dimethanesulfonate hydroquinone | 126150-65-0

• 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: dimethanesulfonate hydroquinone
• 英文别名: 1,4-dimesyloxybenzene；1,4-bis-methanesulfonyloxy-benzene；Di-O-methansulfonyl-hydrochinon；1,4-Bis-methansulfonyloxy-benzol；Hydrochinon-bis-methanosulfonat；(4-Methylsulfonyloxyphenyl) methanesulfonate
• CAS: 126150-65-0
• 化学式: C₈H₁₀O₆S₂
• mdl: MFCD01055932
• 分子量: 266.296
• InChiKey: BJOJAFLAKYWAAQ-UHFFFAOYSA-N

物化性质

• 熔点：
  168 °C
• 沸点：
  450.6±41.0 °C(Predicted)
• 密度：
  1.483±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  104
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  dimethanesulfonate hydroquinone 在 sodium phosphate 作用下， 以 aq. phosphate buffer 、 水 、 二甲基亚砜 为溶剂， 反应 0.33h， 以100%的产率得到对苯二酚
  参考文献：
  名称：

  Simple methanesulfonates are hydrolyzed by the sulfatase carbonic anhydrase activity

  摘要：

  The possible sulfatase activity of several carbonic anhydrase (CA, EC 4.2.1.1) isoforms have been investigated with a series of synthesized methanesulfonate derivatives of phenols. Four alpha-CA isozymes, i.e. hCA I, hCA II, hCA IV and hCA VI (h = human isoform), were included in the study. We evidenced that the original sulfonate esters are being hydrolyzed effectively to the corresponding phenols which there after act as CA inhibitors. The K-I-s of these compounds ranged from 10.24 to 4012 mu M against hCA I, 0.10 to 35.42 mu M against hCA II, 0.49 to 45.06 mu M against hCA IV and 3.27 to 608 mu M against CA VI, respectively. The relevant sulfatase activity of CA with these esters is amazing considering the fact that 4-nitrophenyl-sulfate, an activated ester, is not a substrate of these enzymes.

  DOI：

  10.3109/14756366.2011.637202
• 作为产物：
  描述：

  甲基磺酰氯 、 对苯二酚 在 吡啶 作用下， 生成 dimethanesulfonate hydroquinone
  参考文献：
  名称：

  Helferich; Papalambrou, Justus Liebigs Annalen der Chemie, 1942, vol. 551, p. 235,241

  摘要：

  DOI：

文献信息

• Addressing Challenges in Palladium-Catalyzed Cross-Couplings of Aryl Mesylates: Monoarylation of Ketones and Primary Alkyl Amines
  作者：Pamela G. Alsabeh、Mark Stradiotto

  DOI：10.1002/anie.201303305

  日期：2013.7.8

  Mor(DalPhos) for Me(sylates): Described are the first examples of ketone mono‐α‐arylation and primary aliphatic amine monoarylation employing aryl methanesulfonate coupling partners. A range of functionalized aryl mesylates were employed with dialkyl ketones, and also with primary and secondary amines as well as the otherwise challenging coupling partners acetone and methylamine. Ad=adamantyl.

  甲基（甲酸酯）的Mor（DalPhos）：描述了使用甲磺酸甲磺酸酯偶合伙伴进行酮单α-芳基化和脂肪族伯胺单芳基化的第一个实例。与二烷基酮，伯胺和仲胺以及否则具有挑战性的偶联伙伴丙酮和甲胺一起使用了一系列官能化的甲磺酸烷基酯。Ad =金刚烷基。
• [EN] Process for the manufacture of terphenyl compounds<br/>[FR] PROCÉDÉ DE PRÉPARATION DE COMPOSÉS TERPHÉNYLE
  申请人：SOLVAY SPECIALTY POLYMERS USA

  公开号：WO2015158580A1

  公开（公告）日：2015-10-22

  A process for the manufacture of a terphenyl compound [compound (T), herein after] of formula (T): wherein each of R and R', equal to or different from each other, are selected from the group consisting of halogen, alkyl, aryl, ether, thioether, ester, amide, imide, alkali or alkaline earth metal sulfonate, alkyl sulfonate, alkali or alkaline earth metal phosphonate, alkyl phosphonate, amine and quaternary ammonium; - each of j' and k, equal to or different from each other, are zero or are an integer from 1 to 4, including the steps of (i) reacting at least one organozinc compound of formula (I) with at least one dihalocompound of formula (II) in the presence of a catalyst compound; wherein Y is selected from the group consisting of a chloride, a bromide, an iodide, an alkanesulfonate or a fluoroalkanesulfonate anion, R2 is selected from selected from the group consisting of C1-C10-alkyl, C3-C10-cycloalkyl, C1-C10-halooalkyl and C3-C10 halocyclo alkyl, each of Z, equal to or different from each other, are selected from the group consisting of a chloride, a bromide, an iodide, an alkanesulfonate or a fluoroalkanesulfonate anion; (ii) a Bayer-Villiger oxidation and (iii) hydrolysis or alcoholysis.

