N-(2-hydroxypropyl)formamide | 27766-09-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-(2-hydroxypropyl)formamide
• CAS: 27766-09-2
• 化学式: C₄H₉NO₂
• 分子量: 103.121
• InChiKey: SIVVBLSNZZQDNV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  7
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  49.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(2-hydroxypropyl)formamide 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 生成 1-甲基氨基丙烷-2-醇
  参考文献：
  名称：

  Further studies on a site-specific hydrogen transfer observed in electron capture negative ion chemical ionization mass spectrometry of hydroxyamine pentafluoropropionate derivatives

  摘要：

  AbstractFurther studies have demonstrated that the site‐specific hydrogen transfer process involved in the formation of the m/z 145 anion of β‐hydroxyamine pentafluoropropionate (PFP) derivatives observed under electron capture negative ion chemical ionization conditions occurs when the two functional groups are separated by up to five carbon atoms. Deuterium labelling has established that the site specificity, transfer of a hydrogen atom from the carbon adjacent to nitrogen to the OPFP group, is maintained in 4‐amino‐butan‐1‐ol‐N, O‐(PFP)2. The corresponding PFP derivatives of the N‐methylaminoalkanol‐(PFP)2 derivatives lack the m/z 145 species with m/z 163, [OPFP]− being the base anion. Substitution of alkyl groups on the carbon adjacent to oxygen results in a diminution of the ion intensity at m/z 145. with a marked increase in the intensity of m/z 144. The formation of the m/z 145 and 144 anions to proposed to proceed through the intervention of a fluoride ion‐molecule complex as outlined in Scheme 1 with the product ion distribution dependent on which of the two pathways is preferred.

  DOI：

  10.1002/oms.1210201002
• 作为产物：
  描述：

  异丙醇胺 、 甲酸乙酯 以97%的产率得到N-(2-hydroxypropyl)formamide
  参考文献：
  名称：

  N-(2-Hydroxypropyl)formamide and N-(2-hydroxyethyl)-N-methylformamide as two new plasticizers for thermoplastic starch

  摘要：

  N-(2-Hydroxypropyl)formamide (HPF) and N-(2-hydroxyethyl)-N-methylformamide (HMF) were used independently as new plasticizers for corn starch to prepare thermoplastic starch (TPS). The hydrogen bond interaction between HPF (or HMF) and starch was proven by Fourier-transform infrared spectroscopy. By scanning electron microscopy, starch granules were shown to be completely disrupted and homogeneous materials were obtained. The crystallinity of corn starch, HPF-plasticized TPS (PTPS) and HMF-plasticized TPS (MTPS) was characterized by X-ray diffraction. The crystallinity of TPS was affected by the structure of plasticizer. The water resistance of PTPS was better than that of MTPS. At medium relative humidity (RH), both tensile strength and elongation at break of PTPS were higher than those of MTPS. At high RH, the elongation at break of PTPS was higher than that of MTPS, while the tensile strength of PTPS was close to that of MTPS. (C) 2009 Elsevier Ltd, All rights reserved.

  DOI：

  10.1016/j.carbpol.2009.11.001

文献信息

• Kukharev, B. F.; Stankevich, V. K.; Klimenko, G. R., Russian Journal of Organic Chemistry, 1995, vol. 31, # 5, p. 591 - 596
  作者：Kukharev, B. F.、Stankevich, V. K.、Klimenko, G. R.

  DOI：——

  日期：——
• Fehlhammer, Wolf Peter; Bartel, Klaus; Weinberger, Bernd, Chemische Berichte, 1985, vol. 118, # 6, p. 2220 - 2234
  作者：Fehlhammer, Wolf Peter、Bartel, Klaus、Weinberger, Bernd、Plaia, Ulrike

  DOI：——

  日期：——
• FURUBASI, KEHJDZO;UTIDA, SEHJITI;TAKAKI, MOTOFUKU
  作者：FURUBASI, KEHJDZO、UTIDA, SEHJITI、TAKAKI, MOTOFUKU

  DOI：——

  日期：——
• Further studies on a site-specific hydrogen transfer observed in electron capture negative ion chemical ionization mass spectrometry of hydroxyamine pentafluoropropionate derivatives
  作者：G. K.-C. Low、A. M. Duffield

  DOI：10.1002/oms.1210201002

  日期：1985.10

  AbstractFurther studies have demonstrated that the site‐specific hydrogen transfer process involved in the formation of the m/z 145 anion of β‐hydroxyamine pentafluoropropionate (PFP) derivatives observed under electron capture negative ion chemical ionization conditions occurs when the two functional groups are separated by up to five carbon atoms. Deuterium labelling has established that the site specificity, transfer of a hydrogen atom from the carbon adjacent to nitrogen to the OPFP group, is maintained in 4‐amino‐butan‐1‐ol‐N, O‐(PFP)2. The corresponding PFP derivatives of the N‐methylaminoalkanol‐(PFP)2 derivatives lack the m/z 145 species with m/z 163, [OPFP]− being the base anion. Substitution of alkyl groups on the carbon adjacent to oxygen results in a diminution of the ion intensity at m/z 145. with a marked increase in the intensity of m/z 144. The formation of the m/z 145 and 144 anions to proposed to proceed through the intervention of a fluoride ion‐molecule complex as outlined in Scheme 1 with the product ion distribution dependent on which of the two pathways is preferred.
• N-(2-Hydroxypropyl)formamide and N-(2-hydroxyethyl)-N-methylformamide as two new plasticizers for thermoplastic starch
  作者：Hongguang Dai、Peter R. Chang、Jiugao Yu、Fengying Geng、Xiaofei Ma

  DOI：10.1016/j.carbpol.2009.11.001

  日期：2010.3

  N-(2-Hydroxypropyl)formamide (HPF) and N-(2-hydroxyethyl)-N-methylformamide (HMF) were used independently as new plasticizers for corn starch to prepare thermoplastic starch (TPS). The hydrogen bond interaction between HPF (or HMF) and starch was proven by Fourier-transform infrared spectroscopy. By scanning electron microscopy, starch granules were shown to be completely disrupted and homogeneous materials were obtained. The crystallinity of corn starch, HPF-plasticized TPS (PTPS) and HMF-plasticized TPS (MTPS) was characterized by X-ray diffraction. The crystallinity of TPS was affected by the structure of plasticizer. The water resistance of PTPS was better than that of MTPS. At medium relative humidity (RH), both tensile strength and elongation at break of PTPS were higher than those of MTPS. At high RH, the elongation at break of PTPS was higher than that of MTPS, while the tensile strength of PTPS was close to that of MTPS. (C) 2009 Elsevier Ltd, All rights reserved.