bis(2,4,6-triisopropylphenyl)acetic acid | 177552-74-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: bis(2,4,6-triisopropylphenyl)acetic acid
• 英文别名: ditipylacetic acid；2,2-Bis[2,4,6-tri(propan-2-yl)phenyl]acetic acid
• CAS: 177552-74-8
• 化学式: C₃₂H₄₈O₂
• 分子量: 464.732
• InChiKey: AHWGERWHMRJDIS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.8
• 重原子数：
  34
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  bis(2,4,6-triisopropylphenyl)acetic acid 在 吡啶 、 氯化亚砜 作用下， 以 苯 为溶剂， 反应 1.0h， 以89%的产率得到ditipylketene
  参考文献：
  名称：

  一种相对持久的羧酸 Enol2,2-Bis(2',4',6'-triisopropylphenyl)ethene-1,1-diol 的生成和检测

  摘要：

  Ditipyl ketene (tipyl = 2,4,6-triisopropylphenyl) (20), ditipyl acetate (19), and 2,2-ditipyl bis(trimethylsilyl) acetal 28 作为 19 烯醇的潜在前体，即 2，二维...

  DOI：

  10.1021/ja9601090
• 作为产物：
  描述：

  bis(2,4,6-triisopropylphenyl)chloromethane 在 K/Na 作用下， 以 苯 为溶剂， 反应 6.0h， 生成 bis(2,4,6-triisopropylphenyl)acetic acid
  参考文献：
  名称：

  一种相对持久的羧酸 Enol2,2-Bis(2',4',6'-triisopropylphenyl)ethene-1,1-diol 的生成和检测

  摘要：

  Ditipyl ketene (tipyl = 2,4,6-triisopropylphenyl) (20), ditipyl acetate (19), and 2,2-ditipyl bis(trimethylsilyl) acetal 28 作为 19 烯醇的潜在前体，即 2，二维...

  DOI：

  10.1021/ja9601090

文献信息

• Reactions of the Relatively Persistent Carboxylic Acid Enol2,2-Ditipylethene-1,1-diol. The Reversibility of Ketene Hydration¹
  作者：Joseph Frey、Zvi Rappoport

  DOI：10.1021/ja960456+

  日期：1996.6.5

  benzopyranone (9), formed by cyclization on an o-i-Pr group and ring bromination. No product resulting from reaction of bromine with the double bond was formed. This is ascribed to shielding of the double bond by steric crowding. Attempted etherification of the enolic OH groups did not give the ketene trimethylsilyl or methyl acetals. With diazomethane a bicyclic trienone 13 was formed, presumably by cyclopropanation

  研究了 2,2-ditipylethene-1,1-diol (tipyl = 2,4,6-triisopropylphenyl) (1) 溶液的反应，该溶液是 ditipyl乙酸的烯醇。用 (p-BrC6H4)3N•+SbCl6- 氧化得到苯并呋喃酮，即五元内酯 (5)，通过环上的氧环化和酮化而失去环的芳香性。溴化也得到 5，大概是通过氧的初始氧化，以及含溴的六元内酯，苯并吡喃酮 (9)，通过在 oi-Pr 基团上环化和环溴化形成。没有形成溴与双键反应的产物。这归因于空间拥挤对双键的屏蔽。尝试将烯醇 OH 基团醚化不会得到乙烯酮三甲基甲硅烷基或甲基缩醛。
• Bis(dimesitylmethylene)-1,3-dithietane, -1,2,4-trithiane, and -1,2,4,5-tetrathiane. Conformation and DNMR Study. Observable Dimesityl Thioketene
  作者：Tzvia Selzer、Zvi Rappoport

  DOI：10.1021/jo960911k

  日期：1996.1.1

  The reaction of dimesityl ketene with P2S5 and pyridine gives 2,4-bis(dimesitylmethylene)-1,3-dithietane (3), 3,6-bis(dimesitylmethylene)-1,2,4,5-tetrathiane (4), 3,5-bis(dimesitylmethylene)-1,2,4-trithiane (5), and dimesityl thioketene 2 as a transient. The structures of 3 and 4 were determined by X-ray crystallography. The dimesitylmethylene moieties in 3 and 4 have a propeller conformation, and the tetrathiane ring in 4 has a twist-boat conformation. Static NMR data are consistent with the presence of two enantiomers and one meso form for 3 and of three pairs of enantiomers for 4. The several aromatic signals observed for 3 and 4 at slow exchange at 160 K coalesce to a single signal at higher temperatures. The threshold barriers for these dynamic processes are 12.7 (3) and 13.3 (4) kcal mol(-1), and the dynamic behavior was analyzed in terms of flip processes. On standing, a solution of 3 develops a blue color which is attributed to formation of 2, by retro-dimerization of 3. Diphenylacetyl chloride gives with P2S5, the analog of 5 and its one-double bond reduction product. Ditipylketene forms a product identified tentatively as the analog of 3.
• Generation and Detection of a Relatively Persistent Carboxylic Acid Enol2,2-Bis(2‘,4‘,6‘-triisopropylphenyl)ethene-1,1-diol
  作者：Joseph Frey、Zvi Rappoport

  DOI：10.1021/ja9601090

  日期：1996.6.5

  Ditipyl ketene (tipyl = 2,4,6-triisopropylphenyl) (20), ditipylacetic acid (19), and 2,2-ditipyl bis(trimethylsilyl) acetal 28 were prepared as potential precursors for the enol of 19, i.e., 2,2-di...

  Ditipyl ketene (tipyl = 2,4,6-triisopropylphenyl) (20), ditipyl acetate (19), and 2,2-ditipyl bis(trimethylsilyl) acetal 28 作为 19 烯醇的潜在前体，即 2，二维...