硝酸 2,2-二甲基丙基酯 | 926-42-1

• 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
• 中文名称: 硝酸 2,2-二甲基丙基酯
• 中文别名: 硝酸2,2-二甲基丙基酯
• 英文名称: 2,2-dimethylpropyl nitrate
• 英文别名: neopentanol nitrate；2,2-dimethyl-1-nitrooxy-propane；nitric acid 2,2-dimethyl-propyl ester；neopentyl nitrate；Neopentylnitrat；1-Propanol, 2,2-dimethyl-, nitrate
• CAS: 926-42-1
• 化学式: C₅H₁₁NO₃
• 分子量: 133.147
• InChiKey: YJGBGWFCCCQXIM-UHFFFAOYSA-N

物化性质

• 大气OH速率常数：
  8.50e-13 cm3/molecule*sec
• 保留指数：
  798

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 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

ADMET

毒理性

• 副作用

高铁血红蛋白血症 - 血液中高铁血红蛋白含量增加；该化合物被归类为继发性毒性效应。

Methemoglobinemia - The presence of increased methemoglobin in the blood; the compound is classified as secondary toxic effect

来源:Haz-Map, Information on Hazardous Chemicals and Occupational Diseases

安全信息

• 海关编码：
  2920909090

反应信息

• 作为反应物：
  描述：

  硝酸 2,2-二甲基丙基酯 以 1,2,3,4-四氢萘 为溶剂， 生成 2-甲基-2-硝基丙烷 、 alkaline earth salt of/the/ methylsulfuric acid
  参考文献：
  名称：

  硝酸酯的热分解

  摘要：

  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.

  DOI：

  10.1021/j100163a013
• 作为产物：
  描述：

  新戊醇 在 硝酸 、 乙酸酐 作用下， 以88%的产率得到硝酸 2,2-二甲基丙基酯
  参考文献：
  名称：

  Sila-Substitution of Alkyl Nitrates: Synthesis, Structural Characterization, and Sensitivity Studies of Highly Explosive (Nitratomethyl)-, Bis(nitratomethyl)-, and Tris(nitratomethyl)silanes and Their Corresponding Carbon Analogues

  摘要：

  A series of analogous nitratomethyl compounds of carbon and silicon of the formula types Me3EICH2ONO2 (1a/1b), Me2EI(CH2ONO2)(2) (2a/2b), MeEI(CH2ONO2)(3) (3a/3b), (CH2)(4)EI(CH2ONO2)(2) (4a/4b), and (CH2)(5)EI(CH2ONO2)(2) (5a/5b) were synthesized [El = C (a), Si (b); (CH2)(4)EI = (sila)cyclopentane-1,1-diy1; (CH2)(5)EI = (sila)cyclohexane-1,1-diy1]. All compounds were characterized by using NMR, IR, and Raman spectroscopy and mass spectrometry. In addition, the crystal structures of Me2C(CH2ONO2)(2) (2a), (CH2)(4)C(CH2ONO2)(2) (4a), Me2Si(CH2ONO2)(2) (2b), and (CH2)(5)Si(CH2ONO2)(2) (5b) were determined by single-crystal X-ray diffraction. The gas-phase structures of the C/Si analogues la and lb were determined by electron diffraction and compared with the results of quantum chemical calculations at different levels of theory. The thermal stabilities of the C/Si pairs la/lb-5a/5b were investigated by using DSC. In addition, their friction and impact sensitivities were measured with standard BAM methods. The extreme sensitivities of the silicon compounds lb 5b compared to those of the corresponding carbon analogues 1a 5a were discussed in terms of the structures of the C/Si analogues and possible geminal Si center dot center dot center dot O interactions.

  DOI：

  10.1021/ic902387y

文献信息

• Oxidation of Benzylic Alcohols and Ethers to Carbonyl Derivatives by Nitric Acid in Dichloromethane
  作者：Paolo Strazzolini、Antonio Runcio

  DOI：10.1002/ejoc.200390090

  日期：2003.2

  Nitric acid in dichloromethane may be successfully employed for the oxidation of benzylic alcohols and ethers to the corresponding carbonyl compounds. The proposed method proved to be of general applicability, affording very good yields of aldehydes and ketones and showing interesting chemoselectivity in many instances, allowing competitive aromatic nitration to be avoided, as well as − in the case

  二氯甲烷中的硝酸可成功用于将苄醇和醚氧化成相应的羰基化合物。所提出的方法被证明具有普遍适用性，醛和酮的收率非常好，并且在许多情况下显示出有趣的化学选择性，可以避免竞争性芳香硝化，以及 - 在醛的情况下 - 任何进一步氧化成羧酸. 该反应可能通过自由基机制进行，氧化过程中的活性物质是 NO2。在某些情况下观察到硝基酯的竞争性形成，而使用烯丙基和非苄基底物获得的结果不佳。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003)
• Schneider, Manfred; Ballschmiter, Karlheinz, Chemistry - A European Journal, 1996, vol. 2, # 5, p. 539 - 544
  作者：Schneider, Manfred、Ballschmiter, Karlheinz

  DOI：——

  日期：——
• 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
• Blackall et al., Journal of the Chemical Society, 1958, p. 4366,4372
  作者：Blackall et al.

  DOI：——

  日期：——