4-hydroxyheptanenitrile | 54838-98-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 4-hydroxyheptanenitrile
• CAS: 54838-98-1
• 化学式: C₇H₁₃NO
• 分子量: 127.186
• InChiKey: NTIGVTVJQWUBQE-UHFFFAOYSA-N

物化性质

• 沸点：
  249.7±23.0 °C(Predicted)
• 密度：
  0.939±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  9
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  44
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  正丁醛 、 丙烯腈 在 三甲基氯硅烷 、 四乙基对甲苯磺酸铵 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以81%的产率得到4-hydroxyheptanenitrile
  参考文献：
  名称：

  在三甲基氯硅烷存在下，活化烯烃与酮或醛的电还原加氢偶联

  摘要：

  在三甲基氯硅烷的存在下，α，β-不饱和酯与醛或酮的电还原交叉加氢偶联以良好的收率得到了γ-内酯。类似地，α，β-不饱和腈以高收率得到γ-羟基腈。

  DOI：

  10.1016/s0040-4039(00)71124-5

文献信息

• Site-selectivity in TBADT-photocatalyzed C(sp³)–H Functionalization of Saturated Alcohols and Alkanes
  作者：Takahide Fukuyama、Keiichi Yamada、Tomohiro Nishikawa、Davide Ravelli、Maurizio Fagnoni、Illhyong Ryu

  DOI：10.1246/cl.171068

  日期：2018.2.5

  Site-selectivity in C(sp3)–H functionalization of aliphatic alcohols and alkanes was studied using the decatungstate anion as a photocatalyst. In the case of aliphatic alcohols, C–H bond α to the hydroxy group was preferentially functionalized. The α-site-selectivity is rationalized by polar effects imparted by the hydroxy group in the SH2 transition states. In contrast, C–H functionalization of alkanes was largely affected by steric effects.

  采用十钨酸盐阴离子作为光催化剂，研究了脂肪醇和烷烃的C(sp3)–H功能化中的位点选择性。对于脂肪醇，优先功能化的是羟基相邻的C–H键。α位点选择性可以通过SH2过渡态中羟基的极性效应来合理解释。相比之下，烷烃的C–H功能化主要受到空间效应的影响。
• Process for producing a calcium carboxylate
  申请人：Solutia Inc.

  公开号：EP1510513A1

  公开（公告）日：2005-03-02

  A process for producing a calcium carboxylate comprising contacting a nitrile compound, a calcium compound selected from calcium hydroxide, calcium oxide or mixtures thereof, and water at a temperature of about 90°C to about 250°C at a sufficient pressure and for a sufficient time to produce a reaction mixture comprising calcium carboxylate.

  生产钙羧酸盐的方法包括在温度约90°C至约250°C、足够的压力和足够的时间下，将腈化合物、从氢氧化钙、氧化钙或两者的混合物中选择的钙化合物以及水接触，以产生包含钙羧酸盐的反应混合物。
• PROCESS FOR PRODUCING A CALCIUM CARBOXYLATE
  申请人：——

  公开号：US20040002618A1

  公开（公告）日：2004-01-01

  A process for producing a calcium carboxylate comprising contacting a nitrile compound, a calcium compound selected from calcium hydroxide, calcium oxide or mixtures thereof, and water at a temperature of about 90° C. to about 250° C. at a sufficient pressure and for a sufficient time to produce a reaction mixture comprising calcium carboxylate.

  生产钙羧酸盐的方法包括将一种腈化合物、从氢氧化钙、氧化钙或它们的混合物中选择的钙化合物以及水在约90°C至约250°C的温度下接触，以足够的压力和足够的时间产生包含钙羧酸盐的反应混合物。
• Method of producing carboxylic acids
  申请人：DAICEL CHEMICAL INDUSTRIES, LTD.

  公开号：EP0852261A2

  公开（公告）日：1998-07-08

  The method comprises (1) a carboxylic acid salt providing step comprising permitting a strain of microorganism or a preparation derived from the microorganism to act upon a nitrile to thereby (a) provide at least the corresponding amide which is then hydrolyzed in the presence of a base to provide a salt of the corresponding carboxylic acid or (b) provide a salt of the corresponding carboxylic acid and (2) an electrodialysis step comprising subjecting the carboxylic acid salt provided in the step (1) to electrodialysis to provide the corresponding carboxylic acid and base. Carboxylic acids can be produced without formation of ammonium hydrogen sulfate and other byproducts. The microorganism includes microorganisms of the genera Pantoea and Gordona. The ammonia formed in the step (1) can be reused as a nitrogen source in a nitrile production line.

  该方法包括(1)提供羧酸盐的步骤，该步骤包括允许微生物菌株或衍生自微生物的制剂作用于腈，从而(a)提供至少相应的酰胺，然后在碱存在下水解，提供相应的羧酸盐或(b)提供相应的羧酸盐(2) 电渗析步骤，包括将步骤(1)中提供的羧酸盐进行电渗析，以提供相应的羧酸和碱。生产羧酸时不会产生硫酸氢铵和其他副产物。微生物包括泛酸菌属和哥多纳菌属的微生物。步骤(1)中形成的氨可作为氮源在腈生产线中重复使用。
• MICROORGANISMS AND PROCESS FOR PRODUCING AMIDE COMPOUNDS
  申请人：Daicel Chemical Industries, Ltd.

  公开号：EP1055724A1

  公开（公告）日：2000-11-29

  A nitrile compound having a complicated structure (e.g., 2-hydroxy-4-methylthiobutyronitrile) is converted into an amide compound with high production efficiency, by using a novel microorganism of which the gene 16S rRNA has a specific base sequence. As the microorganism, Rhodococcus sp. Cr4 strain and Rhodococcus sp. Am8 strain or the like is employed.

  利用基因 16S rRNA 具有特定碱基序列的新型微生物，将结构复杂的腈化合物（如 2-羟基-4-甲硫基丁腈）高效转化为酰胺化合物。作为微生物，采用了 Rhodococcus sp.