bis(ethylthioethyl)phenylamine | 148932-04-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: bis(ethylthioethyl)phenylamine
• 英文别名: N,N-Bis-(2-ethylthio)-ethylaniline；N,N-bis(2-ethylsulfanylethyl)aniline
• CAS: 148932-04-1
• 化学式: C₁₄H₂₃NS₂
• 分子量: 269.475
• InChiKey: OAZZRVDSQIMZIT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  17
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  53.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  bis(ethylthioethyl)phenylamine 在 溶剂黄146 三氯氧磷 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 6-[4'-(benzothiazol-2"-yl)phenyl]-3,9-dithia-6-azaundecane
  参考文献：
  名称：

  Ishikawa, Junichi; Sakamoto, Hidefumi; Wada, Hiroko, Journal of the Chemical Society. Perkin Transactions 2 (2001), 1999, # 6, p. 1273 - 1279

  摘要：

  DOI：
• 作为产物：
  描述：

  N,N-二羟乙基苯胺 在 sodium 、 sodium hydroxide 作用下， 以 四氢呋喃 、 乙醇 、 水 为溶剂， 反应 6.25h， 生成 bis(ethylthioethyl)phenylamine
  参考文献：
  名称：

  新的NiSNS钳配合物在石蜡氧化中的应用

  摘要：

  摘要合成了两个紧密相关的SNS钳形配体（L），其氮骨架上的主要结构变异包括甲基[L =（RSCH2CH2）2NMe：其中R = Me（1），Et（2），Bu（ 3）]或苯基[L =（RSCH2CH2）2NPh：其中R = Me（4），Et（5），Cy（6）]官能团。当配体1-3通过与Ni（DME）Cl2（DME =二甲氧基乙烷）反应与Ni络合时，它们分别产生了三种新的阳离子二聚体[LNi（μ-Cl）3NiL] +络合物（7-9），而配体4与Ni（PPh3）2Br2反应时，–6分别产生中性单核（LNiBr2）络合物10–12。所有新化合物均通过IR，HRMS，元素分析以及9-12配合物的单晶X射线衍射进行了表征。9的X射线结构数据显示，一个不寻常的3个氯桥联的Ni二聚体与SNS配体以面部结合方式与两个伪八面体Ni中心配位。配合物10、11和12的分子结构均在镍（II）金属中心周围显示出五坐标

  DOI：

  10.1016/j.ica.2018.04.033

文献信息

• Hydrazones Derived from Dithiamonoaza and Tetrathiamonoaza Analogs of Polyethers as Silver Ion Selective Ionophores: Syntheses, Proton-Dissociation Behaviors, and Metal Ion Complexing Properties in 1,4-Dioxane–Water Acidic Solution
  作者：Junichi Ishikawa、Hidefumi Sakamoto、Tamao Mizuno、Makoto Otomo

  DOI：10.1246/bcsj.68.3071

  日期：1995.11

  Cyclic and acyclic dithiamonoaza, tetrathiamonoaza, and tetrathiadiaza analogs of polyethers bearing a hydrazone moiety on nitrogen atom(s) were synthesized. Their acidity constants in 1,4-dioxane–water solution and stability constants of hydrazones derived from dithiamonoaza and tetrathiamonoaza analogs of polyethers for some heavy metal ions in same acidic media were measured spectrophotometrically

  合成了在氮原子上带有腙部分的聚醚的环状和非环状二硫单氮杂、四硫单氮杂和四硫二氮杂类似物。它们在 1,4-二氧六环 - 水溶液中的酸度常数和衍生自聚醚的二硫单氮杂和四硫单氮杂类似物的腙在相同酸性介质中对某些重金属离子的稳定性常数进行了分光光度法测量。环状和非环状四硫单氮杂系列的腙具有高度的 Ag+ 选择性络合性。
• Flexible pincer backbone revisited: CuSNS complexes as efficient catalysts in paraffin oxidation
  作者：Lynette Soobramoney、Muhammad D. Bala、Holger B. Friedrich

  DOI：10.1016/j.ica.2021.120508

  日期：2021.10

  produced the highest yield of 57% in 1 h reaction time at a catalyst concentration of 1 mol%. In general, high turnover numbers (2830–3180) were recorded for the 1/H2O2 catalytic systems with substantially high combined selectivity of 22–27% to 1-octanol and octanoic acid, which are the more desired products of n-octane oxidation resulting from its terminal carbon (C(1)) activation. The high activity of

