endo-3-chlorobicyclo[2.2.1]hept-exo-2-yl 4-methylphenyl sulfone | 100793-55-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: endo-3-chlorobicyclo[2.2.1]hept-exo-2-yl 4-methylphenyl sulfone
• 英文别名: 3-chlorobicyclo[2.2.1]hept-2-yl 4-methylphenylsulfone；(+/-)-(3endo-chloro-[2exo]norbornyl)-p-tolyl sulfone；(+/-)-(3endo-Chlor-[2exo]norbornyl)-p-tolyl-sulfon
• CAS: 100793-55-3
• 化学式: C₁₄H₁₇ClO₂S
• 分子量: 284.807
• InChiKey: KHNWHYUCCSCXBA-XCCSTKFXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.17
• 重原子数：
  18.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  34.14
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  戊醇 、 endo-3-chlorobicyclo[2.2.1]hept-exo-2-yl 4-methylphenyl sulfone 、 sodium pentanolate 生成 alkaline earth salt of/the/ methylsulfuric acid
  参考文献：
  名称：

  Mechanisms of Elimination Reactions. XVIII. Reactivities of Some 2,3-Norbornane Derivatives^1,2

  摘要：

  DOI：

  10.1021/ja01570a032
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 双氧水 、 溶剂黄146 作用下， 生成 endo-3-chlorobicyclo[2.2.1]hept-exo-2-yl 4-methylphenyl sulfone
  参考文献：
  名称：

  The Products of Addition of Sulfenyl Halides to Norbornene^1,2

  摘要：

  DOI：

  10.1021/ja01602a058

文献信息

• Visible Light-Mediated Atom Transfer Radical Addition via Oxidative and Reductive Quenching of Photocatalysts
  作者：Carl-Johan Wallentin、John D. Nguyen、Peter Finkbeiner、Corey R. J. Stephenson

  DOI：10.1021/ja300798k

  日期：2012.5.30

  visible light-mediated atom transfer radical addition (ATRA) of haloalkanes onto alkenes and alkynes using the reductive and oxidative quenching of [IrdF(CF(3))ppy}(2)(dtbbpy)]PF(6) and [Ru(bpy)(3)]Cl(2) is presented. Initial investigations indicated that the oxidative quenching of photocatalysts could effectively be utilized for ATRA, and since that report, the protocol has been expanded by broadening

  在此，使用 [IrdF(CF(3))ppy}(2)(dtbbpy)]PF( 6) 和 [Ru(bpy)(3)]Cl(2)。初步调查表明，光催化剂的氧化猝灭可以有效地用于 ATRA，自该报告以来，该协议通过扩大光催化剂、底物和溶剂方面的反应范围进行了扩展。此外，进一步修改反应条件允许使用 [Ru(bpy)(3)]Cl(2) 和抗坏血酸钠作为牺牲电子供体的还原淬火循环，将全氟烷基碘化物有效地 ATRA 转化为烯烃和炔烃。
• Application of copper(I) halides to modifying reactivity of polyhalomethanes and arenesulfonyl chlorides in free-radical addition. “Cross-halogenation” reaction
  作者：A. S. Dneprovskii、A. N. Kasatochkin、V. P. Boyarskii、A. A. Ermoshkin、A. A. Yakovlev

  DOI：10.1134/s1070428006080033

  日期：2006.8

  In the free-radical addition of a number of organohalogen reagents to cyclic alkenes and dienes in the presence of copper(I) halides the composition of the reaction products is governed by the stage of a fast halogen transfer from the copper derivative to the alkyl radical. Under these conditions in contrast to the free-radical addition reactions initiated by UV light or peroxide initiators the intramolecular rearrangements are suppressed, the stereoselectivity of the reaction changes, and also some adducts contain halogen atoms different from those present in the organohalogen reagent employed.
• Bridged Polycyclic Compounds. III. Addition of p-Toluenesulfenyl Chloride to Norbornene, Norbornadiene, Aldrin and 9,10-Dihydro-9,10-ethenoanthracene^1,2
  作者：Stanley J. Cristol、Robert P. Arganbright、Gordon D. Brindell、Roger M. Heitz

  DOI：10.1021/ja01579a051

  日期：1957.11