dimethyl D-xylarate | 123960-96-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羟基酸及其衍生物
• 英文名称: dimethyl D-xylarate
• 英文别名: Xylotrihydroxyglutarsaeure-dimethylester
• CAS: 123960-96-3
• 化学式: C₇H₁₂O₇
• 分子量: 208.168
• InChiKey: NGLBMGFUWALPMK-ZGQXEFDQSA-N

物化性质

• 沸点：
  373.1±35.0 °C(Predicted)
• 密度：
  1.438±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -2.58
• 重原子数：
  14.0
• 可旋转键数：
  4.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  113.29
• 氢给体数：
  3.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  dimethyl D-xylarate 在 吡啶 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 6.0h， 生成 2,3,4-tri-O-acetyl-N,N'-dimethylxylaramide
  参考文献：
  名称：

  Pentaric Acids and Derivatives from Nitric Acid–Oxidized Pentoses

  摘要：

  This report describes the preparation of the four stereoisomeric pentaric acids by nitric acid oxidation of d-xylose, d-arabinose, l-arabinose, and d-ribose, with xylaric, d-arabinaric, and l-arabinaric acids being made in a reactor under computer control. The pentaric acids were converted to their crystalline N,N-dimethylpentaramides, derivatives that proved useful for isolation of the arabinaric acids from their respective oxidation mixtures. The N,N-dimethylpentaramides were readily convertible to the corresponding pentaric acid disodium salts in aqueous sodium chloride. The 2,3,4-O-triacetyl-N,N-dimethylpentaramides of xylaric, l-arabinaric, and ribaric acid were also prepared. Ribaric acid was isolated as crystalline 1,4(5,2)-ribarolactone and further characterized by x-ray crystallography.

  DOI：

  10.1080/07328303.2012.745550
• 作为产物：
  描述：

  D-木糖 在 氧气 、 硝酸 、 乙酰氯 、 sodium nitrite 作用下， 以 水 为溶剂， 反应 7.5h， 生成 dimethyl D-xylarate
  参考文献：
  名称：

  Pentaric Acids and Derivatives from Nitric Acid–Oxidized Pentoses

  摘要：

  This report describes the preparation of the four stereoisomeric pentaric acids by nitric acid oxidation of d-xylose, d-arabinose, l-arabinose, and d-ribose, with xylaric, d-arabinaric, and l-arabinaric acids being made in a reactor under computer control. The pentaric acids were converted to their crystalline N,N-dimethylpentaramides, derivatives that proved useful for isolation of the arabinaric acids from their respective oxidation mixtures. The N,N-dimethylpentaramides were readily convertible to the corresponding pentaric acid disodium salts in aqueous sodium chloride. The 2,3,4-O-triacetyl-N,N-dimethylpentaramides of xylaric, l-arabinaric, and ribaric acid were also prepared. Ribaric acid was isolated as crystalline 1,4(5,2)-ribarolactone and further characterized by x-ray crystallography.

  DOI：

  10.1080/07328303.2012.745550

文献信息

• The use of N,N′-diallylaldardiamides as cross-linkers in xylan derivatives-based hydrogels
  作者：Helinä Pohjanlehto、Harri Setälä、Kari Kammiovirta、Ali Harlin

  DOI：10.1016/j.carres.2011.09.028

  日期：2011.10

  N,N'-Diallylaldardiamides (DA) were synthesized from galactaric, xylaric, and arabinaric acids, and used as cross-linkers together with xylan (X) derivatives to create new bio-based hydrogels. Birch pulp extracted xylan was derivatized to different degrees of substitution of 1-allyloxy-2-hydroxy-propyl (A) groups combined with 1-butyloxy-2-hydroxy-propyl (B) and/or hydroxypropyl (HP) groups. The hydrogels were prepared in water solution by UV induced free-radical cross-linking polymerization of derivatized xylan polymers without DA cross-linker (xylan derivative hydrogel) or in the presence of 1 or 5 wt % of DA cross-linker (DA hydrogel). Commercially available cross-linker (+)-N,N'-diallyltartardiamide (DAT) was also used. The degree of substitution (DS) of A, B, and HP groups in xylan derivatives was analyzed according to H-1 NMR spectra. The DS values for the cross-linkable A groups of the derivatized xylans were 0.4 (HPX-A), 0.2 (HPX-BA), and 0.4 (X-BA). The hydrogels were examined with FT-IR and elemental analysis which proved the cross-linking successful. Water absorption of the hydrogels was examined in deionized water. Swelling degrees up to 350% were observed. The swollen morphology of the hydrogels was assessed by scanning electron microscopy (SEM). The presence of cross-linkers in DA hydrogels had only a small impact on the water absorbency when compared to xylan derivative hydrogels but a more uniform pore structure was achieved. (C) 2011 Elsevier Ltd. All rights reserved.
• Gertsev,V.V., Journal of general chemistry of the USSR, 1967, vol. 37, # 7, p. 1404 - 1406
  作者：Gertsev,V.V.

  DOI：——

  日期：——
• Pentaric Acids and Derivatives from Nitric Acid–Oxidized Pentoses
  作者：Michael R. Hinton、Merilyn Manley-Harris、Kenneth I. Hardcastle、Donald E. Kiely

  DOI：10.1080/07328303.2012.745550

  日期：2013.1.1

  This report describes the preparation of the four stereoisomeric pentaric acids by nitric acid oxidation of d-xylose, d-arabinose, l-arabinose, and d-ribose, with xylaric, d-arabinaric, and l-arabinaric acids being made in a reactor under computer control. The pentaric acids were converted to their crystalline N,N-dimethylpentaramides, derivatives that proved useful for isolation of the arabinaric acids from their respective oxidation mixtures. The N,N-dimethylpentaramides were readily convertible to the corresponding pentaric acid disodium salts in aqueous sodium chloride. The 2,3,4-O-triacetyl-N,N-dimethylpentaramides of xylaric, l-arabinaric, and ribaric acid were also prepared. Ribaric acid was isolated as crystalline 1,4(5,2)-ribarolactone and further characterized by x-ray crystallography.