4-三癸醇 | 26215-92-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 4-三癸醇
• 英文名称: tridencan-4-ol
• 英文别名: tridecan-4-ol；4-tridecanol；Propyl-nonyl-carbinol；Tridecanol-(4)
• CAS: 26215-92-9
• 化学式: C₁₃H₂₈O
• 分子量: 200.365
• InChiKey: VHNLHPIEIIHMHH-UHFFFAOYSA-N

物化性质

• 熔点：
  26.15°C (estimate)
• 沸点：
  268.11°C (estimate)
• 密度：
  0.7947 (estimate)
• 保留指数：
  1582

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  14
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 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：

  4-三癸醇 在 pyridinium chlorochromate 作用下， 以 二氯甲烷 为溶剂， 以59%的产率得到4-十三烷酮
  参考文献：
  名称：

  Small molecule probes of the receptor binding site in the Vibrio cholerae CAI-1 quorum sensing circuit

  摘要：

  Based on modification of separate structural features of the Vibrio cholerae quorum sensing signal, (S)-3-hydroxytridecan-4-one (CAI-1), three focused compound libraries have been synthesized and evaluated for biological activity. Modifications to the acyl tail and alpha-hydroxy ketone typically provided agonists with activities correlated to tail length and conservative changes to the hydroxy ketone. Among the molecules identified within this collection of agonists is Am-CAI-1 (B11), which is among the most potent agonists reported to date with an EC50 of 0.21 mu M. Modifications to the ethyl side chain delivered molecules with both agonist and antagonist activity, including m-OH-Ph-CAI-1 (C13) which is the most potent antagonist reported to date with an IC50 of 36 mu M. The molecules described in this manuscript are anticipated to serve as valuable tools in the study of quorum sensing in Vibrio cholerae and provide new leads in the development of an antivirulence therapy against this human pathogen. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.09.021
• 作为产物：
  描述：

  4-十三烷酮 在 lithium aluminium tetrahydride 作用下， 生成 4-三癸醇
  参考文献：
  名称：

  Baykut; Oezeris, Istanbul Universitesi Fen Fakultesi Mecmuasi, Seri C: [Astronomi-Fizik-Kimya], 1957, vol. 22, p. 32,37

  摘要：

  DOI：

文献信息

• Copper-catalyzed aerobic oxidation of alcohols under fluorous biphasic conditions
  作者：Bodo Betzemeier、Marco Cavazzini、Silvio Quici、Paul Knochel

  DOI：10.1016/s0040-4039(00)00620-1

  日期：2000.6

  A catalytic amount of perfluoroalkyl substituted bipyridine 1 (2 mol%), CuBr·Me2S (2 mol%) and TEMPO (3.5 mol%) allow the oxidation of various alcohols to aldehydes and ketones in a fluorous biphasic system of chlorobenzene and perfluorooctane directly with oxygen. The catalyst can be used for several reaction runs without a loss of reactivity.

  全氟烷基取代的联吡啶1（2 mol％），CuBr·Me 2 S（2 mol％）和TEMPO（3.5 mol％）的催化量可在氯苯和全氟辛烷的氟双相体系中将各种醇氧化为醛和酮直接用氧气。该催化剂可用于多种反应运行而不会损失反应性。
• Iron(II)-Catalyzed Site-Selective Functionalization of Unactivated C(sp³ )−H Bonds Guided by Alkoxyl Radicals
  作者：Honghao Guan、Shutao Sun、Ying Mao、Lei Chen、Ran Lu、Jiancheng Huang、Lei Liu

  DOI：10.1002/anie.201806434

  日期：2018.8.27

  for site‐selective functionalization of unactivated methylene and methine C−H bonds enabled by an FeII‐catalyzed redox process is described. The mild, expeditious, and modular protocol allows efficient remote aliphatic fluorination, chlorination, amination, and alkynylation of structurally and electronically varied primary, secondary, and tertiary hydroperoxides with excellent functional‐group tolerance

  描述了一种通过Fe II催化的氧化还原过程实现未活化的亚甲基和次甲基CH键的位点选择性官能化的烷氧基自由基导向策略。温和，快捷和模块化的协议允许对结构和电子形式不同的伯，仲和叔氢过氧化物进行高效的远程脂肪族氟化，氯化，胺化和炔基化反应，并具有出色的官能团耐受性。还演示了由有氧CH氧化引发的非氧化烷烃底物的单锅1,4-羟基官能化的应用。
• Preparation of alkoxysulfates
  申请人：Shell Internationale Research Maatschappij B.V.

  公开号：EP2236493A1

  公开（公告）日：2010-10-06

  The present invention relates to the use of an alkylene sulfate for reducing the level of at least one undesirable by-product in the formation of alkoxysulfates from one or more nucleophile.

