3-[¹²⁵I]iodoaniline | 124657-38-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-[¹²⁵I]iodoaniline
• 英文别名: 3-(125I)iodanylaniline
• CAS: 124657-38-1
• 化学式: C₆H₆IN
• 分子量: 217.12
• InChiKey: FFCSRWGYGMRBGD-SPNOHOMGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 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：
  26
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-[¹²⁵I]iodoaniline 在 盐酸 、 sodium nitrite 作用下， 反应 0.17h， 生成 3-[¹²⁵I]iodobenzenediazonium chloride
  参考文献：
  名称：

  Radioiodination of Humic Substances via Azocoupling with 3-[¹²⁵I]Iodoaniline

  摘要：

  A new method is described-for radiolabeling humic substances (HS) with iodine radioisotopes. The method radiolabels the electron-rich aromatic moieties of HS with the 3- [I-125]iodobenzenediazonium ion via azocoupling. The method uses four steps: (i) 3-aminobenzenetrimethylstannane is synthesized and isolated by using a silica gel column, (ii) 3-[I-125]iodoaniline is synthesized and isolated by HPLC, with radiochemical yields of up to 60%, (iii) 3-[I-125]iodobenzenediazonium chloride is synthesized, and the reaction mixture from this step is used in step iv to radioiodinate HS with radiochemical yields of up to 95% (with reference to 3-[I-125]iodoaniline). The advantage of this method is that it is selective radiolabeling, placing the radiolabel in a specific site (the 3-position of the phenyl ring) within HS molecules, which minimizes unwanted secondary chemical interactions. Investigations of the stability of the radiolabel and the effect of photoreductive dehalogenation showed that there was a negligible release of I-125. The production of radiolabeled HS using this method allows the sensitive detection of HS in laboratory and field studies. In addition, the method offers the possibility of using different iodine radioisotopes simultaneously in investigations using HS.

  DOI：

  10.1021/es702671v
• 作为产物：
  描述：

  间溴苯胺 在 tetrakis(triphenylphosphin)-palladium⁽⁰⁾ 六甲基二锡 、 1,3,4,6-四氯-3α,6α-二苯基甘脲 作用下， 以 甲苯 、 二氯甲烷 、 水 为溶剂， 反应 12.5h， 生成 3-[¹²⁵I]iodoaniline
  参考文献：
  名称：

  Radioiodination of Humic Substances via Azocoupling with 3-[¹²⁵I]Iodoaniline

  摘要：

  A new method is described-for radiolabeling humic substances (HS) with iodine radioisotopes. The method radiolabels the electron-rich aromatic moieties of HS with the 3- [I-125]iodobenzenediazonium ion via azocoupling. The method uses four steps: (i) 3-aminobenzenetrimethylstannane is synthesized and isolated by using a silica gel column, (ii) 3-[I-125]iodoaniline is synthesized and isolated by HPLC, with radiochemical yields of up to 60%, (iii) 3-[I-125]iodobenzenediazonium chloride is synthesized, and the reaction mixture from this step is used in step iv to radioiodinate HS with radiochemical yields of up to 95% (with reference to 3-[I-125]iodoaniline). The advantage of this method is that it is selective radiolabeling, placing the radiolabel in a specific site (the 3-position of the phenyl ring) within HS molecules, which minimizes unwanted secondary chemical interactions. Investigations of the stability of the radiolabel and the effect of photoreductive dehalogenation showed that there was a negligible release of I-125. The production of radiolabeled HS using this method allows the sensitive detection of HS in laboratory and field studies. In addition, the method offers the possibility of using different iodine radioisotopes simultaneously in investigations using HS.

  DOI：

  10.1021/es702671v