methyl (2E)-undec-2-enoate | 56453-83-9

• 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: methyl (2E)-undec-2-enoate
• 英文别名: (E)-methyl dodec-2-enoate；Methyl (E)-2-undecenoate；methyl undec-2-enoate；undecenoic acid methyl ester；methyl undecenoate；trans-Undec-2-ensaeure-methylester；Methyl 2-undecenoate；methyl (E)-undec-2-enoate
• CAS: 56453-83-9
• 化学式: C₁₂H₂₂O₂
• 分子量: 198.305
• InChiKey: FDNCPIRKQFHDBX-ZHACJKMWSA-N

物化性质

• 沸点：
  79 °C(Press: 0.15 Torr)
• 密度：
  0.886±0.06 g/cm3(Predicted)
• 保留指数：
  1353

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  14
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  methyl (2E)-undec-2-enoate 在 lithium hydroxide 作用下， 以 水 、 丙酮 为溶剂， 反应 24.0h， 以78%的产率得到反-2-十一烯酸
  参考文献：
  名称：

  通过α-烷氧基β-苯基硫代酸的自由基脱羧形成烯醇醚。

  摘要：

  烯醇醚是通过相应的巴顿酯使α-烷氧基β-苯硫基酸自由基脱羧而形成的。苯硫酸通常是通过在InCl3存在下，α，β-环氧酸与PhSH的区域选择性反应制得的，然后对所得的醇进行O-烷基化。在一种情况下，使用硫醇加到α，β-不饱和乙氧基甲基酯中。

  DOI：

  10.1021/acs.joc.9b02042
• 作为产物：
  描述：

  癸酸甲酯 在 sodium hydroxide 、 乙酸酐 、 三溴化磷 、 sodium hydride 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 sodium iodide 作用下， 以 甲醇 、 乙醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 26.5h， 生成 methyl (2E)-undec-2-enoate
  参考文献：
  名称：

  Mohan, H Rama; Rao, A S, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1992, vol. 31, # 10, p. 698 - 700

  摘要：

  DOI：

文献信息

• METHOD FOR THE SYNTHESIS OF DIACIDS OR DIESTERS FROM NATURAL FATTY ACIDS AND/OR ESTERS
  申请人：Dubois Jean-Luc

  公开号：US20100305354A1

  公开（公告）日：2010-12-02

  The invention relates to a process for the synthesis of diacids or diesters of general formula ROOC—(CH 2 ) x —COOR, in which n is an integer between 5 and 14, R is either H or an alkyl radical of 1 to 4 carbon atoms, from natural long-chain monounsaturated fatty acids or esters including at least 10 adjacent carbon atoms per molecule of the general formula CH 3 —(CH 2 ) n —CHR 1 —CH 2 —CH═CH—(CH 2 ) p —COOR, in which R is H or an alkyl radical with 1 to 4 carbon atoms, R 1 is either H or OH, and n and p, which are equal or different and are indices between 2 and 11. The method comprises: during a first step, converting the natural fatty acid or ester by pyrolysis or by ethenolysis, into a ω-monounsaturated fatty acid or ester of the general formula CH 2 ═CH—(CH 2 ) m —COOR, in which m is equal to p or p+1, depending on the nature of the processed fatty acid/ester and the conversion used; during a second step, submitting the product thus obtained to a metathesis or homometathesis reaction for obtaining a compound of the general formula ROOC—(CH 2 ) m —CH═CH—(CH 2 ) m —COOR, or cross-metathesis with a compound of formula R 2 OOC—(CH 2 ) r —CH═CH—R 3 , in which R 2 is either H or an alkyl radical front with 1 to 4 carbon atoms, r is either 0 or 1 or 2 and R 3 is H, CH 3 or COOR 2 , thus defining a cyclic or molecule or not, in order to obtain an unsaturated compound of the general formula ROOC—(CH 2 ) m —CH═CH—(CH 2 ) r —COOR 2 , and during a third step, converting the unsaturated compound into a saturated compound by hydrogenation of the double bond.

  这项发明涉及一种合成一般公式为ROOC—(CH2)x—COOR的二元酸或二元酯的过程，其中n是5到14之间的整数，R是H或1到4个碳原子的烷基自由基，从天然长链单不饱和脂肪酸或酯中合成，这些脂肪酸或酯每分子至少包括10个相邻的碳原子，其一般公式为CH3—(CH2)n—CHR1—CH2—CH═CH—(CH2)p—COOR，其中R是H或1到4个碳原子的烷基自由基，R1是H或OH，n和p相等或不同，是2到11之间的指数。该方法包括：在第一步中，通过热解或乙炔醇解将天然脂肪酸或酯转化为ω-单不饱和脂肪酸或酯，其一般公式为CH2═CH—(CH2)m—COOR，其中m等于p或p+1，具体取决于处理的脂肪酸/酯的性质和所使用的转化；在第二步中，将所得产物进行交叉代谢或同交叉代谢反应，以获得一般公式为ROOC—(CH2)m—CH═CH—(CH2)m—COOR的化合物，或与公式为R2OOC—(CH2)r—CH═CH—R3的化合物进行交叉代谢，其中R2是H或1到4个碳原子的烷基自由基，r是0或1或2，R3是H、CH3或COOR2，从而定义一个循环或不循环的分子，以获得一般公式为ROOC—(CH2)m—CH═CH—(CH2)r—COOR2的不饱和化合物；在第三步中，通过加氢双键将不饱和化合物转化为饱和化合物。
• METHOD FOR THE SYNTHESIS OF AN OMEGA-AMINO ACID OR ESTER STARTING FROM A MONOUNSATURATED FATTY ACID OR ESTER
  申请人：Dubois Jean-Luc

  公开号：US20110224454A1

  公开（公告）日：2011-09-15

  The invention relates to a method for the synthesis of ω-amino alkanoic acids or esters thereof starting from unsaturated natural fatty acids passing through an ω-unsaturated nitrile intermediate compound.

