citral dimethyl acetal | 75128-97-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: citral dimethyl acetal
• 英文别名: (Z)-1,1-dimethoxy-3,7-dimethylocta-2,6-diene；cis-dimethoxy-citral；dimethoxy-(Z)-citral；(Z)-citral dimethyl acetal；Neral dimethyl acetal；(2Z)-1,1-dimethoxy-3,7-dimethylocta-2,6-diene
• CAS: 75128-97-1
• 化学式: C₁₂H₂₂O₂
• 分子量: 198.305
• InChiKey: ZSKAJFSSXURRGL-LUAWRHEFSA-N

物化性质

• LogP：
  3.566 (est)
• 保留指数：
  1300.4

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  citral dimethyl acetal 在 吡啶 、 氢氧化钾 作用下， 以 乙醇 为溶剂， 反应 55.0h， 生成 1-(5-hydroxy-2-methyl-2-(4-methylpent-3-enyl)-2H-chromen-6-yl)-3-(4-dimethylaminophenyl)propenone
  参考文献：
  名称：

  Synthesis of chromenochalcones and evaluation of their in vitro antileishmanial activity

  摘要：

  A large number of novel chromenochalcones were synthesized by pyridine-catalysed chromenylation of mono-chelated meta-dihydric acetophenones with the monoterpene, citral dimethyl acetal and subsequent Claisen-Schmidt condensation of the resultant acylchromenes with appropriate aromatic aldehydes. These chromenochalcones 1-19 were screened against in vitro extracellular promastigotes and intracellular amastigotes of Leishmania donovani. The most potent Compound in this series was compound 9 with a pyridine ring-A, which showed 99% inhibition of promastigotes at 10 mu g/ml, 82% at 0.25 mu g/ml and 96% at 10 mu g/ml concentration against amastigotes. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.07.005
• 作为产物：
  描述：

  原甲酸三甲酯 、 柠檬醛 在 1-ethyl-3-methylimidazolium hydrogensulfate 作用下， 以 甲醇 为溶剂， 反应 2.0h， 生成 citral dimethyl acetal 、 citral dimethyl acetal
  参考文献：
  名称：

  Acidic ionic liquid-catalyzed homologation of the polyene chain in α,β-enals (polyenals)

  摘要：

  An efficient green-chemistry synthesis of conjugated polyenals from alpha,beta-enals, orthoesters, and alkyl vinyl ethers promoted by acidic ionic liquid [emim][HSO4] is described. The ionic liquid can be reused at least three times without any decrease in product yields. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.11.005

文献信息

• [EN] PROCESS OF ASYMMETRIC HYDROGENATION OF KETALS AND ACETALS<br/>[FR] PROCÉDÉ D'HYDROGÉNATION ASYMÉTRIQUE DE CÉTALS ET D'ACÉTALS
  申请人：DSM IP ASSETS BV

  公开号：WO2014096096A1

  公开（公告）日：2014-06-26

  The present invention relates to a process of the asymmetric hydrogenation of a ketal of an unsaturated ketone or an acetal of an unsaturated aldehyde by molecular hydrogen in the presence of at least one chiral iridium complex. This process yields chiral compounds in a very efficient way and is very advantageous in that the amount of iridium complex can be remarkably reduced.

  本发明涉及在至少一种手性铱配合物存在的情况下，通过分子氢对不饱和酮的缩酮或不饱和醛的缩醛进行不对称加氢的方法。该方法以非常高效的方式产生手性化合物，并且非常有利的是铱配合物的用量可以显著减少。
• Efficient Access to (All-<i>rac</i>)-α-Tocopherol Acetate by a Crombie Chromene Synthesis
  作者：Vincent Gembus、Nathalie Sala-Jung、Daniel Uguen

  DOI：10.1246/bcsj.82.843

  日期：2009.7.15

  In contrast to reports in the literature, the pyridine-catalysed condensation of phenolic compounds and conjugated aldehydes to chromenes was found to be applicable to trimethylhydroquinone 2a with the result of complementary convergent approaches to the title acetate using citral 3a and dihydromyrcene 9 as precursors of the phytyl residue.

  与文献中的报告相比，发现吡啶催化的酚类化合物与共轭醛类的缩合反应可以适用于三甲基氢醌2a，从而得到了利用香草醛3a和二氢美克烯9作为植基残基前体的互补聚合途径生成的目标醋酸酯。
• PROCESS OF ASYMMETRIC HYDROGENATION OF KETALS AND ACETALS
  申请人：DSM IP ASSETS B.V.

  公开号：US20160185683A1

  公开（公告）日：2016-06-30

  The present invention relates to a process of the asymmetric hydrogenation of a ketal of an unsaturated ketone or an acetal of an unsaturated aldehyde by molecular hydrogen in the presence of at least one chiral iridium complex. This process yields chiral compounds in a very efficient way and is very advantageous in that the amount of iridium complex can be remarkably reduced.

  本发明涉及一种在至少一个手性铱配合物存在下，通过分子氢对不饱和酮的缩酮或不饱和醛的缩醛进行不对称加氢的方法。该方法以非常高效的方式产生手性化合物，并且具有非常大的优势，即可以显著减少铱配合物的用量。
• Luzina; Tatarova; Korchagina, Russian Journal of Nondestructive Testing, 1997, vol. 33, # 2, p. 183 - 193
  作者：Luzina、Tatarova、Korchagina、Salakhutdinov、Barkhash

  DOI：——

  日期：——
• Compounds, Compositions, And Methods For Reducing Or Eliminating Bitter Taste
  申请人：Hayashi David

  公开号：US20130096209A1

  公开（公告）日：2013-04-18

  The present invention provides edible compositions comprising a compound of the present invention, food products comprising such edible compositions and methods of preparing such food products. The present invention also provides methods of reducing the amount of NaCl in a food product, methods of reducing the sodium intake in a diet, and methods of reducing bitter taste in a food product.