蒈烷-3,4-二醇 | 57526-47-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 中文名称: 蒈烷-3,4-二醇
• 英文名称: trans-carane-3,4-diol
• 英文别名: 3,4-dihydroxycarane；3,7,7-trimethylbicyclo[4.1.0]heptane-3,4-diol；β-Carenglykol；(+/-)-3.4-Karandiol；3,7,7-Trimethyl-bicyclo[4.1.0]heptan-3,4-diol；carane-3,4-diol；3,4-caranediol；3,4-carenediol；Carandiol-3,4；Pinocarveolhydrat；Pinandiol-(2.3)；Caran-3,4-diol
• CAS: 57526-47-3
• 化学式: C₁₀H₁₈O₂
• mdl: MFCD00194142
• 分子量: 170.252
• InChiKey: AHVKNBRJVKCGKJ-UHFFFAOYSA-N

物化性质

• 保留指数：
  2170;2170

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• 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

• 作为反应物：
  描述：

  蒈烷-3,4-二醇 在 四丁基溴化铵 吡啶 作用下， 反应 7.0h， 生成
  参考文献：
  名称：

  Efficient O-Trimethylsilylation of Alcohols and Phenols with Trimethylsilyl Azide Catalyzed by Tetrabutylammonium Bromide under Neat Conditions

  摘要：

  A very efficient procedure for the trimethylsilylation of a wide variety of alcohols, including primary, allylic, benzylic, secondary, hindered secondary, tertiary, and phenols is reported. The reactions were carried out under neat conditions with trimethylsilyl azide (TMSN3) and, when necessary, in the presence of a catalytic amount (20 mol %) of tetrabutylammonium bromide (TBABr) at 30 or 70 degreesC. Under catalytic conditions, the yields of the corresponding trimethylsilyl ethers were greater than 91%. This procedure also allows the selective protection of primary and secondary alcohols in the presence of tertiary ones.

  DOI：

  10.1021/jo015814s
• 作为产物：
  描述：

  3,4-epoxycarane 在 硫酸 、 水 作用下， 生成 蒈烷-3,4-二醇
  参考文献：
  名称：

  Efficient O-Trimethylsilylation of Alcohols and Phenols with Trimethylsilyl Azide Catalyzed by Tetrabutylammonium Bromide under Neat Conditions

  摘要：

  A very efficient procedure for the trimethylsilylation of a wide variety of alcohols, including primary, allylic, benzylic, secondary, hindered secondary, tertiary, and phenols is reported. The reactions were carried out under neat conditions with trimethylsilyl azide (TMSN3) and, when necessary, in the presence of a catalytic amount (20 mol %) of tetrabutylammonium bromide (TBABr) at 30 or 70 degreesC. Under catalytic conditions, the yields of the corresponding trimethylsilyl ethers were greater than 91%. This procedure also allows the selective protection of primary and secondary alcohols in the presence of tertiary ones.

  DOI：

  10.1021/jo015814s

文献信息

• 3-AMINOXALYL-AMINOBENZAMIDE DERIVATIVES AND INSECTICIDAL AND MITICIDAL AGENTS CONTAINING SAME AS ACTIVE INGREDIENT
  申请人：Usui Shuichi

  公开号：US20120022263A1

  公开（公告）日：2012-01-26

  The present invention herein provides a 3-aminooxalylaminobenzamide derivative which is used as an insecticide or miticide. The 3-aminooxalylaminobenzamide derivative is one represented by the following general formula [1]: (R 1 and R 2 each represent, for instance, a C 1 to C 3 alkoxy group or a C 1 to C 3 haloalkoxy group; R 3 and R 4 each represent, for instance, a C 1 to C 8 alkyl group or a C 1 to C 8 haloalkyl group; R 5 represents, for instance, a C 1 to C 5 haloalkyl group; R 6 and R 7 each represent, for instance, a hydrogen atom or a C 1 to C 5 alkyl group; Y represents, for instance, a hydrogen atom or a halogen atom; Z represents, for instance, a hydrogen atom; n is an integer ranging from 0 to 4 and m is an integer ranging from 0 to 2).

  本发明提供了一种用作杀虫剂或杀螨剂的3-氨基草酰胺基苯甲酰衍生物。 3-氨基草酰胺基苯甲酰衍生物由以下通用式[1]表示： （R1和R2分别表示，例如，C1到C3烷氧基或C1到C3卤代烷氧基；R3和R4分别表示，例如，C1到C8烷基或C1到C8卤代烷基；R5表示，例如，C1到C5卤代烷基；R6和R7分别表示，例如，氢原子或C1到C5烷基；Y表示，例如，氢原子或卤原子；Z表示，例如，氢原子；n是一个范围从0到4的整数，m是一个范围从0到2的整数）。
• Activation of Hydrogen Peroxide through Hydrogen-Bonding Interaction with Acidic Alcohols:  Epoxidation of Alkenes in Phenol
  作者：Joos Wahlen、Dirk E. De Vos、Pierre A. Jacobs

