苏糖

苏糖[2]英語:,C4H8O4)在分类上属于丁糖醛糖,从费希尔式的角度看,中间两个碳原子上的羟基在碳骨架的异侧。

苏糖[1]
IUPAC名
(2S,3R)-2,3,4-Trihydroxybutanal (D)
(2R,3S)-2,3,4-Trihydroxybutanal (L)
别名 Threotetrose
识别
CAS号 95-44-3((L))  
95-43-2((D))  
PubChem 439665((D))
ChemSpider 388736
SMILES
InChI
InChIKey YTBSYETUWUMLBZ-QWWZWVQMBY
ChEBI 28587
性质
化学式 C4H8O4
摩尔质量 120.1 g·mol−1
外观 漿狀
溶解性 非常易溶
若非注明,所有数据均出自一般条件(25 ℃,100 kPa)下。

赤式和苏式

有机化学的习惯命名法中,使用“苏”或“苏式”("threo")表示相邻两碳相同官能团在费歇尔投影式中处于异侧的构型。[3]这种命名源自苏糖的构型。相对的,两个官能团在同侧的为赤式构型("erythro")。[3][4]赤式和苏式为差向异构体

费歇尔投影式表示的两种构型的苏糖

参考文献

  1. Merck Index, 11th Edition, 9317
  2. Formulas Using Other Configurational Notations, W. Rausch, accessed 1 March 2011
  3. Prof. Rausch helpfully notes that the prefixes "may be applied to racemic compounds, as well as pure enantiomers and meso compounds", and that when depicted in the common "zig-zag" representation, adjacent "substituents may lie on the same side of the carbon chain... [syn] or on opposite sides... [anti]", which is opposite of their depiction in a Fischer projection.
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