(4-溴苯基)硫氰酸盐 | 3226-41-3

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 中文名称: (4-溴苯基)硫氰酸盐
• 英文名称: 1-bromo-4-thiocyanatobenzene
• 英文别名: 4-bromophenyl thiocyanate；(4-Bromophenyl) thiocyanate
• CAS: 3226-41-3
• 化学式: C₇H₄BrNS
• 分子量: 214.085
• InChiKey: ZVLFOTJDHQVEOY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 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：
  49.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (4-溴苯基)硫氰酸盐 在 硫酸 作用下， 生成 S-(4-bromophenyl) thiocarbamate
  参考文献：
  名称：

  Thiocarbamates. III.¹ Aryl Thiocarbamates from Aryl Thiocyanates

  摘要：

  DOI：

  10.1021/ja01156a552
• 作为产物：
  描述：

  硫氰基苯胺 生成 (4-溴苯基)硫氰酸盐
  参考文献：
  名称：

  Dienske, Recueil des Travaux Chimiques des Pays-Bas, 1931, vol. 50, p. 21,29

  摘要：

  DOI：

文献信息

• Direct Photocatalytic S–H Bond Cyanation with Green “CN” Source
  作者：Wei Guo、Wen Tan、Mingming Zhao、Lvyin Zheng、Kailiang Tao、Deliang Chen、Xiaolin Fan

  DOI：10.1021/acs.joc.8b00887

  日期：2018.6.15

  Herein we report a novel C–S bond cleavage and reconstruction strategy for the synthesis of thiocyanates through direct photocatalytic S–H bond cyanation from thiols and inorganic thiocyanate salts. In our strategy, the unprecedented example of cutting off C–S bond of SCN– to deliver the green “CN” sources is demonstrated. This transformation features nontoxic and inexpensive “CN” sources, available

  本文中，我们报道了通过硫醇和无机硫氰酸盐直接进行光催化的S–H键氰化反应合成硫氰酸盐的新颖的C–S键裂解和重构策略。在我们的战略，切断SCN的C-S键的前所未有的例子-提供绿色的“CN”来源证明。这种转化具有无毒且价格低廉的“ CN”源，可利用的起始原料，无金属/碱/配体/过氧化物，高步骤经济性和温和条件的特点。它导致了各种硫氰酸盐以及一些具有医学和生物活性的含硫氰酸盐分子的构建。
• Temperature‐Controlled Chemoselective Synthesis of Thiosulfonates and Thiocyanates: Novel Reactivity of KXCN (X=S, Se) towards Organosulfonyl Chlorides
  作者：Pratibha Kalaramna、Avijit Goswami

  DOI：10.1002/ejoc.202101031

  日期：2021.10.14

  Thiosulfonates and thiocyanates can be prepared chemoselectively by treating organosulfonyl chlorides with potassium thio-/selenocyanate. The protocol furnished the products in good yields of up to 95 %. For the first time, we are reporting a protocol to synthesize thiosulfonate and thiocyanate selectively by single reaction strategy.

  通过用硫代/硒氰酸钾处理有机磺酰氯，可以化学选择性地制备硫代磺酸盐和硫氰酸盐。该方案以高达 95% 的良好收率提供产品。我们首次报告了通过单一反应策略选择性合成硫代磺酸盐和硫氰酸盐的方案。
• A practical synthesis of arylthiocyanates from arenesulfinates or arenesulfonyl chlorides with cyanotrimethylsilane.
  作者：Shinzo KAGABU、Keisuke SAWAHARA、Masaki MAEHARA、Sachiko ICHIHASHI、Katsuhiro SAITO

  DOI：10.1248/cpb.39.784

  日期：——

  Preparation of arylthiocyanates by simply mixing aromatic sulfinates with cyanotrimethylsilane (TMSCN) was achieved in good to moderate yields. The thiocyanates were also obtained directly from sulfonyl chloride using TMSCN, sodium sulfite, and potassium carbonate.

  芳基硫氰酸酯可通过简单地将芳香亚磺酸盐与氰基三甲基硅烷（TMSCN）混合，以较好至中等的产率制备得到。硫氰酸酯也可直接从磺酰氯使用 TMSCN、亚硫酸钠和碳酸钾制备获得。
• Iron-Catalyzed Decarboxylation of Trifluoroacetate and Its Application to the Synthesis of Trifluoromethyl Thioethers
  作者：Benjamin Exner、Bilguun Bayarmagnai、Fan Jia、Lukas J. Goossen

  DOI：10.1002/chem.201503915

  日期：2015.11.23

  Nucleophilic CF3 has been generated by decarboxylation of potassium trifluoroacetate, arguably the most easy‐to‐handle, inexpensive, and sustainable source of trifluoromethyl groups. Simple iron(II) chloride catalyzes the decarboxylation as well as a subsequent trifluoromethylation of organothiocyanates, resulting in a straightforward synthesis of trifluoromethyl thioethers. The KCN byproduct is absorbed by

  亲核CF 3是由三氟乙酸钾脱羧生成的，而三氟乙酸钾可以说是最易于处理，廉价且可持续的三氟甲基来源。简单的氯化铁（II）催化有机硫氰酸酯的脱羧以及随后的三氟甲基化，从而直接合成三氟甲基硫醚。KCN副产物被铁（II）吸收，形成了无毒的六氰合铁酸钾。醛与三氟乙酸酯的类似三氟甲基化反应强调了这种铁催化的脱羧三氟甲基化反应的合成潜力。
• Transition-metal-free synthesis of thiocyanato- or nitro-arenes through diaryliodonium salts
  作者：Xiao-Hua Li、Liang-Gui Li、Xue-Ling Mo、Dong-Liang Mo

  DOI：10.1080/00397911.2016.1181764

  日期：2016.6.2

  ABSTRACT A transition-metal-free approach to facile synthesis of thiocyanato- and nitro-arenes was developed from KSCN (potassiumthiocyanate) or NaNO2 with diaryliodonium salts in good yields under mild conditions. The reaction was compatible with a variety of sensitive functional substituents such as halides and nitro and ester groups. The usefulness of arylation products has been realized. GRAPHICAL

  摘要 从 KSCN（硫氰酸钾）或 NaNO2 与二芳基碘盐在温和条件下以良好的收率开发了一种无过渡金属的简便合成硫氰酸根合和硝基芳烃的方法。该反应与多种敏感的官能取代基相容，例如卤化物和硝基和酯基团。芳基化产物的用处已经实现。图形概要