N-chlorosuccinimide | 45514-70-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: N-chlorosuccinimide
• 英文别名: N-chloromaleimide；chloromaleimide；N-Chlor-succinimid；N-Chlormaleinimid；1H-Pyrrole-2,5-dione, 1-chloro-；1-chloropyrrole-2,5-dione
• CAS: 45514-70-3
• 化学式: C₄H₂ClNO₂
• 分子量: 131.518
• InChiKey: UXHPQGFOYQBTAU-UHFFFAOYSA-N

物化性质

• 熔点：
  123-124 °C
• 沸点：
  206.9±23.0 °C(Predicted)
• 密度：
  1.60±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  8
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  37.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-chlorosuccinimide 以100%的产率得到
  参考文献：
  名称：

  CEMEHOB V. V.; MELNIKOVA L. G.; SHEVELEV S. A.; FAJNZILBERG A. A., IZV. AN CCCP. CEP. XIM., 1980, HO 1, 138-144,

  摘要：

  DOI：
• 作为试剂：
  描述：

  3,4-二氨基二苯甲酮 在 三甲基氯硅烷 、 N-chlorosuccinimide 、 potassium carbonate 作用下， 以 乙醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 生成 3-氯-1-甲基喹喔啉-2-酮
  参考文献：
  名称：

  可见光条件下路易斯酸介导的喹喔啉-2(1H)-酮的异硫氰化和氯化

  摘要：

  描述了在室温可见光条件下使用N-硫氰酸糖精作为异硫氰酸酯源对喹喔啉-2(1 H )-酮进行路易斯酸介导的选择性 C3-异硫氰化反应。在与N-氯糖精相似的条件下，喹喔啉-2(1 H )-酮的 C3 氯化达到了 2 小时的时间范围。在这两种情况下均获得了良好至优异的产物收率，且具有广泛的官能团耐受性。对照实验表明该反应通过自由基机制进行。本程序证明了其在克级反应中的适用性，并强调了异硫氰酸酯随后转化为代表性的硫脲衍生物，以及一种氯代衍生物转化为糖原磷酸化酶抑制剂。

  DOI：

  10.1021/acs.joc.4c00995

文献信息

• [EN] CARBON MONOXIDE RELEASING NORBORNENONE COMPOUNDS<br/>[FR] COMPOSÉS DE NORBORNÉNONE LIBÉRANT DU MONOXYDE DE CARBONE
  申请人：SAMMUT IVAN ANDREW

  公开号：WO2017095237A1

  公开（公告）日：2017-06-08

  The present invention provides organic compounds which are capable of releasing carbon monoxide under physiological conditions or pH trigger, and to the use of such compounds for conditioning a cell, tissue or organ, for example, to protect against ischaemic injury during a transplant event.

  本发明提供了在生理条件或pH触发下能够释放一氧化碳的有机化合物，以及将这种化合物用于调节细胞、组织或器官，例如，在移植事件中保护免受缺血性损伤的使用方法。
• Hydroxide-, Amide-, and Sulfhydrylrhenium(I) Tris(alkyne) Complexes. Rearrangements to Rhenium(III) Bis(alkyne) Oxo and Nitrido Compounds¹
  作者：Sam K. Tahmassebi、W. Stephen McNeil、James M. Mayer

  DOI：10.1021/om9704814

  日期：1997.11.1

  The rhenium hydroxide and amide complexes Re(OH)(EtC⋮CEt)3 (3) and Re(NH2)(EtC⋮CEt)3 (10) have been prepared by reaction of the related aquo and ammine complexes with KOH and NaNH2, respectively. The sulfhydryl compound Re(SH)(EtC⋮CEt)3 (13) is formed from Re(OSO2CF3)(EtC⋮CEt)3 and NaSH. Compound 3 spontaneously rearranges to the oxo−hydride complex Re(O)H(EtC⋮CEt)2 (4), and EtC⋮CEt in a first-order

  氢氧化related和酰胺配合物Re（OH）（EtC⋮CEt）3（3）和Re（NH 2）（EtC⋮CEt）3（10）是通过使水和氨基配合物与KOH和NaNH反应制得的2，分别。巯基化合物Re（SH）（EtC⋮CEt）3（13）由Re（OSO 2 CF 3）（EtC⋮CEt）3和NaSH形成。化合物3自发重排的氧代-氢化物络合物的Re（O）H（ETC⋮CET）2（4），和ETC⋮CET在一阶过程（ķ =（5.6±1.2）×10 -294 K时为6 s - 1）。有一个主要的同位素效应（k OH / k OD = 5±1），并且重排不受1 M 3-己炔的存在的影响。这些数据排除了涉及初始配体损失然后重排的机制。取而代之的是，氢从氧向saturated的迁移发生在配位饱和的三（炔烃）类3中，与炔烃的损失同步发生或之前。重排是由醇钾催化，通过去质子化显然3和ETC⋮CET的同时损失到该含氧阴离子（ETC⋮CET）2
• Effect of N-chloro structure and 1-substituent on .sigma.-substitution (addition-elimination) in pyrroles
  作者：Michael De Rosa、Gustavo Cabrera Nieto、Fernando Ferrer Gago

