2,4-dihydroxy-2,4-dimethylpentanoic acid γ-lactone | 1195-55-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: 2,4-dihydroxy-2,4-dimethylpentanoic acid γ-lactone
• 英文别名: 3-hydroxy-3,5,5-trimethyl-2-oxotetrahydrofuran；3-hydroxy-3,5,5-trimethyl-dihydro-furan-2-one；3-Hydroxy-3,5,5-trimethyl-dihydro-furan-2-on；α-hydroxy-α,γ,γ-trimethyl-γ-butyrolactone；dihydro-3-hydroxy-3,5,5-trimethylfuran-2(3H)-one；2-Hydroxy-2,4,4-trimethylbutyrolacton；3-Hydroxy-3,5,5-trimethyloxolan-2-one
• CAS: 1195-55-7
• 化学式: C₇H₁₂O₃
• 分子量: 144.17
• InChiKey: XBYVLEIYJLIKOA-UHFFFAOYSA-N

物化性质

• 熔点：
  65 °C
• 沸点：
  109-110 °C(Press: 10 Torr)
• 密度：
  1.108±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  10
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,4-dihydroxy-2,4-dimethylpentanoic acid γ-lactone 在 氢溴酸 作用下， 以 水 为溶剂， 反应 4.0h， 以40%的产率得到3,5,5-trimethyl-2(5H)-furanone
  参考文献：
  名称：

  WO2007/107023

  摘要：

  公开号：
• 作为产物：
  描述：

  2,4-dihydroxy-2,4-dimethylpentanoic acid 在 苯磺酸 作用下， 以 water-d2 为溶剂， 生成 2,4-dihydroxy-2,4-dimethylpentanoic acid γ-lactone
  参考文献：
  名称：

  Stepwise Aldol Addition and Cyanhydrin Formation with Acetone and Thallous Cyanide

  摘要：

  2,4-二羟基-2,4-二甲基戊酸的二硝酸盐（1）是通过缓慢将丙酮扩散到硝酸铊氰溶液中形成的，并通过与碘化铵反应转化为2,4-二羟基-2,4-二甲基戊酸（2）。将2与苯磺酸催化剂反应后得到2-羟基-2,4,4-三甲基戊内酯（3）。本文讨论了反应序列和1的晶体结构。

  DOI：

  10.1515/znb-2008-0904

文献信息

• Catalytic α-hydroxy carbon radical generation and addition. Synthesis of α-hydroxy-γ-lactones from alcohols, α,β-unsaturated esters and dioxygen
  作者：Takahiro Iwahama、Satoshi Sakaguchi、Yasutaka Ishii

  DOI：10.1039/b000707m

  日期：——

  A catalytic method for α-hydroxy carbon radical generation from alcohols has been developed and a convenient and synthetically useful approach to α-hydroxy-γ-lactones constructed.

  开发了一种从醇生成α-羟基碳自由基的催化方法，并构建了一种方便且在合成上有用的制备α-羟基-γ-内酯的途径。
• A New Synthetic Route to α-Hydroxy Butyrolactones
  作者：Bruce B. Jarvis、Kenneth M. Wells、Thomas Kaufmann

  DOI：10.1055/s-1990-27100

  日期：——

  α-Oxocarboxylic acids react with olefins under acid conditions to give α-hydroxy butyrolactones (3-hydroxy-2-oxotetrahydrofurans) which can be readily dehydrated to give α,β-unsaturated butyrolactones 2-oxo-2,5-dihydrofurans.

