N-Methyl-N-hexyl-hydroxylamin | 94690-64-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-Methyl-N-hexyl-hydroxylamin
• 英文别名: N-hexyl-N-methylhydroxylamine
• CAS: 94690-64-9
• 化学式: C₇H₁₇NO
• 分子量: 131.218
• InChiKey: WJDXUULXUDFDGA-UHFFFAOYSA-N

物化性质

• 熔点：
  35.0-36.5 °C
• 沸点：
  188.4±9.0 °C(Predicted)
• 密度：
  0.881±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  9
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N-甲基二己胺 生成 N-Methyl-N-hexyl-hydroxylamin
  参考文献：
  名称：

  Amine Oxides. VII. The Thermal Decomposition of the N-Oxides of N-Methylazacycloalkanes^1,2

  摘要：

  Ring cleavage of the N-oxides of N-methylazacycloalkanes by a thermal elimination reaction does not occur when the ring is six-membered and becontes progressively easier as the ring size is increased from seven to eight atoms. N-Methylpiperidine oxide gave no product from a cis beta-elimination reaction, while pyrolysis of the homologous N-methylhexamethyleneimine and N-methylheptamethyleneimine oxides led to the unsaturated hydroxylamines in yields of 53 and 79%, respectively. These results support a planar five-membered transition state for the amine oxide pyrolysis. The unsaturated hydroxylamines were converted to unsaturated and saturated secondary amines. The thermal decomposition of a mixture of he cis and trans isomers of N-methyl-alpha-pipecoline oxide formed the expected N-methyl-N-5-hexenylhydroxylamine as well as a saturated bicyclic product, formulated as cis-N-methyl-3-oxa-2-azabicyclo [3.3.01 octane. A possible mechanism for the formation of this product is presented. The cis and trans isomers of N-methyl-a-pipecoline oxide have been separated and characterized. Each Of the isomers has been pyrolyzed separately and only trans-N-methyl-a-pipecoline oxide formed the expected unsaturated hydroxylamine.

  DOI：

  10.1021/ja01502a052

文献信息

• Cerium(III) chloride mediated addition of Grignard reagents to nitroalkanes: synthesis of N,N-disubstituted hydroxylamines
  作者：Giuseppe Bartoli、Enrico Marcantoni、Marino Petrini

  DOI：10.1039/c39930001373

  日期：——

  Reaction of nitroalkanes with Grignard reagents, in the presence of anhydrous CeCl3 in tetrahydrofuran at –78 °C, affords N,N-disubstituted hydroxylamines in fair to good yields, depending on the nature of the reagent used.

  在无水CeCl 3存在下于–78°C在四氢呋喃中，使硝基烷烃与Grignard试剂反应，可根据所用试剂的性质，以公平至良好的收率得到N，N-二取代的羟胺。
• DERIVATIVES OF N2-(3-PYRIDYL OR PHENYL)-N4-(4-PIPERIDYL)-2,4-PYRIMIDINEDIAMINE USEFUL IN THE TREATMENT OF INFLAMMATORY, AUTOIMMUNE OR PROLIFERATIVE DISEASES
  申请人：Rigel Pharmaceuticals, Inc.

  公开号：EP2389373B1

  公开（公告）日：2017-05-17
• METHOD FOR DEVELOPING, TESTING, AND USING ASSOCIATES OF MACROMOLECULES AND COMPLEX AGGREGATES FOR IMPROVED PAYLOAD AND CONTROLLABLE DE/ASSOCIATION RATES
  申请人：Cevc Gregor

  公开号：US20080311184A1

  公开（公告）日：2008-12-18

  This invention describes the principles and procedures suitable for developing, testing, manufacturing, and using combinations of various amphipatic, if necessary modified, macromolecules (such as polypeptides, proteins, etc.) or other chain molecules (such as suitable, e.g. partly hydrophobised, polynucleotides or polysaccharides) with the aggregates which comprise a mixture of polar and/or charged amphipats and form extended surfaces that can be freely suspended or supported. The described methods can be utilised for the optimisation of aggregates that, after association with chain molecules exerting some activity or a useful function, are suitable for the application in vitro or in vivo, for example, in the fields of drug delivery, diagnostics or bio/catalysis. As special examples, mixtures of vesicular droplets consisting of lipids loaded (associated) with insulin, interferon, interleukin, nerve growth factor, calcitonin, and an immunoglobulin, etc., are described.
• US4201689A
  申请人：——

  公开号：US4201689A

  公开（公告）日：1980-05-06
• Amine Oxides. VII. The Thermal Decomposition of the N-Oxides of N-Methylazacycloalkanes^1,2
  作者：Arthur C. Cope、Norman A. LeBel

  DOI：10.1021/ja01502a052

  日期：1960.9

  Ring cleavage of the N-oxides of N-methylazacycloalkanes by a thermal elimination reaction does not occur when the ring is six-membered and becontes progressively easier as the ring size is increased from seven to eight atoms. N-Methylpiperidine oxide gave no product from a cis beta-elimination reaction, while pyrolysis of the homologous N-methylhexamethyleneimine and N-methylheptamethyleneimine oxides led to the unsaturated hydroxylamines in yields of 53 and 79%, respectively. These results support a planar five-membered transition state for the amine oxide pyrolysis. The unsaturated hydroxylamines were converted to unsaturated and saturated secondary amines. The thermal decomposition of a mixture of he cis and trans isomers of N-methyl-alpha-pipecoline oxide formed the expected N-methyl-N-5-hexenylhydroxylamine as well as a saturated bicyclic product, formulated as cis-N-methyl-3-oxa-2-azabicyclo [3.3.01 octane. A possible mechanism for the formation of this product is presented. The cis and trans isomers of N-methyl-a-pipecoline oxide have been separated and characterized. Each Of the isomers has been pyrolyzed separately and only trans-N-methyl-a-pipecoline oxide formed the expected unsaturated hydroxylamine.