  DOI：10.1021/ol0344422

  日期：2003.5.1

  text] Electrophilic activation of hydrogen peroxide can be achieved in acidic alcohol solvents without the need for a metal catalyst. This concept is illustrated by the epoxidation of alkenes with H(2)O(2) employing phenol as a solvent. It is proposed that intermolecular hydrogen bonding between H(2)O(2) and phenol activates H(2)O(2) for oxygen-atom transfer. In this interaction, the role of phenol

  [反应：见正文]在酸性醇溶剂中无需金属催化剂即可实现过氧化氢的亲电活化。用苯酚作为溶剂，用H（2）O（2）对烯烃进行环氧化，可以说明这一概念。建议在H（2）O（2）和苯酚之间的分子间氢键激活H（2）O（2）进行氧原子转移。在这种相互作用中，苯酚的作用是纯粹的催化作用。
• Acidic Three-Liquid-Phase Microemulsion Systems Based on Balanced Catalytic Surfactant for Epoxidation and Sulfide Oxidation under Mild Conditions
  作者：Marion Fressancourt-Collinet、Bing Hong、Loïc Leclercq、Paul. L. Alsters、Jean-Marie Aubry、Véronique Nardello-Rataj

  DOI：10.1002/adsc.201200514

  日期：2013.1.11

  tungstate has been designed as a balanced catalytic surfactant to form acidic three-liquid-phase microemulsion systems at room temperature in the presence of water, a non-chlorinated solvent and dimethyldioctylammonium salts (hydrogen sulfate and dihydrogen phosphate). The triphasic system is efficient for the oxidation of olefins, sulfides and thiophenes under mild conditions. Moreover, the recovery and

  十二烷基二甲基钨酸铵已被设计为一种平衡的催化表面活性剂，可在室温下在水，非氯化溶剂和二甲基二辛基铵盐（硫酸氢盐和磷酸二氢盐）存在下形成酸性三相液相微乳液体系。三相系统在温和条件下对于烯烃，硫化物和噻吩的氧化非常有效。此外，催化剂的回收和可再利用性，产物和催化剂在两个不同相中的直接分离以及可能使用的环境友好溶剂（例如乙酸叔丁酯）使该系统对于涉及过氧化氢的催化氧化反应特别有吸引力。在酸性或中性条件下作为主要氧化剂。
• Catalytic osmium-assisted oxidative cleavage of olefins
  申请人：Board of Trustees of MICHIGAN STATE UNIVERSITY

  公开号：US20030149299A1

  公开（公告）日：2003-08-07

  An osmium-assisted process for the oxidative cleavage of oxidizable organic compounds such as unsaturated organic compounds, including alkenes and olefins into aldehydes, carboxylic acids, esters, or ketones. The process uses a metal catalyst comprising osmium and a peroxy compound selected from the group consisting of peroxymonosulfuric acid and salts thereof to oxidatively cleave the oxidizable organic compound. In particular, the process enables aldehydes, carboxylic acids, esters, or ketones to be selectively produced from the corresponding mono-, 1,1-di-, 1,2-di-, tri-, or tetra-substituted olefins in a reaction that produces the result of ozonolysis but with fewer problems. The present invention further provides a process for oxidizing an aldehyde alone or with the osmium in an interactive solvent to produce an ester or carboxylic acid.

  一种以铼辅助的过程，用于氧化裂解可氧化的有机化合物，如不饱和有机化合物，包括烯烃和烯烃，生成醛、羧酸、酯或酮。该过程使用包含铼和过氧化物化合物的金属催化剂，所述过氧化物化合物选自过硫酸单酯和其盐组成的组中，以氧化裂解可氧化的有机化合物。具体而言，该过程使得能够从相应的单取代、1,1-二取代、1,2-二取代、三取代或四取代烯烃中选择性地产生醛、羧酸、酯或酮，在产生臭氧裂解结果但问题较少的反应中。本发明还提供了一种氧化醛的过程，单独或与铼在交互溶剂中产生酯或羧酸。
• Reactions of terpene alcohols and diols with chlorine dioxide in dimethylformamide
  作者：L. L. Frolova、A. V. Popov、L. V. Bezuglaya、I. N. Alekseev、P. A. Slepukhin、A. V. Kutchin

  DOI：10.1134/s107036321603018x

  日期：2016.3

  The system chlorine dioxide–dimethylformamide in combination with or without a catalytic amount of MoCl5, CeCl3, ZrOCl2, or VO(acac)2 induces oxidative chlorination of a number of bicyclic terpene alcohols and vicinal diols. 2α-Chloropinan-3-one, 3α-chloro-10β-pinan-4-one, 5α-chloro-3α-hydroxycaran-4-one, 5β-chloro-3β-hydroxycaran-4-one, and 4α-chloro-2α-hydroxypinan-3-one were thus synthesized in

  二氧化氯-二甲基甲酰胺体系与有或没有催化量的MoCl 5，CeCl 3，ZrOCl 2或VO（acac）2组合使用，会引起许多双环萜烯醇和邻二醇的氧化氯化反应。2α-氯丁酮3-one，3α-氯10β-pinan-4-one，5α-氯3α-hydroxycaran-4-one，5β-氯-3β-hydroxycaran-4-one和4α-chloro-2α因此以良好的制备产率合成了-羟基pinan-3-one。