9,10-二氯-十八烷酸甲酯 | 33094-27-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 中文名称: 9,10-二氯-十八烷酸甲酯
• 英文名称: 9,10-dichlorostearic acid methyl ester
• 英文别名: 9,10-dichlorooctadecanoic acid methyl ester；9,10-Dichlorstearinsaeuremethylester；Methyl 8,9-dichlorstearat；9,10-Dichlor-octadecansaeure-methylester；Methyl 9,10-dichlorooctadecanoate
• CAS: 33094-27-8
• 化学式: C₁₉H₃₆Cl₂O₂
• 分子量: 367.4
• InChiKey: KYPMPURXQCFWCJ-UHFFFAOYSA-N

物化性质

• 沸点：
  423.8±25.0 °C(Predicted)
• 密度：
  0.995±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8
• 重原子数：
  23
• 可旋转键数：
  17
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  甲醇 、 9,10-二氯硬脂酸 在 三氟化硼 作用下， 反应 0.15h， 生成 9,10-二氯-十八烷酸甲酯
  参考文献：
  名称：

  Organic halogen compounds, EOX, in mussels from a clean lake and a pulp mill recipient

  摘要：

  The extractable organic halogen (EOX) residue of duck mussels, Anodonta anatina, from the unpolluted Lake Hoytiainen, Finland, was found to be 690 mu g/g of lipids. The residue was characterized by analyzing chlorinated phenols, hydrocarbons and fatty acids. These compound classes accounted only for 1.9% of the EOX.Mussels from the same lake were incubated in a lake receiving pulp and paper mill effluents for 12 months to study the bioaccumulation of organochlorine compounds. The EOX of these mussels was 2045 mu g/g lipids and only 1.1% of the residue was explained by the low molecular weight compounds. Thus, the majority of EOX remains undefined. However, potential differences in composition are suggested by the relative proportion of defined compounds and the differences among the measured compound classes. These halogen compounds may be of natural origin or reaction products of anthropogenic compounds with humic substances. The presence of such compounds should be taken into account when evaluating the accumulation of pulp mill effluent-related EOX in mussels.No difference was found in the EOX between male and female mussels caged close to a pulp mill, but, on dry weight basis, mussels infected by a digenean parasite had higher EOX concentration than healthy females.

  DOI：

  10.1016/0045-6535(94)90282-8

文献信息

• Synthesis of Chloro Alkoxy and Alkoxy Derivatives of Methyl Oleate
  作者：Benjamin A. Lowery、Brad Andersh、Terry A. Isbell

  DOI：10.1007/s11746-013-2224-1

  日期：2013.6

  AbstractVegetable oil based lubricants typically have improved lubricity and biodegradability over their mineral oil based counterparts. However, vegetable oil lubricants often fail to meet the performance standards of mineral based oils with respect to cold temperature and resistance to oxidation. Olefins are an oxidatively weak point for vegetable based compounds. Removal of the olefin in a vegetable based lubricant through functionalization may increase resistance to oxidation. If the added functionality also causes branching of the alkyl chain, cold temperature properties may be improved. Any chemical modifications considered must be scalable and cost‐effective to be useful in a commercial application. In this study, methyl oleate was functionalized into a chloro alkoxy derivative. Sodium hypochlorite (household bleach) and calcium hypochlorite were both used to generate hypochlorous acid in situ. Hypochlorous acid and a series of alcohols (methanol, ethanol, and butanol) were reacted with methyl oleate to make chloro alkoxy compounds in 29.8–77.9 % yields. In an effort to make a branched saturated ether we removed the chlorine moiety of the chloro alkoxy compounds. Dehalogenation was achieved under basic conditions over a Pd/C catalyst in 2‐propanol. Reaction times increased substantially as the size of the adjacent alkoxy group increased. The reaction rate could be improved by heating the reactions above 100 °C in a pressure reactor. Increased reaction temperature also resulted in an increase in ketone side products from the competing elimination reactions. Saturated ether yields were 4.1–43.2 %.
• Piotrowski, Chemische Berichte, 1890, vol. 23, p. 2532
  作者：Piotrowski

  DOI：——

  日期：——
• REMBERGER, MIKAEL;HYNNING, PER-AKE;NEILSON, ALASDAIR H., J. CHROMATOGR. , 508,(1990) N, C. 159-178
  作者：REMBERGER, MIKAEL、HYNNING, PER-AKE、NEILSON, ALASDAIR H.

  DOI：——

  日期：——
• Organic halogen compounds, EOX, in mussels from a clean lake and a pulp mill recipient
  作者：Jukka Pellinen、Minna Ruokolainen、Petteri Mäkelä、Jouni Taskinen

  DOI：10.1016/0045-6535(94)90282-8

  日期：1994.10

  The extractable organic halogen (EOX) residue of duck mussels, Anodonta anatina, from the unpolluted Lake Hoytiainen, Finland, was found to be 690 mu g/g of lipids. The residue was characterized by analyzing chlorinated phenols, hydrocarbons and fatty acids. These compound classes accounted only for 1.9% of the EOX.Mussels from the same lake were incubated in a lake receiving pulp and paper mill effluents for 12 months to study the bioaccumulation of organochlorine compounds. The EOX of these mussels was 2045 mu g/g lipids and only 1.1% of the residue was explained by the low molecular weight compounds. Thus, the majority of EOX remains undefined. However, potential differences in composition are suggested by the relative proportion of defined compounds and the differences among the measured compound classes. These halogen compounds may be of natural origin or reaction products of anthropogenic compounds with humic substances. The presence of such compounds should be taken into account when evaluating the accumulation of pulp mill effluent-related EOX in mussels.No difference was found in the EOX between male and female mussels caged close to a pulp mill, but, on dry weight basis, mussels infected by a digenean parasite had higher EOX concentration than healthy females.