9-cis-octadecenal dimethyl acetal | 15677-71-1

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 9-cis-octadecenal dimethyl acetal
• 英文别名: (Z)-1,1-dimethoxy-9-octadecene；olealdehyde dimethyl acetal；oleic aldehyde dimethyl acetal；1,1,-dimethoxy-octadec-9c-ene；1,1,-Dimethoxy-octadec-9c-en；9-Octadecene, 1,1-dimethoxy-, (Z)-；(Z)-1,1-dimethoxyoctadec-9-ene
• CAS: 15677-71-1
• 化学式: C₂₀H₄₀O₂
• 分子量: 312.536
• InChiKey: WBNMCUYSZJIEFY-QXMHVHEDSA-N

物化性质

• 沸点：
  386.2±35.0 °C(Predicted)
• 密度：
  0.855±0.06 g/cm3(Predicted)
• 保留指数：
  2374

计算性质

• 辛醇/水分配系数(LogP)：
  8
• 重原子数：
  22
• 可旋转键数：
  17
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• WGK Germany：
  3
• 海关编码：
  2911000000

反应信息

• 作为反应物：
  描述：

  9-cis-octadecenal dimethyl acetal 在 盐酸 、 溶剂黄146 作用下， 以 水 为溶剂， 以4 kg的产率得到(Z)-十八碳-9-烯醛
  参考文献：
  名称：

  [EN] PROCESS FOR BORANE-MEDIATED ESTER REDUCTION
  [FR] PROCÉDÉ DE RÉDUCTION D'ESTER À MÉDIATION PAR BORANE

  摘要：

  Methods for preparation of aldehydes from carboxylic acid esters, including unsaturated fatty acid esters and triacyl glycerides, are described. The methods include combining an ester with a silane reagent and a borane catalyst to form a mixed silyl acetal which is hydrolyzed to provide the aldehyde product. The reagents are combined in a controlled manner to limit the generation of heat and hydrogen gas. New procedures for hydrolysis of acetal intermediates and improved purification and recovery processes provide aldehyde products in excellent yield.

  公开号：

  WO2023114437A1
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 Pd-BaSO₄ 、 正硅酸甲酯 、 氢气 作用下， 生成 9-cis-octadecenal dimethyl acetal
  参考文献：
  名称：

  US2695318

  摘要：

  公开号：

文献信息

• Photo-organocatalytic synthesis of acetals from aldehydes
  作者：Nikolaos F. Nikitas、Ierasia Triandafillidi、Christoforos G. Kokotos

  DOI：10.1039/c8gc03605e

  日期：——

  developed. Utilizing thioxanthenone as the photocatalyst and inexpensive household lamps as the light source, a variety of aromatic and aliphatic aldehydes have been converted into acyclic and cyclic acetals in high yields. The reaction mechanism was extensively studied.

  已经开发出用于醛的高效缩醛化的温和绿色光有机催化方案。利用噻吨酮作为光催化剂，使用廉价的家用灯作为光源，已将各种芳族和脂族醛高产率地转化为无环和环状缩醛。反应机理得到了广泛的研究。
• Darmstoff analogs. 3. Actions of choline esters of acetal phosphatidic acids on visceral smooth muscle
  作者：Michael H. Marx、Robert A. Wiley、D. G. Satchell、M. Helen Maguire

  DOI：10.1021/jm00126a029

  日期：1989.6

  A number of naturally occurring phospholipids, e.g. the acetal phosphatidic acid derivatives that comprise Darmstoff (1) and the phosphatidylcholine derivative platelet activating factor (PAF), cause contraction of certain visceral smooth muscles and cause platelet activation. Because the Darmstoff phosphatidic acids and PAF are structurally similar, it was of interest to compare the biological actions of choline esters of Darmstoff with those of PAF and of the parent Darmstoff phosphatidic acids. To this end, [(2-pentadecyl-1,3-dioxolan-4-yl)methyl]phosphocholine (3a), [[2-(cis-8-heptadecenyl)-1,3-dioxolan-4-yl]methyl]phosphocho line (3b), and [[2-(cis-8-pentadecenyl)-1,3-dioxolan-4-yl]methyl]phosphocho line (3c) were synthesized. Compounds 3a, 3b, 3c, and PAF caused dose-dependent relaxation of taenia coli strips. In contrast, the unesterified materials 1a and 1b, as well as lyso-PAF, caused contraction in taenia coli strips. Thus, the contractile effect of Darmstoff is reversed on esterification with choline. In preparations of whole trachea, both 1a and 3a had contractile effects similar to those of PAF.
• MARX, MICHAEL H.;WILEY, ROBERT A.;SATCHELL, D. G.;MAGUIRE, M. HELEN, J. MED. CHEM., 32,(1989) N, C. 1319-1322
  作者：MARX, MICHAEL H.、WILEY, ROBERT A.、SATCHELL, D. G.、MAGUIRE, M. HELEN

  DOI：——

  日期：——
• INHIBITORS OF GAP JUNCTION COMMUNICATION
  申请人：The Scripps Research Institute

  公开号：EP1039902A2

  公开（公告）日：2000-10-04
• EP1039902A4
  申请人：——

  公开号：EP1039902A4

  公开（公告）日：2002-07-17