  一种用于制造一种三苯基化合物[T化合物，以下简称]的工艺：其中R和R'中的每一个，相等或不同于彼此，均选自卤素、烷基、芳基、醚、硫醚、酯、酰胺、亚酰胺、碱金属或碱土金属磺酸盐、烷基磺酸盐、碱金属或碱土金属膦酸盐、烷基膦酸盐、胺和季铵盐组成的群体；j'和k中的每一个，相等或不同于彼此，均为零或为1到4的整数，包括以下步骤：(i)在催化剂化合物的存在下，将至少一种式(I)的有机锌化合物与至少一种式(II)的二卤化合物反应；其中Y选自氯化物、溴化物、碘化物、烷磺酸盐或氟烷磺酸盐阴离子组成的群体，R2选自C1-C10烷基、C3-C10环烷基、C1-C10卤代烷基和C3-C10卤代环烷基组成的群体，Z中的每一个，相等或不同于彼此，均选自氯化物、溴化物、碘化物、烷磺酸盐或氟烷磺酸盐阴离子组成的群体；(ii) Bayer-Villiger氧化和(iii)水解或醇解。
• Ether Aryl Sulfonic Acid Esters with Improved Antimalarial/Anticancer Activities
  作者：Lynn M. Betts、Nga Chiu Tam、S. M. Humayun Kabir、Richard F. Langler、Ian Crandall

  DOI：10.1071/ch04299

  日期：——

  previous report showed that our current benchmark agent, 4-methoxyphenyl p-toluenesulfonate, is a selective antimalarial/anticancer agent. A series of related sulfones and sulfonic acid esters is now examined. 4-Allyloxyphenyl p-toluenesulfonate is a superior antimalarial/anticancer agent. 4-Methoxyphenyl 4-nitrobenzenesulfonate is a superior antimalarial agent, but shows poorer inhibition of human skin

  我们之前的报告显示，我们目前的基准药物对甲苯磺酸 4-甲氧基苯酯是一种选择性抗疟/抗癌剂。现在研究了一系列相关的砜和磺酸酯。4-烯丙氧基苯基对甲苯磺酸盐是一种优越的抗疟疾/抗癌剂。4-Methoxyphenyl 4-nitrobenzosulfonate 是一种优良的抗疟药，但对人体皮肤癌细胞的抑制作用较差。
• Selected Sulfonyl Compounds as Anticancer/Antimalarial Agents
  作者：Richard F. Langler、Robert L. Paddock、David B. Thompson、Ian Crandall、Michelle Ciach、Kevin C. Kain

  DOI：10.1071/ch03073

  日期：——

  The synthesis and biological testing of a series of sulfonyl phenols and sulfonyl aryl methyl ethers has revealed that p-methoxyphenyl p-toluenesulfonate is a very selective and effective antimalarial agent which shows pronounced activity against human skin cancer cells. Application of a counter-attack strategy permits the direct preparation of the requisite tosylate ether from the bis(tosylate) of dihydroquinone.

  对一系列磺酰基苯酚和磺酰基芳基甲基醚的合成和生物测试表明，对甲氧基苯基对甲苯磺酸酯是一种选择性很强的有效抗疟药物，对人类皮肤癌细胞具有明显的活性。采用反击策略可以从二氢醌的双（对甲苯磺酸盐）中直接制备出所需的对甲苯磺酸盐醚。
• Pattern forming material and process for forming pattern using the same
  申请人：HITACHI, LTD.

  公开号：EP0388813A2

  公开（公告）日：1990-09-26

  A pattern can be formed on a substrated using a pattern forming material comprising (a) a medium, e.g. a polymer or compound, having reactivity for changing solubility in an alkali aqueous solution by a reaction using an acid as a catalyst, and (b) as an acid precursor an alkylsulfonic acid ester obtained from a compound having at least two phenolic hydroxyl groups.

  使用图案形成材料可在基底上形成图案，图案形成材料包括：(a)介质，例如聚合物或化合物，通过使用酸作为催化剂进行反应，具有改变在碱水溶液中溶解度的反应活性；(b)作为酸前体的烷基磺酸酯，该烷基磺酸酯从具有至少两个酚羟基的化合物中获得。