  DOI：10.1021/jo00283a032

  日期：1989.10
• Organotransition-Metal Metallacarboranes. 39. Arene-Capped Ruthenium-Carborane Tetradecker Sandwich Complexes
  作者：Peter Greiwe、Michal Sabat、Russell N. Grimes

  DOI：10.1021/om00008a015

  日期：1995.8

  A new family of C2B3-bridged tetradecker sandwich complexes, having cymene rather than cyclopentadienyl end rings, has been synthesized via reactions of metal ions with nido-(p-CHMe(2)C(6)H(4)Me)Ru(Et(2)C(2)B(3)H(3)-5-Y)(-) anions that are iso electronic analogues of the nido-(eta(5)-C(5)Me(5))Co(Et(2)C(2)B(3)H(3)-5-Y)(-)synthons employed in earlier work. Bridge-deprotonation of CyRu(Et(2)C(2)B(3)H(4)-5-Y) (Cy = p-isopropyltoluene; 3, Y = Me; 6, Y = Cl), followed by treatment with CoCl2 in THF and separation of the products on silica in air, afforded the tetradecker sandwiches [CyRu(2,3-Et(2)C(2)B(3)H(2)-5-Y)]Co-2 (8a, Y = Me; 8b, Y = Cl) as the major products, isolated as air-stable paramagnetic green crystals in 40% and 55% yield, respectively. In addition, the minor products CyRu(Et(2)C(2)B(3)H(2)-5-Me)Co(Et(2)C(2)B(3)H(2)-5-Et)RuCy (8c) and CyRu-(Et(2)C(2)B(3)H(2)-5-Cl)Co(Et(2)C(2)B2B(3)H(3))RuCY (8d) were obtained. The formation of 8b proceeds via a cobalt-protonated diamagnetic complex [CyRu(2,3-Et(2)C(2)B(3)H(2)-5-Cl)]2CoH (7b) which was isolated and characterized; 8a is assumed to form via an analogous intermediate 7a although this species was not isolated. A similar reaction of 3(-) with NiCl2 gave moderately air-stable, diamagnetic [CyRu(2,3-Et(2)C(2)B(3)H(2)-5-Me)]Ni-2 (9). Reactions of the anion of the B(4,5,6)-trimethyl complex CYRu(Et(2)C(2)B(3)Me(3)H(2)) with CoCl2 and NiCl2 generated the corresponding tetradecker products [CyRu(2,3-Et(2)C(2)B(3)Me(3))]Co-2 (10) and [CyRu(2,3-Et(2)C(2)B(3)Me(3))]Ni-2 (11) in low yields. The new compounds were characterized via H-1 and/or C-13 NMR, IR, UV-visible, and mass spectra, supported by X-ray crystal structure determinations on 8a, 8c, and 9, which established the tetradecker sandwich geometry. The proton NMR spectrum of paramagnetic 8a was completely assigned via the technique of correlated spectroscopy, involving generation of the diamagnetic anion 8a(-) via stepwise reduction of the neutral compound. Crystal data for 8a: Ru2CoClC34.5B6H59, space group (triclinic); a = 13.631(5) Angstrom, b = 16.447(5) Angstrom, c = 9.008(3) alpha = 100.07(3)degrees, beta = 108.12(3)degrees, gamma 94.03(3)degrees; Z = 2; R = 0.038 for 5527 independent reflections. Crystal data for 8c: Ru2Co2C35B6H60, space group P2(1)/n (monoclinic); a = 12.781(3) Angstrom, b = 11.120(4) Angstrom, c = 26.214(4) Angstrom, beta = 96.71 degrees; Z = 4; R = 0.031 for 3052 observed reflections. Crystal data for 9: Ru2NiC34B6H58, space group (triclinic); a = 12.577(7) Angstrom, b = 14.330(6) Angstrom, c = 11.671(7) Angstrom, alpha = 113.24(4)degrees, beta = 111.71(4)degrees, gamma = 83.24(4)degrees; Z = 2; R = 0.028 for 4073 independent reflections.
• DE, ROSA MICHAEL;NIETO, GUSTAVO CABRERA;GAGO, FERNANDO FERRER, J. ORG. CHEM., 54,(1989) N2, C. 5347-5350
  作者：DE, ROSA MICHAEL、NIETO, GUSTAVO CABRERA、GAGO, FERNANDO FERRER

  DOI：——

  日期：——