1-环丙基-1-苯基-2,2,2-三氟乙醇 | 13082-34-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-环丙基-1-苯基-2,2,2-三氟乙醇
• 英文名称: 1-cyclopropyl-1-phenyl-2,2,2-trifluoroethanol
• 英文别名: Phenylcyclopropyltrifluormethylmethanol；1-Cyclopropyl-2,2,2-trifluoro-1-phenylethan-1-ol；1-cyclopropyl-2,2,2-trifluoro-1-phenylethanol
• CAS: 13082-34-3
• 化学式: C₁₁H₁₁F₃O
• mdl: MFCD16068029
• 分子量: 216.203
• InChiKey: KRHLCHSAMBEJFD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.454
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (1-cyclopropyl-2,2,2-trifluoro-1-phenylethoxy)trimethylsilane 在 盐酸 作用下， 反应 15.0h， 生成 1-环丙基-1-苯基-2,2,2-三氟乙醇
  参考文献：
  名称：

  Synthetic methods and reactions. 141. Fluoride-induced trifluoromethylation of carbonyl compounds with trifluoromethyltrimethylsilane (TMS-CF3). A trifluoromethide equivalent

  摘要：

  DOI：

  10.1021/ja00183a073

文献信息

• Preparation of trifluoromethyl and other perfluoroalkyl compounds with (perfluoroalkyl)trimethylsilanes
  作者：Ramesh Krishnamurti、Donald R. Bellew、G. K. Surya Prakash

  DOI：10.1021/jo00003a017

  日期：1991.2

  The preparation of a variety of novel perfluoroalkyl-substituted compounds in high yields using easily prepared (perfluoroalkyl)trimethylsilanes (1a-c) is described. (Trifluoromethyl)-, (pentafluoroethyl)-, and (heptafluoropropyl)trimethylsilane, 1a-c, respectively, react readily with carbonyl compounds, such as aldehydes and ketones, by a fluoride-initiated catalytic process. Fluoride-initiated addition of 1 to a carbonyl group generates an oxyanionic species which then further catalyzes the reaction. Even enolizable carbonyl compounds react cleanly under the reaction conditions. A study of the scope of the reactivity of 1a toward other carbonyl groups in esters, lactones and an acid chloride was also carried out. Thus 1a reacts cleanly with five- and six-membered ring lactones. However, unactivated esters do not react under the reaction conditions. The acid chloride reacts with 1a to give a mixture of products.
• Electroorganic chemistry. 130. A novel trifluoromethylation of aldehydes and ketones promoted by an electrogenerated base
  作者：Tatsuya Shono、Manabu Ishifune、Toshio Okada、Shigenori Kashimura

  DOI：10.1021/jo00001a002

  日期：1991.1

  A base generated by the electroreduction of 2-pyrrolidone deprotonated trifluoromethane to form a trifluoromethyl anion equivalent. In the presence of hexamethyldisilazane, this species reacted with a variety of aldehydes and ketones to afford (trifluoromethyl)-carbinols in high yield.
• Stable Carbonium Ions. XXIV.¹ Trifluoromethylcarbonium Ions, Protonated Trifluoromethyl Alcohols, and Protonated Fluoro Ketones
  作者：George A. Olah、Charles U. Pittman

  DOI：10.1021/ja00966a024

  日期：1966.7
• PRAKASH, G. K. SURYA;KRISHNAMURTI, RAMESH;OLAH, GEORGE A., J. AMER. CHEM. SOC., 111,(1989) N, C. 393-395
  作者：PRAKASH, G. K. SURYA、KRISHNAMURTI, RAMESH、OLAH, GEORGE A.

  DOI：——

  日期：——
• SHONO, TATSUYA;ISHIFUNE, MANABU;OKADA, TOSHIO;KASHIMURA, SHIGENORI, J. ORG. CHEM., 56,(1991) N, C. 2-4
  作者：SHONO, TATSUYA、ISHIFUNE, MANABU、OKADA, TOSHIO、KASHIMURA, SHIGENORI

  DOI：——

  日期：——