2-hydroxy-2,5-dimethylhexanenitrile | 110792-88-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-hydroxy-2,5-dimethylhexanenitrile
• 英文别名: 2-cyano-5-methyl-2-hexanol
• CAS: 110792-88-6
• 化学式: C₈H₁₅NO
• 分子量: 141.213
• InChiKey: PLCIHCBMYXZOLC-UHFFFAOYSA-N

物化性质

• 沸点：
  120-121 °C(Press: 20 Torr)
• 密度：
  0.929±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  44
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-hydroxy-2,5-dimethylhexanenitrile 在 sodium hydrogen sulfate 、 sodium persulfate 作用下， 以 水 为溶剂， 反应 5.0h， 以68%的产率得到2,2-二甲基-5-氧代己腈
  参考文献：
  名称：

  One-step remote oxidative cyanation of ketones and aldehydes

  摘要：

  DOI：

  10.1007/bf01474208
• 作为产物：
  描述：

  氰化钠 、 5-甲基-2-己酮 在 硫酸 作用下， 以 水 为溶剂， 以54%的产率得到2-hydroxy-2,5-dimethylhexanenitrile
  参考文献：
  名称：

  One-step remote oxidative cyanation of ketones and aldehydes

  摘要：

  DOI：

  10.1007/bf01474208

文献信息

• A new (R)-hydroxynitrile lyase from Prunus mume: asymmetric synthesis of cyanohydrins
  作者：Samik Nanda、Yasuo Kato、Yasuhisa Asano

  DOI：10.1016/j.tet.2005.08.105

  日期：2005.11

  A new hydroxynitrile lyase (HNL) was isolated from the seed of Japanese apricot (Prunus mume). The enzyme has similar properties with HNL isolated from other Prunus species and is FAD containing enzyme. It accepts a large number of unnatural substrates (benzaldehyde and its variant) for the addition of HCN to produce the corresponding cyanohydrins in excellent optical and chemical yields. A new HPLC

  从日本杏（Prunus mume）的种子中分离出一种新的羟腈裂解酶（HNL ）。该酶与从其他李属物种中分离的HNL具有相似的特性，并且是含FAD的酶。它接受大量非天然底物（苯甲醛及其变体）以添加HCN，从而以优异的光学和化学收率生产相应的氰醇。针对该酶开发了一种新的基于HPLC的对映选择性测定技术，该技术可促进在缓冲溶液（pH = 4.5）中将KCN添加到苯甲醛中。
• Method for producing alpha-hydroxycarboxylic acid
  申请人：Nippon Shokubai Co., Ltd.

  公开号：US20030171614A1

  公开（公告）日：2003-09-11

  The present invention relates to: a method for producing &agr;-hydroxycarboxylic acid, which comprises hydrolyzing cyanohydrin in the presence of a hydrocarbon solvent; a method for producing optically active &agr;-hydroxycarboxylic acid, which comprises: producing optically active cyanohydrin by performing a reaction between a carbonyl compound and hydrogen cyanide, using a solvent comprising at least one organic solvent selected from a group consisting of an alcoholic solvent, an ester solvent, an ethereal solvent and a carboxylic solvent; removing said organic solvent from said reaction solvent; and hydrolyzing the remaining reaction mixture without isolating optically active cyanohydrin; a method for producing optically active &agr;-hydroxycarboxylic acid, which comprises hydrolyzing optically active cyanohydrin, using at most 10 equivalents of mineral acid relative to said optically active cyanohydrin under the condition that maximum temperature when reacting is 90° C. or less; and a method for producing optically active crystalline &agr;-hydroxycarboxylic acid, which comprises crystallizing optically active &agr;-hydroxycarboxylic acid in an aqueous solution.

  本发明涉及以下内容： 一种制备α-羟基羧酸的方法，包括在烃溶剂存在下水解腈醇； 一种制备光学活性α-羟基羧酸的方法，包括：使用至少一种有机溶剂所组成的溶剂，所述有机溶剂选自醇类溶剂、酯类溶剂、醚类溶剂和羧酸类溶剂，通过在碳酰化合物和氢氰酸之间进行反应来制备光学活性腈醇；从反应溶剂中去除有机溶剂；在不分离光学活性腈醇的情况下水解剩余反应混合物； 一种制备光学活性α-羟基羧酸的方法，包括在最多使用10当量矿酸相对于所述光学活性腈醇的情况下水解，反应时的最高温度为90°C或更低； 一种制备光学活性结晶α-羟基羧酸的方法，包括在水溶液中结晶光学活性α-羟基羧酸。
• Approach to(R)- and (S)-ketone cyanohydrins using almond and apple meal as the source of (R)-oxynitrilase
  作者：Eero Kiljunen、Liisa T. Kanerva

  DOI：10.1016/s0957-4166(97)00110-9

  日期：1997.5

  The synthesis of aliphatic and aromatic (R)-ketone cyanohydrins through the addition of hydrogen cyanide to the corresponding ketones and the synthesis of the (S)-enantiomers through the kinetic resolution of racemic ketone cyanohydrins has been studied in the presence of almond or apple meal. Substrate tolerance of the (R)-oxynitrilases towards ketones ((RRC)-R-1-C-2=O) is highly restricted compared to that of structurally similar aldehydes, reactivity following the order of H>Me much greater than Et for R-2. In the case of aromatic methyl ketones reactivity difference (C6H5 much greater than p-Me-C6H4 for R-1) is notable. (C) 1997 Elsevier Science Ltd.
• TROYANSKIJ EH. I.; MIZINTSEV V. V.; MOLOKANOV A. N.; OGIBIN YU. N.; NIKIS+, IZV. AN CCCP. CEP. XIM.,(1986) N 12, 2725-2734
  作者：TROYANSKIJ EH. I.、 MIZINTSEV V. V.、 MOLOKANOV A. N.、 OGIBIN YU. N.、 NIKIS+

  DOI：——

  日期：——
• A method for producing alpha-hydroxycarboxylic acid
  申请人：NIPPON SHOKUBAI CO., LTD.

  公开号：EP1160235B1

  公开（公告）日：2006-09-20