  合成了包含一组三齿杂化 SNS 配体的新 Cu(II) 配合物，并通过 IR、HRMS、元素分析和单晶 X 射线衍射对其进行了充分表征。具有通式Cu[双( R硫乙基)苯胺]Cl 2 (1)的配合物；[R = 甲基 ( a) ; 乙基 ( b ); 丁基 ( c ); 环己基 ( d ) 和叔丁基 ( e )] 在固态中的每个 Cu(II) 中心周围表现出五配位三角双锥几何形状，其中 S 供体原子占据轴向位置。然而，复杂的1b结晶为通过铜酸盐阴离子桥接的二聚体，表示为 [ 1b (μ-CuCl 4 ) 1b ]。在用过氧化氢 (H 2 O 2 ) 作为氧化剂氧化正辛烷时，它们作为催化剂的应用在用 PPh 3还原后提供了高底物转化为 C-8 含氧产物，主要是辛醇。值得注意的是，在 1 mol% 的催化剂浓度下，配合物1d在 1 小时的反应时间内产生了 57% 的最高产率。一般而言，1 /H 2
• Silver Selectivity of Novel Monoazapolythioether Derivatives Bearing a Hydrazone Group in the Solvent Extraction
  作者：Hidefumi Sakamoto、Junichi Ishkawa、Tamao Mizuno、Kunio Doi、Makoto Otomo

  DOI：10.1246/cl.1993.609

  日期：1993.4

  Novel acyclic and cyclic monoazapolythioether derivatives incorporating a substituted hydrazone group were synthesized. The acyclic and the cyclic monoazatetrathioether derivatives exhibited high Ag+ ion selectivity in the extraction with 1,2-dichloroethane. The monoazatetrathioether derivatives gave hypsochromic and bathochromic shifts in the visible absorption spectra when extracted Ag+ ion from the aqueous phase of varying acidities into the organic phase.

  合成了含有取代腙基的新型无环和环状单氮杂环硫醚衍生物。在用 1,2-二氯乙烷萃取时，无环和环状单氮杂环丁硫醚衍生物表现出较高的 Ag+ 离子选择性。将 Ag+ 离子从不同酸度的水相萃取到有机相中时，单氮杂环丁硫醚衍生物在可见吸收光谱中呈现出低色移和浴色移。
• Silver Ion Selective Fluoroionophores Based on Anthracene-Linked Polythiazaalkane or Polythiaalkane Derivatives
  作者：Junichi Ishikawa、Hidefumi Sakamoto、Shintaro Nakao、Hiroko Wada

  DOI：10.1021/jo9819584

  日期：1999.3.1

  A dozen novel fluoroionophores have been synthesized which are polythiazaalkane and polythiaalkane derivatives coupled with an anthracene moiety by methyl, carbonyl, or methylphenylene bridging groups. The protonation and metal ion complexation behavior of analogues were examined in 1,4-dioxane--water solutions spectrophotometrically and spectrophotofluorometrically. The fluoroionophores, 1, 2, 5, and 6 contain basic nitrogen atoms and quench the fluorescence in the free forms because of photoinduced electron transfer (PET) from a nitrogen atom to a photoexcited anthracene unit. The fluorescence was recovered by the protonation on the nitrogen atom. The fluorescence intensities of the other fluoroionophores used here were not dependent on the pH of the solution. On the complexation of the protonated fluoroionophores 1, 2, 5, and 6 with metal ions under the acidic condition, the fluorescence intensities were decreased by the addition of silver ion selectively. Under the same conditions, the other fluoroionophores exhibited a decrease of the fluorescence intensity with the addition of silver ion selectively. These results imply that the fluoroionophores could form complexes and release a proton from the nitrogen atom of the protonated fluoroionophores. The quenching of the fluorescence of the complexed fluoroionophores 3, 4, 7, and 8-12 could be caused by the interaction of a silver ion with a ct-electron of the anthracene unit. The degree of spectral change on the complexation with silver ion is primarily dependent on the strength of the interaction of the bound silver ion with nitrogen atom, far 1, 2, 5, and 6, or with a pi-electron of the anthracene unit, for 3, 4, 7, and 8-12.
• Supramolecular assembly of a new squaraine and β-cyclodextrin for detection of thiol-containing amino acids in water
  作者：Chao Luo、Qianxiong Zhou、Wanhua Lei、Jianguang Wang、Baowen Zhang、Xuesong Wang

  DOI：10.1080/10610278.2011.603730

  日期：2011.9.1

  A new unsymmetrical aniline-based squaraine (SQ2) bearing binding unit of Hg2+ ion was designed and synthesised. SQ2 can form 1:2 inclusion complex with beta-cyclodextrin, and the resulting complex, which undergoes absorption and fluorescence bleaching upon binding Hg2+, can serve as a turn-on colorimetric or fluorescent chemosensor in organic solvent-free aqueous solution for thiol-containing amino acids with high selectivity and tunable measuring range.