methylthiomethyl 2-phenylethyl ether | 57738-69-9

• 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: methylthiomethyl 2-phenylethyl ether
• 英文别名: Phenethylmethylthiomethylether；Phenyl-methylthiomethylether；2-(Methylsulfanylmethoxy)ethylbenzene
• CAS: 57738-69-9
• 化学式: C₁₀H₁₄OS
• 分子量: 182.287
• InChiKey: MTSODOPAKXQRIB-UHFFFAOYSA-N

物化性质

• 沸点：
  246.9±23.0 °C(Predicted)
• 密度：
  1.038±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  12
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  34.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  methylthiomethyl 2-phenylethyl ether 在 磺酰氯 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 1-chloromethyl 2-phenylethyl ether
  参考文献：
  名称：

  Pyrimidinones as reversible metaphase arresting agents

  摘要：

  5-Halo-N(1)-substituted 2(1H)-pyrimidinones have the ability to cause reversible arrest of mitosis during metaphase, Highly active compounds have a heteroatom (O, S or N) in the beta-position of the N(1)-carbon chain which is further substituted by an aryl group. In vitro data have been provided. It is suggested that reversible metaphase inhibitors can be used as synchronizing agents of cell-cycles by applying them in a sequential manner when a phase-specific cytotoxic drug is used in the treatment of diseases caused by uncontrolled rapidly proliferating cells. The active compounds are prepared from 2-pyrimidinones by alkylation reactions. The key reactants are alpha-chloroalkyl ethers, sulfides and amides; methods for their syntheses have been described.

  DOI：

  10.1016/0223-5234(93)90014-6
• 作为产物：
  描述：

  氯甲基甲硫醚 、 苯乙醇 在 sodium hydride 、 sodium iodide 作用下， 生成 methylthiomethyl 2-phenylethyl ether
  参考文献：
  名称：

  Pyrimidinones as reversible metaphase arresting agents

  摘要：

  5-Halo-N(1)-substituted 2(1H)-pyrimidinones have the ability to cause reversible arrest of mitosis during metaphase, Highly active compounds have a heteroatom (O, S or N) in the beta-position of the N(1)-carbon chain which is further substituted by an aryl group. In vitro data have been provided. It is suggested that reversible metaphase inhibitors can be used as synchronizing agents of cell-cycles by applying them in a sequential manner when a phase-specific cytotoxic drug is used in the treatment of diseases caused by uncontrolled rapidly proliferating cells. The active compounds are prepared from 2-pyrimidinones by alkylation reactions. The key reactants are alpha-chloroalkyl ethers, sulfides and amides; methods for their syntheses have been described.

  DOI：

  10.1016/0223-5234(93)90014-6

文献信息

• Oxidation of alcohols by “activated” dimethyl sulfoxide. a preparative, steric and mechanistic study
  作者：Kanji Omura、Daniel Swern

  DOI：10.1016/0040-4020(78)80197-5

  日期：1978.1

  and bicyclic alcohols with dimethyl sulfoxide (DMSO) “activated” by numerous electrophiles was studied: yields of carbonyls, by-products and recovered alcohols were quantitatively determined. Pathways for carbonyl and by-product formation are presented. Generally, yields of carbonyls increase with increased steric hindrance in the alcohols. Steric effects of tertiary amines, used for basification, were

  研究了由许多亲电试剂“活化”的二甲亚砜（DMSO）对伯，仲，烯丙基，苄基，受阻和双环醇的氧化作用：定量测定了羰基化合物，副产物和回收的醇的收率。介绍了羰基和副产物形成的途径。通常，羰基化合物的产率随着醇中位阻的增加而增加。还研究了用于碱化的叔胺的立体效应，其结果与建议的反应途径一致。在以前未报道的“活化剂”中，草酰氯是最有效的。羰基化合物的收率通常超过95％。亚硫酰氯也是令人满意的“活化剂”，尽管羰基的收率并不高。
• 一种将甲硫基亚甲基氧衍生物转化为羟基化合物的绿色方法
  申请人：北京中医药大学

  公开号：CN114031476A

  公开（公告）日：2022-02-11

  本发明提供了一种将甲硫基亚甲基氧衍生物转化为羟基化合物的绿色方法，属于绿色有机化学领域。该方法以CeBr3作催化剂，H2O2为氧化剂，短时间内将甲硫基亚甲基氧衍生物转化为羟基化合物。本发明所用催化剂CeBr3，氧化剂 和溶剂(如乙腈、乙醇等)价廉易得，反应时间短且条件温和，具有广泛的官能团相容性，后处理简单，容易操作，是当前非常绿色、环保、安全的甲硫基亚甲基氧衍生物脱保护成羟基化合物的方法，具有广阔的应用前景。
• Reaction of allylsilanes and monothioacetals in the presence of Lewis acids: regioselectivity in the cleavage of the acetals
  作者：Hisao Nishiyama、Shinzo Narimatsu、Koji Sakuta、Kenji Itoh

  DOI：10.1039/c39820000459

  日期：——

  Trimethylallylsilane reacts with monothioacetals in the presence of tin (IV) chloride, titanium tetrachloride, or boron trifluoride–diethyl ether to give the homoallyl ethers and homoallyl sulphides.

  在氯化锡（IV），四氯化钛或三氟化硼-乙醚的存在下，三甲基烯丙基硅烷与单硫缩醛反应，生成均烯丙基醚和均烯丙基硫化物。
• Dimethyl sulfoxide-trifluoroacetic anhydride. New reagent for oxidation of alcohols to carbonyls
  作者：Kanji Omura、Ashok K. Sharma、Daniel Swern

  DOI：10.1021/jo00868a012

  日期：1976.3
• NISHIYAMA, HISAO;NARIMATSU, SHINZO;SAKUTA, KOJI;ITOH, KENJI, J. CHEM. SOC. CHEM. COMMUN., 1982, N 82, 459-460
  作者：NISHIYAMA, HISAO、NARIMATSU, SHINZO、SAKUTA, KOJI、ITOH, KENJI

  DOI：——

  日期：——