2-(4-bromo-phenylamino)-3-chloro-[1,4]naphthoquinone | 62101-45-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-(4-bromo-phenylamino)-3-chloro-[1,4]naphthoquinone
• 英文别名: 2-(4-bromophenylamino)-3-chloronaphthalene-1,4-dione；2-(4-bromoanilino)-3-chloro-1,4-naphthoquinone；2-(4-bromo-anilino)-3-chloro-[1,4]naphthoquinone；2-(4-Brom-anilino)-3-chlor-[1,4]naphthochinon；2-(p-Bromanilino)-3-chlor-1,4-naphthochinon；2-(4-Bromoanilino)-3-chloronaphthalene-1,4-dione
• CAS: 62101-45-5
• 化学式: C₁₆H₉BrClNO₂
• mdl: MFCD01033519
• 分子量: 362.61
• InChiKey: WUYIRRKSTKAYQQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(4-bromo-phenylamino)-3-chloro-[1,4]naphthoquinone 在 吡啶 、 sodium dithionite 作用下， 以 丙酮 为溶剂， 反应 5.0h， 生成 6-(4-Bromo-phenylamino)-10-chloro-9-methyl-12H-benzo[a]phenothiazin-5-ol
  参考文献：
  名称：

  Shukla, Shalini; Prakash, L., Phosphorus, Sulfur and Silicon and the Related Elements, 1995, vol. 102, # 1-4, p. 39 - 44

  摘要：

  DOI：
• 作为产物：
  描述：

  2-(4-溴苯基)氨基-1,4-萘醌 在 溴代叔丁烷 、 二甲基亚砜 、 calcium chloride 作用下， 反应 3.0h， 生成 2-(4-bromo-phenylamino)-3-chloro-[1,4]naphthoquinone
  参考文献：
  名称：

  Kallmayer; Doerr, Scientia Pharmaceutica, 1996, vol. 64, # 3-4, p. 479 - 485

  摘要：

  DOI：

文献信息

• 미세조류 파괴용 조성물
  申请人：Industry-Academic Cooperation Foundation, Chosun University 조선대학교산학협력단(220050171903) BRN ▼408-82-13419

  公开号：KR101761848B1

  公开（公告）日：2017-07-26

  본 발명은 미세조류 파괴용 조성물에 관한 것으로, 더욱 자세하게는 특정 치환기를 가지는 나프토퀴논 화합물을 함유하는 미세조류 파괴용 조성물에 관한 것이다. 본 발명에 따른 신규한 미세조류 파괴용 조성물은 해양 미세조류 배양장 또는 녹조 또는 적조가 발생된 지역 또는 녹조나 적조 발생 예상 지역에 처리하여 녹조 및 적조 피해를 예방할 수 있는 효과가 있다.

  本发明涉及微藻破坏用配方，更具体地涉及含有特定取代基的萘酮化合物的微藻破坏用配方。根据本发明，新型微藻破坏用配方可在海洋微藻培养场或发生褐藻或红藻的区域或预计发生褐藻或红藻的区域进行处理，以预防褐藻和红藻的损害。
• Spectroscopic and theoretical studies on the nucleophilic substitution of 2,3-dichloronaphthoquinone with para-substituted anilines in solid state via initial charge transfer complexation
  作者：Angupillai Satheshkumar、Kuppanagounder P. Elango

  DOI：10.1016/j.saa.2012.08.056

  日期：2012.12

  investigate the mechanism of the nucleophilic substitution reaction of 2,3-dichloronaphthoquinone (DCNQ) with para-substituted anilines in solid state under base- and solvent-free conditions against traditional synthetic routes. The initial formations of electron donor acceptor (EDA) adduct between DCNQ and aniline was found to be the driving force for the substitution reaction to occur in solid phase.

  各种光谱技术（UV-Vis，DRS，FT-IR，（1）H NMR，LC-MS）和理论计算已用于研究2,3-二氯萘醌（DCNQ）与对位苯甲酸亲核取代反应的机理在无碱和无溶剂条件下与传统合成路线相反的固态苯胺取代基。发现DCNQ和苯胺之间电子供体受体（EDA）加合物的最初形成是固相中发生取代反应的驱动力。
• Crystallographic evidence for resonance assisted H-Bonding effect in selective colorimetric detection of cyanide by arylamino-naphthoquinones
  作者：P. Rajalakshmi、P. Jayasudha、Samuele Ciattini、Laura Chelazzi、Kuppanagounder P. Elango

  DOI：10.1016/j.molstruc.2019.05.124

  日期：2019.11

  Five new chemo-receptors, based on arylamino-naphthoquinone, possessing electron donating and electron withdrawing substituents have been prepared by single step green method. These receptors are found to be highly selective and sensitive towards cyanide ions in aqueous HEPES buffer solution (pH 7.2). The mechanism, as evidenced by H-1 NMR, electrochemical and theoretical studies, is based on instantaneous deprotonation of -NH moiety by cyanide, which is enabled by substituent dependent resonance effect of the phenyl ring. This is confirmed by single crystal XRD data. The detection limit is calculated to be in the order of 10(-8)M, which is much lower than the permissible limit of cyanide in drinking water set by WHO (1.9 x 10(-6)M). (C) 2019 Elsevier B.V. All rights reserved.
• Plagemann, Chemische Berichte, 1882, vol. 15, p. 485 Anm. 1
  作者：Plagemann

  DOI：——

  日期：——
• Tiwari,J.P.; Mital,R.L., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1979, vol. 17, p. 408 - 409
  作者：Tiwari,J.P.、Mital,R.L.

  DOI：——

  日期：——