(3E)-3-Methyl-3-heptenoic acid | 30801-90-2

• 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: (3E)-3-Methyl-3-heptenoic acid
• 英文别名: (E)-3-methyl-2-heptenoic acid；(E)-3-methylhept-2-enoic acid；3-methylhept-2(E)-enoic acid；(E)-3-methyl-hept-2-enoic acid；trans-3-Methyl-hept-2-en-saeure；3-Methyl-2E-heptenoic acid
• CAS: 30801-90-2
• 化学式: C₈H₁₄O₂
• 分子量: 142.198
• InChiKey: BBLRVFUTKVICCR-VOTSOKGWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  10
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (3E)-3-Methyl-3-heptenoic acid 生成 (E)-3-methylhept-2-en-1-ol
  参考文献：
  名称：

  3-甲基-2-烯基焦磷酸盐与异戊烯基焦磷酸盐的酶促缩合。

  摘要：

  DOI：

  10.1021/ja00723a037
• 作为产物：
  描述：

  ethyl (E)-3-methylhept-2-enoate 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 反应 4.0h， 生成 (3E)-3-Methyl-3-heptenoic acid
  参考文献：
  名称：

  Identification of sex pheromones from cowpea weevil,Callosobruchus maculatus, and related studies withC. analis (coleoptera: Bruchidae)

  摘要：

  Female cowpea weevils, Callosobruchus maculatus, produce a sex pheromone that elicits orientation and sexual behavior in males. Bioassay-directed isolation of the sex pheromone was conducted and compounds in the active fraction were identified and synthesized. Volatiles were collected from individual virgin females by adsorption on filter paper discs and hexane extraction. A bioassay was used in which the locomotory response of single males in glass vials was recorded upon exposure to treatments or controls. Crude extracts were subjected to silica gel column chromatography with solvents of increasing polarity; all activity eluted with methanol. Activity in the highly polar methanol fraction suggested a carboxylic acid or a compound with multiple polar functionality. Acid-base partitioning of the crude extract isolated all activity in the acid fraction, confirming that the pheromone was a carboxylic acid. The acid fraction was further fractionated by preparative GC with a Carbowax column. The most active GC fraction contained the following five 8-carbon acids identified by GC-MS and comparison with synthetic candidates: 3-methyleneheptanoic acid, (Z)-3-methyl-3-heptenoic acid, (E)-3-methyl-3-heptenoic acid, (Z)-3-methyl-2-heptenoic acid, and (E)-3-methyl-2-heptenoic acid. Each of the synthetic acids was active individually for males, and combinations of two or more of the acid pheromones had an additive effect. Upwind flight responses to natural and synthetic pheromones were observed in a flight tunnel. (Z)-3-Methyl-2-heptenoic acid was previously identified as the sex pheromone for the related C. analis, but this and the other four acid pheromones from C. maculatus were inactive for male C. analis. There was no cross-attraction between C. maculatus and C. analis in reciprocal studies using extracted volatiles from females of both species, GCMS analysis of C. analis female volatiles failed to detect any of the C. maculatus compounds but did find an unidentified C-8 acid with a GC retention time different from any of the C. maculatus pheromones.

  DOI：

  10.1007/bf02029543

文献信息

• SUBSTITUTED CYANO CYCLOALKYL PENTA-2,4-DIENES, CYANO CYCLOALKYL PENT-2-EN-4-YNES, CYANO HETEROCYCLYL PENTA-2,4-DIENES AND CYANO HETEROCYCLYL PENT-2-EN-4-YNES AS ACTIVE SUBSTANCES
  申请人：BAYER CROPSCIENCE AKTIENGESELLSCHAFT

  公开号：US20170210701A1

  公开（公告）日：2017-07-27

  The invention relates to cyano cycloalkyl penta-2,4-dienes, cyano cycloalkyl pent-2-en-4-ynes, cyano heterocyclyl penta-2,4-dienes and cyano heterocyclyl pent-2-en-4-ynes of general formula (I), or the salts thereof, where [X-Y], Q, R 1 , R 2 , A 1 , A 2 , V, W, m and n have the definitions specified in the description. The invention also relates to a production method for same and to the use of same for increasing stress tolerance in plants against abiotic stress, and/or for increasing the plant yield.

  该发明涉及一般式(I)的氰基环烷基戊二烯、氰基环烷基戊-2-炔、氰基杂环烷基戊二烯和氰基杂环烷基戊-2-炔，或其盐，其中[X-Y]、Q、R1、R2、A1、A2、V、W、m和n的定义如描述中所指定。该发明还涉及同类物质的生产方法以及将其用于增加植物对非生物胁迫的抗逆性和/或增加植物产量。
• SUBSTITUTED 5-(BICYCLO[4.1.0]HEPT-3-EN-2-YL)PENTA-2,4-DIENES AND 5-(BICYCLO[4.1.0]HEPT-3-EN-2-YL)PENT-2-ENE-4-INES AS ACTIVE AGENTS AGAINST ABIOTIC STRESSES IN PLANTS
  申请人：Frackenpohl Jens

  公开号：US20140051577A1

  公开（公告）日：2014-02-20

  The invention relates to substituted 5-(bicyclo[4.1.0]hept-3-en-2-yl)penta-2,4-dienes and 5-(bicyclo[4.1.0]hept-3-en-2-yl)pent-2-ene-4-ines of the formula (I) and salts thereof, where the radicals R1, R2, R3, R4, R5, [X—Y] and Q are each as defined in the description, to processes for preparation thereof and to the use thereof for enhancing stress tolerance in plants with respect to abiotic stress, and/or for increasing plant yield.

