4-chloro-3-methylphenyl diethyl phosphate | 14143-02-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-chloro-3-methylphenyl diethyl phosphate
• 英文别名: (4-Chloro-3-methylphenyl) diethyl phosphate；(4-chloro-3-methylphenyl) diethyl phosphate
• CAS: 14143-02-3
• 化学式: C₁₁H₁₆ClO₄P
• 分子量: 278.672
• InChiKey: RNQUBULAQBWWOZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-chloro-3-methylphenyl diethyl phosphate 、 二苯基碘三氟甲烷磺酸盐 在 palladium(II) bis(trifluoromethanesulfonate) dihydrate 、 sodium carbonate 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 1.0h， 以80%的产率得到5-chloro-4-methyl-[1,1'-biphenyl]-2-yl diethyl phosphate
  参考文献：
  名称：

  Palladium(II)-catalyzed ortho -arylation via phosphate-group-directed C–H activation

  摘要：

  Aryl dialkyl phosphate, which is readily available from phenol, was a good substrate for the Pd(II) catalyzed aryl aryl coupling reaction through ortho-C H activation. Although a phosphate group is regarded as a poor coordinating group, highly regioselective ortho-arylation could be achieved by employing Pd(OTf)(2)center dot 2H(2)O and Ar2IOTf as a catalyst and an aryl group source, respectively. The phosphate group of the resulting coupled product can be transformed into an aryl anion via reductive cleavage and used for further C-C bond formation. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.04.067
• 作为产物：
  描述：

  4-氯-3-甲基苯酚 、 亚磷酸二乙酯 在 sodium iodide 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以82%的产率得到4-chloro-3-methylphenyl diethyl phosphate
  参考文献：
  名称：

  芳醇和苯胺的电化学磷酸化产生有机磷酸酯和氨基磷酸酯

  摘要：

  公开了一种通过P(O)H 化合物与芳醇和苯胺的电化学脱氢交叉偶联生成有机磷酸酯和氨基磷酸酯的实用磷酸化。该方法涉及在未分裂的电池中使用无机碘化物盐作为氧化还原催化剂和电解质，而无需添加氧化剂或碱。一项初步的机制研究表明，自由基不参与这一过程。该方法绿色环保、官能团耐受性好、产率高、底物适用范围广，具有实用合成潜力。

  DOI：

  10.1039/d1ob00779c

文献信息

• NON-AQUEOUS ELECTROLYTE AND ELECTRICITY STORAGE DEVICE
  申请人：UBE INDUSTRIES, LTD.

  公开号：US20150372349A1

  公开（公告）日：2015-12-24

  The present invention provides a nonaqueous electrolytic solution capable of improving electrochemical characteristics in the case of using an energy storage device at a high temperature and further capable of inhibiting the gas generation as well as a capacity retention rate after a high-temperature cycle, and also to provide an energy storage device using the same. Disclosed are a nonaqueous electrolytic solution having an electrolyte salt dissolved in a nonaqueous solvent, the nonaqueous electrolytic solution containing a phenyl ester compound represented by the following general formula (I), and an energy storage device. (In the formula, R f represents a fluoroalkyl group having 1 to 6 carbon atoms; X represents a halogen atom; each of p and q is an integer of 1 to 4; and (p+q) is 5 or less. A has a structure represented by —S(═O) 2 —, —C(═O)—, —C(═O)—O—, —C(═O)-L 1 -C(═O)—, —C(═O)-L 2 -P(═O)(OR)—O—, or —P(═O)(OR)—O—. Y represents a fluorine atom, a hydrogen atom, an alkyl group, an alkenyl group, an alkynyl group, or an aryl group; L 1 represents an alkylene group, an alkenylene group, an alkynylene group, or a direct bond; L 2 represents an alkylene group; and R represents an alkyl group. However, only when A is —S(═O) 2 —, Y may be a fluorine atom; and only when A is —C(═O)—, Y may be a hydrogen atom. At least one hydrogen atom in each group of the aforementioned alkyl group, alkenyl group, alkynyl group, aryl group, alkylene group, alkenylene group, and alkynylene group may be substituted with a halogen atom.)

  本发明提供了一种非水电解质溶液，能够在高温下使用能量存储装置时改善电化学特性，并且在高温循环后能够抑制气体生成以及保持容量保留率，还提供了使用该非水电解质溶液的能量存储装置。所述非水电解质溶液包含溶解在非水溶剂中的电解质盐，该非水电解质溶液包含下述通式（I）所代表的苯酯化合物，以及能量存储装置。（在该式中，Rf代表具有1至6个碳原子的氟烷基；X代表卤素原子；p和q中的每一个是1至4的整数；以及（p+q）不超过5。A具有由—S(═O)2—、—C(═O)—、—C(═O)—O—、—C(═O)-L1-C(═O)—、—C(═O)-L2-P(═O)(OR)—O—或—P(═O)(OR)—O—表示的结构。Y代表氟原子、氢原子、烷基、烯基、炔基或芳基；L1代表烷基、烯基、炔基或直链键；L2代表烷基；R代表烷基。但是，仅当A为—S(═O)2—时，Y可以是氟原子；仅当A为—C(═O)—时，Y可以是氢原子。上述烷基、烯基、炔基、芳基、烷基、烯基和炔基中的每一组中至少一个氢原子可以被卤素原子取代。）
• Electrochemical phosphorylation of arenols and anilines leading to organophosphates and phosphoramidates
  作者：Zijian Zhong、Pan Xu、Aihua Zhou

  DOI：10.1039/d1ob00779c

  日期：——

  A practical phosphorylation for generating organophosphates and phosphoramidates via electrochemical dehydrogenative cross-coupling of P(O)H compounds with arenols and anilines is disclosed. This method involves using inorganic iodide salts as both redox catalysts and electrolytes in an undivided cell without the addition of oxidants or bases. A preliminary mechanistic study suggests that radicals

  公开了一种通过P(O)H 化合物与芳醇和苯胺的电化学脱氢交叉偶联生成有机磷酸酯和氨基磷酸酯的实用磷酸化。该方法涉及在未分裂的电池中使用无机碘化物盐作为氧化还原催化剂和电解质，而无需添加氧化剂或碱。一项初步的机制研究表明，自由基不参与这一过程。该方法绿色环保、官能团耐受性好、产率高、底物适用范围广，具有实用合成潜力。
• Palladium(II)-catalyzed ortho -arylation via phosphate-group-directed C–H activation
  作者：Woo Hyung Jeon、Tae Seob Lee、Eun Jin Kim、Bongjin Moon、Jahyo Kang

  DOI：10.1016/j.tet.2013.04.067

  日期：2013.6

  Aryl dialkyl phosphate, which is readily available from phenol, was a good substrate for the Pd(II) catalyzed aryl aryl coupling reaction through ortho-C H activation. Although a phosphate group is regarded as a poor coordinating group, highly regioselective ortho-arylation could be achieved by employing Pd(OTf)(2)center dot 2H(2)O and Ar2IOTf as a catalyst and an aryl group source, respectively. The phosphate group of the resulting coupled product can be transformed into an aryl anion via reductive cleavage and used for further C-C bond formation. (C) 2013 Elsevier Ltd. All rights reserved.