Non-2-ynylsulfanyl-benzene | 133188-94-0

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: Non-2-ynylsulfanyl-benzene
• 英文别名: non-2-ynylsulfanylbenzene
• CAS: 133188-94-0
• 化学式: C₁₅H₂₀S
• 分子量: 232.39
• InChiKey: QKAKCZNKBUDOQM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 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：

  Non-2-ynylsulfanyl-benzene 在 吡啶 、 磺酰氯 、 jones reagent 、 sodium carbonate 作用下， 以 四氯化碳 、 丙酮 为溶剂， 反应 26.0h， 生成 2-壬炔酸
  参考文献：
  名称：

  从 2-乙酰苯硫醚合成 2-乙酰羧酸、1-亚磺酰基和 1-磺酰基-2-酮

  摘要：

  摘要 用磺酰氯在 1-位单氯化，然后甲醇分解将 2-炔基苯硫醚转化为 1-甲氧基-2-炔基苯硫醚。用铬酸氧化得到2-炔羧酸。用 Oxone® 和过氧化氢在乙酸中氧化 2-炔属苯硫醚，分别得到相应的亚砜和砜。二乙胺加成到三键产生烯胺，用盐酸水溶液将其水解成相应的 1-亚磺酰基和 1-磺酰基-2-酮。

  DOI：

  10.1080/00397919708005006
• 作为产物：
  描述：

  2-壬烯-1-醇 在 三乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 0.75h， 生成 Non-2-ynylsulfanyl-benzene
  参考文献：
  名称：

  Synthesis of α-Acetylenic Aldehydes from 2-Acetylenic Phenyl Sulfides

  摘要：

  Monochlorination at the 1 position, with sulfuryl chloride, followed by hydrolysis converted 2-acetylenic phenyl sulfides into 2-acetylenic aldehydes.

  DOI：

  10.1080/00397919308012609

文献信息

• Preparation and Reactivity of Polyfunctional Zinc and Copper Organometallics Bearing Sulfur Functionalities
  作者：S. Achyutha Rao、Tso-Sheng Chou、Ioana Schipor、Paul Knochel

  DOI：10.1016/s0040-4020(01)88872-4

  日期：1992.1

  phenyl sulfides 6 were found to insert zinc dust in THF under very mild conditions (10–25 °C, 0.5–2 h) leading to zinc α-thioorganometallics. After a transmetallation with CuCN·2 LiCl, the corresponding copper reagents 8 and 7 reacted with various electrophiles (1-haloalkynes, aldehydes, enones, acyl chlorides, allylic halides, trialkyltin halides) affording polyfunctional thioesters and sulfides of type

  Iodomethylthiobenzoate 5和α-氯代苯基硫化物6被发现非常温和的条件（10-25℃，0.5-2 1H）导致锌α-thioorganometallics下插入在THF锌粉。用CuCN·2 LiCl进行金属转移后，相应的铜试剂8和7与各种亲电试剂（1-卤代炔烃，醛，烯酮，酰氯，烯丙基卤化物，三烷基卤化锡）反应，得到9或10型多官能硫酯和硫化物。高产。特别令人感兴趣的是，与α-硫代碳酸锂相反，这些锌铜试剂可以带有各种官能团，例如酯或腈。相同的方法使各种γ硫代取代的锌和铜的试剂轴承苯硫基，苯基亚磺酰基，或α-（苯基磺酰基）乙烯基官能度（制备20-22），这也显示了良好的能力以形成新carboncarbon键。
• Preparation of functionalized zinc and copper organometallics containing sulfur functionalities at the alpha or gamma position
  作者：Sidduri AchyuthaRao、Charles E. Tucker、Paul Knochel

  DOI：10.1016/s0040-4039(00)97302-7

  日期：1990.1

  phenyl sulfides1 readily insert zinc in THF at 25 °C (0.5–2 h), affording sulfur stabilized organozinc derivatives of type2. The presence of a functional group such as an ester or a cyano group is tolerated in these organometallics. After a transmetallation to the corresponding copper reagent3, they react with a wide range of electrophiles. Zinc and copper organometallics bearing a thiophenyl or a phenylsulfinyl

  α-氯烷基苯硫醚1易于在25°C（0.5-2 h）的条件下将锌插入THF中，从而提供了2型硫稳定的有机锌衍生物。这些有机金属中容许存在酯或氰基等官能团。在金属转移成相应的铜试剂3之后，它们与各种各样的亲电子试剂反应。还制备了在γ位带有硫代苯基或苯基亚磺酰基的锌和铜有机金属，显示了我们方法的一般性。
• Synthesis of α,β-Unsaturated Aldehydes and Methyl Carboxylic Esters from 2-Acetylenic Phenyl Sulfides.
  作者：Fortes, Carlos C.、Garrote, Clevia F. D.

  DOI：10.1080/00397919708005915

  日期：1997.11

  2-Alkynylthio benzenes were reduced to 2-Alkenylthio benzenes with diisobutyl aluminum hydride. Mono chlorination of these compounds with sulfuryl chloride and pyridine followed by hydrolysis, in the presence of Cu-II salts, gave alpha,beta-unsaturated aldehydes.2-Alkynylthio benzenes were converted into 2-Alkynyl 1,1-bis thiobenzenes by monochlorination with sulfuryl chloride and pyridine followed by treatment with thiophenol and triethylamine. These substances were then converted to alpha,beta-unsaturated methyl carboxylic esters by way of isomerization with sodium methoxide to the corresponding allene and treatment with hydrochloric acid and methanolysis in the presence of iodine.
• Synthesis of α-Acetylenic Aldehydes from 2-Acetylenic Phenyl Sulfides
  作者：Carlos C. Fortes、Clévia F. D. Garrote

  DOI：10.1080/00397919308012609

  日期：1993.11

  Monochlorination at the 1 position, with sulfuryl chloride, followed by hydrolysis converted 2-acetylenic phenyl sulfides into 2-acetylenic aldehydes.
• Synthesis of 2-Acetylenic Carboxylic Acids, 1-Sulfinyl and 1-Sulfonyl-2-ketones from 2-Acetylenic Phenyl Sulfides
  作者：Carlos C. Fortes、Clevia F.D. Garrote

  DOI：10.1080/00397919708005006

  日期：1997.9

  2-acetylenic phenyl sulfides into 1-methoxy-2-acetylenic phenyl sulfides. Oxidation with chromic acid gave 2-acetylenic carboxylic acids. Oxidation of 2-acetylenic phenyl sulfides with Oxone® and hydrogen peroxide in acetic acid gave the corresponding sulfoxides and sulfones respectively. Diethylamine addition to the triple bond produced enamines which were hydrolyzed with aqueous hydrochloric acid to the corresponding

  摘要 用磺酰氯在 1-位单氯化，然后甲醇分解将 2-炔基苯硫醚转化为 1-甲氧基-2-炔基苯硫醚。用铬酸氧化得到2-炔羧酸。用 Oxone® 和过氧化氢在乙酸中氧化 2-炔属苯硫醚，分别得到相应的亚砜和砜。二乙胺加成到三键产生烯胺，用盐酸水溶液将其水解成相应的 1-亚磺酰基和 1-磺酰基-2-酮。