  该发明涉及代换的5-(bicyclo[4.1.0]庚-3-烯-2-基)戊-2,4-二烯和5-(bicyclo[4.1.0]庚-3-烯-2-基)戊-2-烯-4-炔的化合物及其盐，其中基团R1、R2、R3、R4、R5、[X—Y]和Q的定义如描述中所示，以及其制备方法和用途，用于增强植物对非生物胁迫的抗压能力，和/或增加植物产量。
• SUBSTITUTED 5-(CYCLOHEX-2-EN-1-YL)-PENTA-2,4-DIENES AND 5-(CYCLOHEX-2-EN-1-YL)-PENT-2-EN-4-INES AS ACTIVE AGENTS AGAINST ABIOTIC STRESS IN PLANTS
  申请人：Frackenpohl Jens

  公开号：US20140087949A1

  公开（公告）日：2014-03-27

  The invention relates to substituted 5-(cyclohex-2-en-1-yl)penta-2,4-dienes and 5-(cyclohex-2-en-1-yl)pent-2-en-4-ines of the formula (I) and their salts where the radicals R 1 , R 2 , R 3 , R 4 , [X—Y] and Q are each as defined in the description, to processes for preparation thereof and to the use thereof for enhancing stress tolerance in plants with respect to abiotic stress, and/or for increasing plant yield.

  该发明涉及代换的5-(环己-2-烯-1-基)戊-2,4-二烯和5-(环己-2-烯-1-基)戊-2-烯-4-炔的化合物(I)及其盐，其中基团R1、R2、R3、R4、[X—Y]和Q如描述中所定义，以及其制备方法和用途，用于增强植物对非生物胁迫的抗逆性，并/或增加植物产量。
• Highly stereoselective synthesis of a sex pheromone of the dry bean beetleCallosobruchus analis
  作者：O. A. Pinsker、P. G. Tsiklauri、N. Ya. Grigor'eva

  DOI：10.1007/bf02495308

  日期：1999.7

  Total synthesis of 3-methylhept-2(Z)-enoic acid, a sex pheromone of the dry bean beetleCallosobruchus analis, has been performed using a previously developed highly stereoselective method of the construction of disubstituted (Z)-methylolefins based on the higher thermodynamic stability of (E)-isomers of α,β-disubstituted acroleins.

  3-methylhept-2(Z)-enoic acid 是干豆甲虫Callosobruchus analis 的一种性信息素，已使用先前开发的基于更高热力学的二取代（Z）-甲基烯烃构建的高度立体选择性方法进行了全合成α,β-二取代丙烯醛的 (E)-异构体的稳定性。
• Process for Preparing an Overbased Detergent
  申请人：Kocsis A. Jody

  公开号：US20060178278A1

  公开（公告）日：2006-08-10

  The invention relates to a process for preparing an overbased metal detergent in an oil medium comprising the steps of: (1) providing a metal salt selected from the group consisting of a hydrocarbyl-substituted organic acid; a hydrocarbyl-substituted phenol, a phenate, a hydrocarbyl-substituted carboxylate and mixtures thereof; (2) further providing methanol and a mixture of alcohols containing 2 to about 7 carbon atoms, wherein the mole ratio of methanol to the mixture of alcohols is about 2.2 or less, to form a mixture; (3) further providing a basic metal compound; (4) reacting the mixture of step (3) with carbon dioxide to form a carbonated overbased metal sulphonate; (5) performing steps (3) and (4) at least three additional times upon the product of step (4); (6) thereafter removing at least a portion of the water produced in steps (1)-(5) and of the alcohols introduced in step (2); (7) performing step (2) again, upon the product of step (6); (8) performing steps (3) and (4) at least two additional times upon the product of step (7); and (9) thereafter removing a substantial portion of the water and of the alcohols from the composition; wherein the oil medium is present in an amount such that the weight ratio of the acid corresponding to the metal salt of (1) to the oil medium is 0.3 to 1.4; and wherein step (6) is required when the hydrocarbyl-substituted organic acid is a hydrocarbyl-substituted sulphonic acid. The invention further relates to its use in internal combustion engines.

  该发明涉及一种在油介质中制备过基金属清洁剂的方法，包括以下步骤：（1）提供一种选自羟烃基取代有机酸、羟烃基取代酚、酚酸盐、羟烃基取代羧酸盐及其混合物的金属盐；（2）进一步提供甲醇和含有2至约7个碳原子的醇混合物，其中甲醇与醇混合物的摩尔比约为2.2或更低，形成混合物；（3）进一步提供一种碱性金属化合物；（4）将步骤（3）的混合物与二氧化碳反应，形成碳酸盐过基金属磺酸盐；（5）对步骤（4）的产物至少进行三次以上的步骤（3）和（4）；（6）随后至少去除步骤（1）至（5）中产生的部分水和步骤（2）中引入的醇；（7）对步骤（6）的产物再次执行步骤（2）；（8）对步骤（7）的产物至少进行两次以上的步骤（3）和（4）；（9）随后从组合物中去除大部分水和醇；其中油介质的量使得步骤（1）中金属盐对应的酸与油介质的重量比为0.3至1.4；当羟烃基取代有机酸为羟烃基取代磺酸时，需要步骤（6）。该发明还涉及该方法在内燃机中的应用。