2,7-dimethyl-1,8-octanedial | 86214-25-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2,7-dimethyl-1,8-octanedial
• 英文别名: 2,7-dimethyloctanedial；2,7-dimethyl-1,8-dial
• CAS: 86214-25-7
• 化学式: C₁₀H₁₈O₂
• 分子量: 170.252
• InChiKey: NWJVJJOGDRBHRF-UHFFFAOYSA-N

物化性质

• 沸点：
  248.7±23.0 °C(Predicted)
• 密度：
  0.900±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  12
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  草酰氯 、 2-甲基-4-戊烯酸乙酯 在 Hoveyda-Grubbs catalyst second generation 、 氢气 作用下， 生成 2,7-dimethyl-1,8-octanedial
  参考文献：
  名称：

  Diversely Substituted Polyamides: Macromolecular Design Using the Ugi Four-Component Reaction

  摘要：

  A novel strategy is demonstrated to obtain polyamides with finely tunable structure using the Ugi four-component reaction (Ugi-4CR). By the use of two bifunctional and two monofiinctional components, six different combinations for the synthesis of polyamides via the Ugi-4CR are possible and were investigated in detail within this contribution. In contrast to conventional polyamide synthesis, this approach proceeds under very mild reaction conditions and without the use of a catalyst in a one-pot reaction. General applicability is shown by variation of the components, leading to finely tuned macromolecular structures (i.e., side groups and repeat units can be engineered). Finally, a facile introduction of clickable alkyne moieties is demonstrated, which was used for post-polymerization modification in an azide-alkyne cycloaddition, in order to demonstrate the high versatility of this approach.

  DOI：

  10.1021/ma500504w

文献信息

• Comparison of “on water” and solventless procedures in the rhodium-catalyzed hydroformylation of diolefins, alkynes, and unsaturated alcohols
  作者：W. Alsalahi、A.M. Trzeciak

  DOI：10.1016/j.molcata.2016.06.003

  日期：2016.11

  diolefins, alkynes, and unsaturated alcohols under solventless and “on water” conditions. The total yield of dialdehydes obtained from 1,5-hexadiene and 1,7-octadiene reached 99%, and regioselectivity towards linear dialdehydes was higher in the “on water” system. The tandem hydroformylation-hydrogenation of phenylacetylene led to the formation of saturated aldehydes (3-phenylpropanal and 2-phenylpropanal)

  摘要 含有 Rh(acac)(CO)2 或 Rh/PAA（PAA = 聚丙烯酸）和疏水性膦 (PPh3) 的催化体系用于二烯烃、炔烃和不饱和醇在无溶剂和“水中”条件下的加氢甲酰化。由1,5-己二烯和1,7-辛二烯获得的二醛的总收率达到99%，并且在“水上”体系中对线性二醛的区域选择性更高。苯乙炔的串联加氢甲酰化-氢化导致以 98% 的转化率形成饱和醛（3-苯基丙醛和 2-苯基丙醛），在“水上”反应中对线性醛具有良好的区域选择性。相比之下，无溶剂条件在 1-丙烯-3-醇的加氢甲酰化中表现得更好。在该反应中形成的 4-羟基丁醛具有优异的选择性，接下来通过闭环过程将其转化为四氢呋喃-2-醇。在 1-buten-3-ol 的加氢甲酰化中也获得了环状产物。在 undec-1-ol 和 2-烯丙基苯酚的反应中形成线性醛，产率为 69-87%。在“水上”条件下进行的 3-buten-1-ol 的加氢甲酰化对线性醛
• Process for producing diamines from dialdehydes
  申请人：Kuraray Co., Ltd.

  公开号：EP0878462A1

  公开（公告）日：1998-11-18

  A process for producing diamines by feeding a dialdehyde or a solution obtained by dissolving the dialdehyde in a solvent to a reactor where a hydrogenation catalyst, the solvent, ammonia and hydrogen are present and subjecting the dialdehyde to reductive amination reaction to obtain the corresponding diamine, comprises using an alcoholic solvent as the solvent and effecting the reaction while maintaining the water concentration in the reaction mixture at 5 to 15% by weight.

  一种生产二胺的工艺，是将二醛或将二醛溶解在溶剂中得到的溶液送入存在氢化催化剂、溶剂、氨和氢的反应器中，使二醛进行还原胺化反应，得到相应的二胺，该工艺包括使用醇类溶剂作为溶剂，并在反应混合物中水的浓度保持在 5%至 15%（按重量计）的情况下进行反应。
• Rhodium–tris(3,5-bis(trifluoromethyl)phenyl)phosphine catalyzed hydroformylation of dienes to dialdehydes in supercritical carbon dioxide with high activity
  作者：Shin-ichiro Fujita、Shinya Fujisawa、Bhalchandra M. Bhanage、Masahiko Arai

  DOI：10.1016/j.tetlet.2003.10.219

  日期：2004.2

  Rhodium-catalyzed hydroformylation of 1,5-hexadiene and 1,7-octadiene to corresponding dialdehydes was investigated in compressed CO2 and in toluene using different fluorinated phosphine compounds as ligands. A rhodium complex using tris(3,5-bis(trifluoromethyl)phenyl)phosphine is highly effective in compressed CO2 for double hydroformylation of 1,5-hexadiene, whose TOF value is much larger than those reported so far. It has been shown that this ligand is effective also for the hydroformylation of 1,7-octadiene and scCO(2) is a better solvent than a conventional organic solvent of toluene for the title reaction. (C) 2003 Elsevier Ltd. All rights reserved.
• RECOVERY OF HIGH-BOILING ALDEHYDES FROM RHODIUM-CATALYZED HYDROFORMYLATION PROCESSES
  申请人：EASTMAN KODAK COMPANY

  公开号：EP0553322A1

  公开（公告）日：1993-08-04
• Process for producing diamines
  申请人：Kuraray Co., Ltd.

  公开号：US20030187303A1

  公开（公告）日：2003-10-02

  A process for producing diamines which comprises the steps of: (1) reacting a dialdehyde with ammonia and hydrogen in the presence of an alcohol and a hydrogenation catalyst to synthesize the corresponding diamine; (2) separating and recovering the alcohol by distilling the reaction mixture obtained by the step (1); (3) separating the diamine by purifying the distillation residue obtained by the step (2); and (4) feeding at least part of the alcohol recovered in the step (2) to step (1); said step (1) comprising maintaining the amount of ammonia at a level of at least 200 moles per mole of the primary amine that has formed in the step (1) and accumulated in the reaction vessel for step (1). The process can produce diamines commercially advantageously and in high yields, the diamines having little impurities.