2-溴苯磺酰氯 | 103053-00-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-溴苯磺酰氯
• 英文名称: 2-bromobenzenesulfinyl chloride
• CAS: 103053-00-5
• 化学式: C₆H₄BrClOS
• 分子量: 239.52
• InChiKey: GYURUDJNAWUNKO-UHFFFAOYSA-N

物化性质

• 沸点：
  344.6±44.0 °C(Predicted)
• 密度：
  1.91±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  36.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-溴苯磺酰氯 在 吡啶 作用下， 以 乙醚 、 苯 为溶剂， 反应 1.0h， 生成 (S)-methyl o-bromophenyl sulfoxide
  参考文献：
  名称：

  Preparation of optically active ortho-chloro- and ortho-bromophenyl sulfoxides

  摘要：

  The preparation of the diastereomerically pure menthyl (S)-2-chloro- and (S)-2-bromophenyl sulfinates by esterification of the corresponding sulfinic acids with ( 1 R,2S,5R)- (-)-menthol and recrystallization/epimerization is reported. The two sulfinates have been converted into enantiomerically pure aryl, vinyl and alkyl sulfoxides by reaction with organomagnesium reagents. These sulfoxides are useful chiral auxiliaries to control the stereochemical outcome of radical reactions. (C) 1999 Elsevier Science Ltd. Ail rights reserved.

  DOI：

  10.1016/s0957-4166(99)00078-6
• 作为产物：
  描述：

  2-溴-1-苯亚磺酸 在 氯化亚砜 作用下， 以 苯 为溶剂， 生成 2-溴苯磺酰氯
  参考文献：
  名称：

  Preparation of optically active ortho-chloro- and ortho-bromophenyl sulfoxides

  摘要：

  The preparation of the diastereomerically pure menthyl (S)-2-chloro- and (S)-2-bromophenyl sulfinates by esterification of the corresponding sulfinic acids with ( 1 R,2S,5R)- (-)-menthol and recrystallization/epimerization is reported. The two sulfinates have been converted into enantiomerically pure aryl, vinyl and alkyl sulfoxides by reaction with organomagnesium reagents. These sulfoxides are useful chiral auxiliaries to control the stereochemical outcome of radical reactions. (C) 1999 Elsevier Science Ltd. Ail rights reserved.

  DOI：

  10.1016/s0957-4166(99)00078-6

文献信息

• Iodine/TBHP-Promoted One-Pot Deoxygenation and Direct 2-Sulfonylation of Quinoline<i>N</i>-Oxides with Sodium Sulfinates: Facile and Regioselective Synthesis of 2-Sulfonylquinolines
  作者：Ladawan Sumunnee、Chonchanok Buathongjan、Chaleena Pimpasri、Sirilata Yotphan

  DOI：10.1002/ejoc.201601443

  日期：2017.2.3

  A highly efficient iodine/TBHP-mediated one-pot deoxygenative and regioselective C2-sulfonylation of quinoline N-oxides with sodium sulfinate salts has been developed. This metal, base and phosphorus-free protocol employs readily accessible and easy to handle reagents, and can be conveniently carried out at room temperature under mild conditions, providing an alternative access to a series of C2 sulfonyl

  已经开发了一种高效的碘/TBHP 介导的一锅脱氧和区域选择性 C2-磺酰化喹啉 N-氧化物与亚硫酸钠盐。这种无金属、无碱和无磷的方案采用易于获得且易于处理的试剂，并且可以在温和条件下在室温下方便地进行，提供了在温和条件下获得一系列 C2 磺酰基喹啉和其他相关杂芳基砜产品的替代途径。在很短的反应时间内达到卓越的产量。
• Regio‐ and Stereoselective Chloro Sulfoximidations of Terminal Aryl Alkynes Enabled by Copper Catalysis and Visible Light
  作者：Peng Shi、Yongliang Tu、Duo Zhang、Chenyang Wang、Khai‐Nghi Truong、Kari Rissanen、Carsten Bolm

  DOI：10.1002/adsc.202100162

  日期：2021.5.18

  By visible-light photoredox catalysis with copper complexes, sulfoximidoyl chlorides add to terminal aryl alkynes to give the corresponding (E)-β-chlorovinyl sulfoximines with exclusive regio- and stereoselectivities in high yields. Two representative products have been characterized by X-ray crystal structure analysis. Radicals appear to be decisive intermediates. As demonstrated by two subsequent

  通过用铜配合物的可见光光氧化还原催化，将亚磺酰亚胺基氯加到末端芳基炔烃上，从而以高收率得到具有排他性和立体选择性的相应的（E）-β-氯乙烯基磺基亚砜。X射线晶体结构分析已表征了两种代表性产品。自由基似乎是决定性的中间体。如随后的两个反应所示，可以将产物衍生化。
• Herbicidal pyrimidines
  申请人：E. I. Du Pont de Nemours and Company

  公开号：US04666506A1

  公开（公告）日：1987-05-19

  Aryl and heteroaryl sulfonimidamides which also contain a pyrimidine or triazine heterocycle are useful as general or selective preemergent and postemergent herbicides.

  含有嘧啶或三嗪杂环的芳基和杂芳基磺酰胺也可用作常规或选择性萌发前和萌发后除草剂。
• Herbicidal triazines
  申请人：E. I. Du Pont de Nemours and Company

  公开号：US04705555A1

  公开（公告）日：1987-11-10

  Aryl and heteroaryl sulfonimidamides which also contain a pyrimidine or triazine heterocycle are useful as general or selective preemergent and postemergent herbicides.

  含有嘧啶或三嗪杂环的芳基和杂芳基磺酰亚胺酰胺可用作一般或选择性的萌发前和萌发后除草剂。
• Herbicidal sulphonimidamide compounds
  申请人：E.I. DU PONT DE NEMOURS AND COMPANY

  公开号：EP0173498A1

  公开（公告）日：1986-03-05

  Compounds of formula wherein R is H or CH3 G is O or NR1 R1 is H, C1 to C3 alkyl, CF2H, C2 to C3 alkyl substituted with 1 to 3 atoms of F, CH2CH20CH3, CH2CH20H, CH2CH2OSi(CH3)3, OH, OSi(CH3)3, C1 to C2 alkoxy, SO2CH3, phenyl or benzyl; L is a substituted or unsubstituted phenyl, naphthyl, pyridyl, thienyl, pyrazolyl or imidazolyl group or bicyclic derivative thereof; and A is substituted or unsubstituted mono- or bi-cyclic heterocyclic group and their agriculturally suitable salts show potent herbicidal activity. Many also show a plant growth regulant effect. The compounds may be formulated into compositions for agricultural use in conventional manner. They may be prepared by a variety of synthetic routes.

  式中的化合物 其中 R 是 H 或 CH3 G 是 O 或 NR1 R1 是 H、C1 至 C3 烷基、CF2H、被 1 至 3 个 F 原子取代的 C2 至 C3 烷基、CH2CH20CH3、CH2CH20H、CH2CH2OSi(CH3)3、OH、OSi(CH3)3、C1 至 C2 烷氧基、SO2CH3、苯基或苄基； L 是取代或未取代的苯基、萘基、吡啶基、噻吩基、吡唑基或咪唑基或其双环衍生物； A 是取代或未取代的单环或双环杂环基团 及其在农业上适用的盐类具有很强的除草活性。许多化合物还具有植物生长调节作用。 这些化合物可按常规方法配制成农用组合物。它们可以通过多种合成途径制备。