Phenylmethansulfenylbromid | 57490-10-5

• 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: Phenylmethansulfenylbromid
• 英文别名: Benzylsulfenylbromid；Benzyl sulfonium bromide；benzyl thiohypobromite
• CAS: 57490-10-5
• 化学式: C₇H₇BrS
• 分子量: 203.103
• InChiKey: SEIWWJAYTCGRIE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  Phenylmethansulfenylbromid 在 sodium perchlorate 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 [(Z)-2-benzylsulfanyl-3-(dimethylamino)prop-2-enylidene]-dimethylazanium;perchlorate
  参考文献：
  名称：

  Synthesis of N-[3-(dimethylamino)-2-(substituted thio)-2-propenylidene]-N-methylmethanaminium salts via 2-(alkylthio)- and 2-(arylthio)-3-(dimethylamino)acroleins

  摘要：

  DOI：

  10.1021/jo00189a040
• 作为产物：
  描述：

  二苄基二硫 在 溴 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 Phenylmethansulfenylbromid
  参考文献：
  名称：

  Design, synthesis and biological evaluation of sulfenimine cephalosporin sulfoxides as β-lactamase inhibitors

  摘要：

  A series of sulfenimine cephalosporin sulfoxide derivatives (7a-v) were designed, synthesized and evaluated for their inhibitory activity against TEM-1 and cephalosporinase in cell-free systems. Some of the tested compounds showed enhanced inhibitory activity against class C beta-lactamase cephalosporinase compared with the tazobactam. The most promising compounds 7c and 7n (IC50 = 7.6 and 8.6 mu mol/L, respectively) were further investigated in combination with cefradine against a variety of clinical isolated beta-lactamase-producing bacterial strains. (C) 2015 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.cclet.2015.04.025

文献信息

• The reaction of 2,4-dinitrobenzenesulphenyl chloride with organic monosulphides
  作者：C.G. Moore、M. Porter

  DOI：10.1016/0040-4020(60)80052-x

  日期：1960.1

  4-Dinitrobenzenesulphenyl chloride (I) reacts with dialkyl, diaralkyl, and alkyl aralkyl monosulphides at ca. 20° in dry acetic acid to give alkyl or aralkyl 2,4-dinitrophenyl disulphides together with alkyl or aralkyl chlorides as major products. The reactivity order with respect to the constitution of the sulphide is: tertiary alkyl > benzyl > secondary alkyl > primary alkyl. With unsymmetrical sulphides

  2,4-二硝基苯磺酰氯（I）与二烷基，二芳烷基和烷基芳烷基单硫化物在约3-6℃反应。在无水乙酸中20°生成烷基或芳烷基2,4-二硝基苯基二硫化物，以及烷基或芳烷基氯化物，为主要产物。关于硫化物的组成的反应性顺序为：叔烷基>苄基>仲烷基>伯烷基。对于不对称的硫化物，较支化的烷基被2，4-二硝基苯硫基取代。含有烯丙基不饱和基团的单硫化物通过加成至双键和在衍生的加合物中裂开CS键与I发生反应。基于反应过程和反应速率对单硫化物组成和溶剂性质的响应，提出了一种极性机理，
• Bromocyclization of Alkenoic Thioester and Access to Functionalized Sulfur-Heterocycles
  作者：Rinako Saegusa、Takashi Fujihara、Hiroki Shigehisa

  DOI：10.1021/acs.orglett.3c02953

  日期：2023.12.15

  Although oxygen, nitrogen, and carbon have been extensively studied as nucleophilic elements in the halocyclization of alkenes, sulfur-based nucleophiles are relatively unexplored. Herein, we investigated bromocyclization chemistry involving unsaturated thioesters, with a focus on their use as potential S-nucleophiles. We developed a bromocyclization method that uses alkenoic thioesters and N-bromoacetamide

  尽管氧、氮和碳作为烯烃卤环化中的亲核元素已被广泛研究，但硫基亲核试剂相对未经探索。在此，我们研究了涉及不饱和硫酯的溴环化化学，重点是它们作为潜在的S-亲核试剂的用途。我们开发了一种溴环化方法，使用链烯硫酯和N-溴乙酰胺 (NBA) 形成环状溴硫化物。所得 5-exo 产物不稳定，可用于各种亲核取代反应。
• 10.1021/acs.joc.4c01018
  作者：Kurihara, Miari、Shigehisa, Hiroki

  DOI：10.1021/acs.joc.4c01018

  日期：——

  This paper reports the halocyclization of alkynoic thioesters, as S-nucleophiles, with N-halosuccinimide, followed by oxidative aromatization with the same reagent for the one-pot synthesis of thiophenes, important heterocycles exhibiting remarkable applications in different disciplines. Brief mechanistic studies were also performed to elucidate the halocyclization process. The potential diverse applications

  本文报道了作为S-亲核试剂的炔硫酯与N-卤代琥珀酰亚胺的卤环化，然后用相同的试剂进行氧化芳构化，以一锅法合成噻吩，噻吩是重要的杂环化合物，在不同学科中表现出显着的应用。还进行了简短的机理研究以阐明卤环化过程。还评估了产品二氢噻吩的潜在多种应用。
• POLYCARBONATE BLEND AND METHOD OF PRODUCING THE SAME
  申请人：Rohm and Haas Company

  公开号：EP2836550A1

  公开（公告）日：2015-02-18
• POLYCARBONATE BLEND ARTICLES AND METHOD OF PRODUCING THE SAME
  申请人：Rohm and Haas Company

  公开号：EP2836548A1

  公开（公告）日：2015-02-18