2-甲基辛醛 | 7786-29-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-甲基辛醛
• 中文别名: 2-甲基辛醛(订作10-15天)
• 英文名称: 2-methyl-1-octanal
• 英文别名: 2-methyl-octanal；isononanal；2-Methyloctanal
• CAS: 7786-29-0
• 化学式: C₉H₁₈O
• 分子量: 142.241
• InChiKey: ZKPFRIDJMMOODR-UHFFFAOYSA-N

物化性质

• 熔点：
  -18°C (estimate)
• 沸点：
  189.85°C (estimate)
• 密度：
  0.8410
• 溶解度：
  Insoluble in water, soluble in alcohol and oils.
• LogP：
  3.38
• 物理描述：
  colourless, oily liquid with a rose, lily-like odour
• 折光率：
  1.423 (14°)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  10
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2912190090

制备方法与用途

毒性：GRAS (FEMA)。

使用限量：

• FEMA(mg/kg)：软饮料和冷饮中最多1.0 mg/kg；糖果和焙烤制品中最多2.0 mg/kg。
• FDA（§172.515, 2000）规定，使用时应适度限制。

反应信息

• 作为反应物：
  描述：

  2-甲基辛醛 在 盐酸 、 amalgamated zinc 作用下， 生成 正壬烷
  参考文献：
  名称：

  Diabetes mellitus and the rate of cognitive ageing

  摘要：

  Objectives. There is some evidence that besides affecting peripheral neural function diabetes may also cause more widespread changes in the central nervous system which reduce cognitive efficiency and so, also, independence and quality of life. The present study explores whether diabetes mellitus is a compounding factor in average declines in cognitive performance observed in old age.Design. A sample of diabetics and controls were compared on a battery of cognitive tasks previously used in cognitive ageing research.Methods. Thirty‐three insulin dependent (IDDM), 135 non‐insulin dependent (NIDDM) diabetics and 2191 non‐diabetics aged between 50 and 91 years were compared on two tests of general intellectual ability, and on three tests of verbal memory.Results. Overall, the combined IDDM and NIDDM groups had significantly lower average scores than the controls group on all cognitive tasks. Detailed analyses revealed most cognitive impairment for the NIDDM sub‐group whose condition was managed by hypoglycaemic drugs, slightly less for those managed by diet, and no impairment for the IDDM group. These effects were independent of age, depression, socio‐economic status, and presence of other illnesses.Conclusions. Together with other recent studies these data emphasize the need for early detection and effective management of diabetes in older patients.

  DOI：

  10.1348/014466500163356
• 作为产物：
  描述：

  3-羟基癸酸 生成 2-甲基辛醛
  参考文献：
  名称：

  Thaler; Staehlin, Biochemische Zeitschrift, 1949, vol. 320, p. 86

  摘要：

  DOI：

文献信息

• A Novel Triphosphoramidite Ligand for Highly Regioselective Linear Hydroformylation of Terminal and Internal Olefins
  作者：Caiyou Chen、Yu Qiao、Huiling Geng、Xumu Zhang

  DOI：10.1021/ol400033k

  日期：2013.3.1

  The first triphosphorus ligand has been designed and synthesized for highly regioselective linear hydroformylations. A very high l/b ratio (up to 471, 99.8% linear selectivity) was obtained in the linear hydroformylation of representative terminal and internal olefins. For the range of substrates tested, the regioselectivities achieved utilizing the novel triphosphoramidite ligand were much better

  已经设计并合成了用于高区域选择性线性加氢甲酰基化的第一个三磷配体。在代表性的末端和内部烯烃的线性加氢甲酰化中获得了非常高的1 / b比率（高达471，线性选择性达99.8％）。对于所测试的底物范围，使用新型三磷酰胺基配体实现的区域选择性比双磷酰胺基配体的区域选择性好得多，并且接近四磷酰胺基配体的区域选择性。
• HIGHLY ACTIVE Rh₆(CO)₁₆-Diamine CATALYST SYSTEMS FOR ALCOHOL SYNTHESIS FROM OLEFINS USING CARBON MONOXIDE AND WATER
  作者：Kiyotomi Kaneda、Morito Yasumura、Masahiko Hiraki、Toshinobu Imanaka、Shiichiro Teranishi

  DOI：10.1246/cl.1981.1763

  日期：1981.12.5

  carbonylated to give corresponding alcohols under mild water gas shift reaction (WGSR) conditions using Rh6(CO)16-N,N,N′,N′-tetramethyl-1,3-propanediamine and 4-dimethylaminopyridine catalyst systems, α,β-Unsaturated carbonyl compounds give selectively C=C reduction products.

