(E)-dec-2-en-4-ol | 70719-35-6

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (E)-dec-2-en-4-ol
• 英文别名: Decene-2-ol-4
• CAS: 70719-35-6
• 化学式: C₁₀H₂₀O
• 分子量: 156.268
• InChiKey: XJMAJAGAHDFDLE-XBXARRHUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  11
• 可旋转键数：
  6
• 环数：
  0.0
• 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：

  (E)-dec-2-en-4-ol 在 叔丁基过氧化氢 、 二正丁基氧化锡 作用下， 以 苯 为溶剂， 反应 6.0h， 以75%的产率得到1-(3-Methyl-oxiranyl)-heptan-1-ol
  参考文献：
  名称：

  二丁基氧化过氧化锡对烯丙醇的选择性环氧化

  摘要：

  衍生自Bu 2 SnO和t BuOOH的过氧化二丁基氧化锡以高的立体选择性和区域选择性环氧化烯丙醇。

  DOI：

  10.1016/s0040-4039(00)84803-0
• 作为产物：
  描述：

  3-benzenesulfinyl-decan-4-ol 在 sodium carbonate 作用下， 以 xylene 为溶剂， 反应 1.0h， 生成 (E)-dec-2-en-4-ol
  参考文献：
  名称：

  Pyrolysis of β-hidroxy sulfoxides. II. Synthesis of allylic alcohols

  摘要：

  DOI：

  10.1016/s0040-4039(01)85766-x

文献信息

• [EN] 4,5-DIHYDRO-ISOXAZOLE DERIVATIVES AS FUNGICIDES<br/>[FR] DÉRIVÉS DE 4,5-DIHYDRO-ISOXAZOLE EN TANT QUE FONGICIDES
  申请人：SYNGENTA PARTICIPATIONS AG

  公开号：WO2012143395A1

  公开（公告）日：2012-10-26

  Compounds of Formula (I), wherein the other substituents R1, R2, R3, R4, R5, R6 and R7 are as defined in claim 1, and their use as microbiocides.

  式（I）化合物，其中其他取代基R1、R2、R3、R4、R5、R6和R7如权利要求1所定义，并且它们作为微生物杀菌剂的用途。
• Efficient Photooxygenation of Olefins by a C₆₀Derivative Bearing an Organofluorine Tail
  作者：Hideo Nagashima、Koji Hosoda、Tomoaki Abe、Shoichi Iwamatsu、Takaaki Sonoda

  DOI：10.1246/cl.1999.469

  日期：1999.6

  A C60 derivative bearing an organofluorine tail through the dimethylsilyl moiety (1) was proved to be an efficient photosensitizer in C6F6. Photooxygenation of olefins or dienes was accomplished by catalysis of 1 (0.5–1.5 mol%) at room temperature under an oxygen atmosphere.

  一种通过二甲基硅基部分连接有有机氟尾的C60衍生物（1）被证明在C6F6中是一种高效的光敏剂。在常温下，在氧气氛围下，1以0.5–1.5 mol%的催化剂成功实现了烯烃或二烯的光氧化反应。
• Cobalt catalyzed regioselective allylation of 1,3-dicarbonyl compounds
  作者：Golak C. Maikap、M. Madhava Reddy、Manoj Mukhopadhyay、Beena Bhatia、Javed Iqbal

  DOI：10.1016/s0040-4020(01)85380-1

  日期：1994.1

  Catalytic amount of Cobalt(II) chloride in 1,2-dichloroethane promotes the allylation of 1,3-dicarbonyl compounds with allyl acetates in high yields. The allylation of pentane-2,4-dione is highly regioselective as compared with methylacetoacetate and ethyl 2-oxocyclopentanecarboxylate.

  催化量的1,2-二氯乙烷中的氯化钴（II）以高收率促进1,3-二羰基化合物与乙酸烯丙酯的烯丙基化。与乙酰乙酸甲酯和2-氧代环戊烷甲酸乙酯相比，戊烷-2,4-二酮的烯丙基化具有高度的区域选择性。
• Critical importance of molecular sieves in titanium(IV)–calix[4]arene catalyzed epoxidation of allylic alcohols
  作者：Antonio Massa、Antonietta D'Ambrosi、Antonio Proto、Arrigo Scettri

  DOI：10.1016/s0040-4039(01)00059-4

  日期：2001.3

  The first synthetic application of Ti(IV)–calix[4]arenes as catalysts in regio- and stereoselective epoxidation of allylic alcohols is reported. The catalytic properties of these Ti(IV) complexes are dramatically enhanced in the presence of activated 4 Å molecular sieves.

  据报道，Ti（IV）–calix [4]芳烃在烯丙基醇的区域和立体选择性环氧化中作为催化剂的首次合成应用。在活化的4Å分子筛的存在下，这些Ti（IV）配合物的催化性能得到显着提高。
• A tellurium transposition route to allylic alcohols: overcoming some limitations of the Sharpless-Katsuki asymmetric epoxidation
  作者：Donald C. Dittmer、Robert P. Discordia、Yanzhi Zhang、Christopher K. Murphy、Archana Kumar、Aurora S. Pepito、Yuesheng Wang

  DOI：10.1021/jo00055a029

  日期：1993.1

  Good yields of enantiomeric allylic alcohols can be obtained in high enantiomeric excess (ee) by combining the Sharpless-Katsuki asymmetric epoxidation process (SAE) with tellurium chemistry. The advantages of the tellurium process are as follows: (1) the 50% yield limitation on the allylic alcohol in the Sharpless kinetic resolution (SKR) can be overcome; (2) allylic tertiary alcohols which are unsatisfactory substrates in the SKR can be obtained in high optical purity; (3) optically active secondary allylic alcohols with tertiary alkyl substituents (e.g. tert-butyl) at C-1 can be obtained in high ee; (4) optically active sterically congested cis secondary alcohols can be obtained in high ee; and (5) the nuisance of the slow SAE of some vinyl carbinols can be avoided. The key step in the reaction sequence is either a stereospecific 1,3-trans position of double bond and alcohol functionalities or an inversion of the alcohol configuration with concomitant deoxygenation of the epoxide function in epoxy alcohols. Trans secondary allylic alcohols can be converted to cis secondary allylic alcohols by way of erythro epoxy alcohols (glycidols); threo glycidyl derivatives are converted to trans secondary allylic alcohols. These transformations are accomplished by the action of telluride ion, generated in situ from the element, on a glycidyl sulfonate ester. Reduction of elemental Te is conveniently done with rongalite (HOCH2SO2Na) in an aqueous medium. This method is satisfactory when Te2- is required to attack a primary carbon site of a glycidyl sulfonate. In cases where Te2- is required to attack a secondary carbon site, reduction of the tellurium must be done with NaBH4 or LiEt3BH. Elemental tellurium is precipitated during the course of the reactions and can be recovered and reused.