3-[(三甲基硅烷基)氧基]-3-{[(三甲基硅烷基)氧基]甲基}二氢-2(3H)-呋喃酮 | 38166-06-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 中文名称: 3-[(三甲基硅烷基)氧基]-3-{[(三甲基硅烷基)氧基]甲基}二氢-2(3H)-呋喃酮
• 英文名称: Di-(trimethylsilyl)-3-desoxy-2-c-hydroxymethyl-tetrono-1,4-lacton
• 英文别名: Bis(trimethylsilyl)-3-deoxy-2-C-(hydroxymethyl)-tetrono-1,4-lactone；3-trimethylsilyloxy-3-(trimethylsilyloxymethyl)oxolan-2-one
• CAS: 38166-06-2
• 化学式: C₁₁H₂₄O₄Si₂
• 分子量: 276.48
• InChiKey: FGIXDNRNJCTTJD-UHFFFAOYSA-N

物化性质

• 沸点：
  292.1±25.0 °C(Predicted)
• 密度：
  0.99±0.1 g/cm3(Predicted)
• 保留指数：
  1390

计算性质

• 辛醇/水分配系数(LogP)：
  2.38
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2,4-dihydroxy-2-hydroxymethylbutanoic acid 在 三甲基氯硅烷 、 硝酸-d 作用下， 以 水 为溶剂， 生成 3-[(三甲基硅烷基)氧基]-3-{[(三甲基硅烷基)氧基]甲基}二氢-2(3H)-呋喃酮
  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

文献信息

• 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.

表征谱图