2,4-dihydroxy-2-hydroxymethylbutanoic acid | 80620-03-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 2,4-dihydroxy-2-hydroxymethylbutanoic acid
• 英文别名: xyloisosaccharinic acid；2,4-dihydroxy-2-hydroxymethyl-butyric acid；2,4-Dihydroxy-2-hydroxymethyl-buttersaeure；2,4-Dihydroxy-2-(hydroxymethyl)butanoic acid；2,4-dihydroxy-2-(hydroxymethyl)butanoic acid
• CAS: 80620-03-7
• 化学式: C₅H₁₀O₅
• 分子量: 150.131
• InChiKey: CSKCBUCURXHNJN-UHFFFAOYSA-N

物化性质

• 沸点：
  488.1±45.0 °C(Predicted)
• 密度：
  1.527±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -2
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  98
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,4-dihydroxy-2-hydroxymethylbutanoic acid 在 硝酸-d 作用下， 以 水 为溶剂， 生成 D,L-3-deoxy-2-C-hydroxymethyltetrono-1,4-lactone
  参考文献：
  名称：

  Behaviour of xyloisosaccharinic acid and xyloisosaccharino-1,4-lactone in aqueous solutions at varying pHs

  摘要：

  Xyloisosaccharinic acid is one of the major degradation products formed during the alkali catalysed hydrolysis of hemicelluloses. In acidic solution xyloisosaccharinic acid undergoes an acid catalysed lactonisation to generate xyloisosaccharino-1,4-lactone. We report here the solution phase properties of xyloisosaccharinic including measurement of its aqueous pK(a) (3.00 +/- 0.05) using C-13 NMR methods. We also report rate constants for the acid catalysed lactonisation, k(lact(D20)), of xyloisosaccharinic acid and the results of our investigations of the kinetics of hydrolysis of xyloisosaccharino-1,4-lactone at acidic and basic pHs. The second-order rate constants for the hydrolysis reactions k(HO-) (25 M-1 s(-1)) and k(D+) (4.13 E-4 M-1 s(-1)). (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.carres.2012.09.019
• 作为产物：
  描述：

  β-D-Xylp-(1-4)-β-D-Xylp-(1-4)-D-Xyl 、 木四糖 、 alkaline earth salt of/the/ methylsulfuric acid 在 calcium hydroxide 、 水 作用下， 生成 2,4-dihydroxy-2-hydroxymethylbutanoic acid
  参考文献：
  名称：

  Aspinall et al., Journal of the Chemical Society, 1956, p. 4807,4809

  摘要：

  DOI：

文献信息

• Behavior of Xylan in Alkaline Solution: The Isolation of a New C5 Saccharinic Acid^1,2
  作者：Roy L. Whistler、W. M. Corbett

  DOI：10.1021/ja01586a037

  日期：1956.3
• Behaviour of xyloisosaccharinic acid and xyloisosaccharino-1,4-lactone in aqueous solutions at varying pHs
  作者：Michael Almond、Paul B. Shaw、Paul N. Humphreys、Marcus J. Chadha、Klaus Niemelä、Andrew P. Laws

  DOI：10.1016/j.carres.2012.09.019

  日期：2012.12

  Xyloisosaccharinic acid is one of the major degradation products formed during the alkali catalysed hydrolysis of hemicelluloses. In acidic solution xyloisosaccharinic acid undergoes an acid catalysed lactonisation to generate xyloisosaccharino-1,4-lactone. We report here the solution phase properties of xyloisosaccharinic including measurement of its aqueous pK(a) (3.00 +/- 0.05) using C-13 NMR methods. We also report rate constants for the acid catalysed lactonisation, k(lact(D20)), of xyloisosaccharinic acid and the results of our investigations of the kinetics of hydrolysis of xyloisosaccharino-1,4-lactone at acidic and basic pHs. The second-order rate constants for the hydrolysis reactions k(HO-) (25 M-1 s(-1)) and k(D+) (4.13 E-4 M-1 s(-1)). (C) 2012 Elsevier Ltd. All rights reserved.
• Aspinall et al., Journal of the Chemical Society, 1956, p. 4807,4809
  作者：Aspinall et al.

  DOI：——

  日期：——