1,6-cyclododecanediol | 14435-21-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,6-cyclododecanediol
• 英文别名: cyclododecane-1,6-diol
• CAS: 14435-21-3
• 化学式: C₁₂H₂₄O₂
• 分子量: 200.321
• InChiKey: CZODBJMRPLCCEC-UHFFFAOYSA-N

物化性质

• 沸点：
  357.3±10.0 °C(Predicted)
• 密度：
  0.968±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  环十二酮 生成 1,6-cyclododecanediol
  参考文献：
  名称：

  微生物羟基化。第十三部分。环十二烷酮和环十五烷酮作为类固醇羟化真菌的底物

  摘要：

  在四种类固醇羟化真菌的培养物中，环十二烷酮和环十五烷酮均被羟基化，但值得注意的是，它们都不受曲霉的影响。取代的选择性较差，与类固醇底物相比，仅形成一种或两种主要产物的规则要少得多。二羟基和聚羟基化显然进行得非常快。初始攻击与C发生在最远端个碳原子，在C（8）15酮，并在C（6）[和C（7）]用C 12酮。

  DOI：

  10.1039/p19740001665

文献信息

• Complementary and selective oxidation of hydrocarbon derivatives by two cytochrome P450 enzymes of the same family
  作者：Md. Raihan Sarkar、Stephen G. Bell

  DOI：10.1039/d0cy01040e

  日期：——

  The cytochrome P450 enzymes CYP101B1 and CYP101C1, which are from the bacterium Novosphingobium aromaticivorans DSM12444, can hydroxylate norisoprenoids with high activity and selectivity. With the goal of expanding and establishing their substrate range with a view to developing applications, the oxidation of a selection of cyclic alkanes, ketones and alcohols was investigated. Cycloalkanes were oxidised

  细胞色素P450酶CYP101B1和CYP101C1，来自细菌新孢子虫DSM12444可高活性和选择性地羟基化类异戊二烯。为了扩展和建立其底物范围，以开发应用，研究了选择环烷烃，酮和醇的氧化。环烷被氧化，但两种酶均显示出中等的结合亲和力和较低的生产活性。我们通过将组氨酸残基切换为苯丙氨酸（H85F），使活性位点更具疏水性，从而改善了这些底物与CYP101B1的结合和活性。环烷烃骨架中酮部分的存在显着改善了两种酶的氧化活性。CYP101C1优选在C-2位置催化环烷酮的氧化，而CYP101B1在远离羰基的位置以较高的生产率氧化这些底物。这表明每种酶的活性位点中环酮的结合方向必须不同。线性酮也被两种酶氧化，但活性和选择性较低。CYP101B1比CYP101C1更有效地氧化具有酯导向基团的环状底物。两种酶都在远离酯导向基团的环系统上以高区域选择性催化这些酯的氧化。CYP101C1比CYP101B1
• Selective biocatalytic hydroxylation of unactivated methylene C–H bonds in cyclic alkyl substrates
  作者：Md Raihan Sarkar、Samrat Dasgupta、Simon M. Pyke、Stephen G. Bell

  DOI：10.1039/c9cc02060h

  日期：——

  The cytochrome P450 monooxygenase CYP101B1 from Novosphingobium aromaticivorans selectively hydroxylated methylene C–H bonds in cycloalkyl rings. Cycloketones and cycloalkyl esters containing C6, C8, C10 and C12 rings were oxidised with high selectively on the opposite side of the ring to the carbonyl substituent. Cyclodecanone was oxidised to oxabicycloundecanol derivatives in equilibrium with the

  从细胞色素P450单加氧酶CYP101B1 Novosphingobium芳烃选择性羟基化亚甲基在环烷基环的C-H键。含有C6，C8，C10和C12环的环酮和环烷基酯在环上与羰基取代基相反的一侧被高选择性地氧化。环十二烷酮被氧化成与羟基环癸烷平衡的氧杂环十一烷醇衍生物。
• Method for making a substantially pure mixture of cyclododecanediol isomers and uses thereof
  申请人：——

  公开号：US20030069455A1

  公开（公告）日：2003-04-10

  Disclosed is a method for preparing a substantially pure mixture of cyclododecanediol isomers. The isomers include 1,4-cyclododecanediol, 1,5-cyclododecanediol, and 1,6-cyclododecanediol. Also disclosed is a method for using a substantially pure mixture of cyclododecanediol isomers, which include the preparation of diamines; esters; diesters, such as diacetates and diacrylates; bis-phenol cyclododecane; and cyclododecanediol-based polyester polymers and polyester polyols.

  本发明公开了一种制备基本纯净的环十二烷二醇异构体混合物的方法。这些异构体包括 1,4-环十二烷二醇、1,5-环十二烷二醇和 1,6-环十二烷二醇。还公开了一种使用基本纯净的环十二烷二醇异构体混合物的方法，其中包括制备二胺、酯、二酯（如二乙酸酯和二丙烯酸酯）、双酚环十二烷以及以环十二烷二醇为基础的聚酯聚合物和聚酯多元醇。
• METHOD FOR MAKING A SUBSTANTIALLY PURE MIXTURE OF CYCLODODECANEDIOL ISOMERS AND USES THEREOF
  申请人：E. I. du Pont de Nemours and Company

  公开号：EP1430012A2

  公开（公告）日：2004-06-23
• [EN] METHOD FOR MAKING A SUBSTANTIALLY PURE MIXTURE OF CYCLODODECANEDIOL ISOMERS AND USES THEREOF<br/>[FR] METHODE DE PRODUCTION D'UN MELANGE SENSIBLEMENT PUR D'ISOMERES DE CYCLODODECANEDIOL, ET UTILISATION DUDIT MELANGE
  申请人：DU PONT

  公开号：WO2003027052A2

  公开（公告）日：2003-04-03

  Disclosed is a method for preparing a substantially pure mixture of cyclododecanediol isomers. The method involves a distillation step at a temperature between 150° C and 230° C. The isomers include 1,4-cyclododecanediol, 1,5-cyclododecanediol, and 1,6-cyclododecanediol. Also disclosed is a method for using a substantially pure mixture of cyclododecanediol isomers, which include the preparation of diamines; esters; diesters, such as diacetates and diacrylates; bis-phenol cyclododecane; and cyclododecanediol-based polyester polymers and polyester polyols.