(Z)-5-Cyclodecenol | 128572-24-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (Z)-5-Cyclodecenol
• 英文别名: (+/-)-cyclodec-5c-enol；cis-Cyclodecen-(5)-ol-(1)；(5Z)-cyclodec-5-en-1-ol
• CAS: 128572-24-7
• 化学式: C₁₀H₁₈O
• 分子量: 154.252
• InChiKey: NJKICLYQBSRNSH-UPHRSURJSA-N

物化性质

• 沸点：
  245.4±29.0 °C(Predicted)
• 密度：
  0.919±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (Z)-5-Cyclodecenol 在 molecular sieve 、 sodium acetate 、 pyridinium chlorochromate 作用下， 以 二氯甲烷 为溶剂， 反应 0.25h， 以91%的产率得到(Z)-5-Cyclodecenone
  参考文献：
  名称：

  Electrophilic and radical transannular cyclizations of 5-cyclodecenone to give either hydronaphthalene or hydroazulene products

  摘要：

  The transannular cyclizations of the E and Z double-bond isomers of 5-cyclodecenone were investigated in order to determine the regio- and stereochemical preferences of the unsubstituted ring system. Electrophilic cyclization of the E isomer under either protic or Lewis acid conditions led to hydronaphthalenols with a preference for the trans ring fusion, while the Z led to only cis-fused hydronaphthalenols. Cyclization of the ketyl radical generated from the ketone led exclusively to a cis-fused hydroazulenol, regardless of double-bond geometry, although the E isomer was considerably more reactive than the Z isomer. The stereochemistry of the ring fusion in the products from (E)-5-cyclodecenone can be rationalized by cyclization through its lowest energy conformations in which the carbonyl oxygen is anti to the alkene hydrogen at C6, leading to the trans-fused hydronaphthalenol, and syn to the alkene hydrogen at C5, leading to the cis-fused hydroazulenol. For (Z)-5-cyclodecenone, molecular mechanics calculations found two low energy conformations, only one of which brings the alkene and the carbonyl groups close enough for their reaction with each other. In this conformation, the alkene hydrogens at C5 and C6 are syn to the oxygen of the ketone, leading to a cis ring fusion regardless of whether 1,5- or 1,6-cyclization is observed. The difference in regiochemistry in radical versus electrophilic cyclizations is explicable on the basis of the differences in mechanism for the two reaction pathways. The radical cyclizations are kinetic in nature with the ketyl radical adding to the proximate C5 alkene carbon in a very exothermic step, akin to the cyclization of 1-hexenyl radicals. The stereochemistry of the acid-induced cyclizations can be explained through the intermedicacy of either nonclassical or contact ion pairs, the regiochemistry reflecting the greater stability of the hydronaphthalene ring system over the hydroazulene. A system of nomenclature for unambiguously labeling each of the low energy conformations of (E)-5-cyclodecenones is also proposed.

  DOI：

  10.1021/jo00075a025
• 作为产物：
  描述：

  环癸-5-炔酮 生成 (Z)-5-Cyclodecenol
  参考文献：
  名称：

  Hanack,M. et al., Chemische Berichte, 1972, vol. 105, p. 421 - 433

  摘要：

  DOI：

文献信息

• GENE NETWORK-BASED METHOD FOR CONFIRMING DRUG ACTION
  申请人：Tsinghua University

  公开号：EP2369493A1

  公开（公告）日：2011-09-28

  The invention provides a network-based method for confirming drug action(drug effect, synergistic reaction). The method be carried out by mapping a first drug genes/gene products subset and a second genes/gene products subset in a gene network. The second genes/gene products subset can be a second drug genes/gene products subset or a biological process genes/gene products subset. The invention also provides a tool for pre-clinical drug screening.

  本发明提供了一种基于网络的确认药物作用（药物效应、协同反应）的方法。该方法通过在基因网络中绘制第一药物基因/基因产物子集和第二基因/基因产物子集来实现。第二基因/基因产物子集可以是第二药物基因/基因产物子集，也可以是生物过程基因/基因产物子集。本发明还为临床前药物筛选提供了一种工具。
• Processes for obtaining purified unsaturated macrocyclic compounds
  申请人：Agan Aroma & fine chemicals Ltd.

  公开号：US10844036B2

  公开（公告）日：2020-11-24

  A process of obtaining a purified geometric isomer of an unsaturated macrocyclic compound is disclosed herein. The process is effected by contacting an ion exchange medium comprising silver ions with a mixture comprising at least one geometric isomer of the unsaturated macrocyclic compound, to thereby obtain at least one fraction comprising the purified geometric isomer of the macrocyclic compound. A system configured for performing the process is also disclosed.

  本文公开了一种获得不饱和大环化合物纯化几何异构体的工艺。该工艺通过将包含银离子的离子交换介质与包含至少一种不饱和大环化合物几何异构体的混合物接触，从而获得至少一种包含提纯的大环化合物几何异构体的馏分。此外，还公开了一种配置用于执行该工艺的系统。
• Proximity Effects. II. 1,9- and cis-1,2-Octalin from trans-5-Cyclodecen-1-yl p-Toluenesulfonate
  作者：Arthur C. Cope、Robert J. Cotter、George G. Roller

  DOI：10.1021/ja01618a051

  日期：1955.7
• PROCESSES FOR OBTAINING PURIFIED UNSATURATED MACROCYCLIC COMPOUNDS
  申请人：Agan Aroma&fine Chemicals Ltd.

  公开号：EP3548455A1

  公开（公告）日：2019-10-09
• Methods for determining nucleotide sequence information
  申请人：Su Xing

  公开号：US20070031861A1

  公开（公告）日：2007-02-08

  Provided herein, is a nucleic acid sequencing method based on detection of Raman signatures of oligonucleotide probes. Raman signatures of individually captured nucleic acid probes, optionally labeled by a Raman label or a positively charged enhancer, are detected. The sequences of captured probes are used to identify the nucleotide sequences of captured probes and complementary target nucleic acids, which are then aligned and used to obtain nucleic acid sequence information. In another embodiment, a method is provided for determining a nucleotide occurrence at a target nucleotide position of a target nucleic acid, that utilizes binding of the target nucleic acid to a labeled oligonucleotide probe that binds to the target nucleic acid, wherein the labeled oligonucleotide probe includes a first label and a second label, the first label being capable of affecting an optical property of the second label.