1-羟基-2-甲基戊烷-3-酮 | 27970-79-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-羟基-2-甲基戊烷-3-酮
• 英文名称: 1-hydroxy-2-methyl-3-pentanone
• 英文别名: 3-Pentanone, 1-hydroxy-2-methyl-；1-hydroxy-2-methylpentan-3-one
• CAS: 27970-79-2
• 化学式: C₆H₁₂O₂
• 分子量: 116.16
• InChiKey: JYEMLYGXHDIVRA-UHFFFAOYSA-N

物化性质

• 沸点：
  201.54℃ at 101.325kPa
• 密度：
  0.946-0.963g/cm3 at 20-40℃
• LogP：
  1.71 at 30℃ and pH7
• 物理描述：
  Liquid

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  8
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 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：

  1-羟基-2-甲基戊烷-3-酮 在 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.33h， 以19%的产率得到2-methyl-3-oxo-valeraldehyde
  参考文献：
  名称：

  Smith, Amos B.; Levenberg, Patricia A., Synthesis, 1981, # 7, p. 567 - 570

  摘要：

  DOI：
• 作为产物：
  描述：

  二氯甲基醚 、 2-溴-3-戊酮 生成 1-羟基-2-甲基戊烷-3-酮
  参考文献：
  名称：

  Lapkin,I.I.; Saitkulova,F.G., Journal of Organic Chemistry USSR (English Translation), 1970, vol. 6, # 3, p. 450 - 452

  摘要：

  DOI：

文献信息

• Gas Gangrene in Patient with Atherosclerosis Obliterans
  作者：Masanori Niimi、Yosifumi Ikeda、Shigenao Kan、Hiroshi Takami

  DOI：10.1177/021849230201000223

  日期：2002.6

  Clostridia are the main cause of nontraumatic spontaneous gas gangrene. Poor blood flow due to arterial occlusion exacerbates the anaerobic condition. Fulminant gas gangrene in a 54-year-old man with atherosclerosis obliterans was treated by revascularization of the iliac artery using endarterectomy, and his gangrenous lower leg was amputated. However, he died from renal failure.

  梭菌是非创伤性自发性气性坏疽的主要原因。由于动脉闭塞导致的血液流动不畅加重了厌氧条件。一名54岁患有闭塞性动脉硬化的男子患有急性气性坏疽，通过髂动脉内膜切除术重新建立血流，同时截肢了他的坏疽下肢。然而，他最终因肾衰竭去世。
• 1,2 asymmetric induction in the TiCl4 mediated alkylation of α-methyl-β-silyloxy ketones with Grignard reagents
  作者：Giuseppe Bartoli、Marcella Bosco、Letizia Sambri、Enrico Marcantoni

  DOI：10.1016/s0040-4039(97)00735-1

  日期：1997.5

  Transmetallation of an α-methyl-β-silyloxy ketone with TiCl4 in toluene affords a cyclic chelation complex which undergoes highly stereoselective alkylation from Grignard reagents at the less hindered side.

  用甲苯中的TiCl 4对α-甲基-β-甲硅烷氧基酮进行金属转移，得到环状螯合配合物，该螯合配合物在较少受阻的一侧从格氏试剂进行高度立体选择性的烷基化反应。
• METHOD FOR PREPARING A ß-HYDROXYKETONE
  申请人：BASF SE

  公开号：US20200010395A1

  公开（公告）日：2020-01-09

  Method for preparing a β-hydroxyketone having 4 to 8 carbon atoms by reacting formaldehyde with a branched or unbranched dialkyl ketone having 3 to 7 carbon atoms in the liquid phase in a reactor in the presence of a basic component at a temperature of 50 to 150° C. and a pressure of 0.2 to 10 MPa abs, in which (a) a trialkylamine having 1 to 4 carbon atoms per alkyl group is used as basic component and the reaction (b) is carried out in the presence of 1 to 25% by weight water, based on the liquid phase, and (c) at a molar ratio of trialkylamine to formaldehyde in the liquid phase of from 1 to 5.

  通过在液相中，在反应器中在50到150°C的温度和0.2到10兆帕绝对压力下，在存在碱性组分的情况下，将甲醛与具有3到7个碳原子的支链或非支链二烷基酮反应，制备具有4到8个碳原子的β-羟基酮的方法。其中(a)使用每个烷基基团含有1到4个碳原子的三烷基胺作为碱性组分，反应(b)在液相中基于液相的质量含水量为1到25%，并且(c)在液相中三烷基胺与甲醛的摩尔比为1到5。
• METHOD FOR PREPARING 1-HYDROXY-2-METHYL-3-PENTANONE
  申请人：BASF SE

  公开号：US20200010394A1

  公开（公告）日：2020-01-09

  Method for preparing 1-hydroxy-2-methyl-3-pentanone (I) by reacting formaldehyde with diethyl ketone in a reactor in the presence of water and a basic component at a temperature of 50 to 150° C. and a pressure of 0.2 to 10 MPa abs, in which the basic component used is a trialkylamine from the group comprising trimethylamine, N,N-dimethylethylamine, N,N-diethylmethylamine, triethylamine, N,N-dimethyl-n-propylamine, N-ethyl-N-methyl-n-propylamine, N,N-dimethylisopropylamine, N-ethyl-N-methylisopropylamine, N,N-dimethyl-n-butylamine, N,N-dimethylisobutylamine and N,N-dimethyl-sec-butylamine, and from the reaction mixture obtained, trialkylamine as low boiler and a bottom product comprising 1-hydroxy-2-methyl-3-pentanone (I) as high boiler are separated in a distillation apparatus, wherein the distillation apparatus is operated at a top pressure of 0.2 to 1 MPa abs.

  通过在反应器中在水和碱性组分的存在下，将甲醛与二乙基酮在50至150°C的温度和0.2至10兆帕绝对压力下反应，制备1-羟基-2-甲基-3-戊酮(I)的方法。所使用的碱性组分是来自包括三甲胺、N,N-二甲基乙基胺、N,N-二乙基甲基胺、三乙胺、N,N-二甲基-n-丙基胺、N-乙基-N-甲基-n-丙基胺、N,N-二甲基异丙基胺、N-乙基-N-甲基异丙基胺、N,N-二甲基-n-丁基胺、N,N-二甲基异丁基胺和N,N-二甲基-sec-丁基胺的三烷基胺中的一种，通过分馏设备将得到的反应混合物中的三烷基胺作为低沸点物和底部产物中含有1-羟基-2-甲基-3-戊酮(I)作为高沸点物分离出来，其中分馏设备在0.2至1兆帕绝对压力下运行。
• Highly diastereoselective reduction of α-alkyl-β-hydroxy ketones with sodium and lithium boron hydrides via their titanium alcoholates
  作者：Giuseppe Bartoli、M.Cristina Bellucci、Marcella Bosco、Renato Dalpozzo、Enrico Marcantoni、Letizia Sambri

  DOI：10.1016/s0040-4039(99)00308-1

  日期：1999.4

  The reduction of α-alkyl-β-hydroxy ketones is highly syn-selective if carried out in THF on their Ti-alcoholate complexes with LiBH4 or L-Selectride® or N-selectride® depending on the bulkiness of the group bound to the carbonyl group.

  α-烷基-β羟基酮的还原是高顺式-选择性如果在THF中用的LiBH进行他们的Ti-醇化物配合物4或三仲丁基硼氢化锂®或N- selectride ®取决于组的键合于该蓬松性羰基。