  α-烯烃在温和的水煤气变换反应 (WGSR) 条件下使用 Rh6(CO)16-N,N,N',N'-四甲基-1,3-丙二胺和 4-二甲氨基吡啶催化剂体系羰基化得到相应的醇， α,β-不饱和羰基化合物选择性地产生 C=C 还原产物。
• Tandem Hydroformylation/Acyloin Reaction - The Synergy of Metal Catalysis and Organocatalysis Yielding Acyloins Directly from Olefins
  作者：Karoline A. Ostrowski、Thiemo A. Faßbach、Andreas J. Vorholt

  DOI：10.1002/adsc.201401031

  日期：2015.5.4

  A novel, atom efficient, orthogonal tandem catalysis was developed yielding acyloin products (α‐hydroxy ketones) directly from olefins under hydroformylation conditions. The combination of a metal‐catalysed hydroformylation and an organocatalysed acyloin reaction provides three atom efficient CC bond formations to linear, multifunctional molecules via linkage of the intermediate n‐aldehydes. Additionally

  开发了一种新颖的，原子效率高的正交串联催化方法，可在加氢甲酰化条件下直接从烯烃生产酰化产物（α-羟基酮）。金属催化的加氢甲酰化的组合和organocatalysed偶姻反应提供三个原子高效率的C  C键的形成，以线性的，多官能的分子通过中间的连接ñ -醛。此外，铑催化剂体系具有高的n / bra比，并且在加氢甲酰化反应中末端双键具有排他性转化，并且n醛选择性地转化为其酰基。
• Rhodium-complexed hyperbranched poly(ethyleneimine) and polyamidoamine and their non-covalent immobilization on magnetic nanoparticles
  作者：Suheir Omar、Bishnu Dutta、Suzana Natour、Raed Abu-Reziq

  DOI：10.1016/j.jorganchem.2016.05.021

  日期：2016.9

  strategy for the synthesis and functionalization of hyperbranched poly(ethyleneimine) (H-PEI) and polyamidoamine (H-PAMAM) with phosphine ligands and their non-covalent immobilization on magnetic nanosupports. Treatment of these functionalized hyperbranched polymers with Rh(COD)2BF4 affords polymer-bound Rh(I) complexes that can be utilized in the hydroformylation of alkenes and in one pot hydroformyla

  我们描述了一种合成策略，用于合成和功能化具有膦配体的超支化聚（乙烯亚胺）（H-PEI）和聚酰胺基胺（H-PAMAM）以及它们在磁性纳米载体上的非共价固定化。用Rh（COD）2 BF 4处理这些官能化的超支化聚合物可得到与聚合物结合的Rh（I）配合物，可用于烯烃的加氢甲酰化反应和一锅加氢甲酰化-Knoevenagel加氢反应中。这些功能化的超支化聚合物与磁性纳米粒子相连，磁性纳米粒子通过由酸碱反应引起的离子相互作用，并有助于促进聚合催化剂的分离。这些磁性可回收的聚合物催化剂可以重复使用多达四个循环。
• Synthesis and Application of Tetraphosphane Ligands in Rhodium-Catalyzed Hydroformylation of Terminal Olefins: High Regioselectivity at High Temperature
  作者：Shichao Yu、Xiaowei Zhang、Yongjun Yan、Chaoxian Cai、Liyan Dai、Xumu Zhang

  DOI：10.1002/chem.200903109

  日期：2010.4.26

  A new class of substituted tetraphosphane ligands has been developed and applied in the rhodium‐catalyzed regioselective hydroformylation of terminal olefins. The high regioselectivity (linear selectivity is above 97 % for 1‐octene and 1‐hexene) at high temperature (140 °C) shown by these tetraphosphane ligands is remarkable considering the low regioselectivity commonly observed under similar reaction

  已经开发出一类新型的取代四膦配体，并将其应用于铑催化的末端烯烃的区域选择性加氢甲酰化反应。考虑到在使用其他双膦类似物的类似反应条件下通常观察到的低区域选择性，这些四膦配体在高温（140°C）下显示出较高的区域选择性（1-辛烯和1-己烯的线性选择性高于97％）。 。还研究了二芳基膦部分上取代基的空间和电子效应。