6,6-dimethyl-hepta-2,4-diynal | 99179-37-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 6,6-dimethyl-hepta-2,4-diynal
• 英文别名: 6,6-dimethylhepta-2,4-diynal；6,6-Dimethyl-hepta-2,4-diinal；6.6-Dimethyl-heptadiin-(2.4)-al-(1)
• CAS: 99179-37-0
• 化学式: C₉H₁₀O
• 分子量: 134.178
• InChiKey: VCZJBUYDJHNACY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  6,6-dimethyl-hepta-2,4-diynal 生成 11,11-dimethyl-dodeca-1,3,5,7,9-pentayne
  参考文献：
  名称：

  699.炔类化合物的研究。第LXIV部分。共轭八-和十-炔属化合物的制备

  摘要：

  DOI：

  10.1039/jr9600003483
• 作为产物：
  描述：

  6,6-二甲基-2,4-庚二炔-1-醇 在 戴斯-马丁氧化剂 作用下， 以 二氯甲烷 为溶剂， 生成 6,6-dimethyl-hepta-2,4-diynal
  参考文献：
  名称：

  Synthesis of Simple Diynals, Diynones, Their Hydrazones, and Diazo Compounds: Precursors to a Family of Dialkynyl Carbenes (R¹—C≡C—C̈—C≡C—R²)

  摘要：

  A variety of substituted pentadiynols, -diynals, and -diynones have been prepared en route to precursors to dialkynyl carbenes (R-1-C C-C-C C-R-2). In light of the marginal stability associated with these simple systems, several strategies were required to assemble the carbon backbones. The requisite five-carbon skeletons were prepared using 4 + 1, 3 2, 2 + 2 + 1, and 2 + 1 + 1 + 1 coupling methodologies. The Dess Martin periodinane serves as an excellent method for the oxidation of pentadiynols to diynals and diynones, although many of the oxidized products are sufficiently reactive that they were not isolated; rather, they were generated in situ and intercepted with nucleophiles such as tosylhydrazide or trisylhydrazide. The hydrazone derivatives are generally reliable precursors to diazo compounds and carbenes, although cyclization of the hydrazone to afford a pyrazole can be a complicating factor in certain instances.

  DOI：

  10.1021/jo101125y

文献信息

• Synthesis and structure–activity relationships of novel fungal chitin synthase inhibitors
  作者：Kazunao Masubuchi、Mikio Taniguchi、Isao Umeda、Kazuo Hattori、Hitomi Suda、Yasunori Kohchi、Yoshiaki Isshiki、Toshiya Sakai、Masami Kohchi、Michio Shirai、Hisafumi Okabe、Masayuki Sudoh、Toshikazu Yamazaki、Nobuo Shimma

  DOI：10.1016/s0960-894x(00)00257-2

  日期：2000.7

  A novel Candida albicans chitin synthase 1 (CaChs1) inhibitor, RO-41-0986 (1) was discovered by random screening. Systematic modification led to the identification of a highly potent CaChs1 inhibitor, RO-09-3024 (2), having strong antifungal activity against Candida spp. in vitro. (C) 2000 Elsevier Science Ltd. All rights reserved.
• Bohlmann, Chemische Berichte, 1953, vol. 86, p. 657,665
  作者：Bohlmann

  DOI：——

  日期：——