p-menthane-2,3-dione | 34315-76-9

• 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: p-menthane-2,3-dione
• 英文别名: 3-isopropyl-6-methylcyclohexane-1,2-dione；1-Methyl-4-isopropyl-cyclohexandion-(2.3)；p-Menthan-2,3-dion；Buccocampher；3-methyl-6-propan-2-ylcyclohexane-1,2-dione
• CAS: 34315-76-9
• 化学式: C₁₀H₁₆O₂
• 分子量: 168.236
• InChiKey: DIDQHWMZIHCWQH-UHFFFAOYSA-N

物化性质

• 熔点：
  82 °C
• 沸点：
  241.1±9.0 °C(Predicted)
• 密度：
  0.980±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  p-menthane-2,3-dione 在 乙醚 、 水 、 钯 作用下， 生成 胡椒酮
  参考文献：
  名称：

  62.对二酚的催化加氢

  摘要：

  DOI：

  10.1039/jr9340000238
• 作为产物：
  描述：

  5-甲基-2-异丙基环己酮 在 三氯化铁 、 溶剂黄146 作用下， 生成 p-menthane-2,3-dione
  参考文献：
  名称：

  Asahina; Mituhori, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1922, # 482, p. 1

  摘要：

  DOI：

文献信息

• Direct Conversion of <i>tert</i>-β-Bromo Alcohols to Ketones with Zinc Sulfide and DMSO
  作者：B. K. Bettadaiah、K. N. Gurudutt、P. Srinivas

  DOI：10.1021/jo020658q

  日期：2003.3.1

  tert-Beta-bromo alcohols, derived from simple monoterpene hydrocarbons, react with zinc sulfide in dimethyl sulfoxide to afford saturated ketones as the major and hydroxy ketones as the minor products. The reaction involves initial nucleophilic attack by DMSO on the carbon attached to the halogen, which is assisted by electrophilic zinc sulfide. Subsequent Kornblum type oxidation yields the alpha-hydroxy

  衍生自简单单萜碳氢化合物的叔-β-溴代醇与硫化锌在二甲亚砜中反应，生成饱和酮作为主要产物，羟基酮作为次要产物。该反应涉及DMSO对与卤素连接的碳的初始亲核攻击，这由亲电子硫化锌辅助。随后的Kornblum型氧化产生α-羟基酮。另一方面，将质子β提取至羟基，然后相邻的羟基部分攻击二甲基s氧ox中间体的硫，随后其崩溃，生成烯醇，其互变异构为饱和酮。主要遵循后一种途径。
• The Zinc Bromide-catalyzed Rearrangement of Pulegone Oxide and Piperitone Oxide
  作者：Hajime Watanabe、Jun Katsuhara、Noriyuki Yamamoto

  DOI：10.1246/bcsj.44.1328

  日期：1971.5

  The rearrangement of (+)-cis- (I) and (−)-trans-pulegone oxide (II) was effected by the catalysis of zinc bromide in boiling benzene to give the same (−)-2,2,5-trimethylcyclohepta-1,3-dione (III), with a retention of the optical activity. The structure of (−)-III with the expanded 7-membered ring was confirmed by the chemical transformation into 1,1,4-trimethyl-cycloheptane(IV), which was identical

  (+)-cis- (I) 和 (-)-trans-pulegone oxide (II) 的重排是通过溴化锌在沸腾苯中的催化作用得到相同的 (-)-2,2,5-trimethylcyclohepta -1,3-二酮 (III)，保留了旋光性。通过化学转化为 1,1,4-三甲基-环庚烷 (IV) 证实了 (-)-III 具有扩展的 7 元环的结构，这与衍生自丁香酮 (V) 的相同。胡椒酮氧化物 (VIII) 也以与胡薄荷酮氧化物相同的方式转化为二酚 (X)。
• 지방족 고리를 갖는 엑시드 화합물, 그의 에스터 유도체 및 고분자 중합체
  申请人：IUCF-HYU (Industry-University Cooperation Foundation Hanyang University) 한양대학교 산학협력단(220040114276) BRN ▼206-82-07306

  公开号：KR20180108367A

  公开（公告）日：2018-10-04

  본 발명은 지방족 고리를 갖는 엑시드 화합물, 그의 에스터 유도체 및 고분자 중합체에 관한 것으로서, 구체적으로는 중량대비 가격에서 유리한 화합물을 제공하며 모노엑시드 및 다이엑시드 화합물의 에스터 유도체는 휘발성과 내열성이 개선된 가소제로 이용할 수 있다. 또한 다이엑시드 또는 엑시드알콜 화합물을 사용하여 투명도와 열안전성이 높은 고분자를 합성할 수 있다.

  This invention relates to acyclic compounds with aliphatic rings, their ester derivatives, and polymer composites. Specifically, it provides a compound with a favorable price-to-weight ratio and ester derivatives of monoacids and diacids that can be used as solvents with improved volatility and heat resistance. Additionally, using diacid or acylic alcohol compounds, transparent and thermally stable polymers can be synthesized.
• Wallach, Justus Liebigs Annalen der Chemie, 1924, vol. 437, p. 193
  作者：Wallach

  DOI：——

  日期：——
• Treibs, Chemische Berichte, 1933, vol. 66, p. 610,618
  作者：Treibs

  DOI：——

  日期：——