dimethyl 8,8'-(oxirane-2,3-diyl)dioctanoate | 347308-58-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: dimethyl 8,8'-(oxirane-2,3-diyl)dioctanoate
• 英文别名: Dimethyl 9,10-epoxy octadecane-1,18-dioate；methyl 8-[3-(8-methoxy-8-oxooctyl)oxiran-2-yl]octanoate
• CAS: 347308-58-1
• 化学式: C₂₀H₃₆O₅
• 分子量: 356.503
• InChiKey: JXUYSPXEQDPSDU-UHFFFAOYSA-N

物化性质

• 沸点：
  426.3±10.0 °C(Predicted)
• 密度：
  0.997±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  25
• 可旋转键数：
  18
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  65.1
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  dimethyl 8,8'-(oxirane-2,3-diyl)dioctanoate 在 溶剂黄146 、 甲醇 、 sodium hydroxide 作用下， 反应 6.0h， 生成 1,18‐dimethyl 9,10‐dihydroxyoctadecanedioate
  参考文献：
  名称：

  [EN] METHODS OF MAKING OLEFINIC E- AND Z-ISOMERS
  [FR] PROCÉDÉS DE FABRICATION D'ISOMÈRES OLÉFINIQUES E ET Z

  摘要：

  使用第一烯烃制备第二烯烃的方法，包括步骤（A）和（B）：（A）在催化剂为金属配合物的存在下，进行与第一烯烃的交换反应；（B）在步骤（A）中得到的反应混合物中，使其中的烯烃环氧化形成环氧化物；然后脱氧使环氧化物形成第二烯烃。

  公开号：

  WO2018220088A1
• 作为产物：
  描述：

  methyl 9-dodecenoate 在 C₄₆H₅₂Br₂Cl₂N₂O₃SiW 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 20.0 ℃ 、1.0 MPa 条件下， 反应 2.0h， 生成 dimethyl 8,8'-(oxirane-2,3-diyl)dioctanoate
  参考文献：
  名称：

  [EN] METHODS OF MAKING OLEFINIC E- AND Z-ISOMERS
  [FR] PROCÉDÉS DE FABRICATION D'ISOMÈRES OLÉFINIQUES E ET Z

  摘要：

  使用第一烯烃制备第二烯烃的方法，包括步骤（A）和（B）：（A）在催化剂为金属配合物的存在下，进行与第一烯烃的交换反应；（B）在步骤（A）中得到的反应混合物中，使其中的烯烃环氧化形成环氧化物；然后脱氧使环氧化物形成第二烯烃。

  公开号：

  WO2018220088A1

文献信息

• [EN] PROCESS FOR THE PREPARATION OF AZELEIC ACID FROM 9-OCTADECENEDIOIC ACID<br/>[FR] PROCÉDÉ DE PRÉPARATION DE L'ACIDE AZÉLÉIQUE À PARTIR DE L'ACIDE 9-OCTADÉCÈNEDIOÏQUE
  申请人：DSM IP ASSETS BV

  公开号：WO2013092353A1

  公开（公告）日：2013-06-27

  The invention relates to a process for the preparation of azelaic acid or alkyl azelate starting from mono-unsaturated 9-octadecenedioic acid or its corresponding alkylester characterized in that the process comprises at least the following step: ⋅ reacting the mono-unsaturated 9-octadecene dioic acid or its corresponding alkylester with hydrogen peroxide in the presence of an organic carboxylic acid other than 9-octadecene dioic acid and a suitable catalyst to effect cleavage of the double bond in the mono-unsaturated 9-octadecene dioic acid or its corresponding alkylester. The invention further relates to the azelaic acid or alkyl azelate obtainable by the process according to the invention and to the use of azelaic acid or alkyl azelate or monomers derived there from for the preparation of a polymer, especially a polyamide.

  该发明涉及一种从单不饱和9-辛二烯二羧酸或其相应的烷基酯出发制备癸二酸或烷基癸酸盐的过程，其特征在于该过程至少包括以下步骤：将单不饱和9-辛二烯二羧酸或其相应的烷基酯与过氧化氢在有机羧酸存在下以及适当的催化剂的作用下反应，以使单不饱和9-辛二烯二羧酸或其相应的烷基酯中的双键发生断裂。该发明还涉及根据该发明的过程获得的癸二酸或烷基癸酸盐，以及使用癸二酸或烷基癸酸盐或由此衍生的单体制备聚合物，特别是聚酰胺。
• Two-Step Biocatalytic Route to Biobased Functional Polyesters from ω-Carboxy Fatty Acids and Diols
  作者：Yixin Yang、Wenhua Lu、Xiaoyan Zhang、Wenchun Xie、Minmin Cai、Richard A. Gross

  DOI：10.1021/bm901112m

  日期：2010.1.11

  Biobased omega-carboxy fatty acid monomers 1,18-cis-9-octadecenedioic, 1,22-cis-9-docosenedioic, and 1,18-cis-9, 10-epoxy-octadecanedioic acids were synthesized in high conversion yields from oleic, erucic and epoxy stearic acids by whole-cell biotransformations catalyzed by C. tropicalis ATCC20962. Maximum volumetric yields in shake-flasks were 17.3, 14.2, and 19.1 g/L after 48 h conversion for oleic acid and 72 h conversions for erucic and epoxy stearic acids, respectively. Studies in fermentor with better control of pH and glucose feeding revealed that conversion of oleic acid to 1,18-cis-9-octadecenedioic acid by C tropicalis ATCC20962 occurred with productivities up to 0.5 g/L/h. The conversion of omega-carboxy fatty acid monomers to polyesters was then studied using immobilized Candida antarctica Lipase B (N435) as catalyst. Polycondensations with diols were performed in bulk as well its in diphenyl ether. The retension of functionality from fatty acid, to omega-carboxy fatty acid monomer and to corresponding polyesters resulted in polymers with with unsaturated and epoxidized repeat units and M(w) values ranging from 25000 to 57000 g/mol. These functional groups along chains disrupted crystallization giving materials that are low melting (23-40 degrees C). In contrast, saturated polyesters prepared from 1, 18-octadecanedioic acid and 1,8-octanediol have correspondingly higher melting transitions (88 degrees C). TGA results indicated that all synthesized polyesters showed high thermal stabilities. Thus, the preparation of functional monomers from C. tropicalis omega-oxidation of fatty acids provides a wide range of new monomer building blocks to construct functional polymers.
• PROCESS FOR THE PREPARATION OF AZELEIC ACID FROM 9-OCTADECENEDIOIC ACID
  申请人：DSM IP Assets B.V.

  公开号：EP2776385A1

  公开（公告）日：2014-09-17
• METHODS OF MAKING OLEFINIC E- AND Z-ISOMERS
  申请人：Verbio Vereinigte Bioenergie AG

  公开号：EP3630741A1

  公开（公告）日：2020-04-08
• US9302972B2
  申请人：——

  公开号：US9302972B2

  公开（公告）日：2016-04-05