7-Thiocyanato-4-nitro-benzofurazan | 16322-22-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶二唑类
• 英文名称: 7-Thiocyanato-4-nitro-benzofurazan
• 英文别名: (7-Nitro-2,1,3-benzoxadiazol-4-yl) thiocyanate
• CAS: 16322-22-8
• 化学式: C₇H₂N₄O₃S
• 分子量: 222.184
• InChiKey: CTSAKVGIWPKDIT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  134
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  7-Thiocyanato-4-nitro-benzofurazan 在 [K-18-crown-6-ether]*[(HS)₂Fe(NO)₂] 作用下， 以 甲醇 为溶剂， 反应 4.0h， 生成 7-nitrobenzo[c][1,2,5]oxadiazole-4-thiol
  参考文献：
  名称：

  Iron(III) Bound by Hydrosulfide Anion Ligands: NO-Promoted Stabilization of the [Fe^III–SH] Motif

  摘要：

  Spontaneous transformation of the thermally stable [HS](-)bound {Fe(NO)(2)}(9) dinitrosyl iron complex (DNIC) [(HS)(2)Fe(NO)(2)](-) (1) into [(NO)(2)Fe(mu-S)](2)(2-) (Roussin's red salt (RRS)) along with release of H2S, probed by NBD-SCN (NBD = nitrobenzofurazan), was observed when DNIC 1 was dissolved in water at ambient temperature. The reversible transformation of RRS into DNIC 1 (RRS -> DNIC 1) in the presence of H2S was demonstrated. In contrast, the thermally unstable hydrosulfide-containing mononitrosyl iron complex (MNIC) [(HS)(3)Fe-III(NO)](-) (3) and [Fe-III(SH)(4)](-) (5) in THF/DMF spontaneously dimerized into the first structurally characterized Fe-III-hydrosulfide complexes [(NO)(SH)Fe(mu-S)](2)(2-) (4) with two {Fe(NO)}(7) motifs antiferromagnetically coupled and [(SH)(2)Fe(mu-S)](2)(2-) (6) resulting from two Fe-III (S = 5/2) centers antiferromagnetically coupled to yield an S = 0 ground state with thermal occupancy of higher spin states, respectively. That is, the greater the number of NO ligands bound to [2Fe2S], the larger the antiferromagnetic coupling constant. On the basis of DFT computation and the experimental (and calculated) reduction potential (E-1/2) of complexes 1, 3, and 5, the NO-coordinate ligand(s) of complexes 1 and 3 serves as the stronger electron-donating ligand, compared to thiolate, to reduce the effective nuclear charge (Z(eff)) of the iron center and prevent DNIC 1 from dimerization in an organic solvent (MeCN).

  DOI：

  10.1021/ja503683y
• 作为产物：
  描述：

  4-氯苯并呋喃 在 硫酸 、 硝酸 作用下， 以 乙醇 为溶剂， 生成 7-Thiocyanato-4-nitro-benzofurazan
  参考文献：
  名称：

  潜在的抗白血病和免疫抑制药物。一些苯并-2,1,3-恶二唑（苯并呋喃）及其N-氧化物（苯并呋喃）的制备及其体外药理活性。

  摘要：

  DOI：

  10.1021/jm00308a027

文献信息

• TWI535710
  申请人：——

  公开号：——

  公开（公告）日：——