tert-amyl nitrate | 21823-36-9

• 分子结构分类: 有机化合物 - 有机氧化合物 - 有机含氧阴离子化合物
• 英文名称: tert-amyl nitrate
• 英文别名: 2-Methyl-2-butyl nitrate；2-methylbutan-2-yl nitrate
• CAS: 21823-36-9
• 化学式: C₅H₁₁NO₃
• 分子量: 133.147
• InChiKey: UENFRVTUGZKXNH-UHFFFAOYSA-N

物化性质

• 沸点：
  143.2±9.0 °C(Predicted)
• 密度：
  1.022±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  9
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  55
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tert-amyl nitrate 、 alkaline earth salt of/the/ methylsulfuric acid 25.0 ℃ 、9.81 MPa 条件下， 生成 2-甲基-2-丁醇
  参考文献：
  名称：

  Catalytic Hydrogenolysis of Nitrate Esters

  摘要：

  DOI：

  10.1021/ja01213a023
• 作为产物：
  描述：

  2-甲基-2-丁醇 在 硝酸 、 乙酸酐 作用下， 生成 tert-amyl nitrate
  参考文献：
  名称：

  US2396330

  摘要：

  公开号：

文献信息

• Temperature dependence of pentyl nitrate formation from the reaction of pentyl peroxy radicals with NO
  作者：Paola Cassanelli、David J. Fox、R. Anthony Cox

  DOI：10.1039/b700285h

  日期：——

  Alkyl nitrate yields from the reaction of 1-pentyl, 2-pentyl and 2-methyl-2-butyl peroxy radicals with NO have been determined over the temperature range (261-305 K) and at 1 bar pressure from the photo-oxidation of the iodoalkane precursors in air-NO mixtures. Yields were observed to increase with decreasing temperature and, contrary to previous observations, along the series primary < secondary congruent

  由1-戊基，2-戊基和2-甲基-2-丁基过氧自由基与NO反应生成的硝酸烷基酯已在温度范围（261-305 K）和1 bar压力下通过光催化氧化而确定。空气-NO混合物中的碘烷前体。观察到产量随温度降低而增加，并且与先前的观察结果相反，沿着主要<次要与三次同等的系列。我们的结果表明，戊基过氧自由基与NO的反应形成硝酸盐的温度存在显着的温度依赖性，并且代表了在过去通过实验研究该反应的温度范围内的扩展。
• Michael; Carlson, Journal of the American Chemical Society, 1935, vol. 57, p. 1270,1275
  作者：Michael、Carlson

  DOI：——

  日期：——
• Thermal decomposition of nitrate esters
  作者：Michael A. Hiskey、Kay R. Brower、Jimmie C. Oxley

  DOI：10.1021/j100163a013

  日期：1991.5

  Rates of thermal decomposition and solvent rate effects have been measured for a series of nitrate esters. The alkoxy radicals formed by homolysis together with some of their further degradation products have been stabilized by hydrogen donation. Internal and external return of nitrogen dioxide have been demonstrated by solvent cage effects and isotope exchange. Radical-stabilizing substituents favor beta-scission. Dinitrates in a 1,5 relationship behave as isolated mononitrates. Dinitrates in a 1,3 or 1,4 relationship exhibit intramolecular reactions. Tertiary nitrate esters in diethyl ether undergo elimination rather than homolysis.
• Nitration studies. XVI. Conversion of nitrite and nitrate esters in nitro alkanes
  作者：G. Bryant Bachman、Neil W. Connon

  DOI：10.1021/jo01264a078

  日期：1969.12
• Reaction of the Nitrate Radical with Some Potential Automotive Fuel Additives. A Kinetic and Mechanistic Study
  作者：Sarka Langer、Evert Ljungstroem

  DOI：10.1021/j100074a015

  日期：1994.6

  Rate coefficients for the reaction of NO3 with ethyl tert-butyl ether (ETBE), diisopropyl ether (DIPE), and tert-amyl methyl ether (TAME) have been determined. Absolute rates were measured at temperatures between 257 and 367 K using the fast flow-discharge (FFD) technique. Relative rate experiments were also performed at 295 K in a reactor equipped with White optics and using FTIR spectroscopy to follow the reactions. Rate data from FFD experiments can be presented as follows: k(ETBE) = (2.48 +/- 0.78) X 10(-12) exp [-(1613 +/- 542)/T], k(DIPE) = (2.02 +/- 0.35) X 10(-12) exp [-(1759 +/- 301)/T], and k(TAME) = (1.21 +/- 0.22) X 10(-12) exp [-(1874 +/- 304)/T] (in units of cm(3) molecule(-1) s(-1)). The rate coefficients at room temperature from the FFD experiments are in goad agreement with the corresponding rate coefficients from the relative rate experiments. Products from simulated atmospheric oxidation of the investigated ethers, initiated by the reaction with the nitrate radical, were identified using FTIR spectroscopy. The degradation of ETBE results in tert-butyl formate, tert-butyl acetate, formaldehyde, and methyl nitrate, that of DIPE in acetone, isopropyl nitrate, isopropyl acetate, and formaldehyde, and that of TAME in tert-amyl formate, formaldehyde, and tert-amyl nitrate.