5-羟基-5-甲基庚烷-3-酮 | 39121-37-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 5-羟基-5-甲基庚烷-3-酮
• 英文名称: 5-hydroxy-5-methyl-heptan-3-one
• 英文别名: 5-hydroxy-5-methyl-3-heptanone；5-Hydroxy-5-methyl-heptan-3-on；5-Hydroxy-5-methylheptan-3-one
• CAS: 39121-37-4
• 化学式: C₈H₁₆O₂
• 分子量: 144.214
• InChiKey: NGVUNKBOBWPIOQ-UHFFFAOYSA-N

物化性质

• 熔点：
  -10°C (estimate)
• 沸点：
  257.84°C (estimate)
• 密度：
  0.9189

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-羟基-5-甲基庚烷-3-酮 在 乙醚 、 sodium 、 草酸 作用下， 生成 5-甲基-3-庚醇
  参考文献：
  名称：

  Colonge, Bulletin de la Societe Chimique de France, 1931, vol. <4>49, p. 432

  摘要：

  DOI：
• 作为产物：
  描述：

  丁酮 在 barium dihydroxide 作用下， 生成 5-羟基-5-甲基庚烷-3-酮
  参考文献：
  名称：

  对氧化铝的反应。第二次交流：butan-2-one 在氧化铝上的转化

  摘要：

  在不同条件下研究了丁烷 - 2 - 一 (1) 对不同氧化铝的反应。所得物质通过对比物质进行鉴定，并通过TLC和GC检测。

  DOI：

  10.1002/ardp.19723051013

文献信息

• Catalysis by cobalt compounds of aldol and retroaldol reactions
  作者：Y. Tencer、M. Michman、I. Goldenfeld

  DOI：10.1016/0022-328x(91)86055-u

  日期：1991.7

  condense. By comparison, aliphatic aldehydes react fast and irreversibly to yield products comprised of three aldehyde units. (Ph3P)3CoCH3 also catalyzes protium/deuterium scrambling between ketones and acetone-d6. This exchange takes place preferably at the C3 carbon whereas condensation takes place at the C1 carbon. The reactions take place at 20°C or below, and of the several organometallic compounds

  （Ph 3 P）3 CoCH 3和（Ph 3 P）3 CoSi催化丙酮，丁酮和2-戊酮的醛醇缩合反应，以及纯双丙酮醇和3-甲基-3-羟基庚烷-5-酮的醛醇缩醛反应。（CH 3）3。缩合是可逆的，有利于逆醛醇缩合反应。几种受阻或环状酮，例如高级同系物，3-戊酮，甲基异丙基酮或环己酮，不会缩合。相比之下，脂族醛快速且不可逆地反应，生成由三个醛单元组成的产物。（Ph 3 P）3 CoCH 3它还催化酮和丙酮之间的pro /氘争夺-d 6。该交换优选在C 3碳处发生，而缩合在C 1碳处发生。该反应在20℃或更低的温度下发生，并且在测试的几种有机金属化合物中，仅发现上述两种具有活性。
• Vegetables as biocatalysts in stereoselective hydrolysis of labile organic compounds
  作者：Björn Bohman、L. R. Cavonius、C. Rikard Unelius

  DOI：10.1039/b913936b

  日期：——

  Hydrolysis of labile esters of β-hydroxyketones has been performed with whole plant tissue from various vegetables. The pheromone 5-hydroxy-4-methyl-3-heptanone (1) was used as the model compound. Hydrolysis of acetates and benzoates of 1 was unsuccessful using normal conditions of ester hydrolysis, both by chemical hydrolysis and by the means of commercial lipases. When, however, whole cells of carrot, celery root, eggplant, parsley root, parsnip and potato were used as reagents, hydrolysis of the acetates was successful. At low conversion the hydrolysis was stereoselective and at total conversion virtually no formation of by-products was observed. The selectivity varied among the eight vegetables that were evaluated. Methods of preparation and substrate-to-plant ratio were examined. Furthermore, acetates and benzoates of three analogous compounds [5-hydroxy-3-heptanone (2), 5-hydroxy-5-methyl-3-heptanone (3) and 5-ethyl-6-hydroxy-4-octanone (4)] were hydrolyzed by potato and sweet potato to various degrees, indicating that the method is general for the mild and stereoselective hydrolysis of secondary β-alkoxy- and β-aryloxyketones.

  β-羟基酮的不稳定酯的水解已用各种蔬菜的整个植物组织进行。信息素 5-羟基-4-甲基-3-庚酮 (1) 用作模型化合物。使用正常的酯水解条件，无论是通过化学水解还是通过商业脂肪酶，1的乙酸酯和苯甲酸酯的水解均不成功。然而，当使用胡萝卜、芹菜根、茄子、欧芹根、防风草和马铃薯的全细胞作为试剂时，乙酸盐的水解是成功的。在低转化率下，水解是立体选择性的，并且在完全转化率下，几乎没有观察到副产物的形成。所评估的八种蔬菜的选择性各不相同。检查了制备方法和基质与植物的比例。此外，三种类似化合物的乙酸酯和苯甲酸酯[5-羟基-3-庚酮(2)、5-羟基-5-甲基-3-庚酮(3)和5-乙基-6-羟基-4-辛酮(4) ]被马铃薯和甘薯不同程度地水解，表明该方法对于仲β-烷氧基酮和β-芳氧基酮的温和立体选择性水解具有通用性。
• Polyalkylhydroxychromene and process for preparing the same
  申请人：MITSUI PETROCHEMICAL INDUSTRIES, LTD.

  公开号：EP0021827A1

  公开（公告）日：1981-01-07

  A compound of the formula (1) wherein R1 and R5 each represents an alkyl group having 1 to3 3 carbon atoms; R2, R3 and R4 each represents a hydrogen atom or an alkyl group having 1 to 3 carbon atoms and wherein the bonding at the 2-3 position is a single bond and that at the 3-4 position is a double when the substitution of hydroxy group is at the 5-position or the bonding at the 2-3 position is a double bond and that at the 3-4 position is a single bond when the substitution of hydroxy group is at the 7-position:; with the proviso that R2 and R4 should not be a hydrogen atom or an alkyl group simultaneously. Such a compound can be prepared by reacting resorcinol with an aliphatic ketone or a tertiary alcohol or by thermally decomposing polyalkyl (2, 4 - dihydroxyphenyl) hydroxychroman. The compound is useful as a herbicide and fungicide and as an intermediate for preparing agricultural chemicals.

  式（1）的化合物 其中 R1 和 R5 各代表一个具有 1 至 3 个碳原子的烷基；R2、R3 和 R4 各代表一个氢原子或一个具有 1 至 3 个碳原子的烷基；当羟基的取代位于 5 位时，2-3 位的键合是单键，3-4 位的键合是双键；当羟基的取代位于 7 位时，2-3 位的键合是双键，3-4 位的键合是单键：但 R2 和 R4 不能同时为氢原子或烷基。这种化合物可以通过间苯二酚与脂肪族酮或叔醇反应，或通过热分解多烷基（2，4-二羟基苯基）羟基苯并吡喃来制备。该化合物可用作除草剂和杀真菌剂，以及制备农药的中间体。
• Sur les enolates lithies de cetones. Cetolisation mixte univoque et regiospecifique
  作者：Françoise Gaudemar-bardone、Marcel Gaudemar

  DOI：10.1016/s0022-328x(00)91373-1

  日期：1976.1
• Maroni, Annales de Chimie (Cachan, France), 1957, vol. <13>2, p. 757,786,787
  作者：Maroni

  DOI：——

  日期：——