1,4-二碘-2-苯基丁烷 | 85807-78-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1,4-二碘-2-苯基丁烷
• 英文名称: 1,4-diiodo-2-phenylbutane
• 英文别名: 1,4-Diiodobutan-2-ylbenzene
• CAS: 85807-78-9
• 化学式: C₁₀H₁₂I₂
• 分子量: 386.014
• InChiKey: GREBROULDPFQFM-UHFFFAOYSA-N

物化性质

• 沸点：
  350.7±35.0 °C(Predicted)
• 密度：
  1.993±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  1,4-二碘-2-苯基丁烷 在 sodium sulfide 作用下， 以 乙醇 、 水 为溶剂， 反应 6.0h， 生成 3-苯基四氢噻吩
  参考文献：
  名称：

  Inhibition of liver alcohol dehydrogenase and ethanol metabolism by 3-substituted thiolane 1-oxides

  摘要：

  3-Substituted thiolane 1-oxides (methyl, n-butyl, n-hexyl, and phenyl) were prepared and tested as inhibitors of horse, monkey, and rat liver alcohol dehydrogenases and of ethanol metabolism in rats. These compounds inhibit alcohol oxidation in an uncompetitive manner with respect to ethanol as a varied substrate. Lengthening the alkyl substituent increased the inhibitory potency because of tighter binding in the hydrophobic substrate binding pocket of the alcohol dehydrogenases. Thus, the 3-hexyl derivative was the most potent inhibitor of the purified rat liver alcohol dehydrogenase, with a Kii value of 0.13 microM. The 3-butyl derivative was the best inhibitor of ethanol metabolism in rats, with a Kii value of 11 mumol/kg. The acute toxicity in mice of the butyl derivative was 1.4 mmol/kg. Since high concentrations of alcohol do not prevent the inhibitory effects of these compounds, they may be particularly useful for preventing poisoning by methanol or ethylene glycol.

  DOI：

  10.1021/jm00379a009
• 作为产物：
  描述：

  2-phenyl-1,4-butanediol dimesylate 在 sodium iodide 作用下， 以 丙酮 为溶剂， 反应 17.0h， 生成 1,4-二碘-2-苯基丁烷
  参考文献：
  名称：

  Reactions of tert-butyllithium with .alpha.,.omega.-dihaloalkanes. Evidence for single-electron-transfer-mediated metal-halogen interchange involving alkyl radical-halide ion adducts

  摘要：

  DOI：

  10.1021/jo00186a004

文献信息

• Reaction of α,ω-diiodides with t-butyllithium: facile route to three-, four- and five-membered cycloalkanes
  作者：William F. Bailey、R.Paul Gagnier

  DOI：10.1016/s0040-4039(00)85775-5

  日期：1982.1

  Carbocyclic three-, four- and five-membered rings are formed in good to excellent yield (87–100%) upon treatment of the appropriate α,ω-diiodide with t-butyllithium in pentane-ether solution at −23°C. The corresponding dibromides do not undergo clean cyclization.

  在23°C的戊烷醚溶液中，用叔丁基锂处理适当的α，ω-二碘化物时，形成的碳环三元，四元和五元环的收率好至极好（87–100％）。相应的二溴化物不经过干净的环化。
• BAILEY, W. F.;GAGNIER, R. P., TETRAHEDRON LETT., 1982, 23, N 49, 5123-5126
  作者：BAILEY, W. F.、GAGNIER, R. P.

  DOI：——

  日期：——
• BAILEY, W. F.;GAGNIER, R. P.;PATRICIA, J. J., J. ORG. CHEM., 1984, 49, N 12, 2098-2107
  作者：BAILEY, W. F.、GAGNIER, R. P.、PATRICIA, J. J.

  DOI：——

  日期：——

表征谱图