  本发明涉及使用烷基磺酸盐来降低在从一个或多个亲核试剂形成烷氧基磺酸盐时至少一种不良副产物的水平。
• EXTRACTANT COMPOSITIONS FOR CO EXTRACTING CESIUM AND STRONTIUM, A METHOD OF SEPARATING CESIUM AND STRONTIUM FROM AN AQUEOUS FEED, CALIXARENE COMPOUNDS, AND AN ALCOHOL MODIFIER
  申请人：PETERMAN DEAN R.

  公开号：US20100116749A1

  公开（公告）日：2010-05-13

  A mixed extractant solvent that includes at least one dialkyloxycalix[4]arenebenzocrown-6 compound, 4′,4′,(5′)-di-(t-butyldicyclohexano)-18-crown-6, at least one modifier, and, optionally, a diluent. The dialkyloxycalix[4]arenebenzocrown-6 compound is 1,3-alternate-25,27-di(octyloxy)calix[4] arenebenzocrown-6, 1,3-alternate-25,27-di(decyloxy)calix[4]arene-benzocrown-6, 1,3-alternate-25,27-di(dodecyloxy)calix[4]arenebenzocrown-6, 1,3-alternate-25,27-di(2-ethylhexyl-1-oxy)calix[4]arenebenzocrown-6, 1,3-alternate-25,27-di(3,7-dimethyloctyl-1-oxy)calix[4] arenebenzocrown-6, 1,3-alternate-25,27-di(4-butyloctyl-1-oxy)calix[4]arenebenzocrown-6, or combinations thereof. The modifier is a primary alcohol. A method of separating cesium and strontium from an aqueous feed is also disclosed, as are dialkyloxycalix[4]arenebenzocrown-6 compounds and an alcohol modifier.

  一种混合萃取剂溶剂，其中包括至少一种二烷氧基卡利克斯[4]芳基冠醚-6化合物，4′,4′,(5′)-双-(叔丁基二环己烷)-18-冠-6，至少一种改性剂，以及可选的稀释剂。二烷氧基卡利克斯[4]芳基冠醚-6化合物是1,3-交替-25,27-二(辛氧基)卡利克斯[4]芳基冠醚-6，1,3-交替-25,27-二(癸氧基)卡利克斯[4]芳基冠醚-6，1,3-交替-25,27-二(十二烷氧基)卡利克斯[4]芳基冠醚-6，1,3-交替-25,27-二(2-乙基己基-1-氧基)卡利克斯[4]芳基冠醚-6，1,3-交替-25,27-二(3,7-二甲基辛基-1-氧基)卡利克斯[4]芳基冠醚-6，1,3-交替-25,27-二(4-丁基辛基-1-氧基)卡利克斯[4]芳基冠醚-6，或其组合。改性剂是一种一次醇。还公开了一种从水性进料中分离铯和锶的方法，以及二烷氧基卡利克斯[4]芳基冠醚-6化合物和醇改性剂。
• PREPARATION OF ALKOXYSULFATES
  申请人：MEURS Jan Hermen Hendrik

  公开号：US20100010251A1

  公开（公告）日：2010-01-14

  A process for the preparation of alkoxysulfates from organic compounds containing one or more nucleophilic groups by reacting said organic compound, in a water-miscible solvent selected from the group consisting of sulfur-containing solvents such as dimethylsulfoxide (DMSO) or sulfolane, or polar solvents such as tetrahydrofuran (THF), dimethylformamide (DMF), dimethylacetamide (DMA) and hexamethylphosphoric triamide (HMPT), with an alkylene sulfate, in a non-water-miscible solvent selected from the group consisting of chlorinated solvents such as methylene chloride, chloroform, carbon tetrachloride, trichloroethane or chlorinated aromatics, such as chlorobenzene or dichlorobenzene, and non-chlorinated aromatics, such as toluene or xylenes, in the presence of a base selected from the group consisting of hydroxides, carbonates and hydrogen carbonates of alkali metals or alkaline earth metals.

  一种制备烷氧基硫酸盐的方法，包括将含有一个或多个亲核基团的有机化合物与烷基硫酸盐在非水溶性溶剂中反应，所述非水溶性溶剂选自包括含硫溶剂（如二甲基亚砜（DMSO）或硫代乙酮）或极性溶剂（如四氢呋喃（THF）、二甲基甲酰胺（DMF）、二甲基乙酰胺（DMA）和六甲基膦酰胺（HMPT））的溶剂组，所述有机化合物在水亲和性溶剂中反应。所述非水溶性溶剂选自包括氯化溶剂，如二氯甲烷、氯仿、四氯化碳、三氯乙烷或氯化芳烃，如氯化苯或二氯苯，以及非氯化芳烃，如甲苯或二甲苯，存在碱金属或碱土金属的氢氧化物、碳酸盐和氢碳酸盐中的一种。

表征谱图