  在酸性条件下，δ-氧羧酸与烯烃反应生成δ-羟基丁内酯（3-羟基-2-氧代四氢呋喃），这些丁内酯很容易脱水生成δ,δ-不饱和丁内酯 2-氧代-2,5-二氢呋喃。
• Process for producing vinyl ether compounds
  申请人：Ishii Yasutaka

  公开号：US20060205957A1

  公开（公告）日：2006-09-14

  A process produces vinyl ether compounds and includes allowing a vinyl ester compound represented by following Formula (1): wherein R 1 , R 2 , R 3 and R 4 are the same or different and are each a hydrogen atom or an organic group, to react with a hydroxy compound represented by following Formula (2): R 5 OH  (2) wherein R 5 is an organic group, in the presence of at least one transition element compound to thereby yield a vinyl ether compound represented by following Formula (3): wherein R 2 , R 3 , R 4 and R 5 have the same meanings as defined above. Such transition element compounds include iridium compounds and other compounds containing Group VIII elements.

  该过程生产乙烯基醚化合物，包括让以下式(1)所代表的乙烯酯化合物与以下式(2)所代表的羟基化合物反应：其中R1、R2、R3和R4相同或不同，分别为氢原子或有机基团；R5为有机基团；在至少一种过渡金属化合物的存在下，从而产生以下式(3)所代表的乙烯基醚化合物：其中R2、R3、R4和R5的含义如上所定义。这样的过渡金属化合物包括铱化合物和其他含有第八族元素的化合物。
• Process for the preparation of organic compounds with imide catalysts
  申请人：Daicel Chemical Industries, Ltd.

  公开号：US07183423B1

  公开（公告）日：2007-02-27

  (A) A compound capable of forming a stable radical and selected from (A1) oxygen-atom-containing compounds each having a carbon-hydrogen bond at the adjacent position to an oxygen atom, (A2) carbonyl-group-containing compounds, and (A3) compounds each having a hydrocarbon group with a methine carbon atom is allowed to react with (B) a radical scavenging compound selected from, for example, (B1) unsaturated compounds, and (B2) compounds each having a hydrocarbon group with a methine carbon atom, in the presence of molecular oxygen by catalysis of, for example, an imide compound shown by the following formula (1): wherein each of R1 and R2 is a hydrogen atom or the like, where R1 and R2 may be combined to form a double bond, or an aromatic or non-aromatic ring; X is an oxygen atom or a hydroxyl group, to yield a product of an addition or substitution reaction of the compound (A) and the compound (B) or its oxidized product. The process can efficiently produce a variety of organic compounds by an addition or substitution reaction using molecular oxygen under mild conditions.

  (A) 从以下化合物中选择一个能够形成稳定自由基的化合物：(A1) 含有氧原子的化合物，其邻近氧原子处有碳氢键，(A2) 含有羰基的化合物，和 (A3) 含有甲烷碳原子的碳氢基团化合物。将其与 (B) 自由基清除化合物反应，该化合物可从以下化合物中选择：(B1) 不饱和化合物，和 (B2) 含有甲烷碳原子的碳氢基团化合物，在分子氧的存在下通过以下式(1)所示的亚酰化合物的催化作用下进行反应：其中R1和R2分别为氢原子或类似物，其中R1和R2可以结合形成双键，或芳香或非芳香环; X为氧原子或羟基，从而生成化合物(A)和化合物(B)或其氧化产物的加成或取代反应产物。该过程可以在温和条件下使用分子氧进行加成或取代反应，高效地产生各种有机化合物。
• Flavorant and Fragrance Furan-2(5H)-One Compounds
  申请人：Furrer Stefan Michael

  公开号：US20100291275A1

  公开（公告）日：2010-11-18

  A method of providing a flavour or a fragrance to a composition, which includes adding to the composition a compound of the formula I in which R 1 and R 3 are independently selected from at least one of H, C 1 -C 10 straight chain alkyl or branched chain alkyl, and R 2 and R 4 are independently selected from at least one of C 1 -C 10 straight chain alkyl or branched chain alkyl. Flavored and fragranced products including a compound of the Formula I are also provided.

  一种为组合物提供风味或香味的方法，包括向组合物中添加公式I中的化合物，其中R1和R3独立地选自至少一个H、C1-C10直链烷基或支链烷基，R2和R4独立地选自至少一个C1-C10直链烷基或支链烷基。还提供了含有公式I中化合物的风味和香味产品。