meso/d,l-3,4-dimethyl-1,5-hexadiyne-3,4-diol | 4301-16-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: meso/d,l-3,4-dimethyl-1,5-hexadiyne-3,4-diol
• 英文别名: 3,4-dihydroxy-3,4-dimethyl-1,5-hexadiyne；3,4-dimethyl-hexa-1,5-diyne-3,4-diol；3,4-dimethylhexa-1,5-diyne-3,4-diol；3,4-Dimethyl-hexa-1,5-diin-3,4-diol；(+/-)-3,4-Dimethyl-hexadiin-(1,5)-diol-(3,4)；meso-3,4-Dimethyl-hexadiin-(1,5)-diol-(3,4)
• CAS: 4301-16-0
• 化学式: C₈H₁₀O₂
• 分子量: 138.166
• InChiKey: SKLPQBFDKKGMCW-UHFFFAOYSA-N

物化性质

• 沸点：
  76-78 °C(Press: 3 Torr)
• 密度：
  1.121±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  meso/d,l-3,4-dimethyl-1,5-hexadiyne-3,4-diol 在 N,N-二甲基丙烯基脲 、 正丁基锂 、 四丁基氟化铵 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 生成 1,2-Dimethyl-cycloundeca-3,10-diyne-1,2-diol
  参考文献：
  名称：

  Synthesis of cycloalkadiynes of various ring size

  摘要：

  The synthesis of the 10-, 11-, 13-, 14- and 16-membered cycloalkadiynes 3a-b, 4a-b, 6a-b, 7a-b, 10a-b and 11a-b containing functional groups either in two propargylic or two homopropargylic positions is described. The key step of the synthetic scheme is the DMPU assisted double alkylation of two terminal alkyne units leading to the carbocycles mentioned above in moderate to good yield via a three step pathway. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0040-4020(97)00067-7
• 作为产物：
  描述：

  乙炔钠 、 2,3-丁二酮 在 乙醚 作用下， 生成 meso/d,l-3,4-dimethyl-1,5-hexadiyne-3,4-diol
  参考文献：
  名称：

  Milas; Brown; Phillips, Journal of the American Chemical Society, 1948, vol. 70, p. 2863

  摘要：

  DOI：

文献信息

• Synthesis and Structure of Functionalized Cyclododecadiynes and -dienes
  作者：Christoph Boss、Reinhart Keese

  DOI：10.1002/hlca.19960790811

  日期：1996.12.11

  The cyclododecadiynes 3b–d, 8b–d, and 10b–c with functionalities in two propargylic positions, as well as the monofunctionalized diyne 13b have been prepared from simple open-chain building blocks. In the DMPU ( = N,N'-dimethylpropyleneurea)-assisted ring-closing alkylation of 1,7-diynes, the twelve-membered ring compounds have been prepared in yields of 16–55%. The preparation of the diene-diyne 15

  环十二碳二炔3b-d，8b-d和10b-c在两个炔丙基位置具有功能性，以及单官能化的二炔13b已由简单的开链结构单元制备。在DMPU（= N，N'-二甲基丙烯脲）辅助的1,7-二炔的闭环烷基化反应中，制备了十二元环化合物，产率为16-55％。描述了二烯-二炔15和环十二烷基-5,11-二炔-1,4-二酮18的制备。
• Electron depleted bis(methylene)cyclobutenes: sulfinyl and sulfonyl substitution
  作者：S. Braverman、E.V.K. Suresh Kumar、M. Cherkinsky、M. Sprecher、I. Goldberg

  DOI：10.1016/j.tet.2005.01.114

  日期：2005.4

  Double [2,3] sigmatropic rearrangements of bis(propargyl sulfenates) to bis(allenic sulfoxides) and of bis(propargyl sulfinates) to bis(allenic sulfones) are shown to be a convenient and effective method for the preparation of conjugated diallene systems bearing two electron withdrawing trihalomethyl sulfoxide or sulfone substituents either on C-1 and C-6, or on C-3 and C-4. Such substituents are further

  双（炔丙基亚磺酸盐）到双（烯丙基亚砜）和双（炔丙基亚磺酸盐）到双（烯丙基砜）的双[2,3]σ重排被证明是一种方便有效的方法制备带有轴承的共轭二烯体系C-1和C-6或C-3和C-4上有两个吸电子三卤代甲基亚砜或砜取代基。进一步显示出这样的取代基有助于环化成双（亚甲基）环丁烯并稳定后者。在环外亚甲基末端上的吸电子基团取代被证明比在环内双键上的类似取代更有效。
• A facile entry into a stable functionalized bis(methylene)cyclobutene system
  作者：S Braverman、E.V.K Suresh Kumar、M Cherkinsky、M Sprecher、I Goldberg

  DOI：10.1016/s0040-4039(00)01148-5

  日期：2000.8

  system has been identified. Appropriate functionalized derivatives, stable even in solution, have been conveniently prepared by tandem double [2,3]-sigmatropic rearrangement of conjugated dipropargylic sulfenates to diallenic disulfoxides and spontaneous cyclization of the latter. Stereochemical aspects are presented.

  已经确定了用于稳定3，4-双（亚甲基）环丁烯系统的参数。合适的官能化衍生物，即使在溶液中也很稳定，可以通过共轭双炔亚磺酸盐串联双[2,3]-σ重排成二烯二硫和自发环化的方法方便地制备。介绍了立体化学方面。
• POLYCYCLOCARBONATE COMPOUNDS AND POLYMERS FORMED THEREFROM
  申请人：Valspar Sourcing, Inc.

  公开号：US20170096408A1

  公开（公告）日：2017-04-06

  Polycyclocarbonate compounds and upgraded molecular weight polymers made from such compounds are provided. The polymers have particular utility in coating compositions, especially for use on food and beverage contact substrates that are formed into or will be formed into containers or container components.

  提供了由聚环氧碳酸化合物制成的升级分子量聚合物。该聚合物在涂料组成中具有特殊的实用性，特别是用于食品和饮料接触基底的涂料组成，这些基底形成或将形成容器或容器组件。
• Polycyclocarbonate compounds and polymers formed therefrom
  申请人：Valspar Sourcing, Inc.

  公开号：US10000461B2

  公开（公告）日：2018-06-19

  Polycyclocarbonate compounds and upgraded molecular weight polymers made from such compounds are provided. The polymers have particular utility in coating compositions, especially for use on food and beverage contact substrates that are formed into or will be formed into containers or container components.

  本文提供了聚环碳酸酯化合物和由此类化合物制成的高分子量聚合物。这些聚合物在涂层组合物中具有特殊用途，特别是用于食品和饮料接触基材，这些基材已经或即将被制成容器或容器部件。