险性描述 | H226-H315-H319-H335 |
| 防范说明 | P210-P302+P352-P305+P351+P338 |
| 危险品标志 | Xi |
| 危险类别码 | 36/37/38 |
| 安全说明 | 26-36 |
| 危险品运输编号 | UN 1993 3/PG 3 |
| WGK Germany | 3 |
| 存储类别 | 3 - Flammable liquids |
| 危险性类别 | Eye Irrit. 2 Flam. Liq. 3 Skin Irrit. 2 STOT SE 3 |
制备方法
5272-36-6
59376-64-6
以三甲硅基丙炔醇为原料合成反-3-(三甲基硅基)烯丙醇的一般步骤:在氩气保护下,将实施例40中制备的醇(1.54 g,12 mmol,1当量)溶于无水THF(12 mL)中,缓慢滴加到LiAlH4(0.7 g,18 mmol,1.5当量)在THF(15 mL)中的悬浮液中,室温搅拌。随后,将反应混合物加热回流4小时。反应完成后,用饱和NaHCO3水溶液和NH4Cl水溶液淬灭反应。用Et2O(3 × 50 mL)萃取反应混合物,合并有机层,用盐水洗涤,经MgSO4干燥。减压浓缩除去溶剂,得到目标产物(1.39 g,10.6 mmol,收率89%)为无色液体。产物结构经1H NMR(400 MHz, CDCl3)δ 6.19(1H, m, H-3),5.93(1H, dt, J2-3 = 18.8 Hz, J2-4 = 1.45 Hz, H-2),4.18(2H, dd, J4-3 = 2.72, J4-2 = 1.45, H-4),1.56(1H, s, H-5),0.09(9H, s, H-1);13C NMR(100 MHz, CDCl3)δ 144.8(C-3),129.5(C-2),65.5(C-4),-1.37(C-5);IR(纯, cm-1)3331(b, OH),1622(s, C=C)确认。
参考文献:
[1] Journal of Organic Chemistry, 1988, vol. 53, # 20, p. 4682 - 4693
[2] Journal of the American Chemical Society, 1989, vol. 111, # 24, p. 8834 - 8841
[3] Tetrahedron, 1996, vol. 52, # 21, p. 7487 - 7510
[4] Chinese Journal of Chemistry, 2018, vol. 36, # 10, p. 916 - 920
[5] Patent: US2007/142632, 2007, A1. Location in patent: Page/Page column 26

