5-Hydroxy-2-hexen-1-carbonsaeure | 16427-77-3

• 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: 5-Hydroxy-2-hexen-1-carbonsaeure
• 英文别名: 5-Hydroxy-hexin-(2)-saeure；5-hydroxy-hex-2-ynoic acid；(2-Hydroxy-propyl)-propiolsaeure；5-Hydroxy-hex-2-insaeure；5-Hydroxyhex-2-ynoic acid
• CAS: 16427-77-3
• 化学式: C₆H₈O₃
• mdl: MFCD19228601
• 分子量: 128.128
• InChiKey: BZKSWHGJYUBTMG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-Hydroxy-2-hexen-1-carbonsaeure 在 Lindlar's catalyst chromium(VI) oxide 、 硫酸 、 氢气 作用下， 生成 5-Oxo-trans-3-hexencarbonsaeure
  参考文献：
  名称：

  Synthesis of 5-oxohexenoic acid

  摘要：

  DOI：

  10.1021/jo00814a032
• 作为产物：
  描述：

  4-戊炔-2-醇 、 乙基溴化镁 生成 5-Hydroxy-2-hexen-1-carbonsaeure
  参考文献：
  名称：

  Synthesis of the Differential Growth Inhibitor, δ-Hexenolactone

  摘要：

  两年前，Medawar、Robinson 和 Robinson1 描述了从商业麦芽提取物中分离出少量蒸汽挥发性物质，该物质在允许上皮组织自由生长的浓度下抑制成纤维细胞和其他间充质细胞的生长。看起来这种物质很可能是一种不饱和内酯C6H8O2，并且发现dl=δ=âμαβ-己烯内酯(III)（其d-形式存在于山果中）的合成样品灰）表现出类似的抑制特性，尽管其活性比天然抑制剂低得多。此后，其他研究人员也证实了这种内酯的不同生长抑制特性2。

  DOI：

  10.1038/155730a0

文献信息

• Polyurethane polymers cured via azido-alkyne cycloaddition at ambient or mild curing conditions
  申请人：Covestro LLC

  公开号：US11312817B2

  公开（公告）日：2022-04-26

  An alternative polyurethane composition is provided which comprises a reaction product of an azidated polyol and a poly(alkynyl carbamate) prepolymer reacted at a temperature of from 20° C. to 120° C., wherein the poly(alkynyl carbamate) prepolymer comprises a reaction product of a polyisocyanate and a stoichiometric equivalent of an alkynol of the formula (I), HC≡C—R1R2—OH  (I), and wherein R1 is an electron-withdrawing group selected from the group consisting of carbonyl, ester, amide, and urethane and R2 is a linear or branched alkyl chain having from 1 to 15 carbon atoms. The inventive alternative polyurethane composition position may be used to provide adhesives, sealants, films, elastomers, castings, foams, and composites.

  提供了一种替代聚氨酯组合物，它包括叠氮化多元醇和聚（炔基氨基甲酸酯）预聚物在 20°C 至 120°C 的温度下反应的反应产物，其中聚（炔基氨基甲酸酯）预聚物包括多异氰酸酯和式 (I) 的炔醇的化学计量当量的反应产物、 HC≡C-R1R2-OH (I)、 其中 R1 是选自羰基、酯、酰胺和氨基甲酸乙酯的抽电子基团，R2 是具有 1 至 15 个碳原子的直链或支链烷基链。本发明的替代聚氨酯组合物可用于提供粘合剂、密封剂、薄膜、弹性体、铸件、泡沫和复合材料。
• 99. Researches on acetylenic compounds. Part V. αβ-Acetylenic hydroxy-acids
  作者：L. J. Haynes、E. R. H. Jones

  DOI：10.1039/jr9460000503

  日期：——
• 304. Unsaturated lactones. Part II. (Researches on acetylenic compounds. Part XIX.) Reactions of the esters of αβ-acetylenic hydroxy-acids with nucleophilic reagents
  作者：E. R. H. Jones、M. C. Whiting

  DOI：10.1039/jr9490001423

  日期：——
• POLYURETHANE POLYMERS CURED VIA AZIDO-ALKYNE CYCLOADDITION AT AMBIENT OR MILD CURING CONDITIONS
  申请人：Covestro LLC

  公开号：US20210155748A1

  公开（公告）日：2021-05-27

  An alternative polyurethane composition is provided which comprises a reaction product of an azidated polyol and a poly(alkynyl carbamate) prepolymer reacted at a temperature of from 20° C. to 120° C., wherein the poly(alkynyl carbamate) prepolymer comprises a reaction product of a polyisocyanate and a stoichiometric equivalent of an alkynol of the formula (I), HC≡C—R 1 R 2 —OH  (I), and wherein R 1 is an electron-withdrawing group selected from the group consisting of carbonyl, ester, amide, and urethane and R 2 is a linear or branched alkyl chain having from 1 to 15 carbon atoms. The inventive alternative polyurethane composition position may be used to provide adhesives, sealants, films, elastomers, castings, foams, and composites.
• Synthesis of the Differential Growth Inhibitor, δ-Hexenolactone
  作者：L. J. HAYNES、E. R. H. JONES

  DOI：10.1038/155730a0

  日期：1945.6

  Two years ago, Medawar, Robinson and Robinson1 described the isolation from a commercial malt extract of small quantities of a steam-volatile substance which inhibited the growth of fibroblasts and other mesenchyme cells at concentrations which permitted the free growth of epithelial tissue. It seemed probable that this material was an unsaturated lactone, C6H8O2, and it was found that synthetic specimens of dl=δ=▵αβ-hexenolactone (III) (the d-form of which occurs in the fruit of the mountain ash) exhibited similar inhibitory properties, although the activity was rather less than that of the natural inhibitor. The differential growth-inhibitory properties of this lactone have since been confirmed by other workers2.

  两年前，Medawar、Robinson 和 Robinson1 描述了从商业麦芽提取物中分离出少量蒸汽挥发性物质，该物质在允许上皮组织自由生长的浓度下抑制成纤维细胞和其他间充质细胞的生长。看起来这种物质很可能是一种不饱和内酯C6H8O2，并且发现dl=δ=âμαβ-己烯内酯(III)（其d-形式存在于山果中）的合成样品灰）表现出类似的抑制特性，尽管其活性比天然抑制剂低得多。此后，其他研究人员也证实了这种内酯的不同生长抑制特性2。