  该发明涉及一种从非饱和天然脂肪酸开始，通过一种ω-非饱和腈中间化合物来合成ω-氨基烷酸或其酯的方法。
• Amino acid preparation method comprising a step of hydroformylation of an unsaturated fatty nitrile
  申请人：ARKEMA FRANCE

  公开号：US10125221B2

  公开（公告）日：2018-11-13

  A process for synthesizing an ω-amino acid compound of formula HOOC—(CH2)r+2—CH2NH2, wherein 4≤r≤13 from a monounsaturated fatty nitrile compound of formula CH2═CH—(CH2)r—CN the process comprising: 1) a step of hydroformylation of the mono unsaturated fatty nitrile compound by reacting said nitrile with carbon monoxide and di hydrogen 5e-a5 to obtain a nitrile aldehyde compound of formula HOC—(CH2)r+2-CN, then 2) a step of oxidation, in the presence of dioxygen, of the nitrile aldehyde compound to obtain a corresponding nitrile acid compound of formula HOOC—(CH2)r+2-CN, and 3) a step of reduction of the nitrile acid compound to give an w-amino acid of formula HOOC—(CH2)r+2—CH2NH2.

  一种用于合成ω-氨基酸化合物公式 HOOC—(CH2)r+2—CH2NH2， 其中4≤r≤13，从单不饱和脂肪酸腈化合物公式 CH2═CH—(CH2)r—CN 该工艺包括：1）单不饱和脂肪酸腈化合物的氢甲酰化步骤，通过将所述腈与一氧化碳和二氢5e-a5反应，以获得腈醛化合物公式HOC—(CH2)r+2-CN，然后2）在 dioxygen 存在的情况下，氧化腈醛化合物以获得相应的腈酸化合物公式HOOC—(CH2)r+2-CN，以及3）将腈酸化合物还原为给出w-氨基酸的公式 HOOC—(CH2)r+2—CH2NH2.
• Five-membered cyclic biscarbonates bearing amide linkages, their preparation and their uses for the preparation of polyhydroxyurethanes
  申请人：UNIVERSITE DE BORDEAUX I

  公开号：EP2883872A1

  公开（公告）日：2015-06-17

  The invention relates to a compound of formula (I): wherein A1 and A1' are independently from each other a linear or branched alkylene radical comprising from 1 to 20 carbon atom(s); A2 is in particular a linear or branched alkylene radical comprising from 1 to 200 carbon atom(s); A3 is H or a linear or branched alkyl radical comprising from 1 to 15 carbon atom(s) and R1 and R1' are independently from each other H or a linear or branched alkyl radical comprising from 1 to 20 carbon atom(s). The present invention concerns the compounds of formula (I), their preparation and their uses, in particular for the preparation of poly(hydroxyurethane)s.

  本发明涉及一种公式（I）的化合物： 其中A1和A1'独立地彼此为含有1至20个碳原子的线性或支链烷基；A2特别是含有1至200个碳原子的线性或支链烷基；A3是H或含有1至15个碳原子的线性或支链烷基，而R1和R1'独立地彼此为H或含有1至20个碳原子的线性或支链烷基。 本发明涉及公式（I）的化合物，它们的制备以及它们的使用，特别是用于制备聚（羟基聚氨酯）。
• [EN] FIVE-MEMBERED CYCLIC BISCARBONATES BEARING AMIDE LINKAGES, THEIR PREPARATION AND THEIR USES FOR THE PREPARATION OF POLYMERS<br/>[FR] BICARBONATES CYCLIQUES À CINQ CHAÎNONS PORTANT DES LIAISONS AMIDE, LEUR PRÉPARATION ET LEURS UTILISATIONS EN VUE DE LA PRÉPARATION DE POLYMÈRES
  申请人：UNIV BORDEAUX

  公开号：WO2015091494A1

  公开（公告）日：2015-06-25

  The invention relates to a compound of formula (I) wherein and A1 and A1' are independently from each other a linear or branched alkylene radical comprising from 1 to 20 carbon atom(s); A2 is in particular a linear or branched alkylene radical comprising from 1 to 200 carbon atom(s); A3 is H or a linear or branched alkyl radical comprising from 1 to 15 carbon atom(s) and R1 and R1' are independently from each other H or a linear or branched alkyl radical comprising from 1 to 20 carbon atom(s). The present invention concerns the compounds of formula (I), their preparation and their uses, in particular for the preparation of poly(hydroxyurethane)s and epoxy resins.

  本发明涉及一种公式（I）的化合物，其中A1和A1'独立地彼此为含有1至20个碳原子的线性或支链烷基自由基；A2特别是含有1至200个碳原子的线性或支链烷基自由基；A3是H或含有1至15个碳原子的线性或支链烷基自由基，以及R1和R1'独立地彼此为H或含有1至20个碳原子的线性或支链烷基自由基。本发明涉及公式（I）的化合物、它们的制备及其用途，特别是用于制备聚（羟基聚氨酯）和环氧树脂。