(Z)-4-methylhex-3-enoic acid | 80113-35-5

• 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: (Z)-4-methylhex-3-enoic acid
• 英文别名: Z-(4-methyl)-3-hexenoic acid；seq-cis-4-Methyl-hexen-(3)-saeure
• CAS: 80113-35-5
• 化学式: C₇H₁₂O₂
• 分子量: 128.171
• InChiKey: VKWJULLMBKNPEC-XQRVVYSFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 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：

  (Z)-4-methylhex-3-enoic acid 生成 4-甲基己酸
  参考文献：
  名称：

  锂化的环丙烷酮缩酮

  摘要：

  乙烯酮缩醛Ⅰ与二溴卡宾反应生成二溴环丙烷酮缩酮Ⅱ，通过用氢化三正丁基锡处理将其还原为一溴化物Ⅲ。III在-78°C下与正丁基锂反应生成锂化的环丙烷酮缩酮IV，从而生成与丙酮，环己酮，环己烯酮，3,3,3-三甲氧基丁-2--2-，2-丁酮和3-戊酮的加合物。

  DOI：

  10.1016/s0040-4039(00)95074-3
• 作为产物：
  描述：

  3-甲基-1,2-戊二烯 以58%的产率得到
  参考文献：
  名称：

  SATYANARAYANA, NISTALA;ALPER, HOWARD;AMER, IBRAHIM, ORGANOMETALLICS., 9,(1990) N, C. 284-286

  摘要：

  DOI：

文献信息

• PROCESS FOR THE PREPARATION OF UNSATURATED CARBOXYLIC ACIDS BY CARBONYLATION OF ALLYL ALCOHOLS AND THEIR ACYLATION PRODUCTS
  申请人：BASF SE

  公开号：US20200055834A1

  公开（公告）日：2020-02-20

  The present invention relates to a process for carbonylating allyl alcohols at low temperature, low pressure and/or low catalyst loading. In an alternative embodiment, an acylation product of the allyl alcohol is used for the carbonylation. The present invention likewise relates to the preparation of conversion products of these carbonylation products and specifically of (−)-ambrox.

  本发明涉及一种在低温、低压和/或低催化剂负载下对烯丙醇进行羰基化的过程。在另一实施方式中，烯丙醇的酰化产物被用于羰基化。本发明还涉及制备这些羰基化产物的转化产物，特别是(−)-龙涎香。
• Palladium‐Catalyzed Low Pressure Carbonylation of Allylic Alcohols by Catalytic Anhydride Activation
  作者：Mathias Schelwies、Rocco Paciello、Ralf Pelzer、Wolfgang Siegel、Michael Breuer

  DOI：10.1002/chem.202005324

  日期：2021.6.25

  A direct carbonylation of allylic alcohols has been realized for the first time with high catalyst activity at low pressure of CO (10 bar). The procedure is described in detail for the carbonylation of E-nerolidol, an important step in a new BASF-route to (−)-ambrox. Key to high activities in the allylic alcohol carbonylation is the finding that catalytic amounts of carboxylic anhydride activate the

  首次实现了烯丙醇的直接羰基化，在低压 CO（10 巴）下具有高催化剂活性。详细描述了E-橙花醇羰基化的过程，这是巴斯夫新途径（-）-氨溴索中的重要步骤。烯丙醇羰基化中高活性的关键是发现催化量的羧酸酐活化底物并在反应条件下用一氧化碳不断再生。确定的反应条件也可转移到其他底物。
• Method of Evaluating Inhibitory Effect on Damp-Dry Malodor
  申请人：Kao Corporation

  公开号：US20150031041A1

  公开（公告）日：2015-01-29

  A method of evaluating inhibitory effect on damp-dry malodor, containing the steps of: bringing microorganisms which produce damp-dry malodor-causing substances and a test substance into contact with each other in the presence of a sebaceous dirt component; detecting expression of at least one kind of gene selected from a fatty acid desaturase gene and a β oxidation-related enzyme gene derived from the microorganisms; and thereby evaluating a damp-dry malodor inhibitory function of the test substance based on a change in expression amount of the at least one kind of gene.

  一种评估抑制潮湿-干燥异味的方法，包括以下步骤：在皮脂污垢成分的存在下，将产生潮湿-干燥异味物质的微生物和测试物质接触；检测来自微生物的至少一种基因表达，所述基因从脂肪酸脱饱和酶基因和β氧化相关酶基因中选择；并根据至少一种基因表达量的变化评估测试物质的潮湿-干燥异味抑制功能。
• Method of Screening Damp-Dry Malodor Inhibitor and Method of Evaluating Damp-Dry Malodor Inhibitor
  申请人：Mitani Asako

  公开号：US20130210061A1

  公开（公告）日：2013-08-15

  A method of screening a damp-dry malodor inhibitor, containing the steps of: bringing microorganisms having a 4-methyl-3-hexenoic acid production capacity into contact with a test substance in the presence of a sebaceous dirt component, detecting the production of a damp-dry malodor-causing substance by the microorganisms, and thereby selecting a test substance having a damp-dry malodor inhibitory function; and a method of evaluating a damp-dry malodor inhibitor, containing the steps of: bringing microorganisms having a 4-methyl-3-hexenoic acid production capacity into contact with a test substance in the presence of a sebaceous dirt component, detecting the production of a damp-dry malodor-causing substance by the microorganisms, and thereby evaluating the damp-dry malodor inhibitory function of the test substance.

  一种筛选防止潮湿干燥异味的方法，包括以下步骤：将具有4-甲基-3-己烯酸产生能力的微生物与测试物质在皮脂污垢成分存在下接触，检测微生物产生的潮湿干燥异味物质，从而选择具有潮湿干燥异味抑制功能的测试物质。以及一种评估防止潮湿干燥异味的方法，包括以下步骤：将具有4-甲基-3-己烯酸产生能力的微生物与测试物质在皮脂污垢成分存在下接触，检测微生物产生的潮湿干燥异味物质，从而评估测试物质的防止潮湿干燥异味功能。
• METHOD FOR SCREENING HALF-DRY SMELL DEODORIZER AND METHOD FOR EVALUATING HALF-DRY SMELL DEODORIZER
  申请人：Kao Corporation

  公开号：EP2620769A1

  公开（公告）日：2013-07-31

  A method of screening a damp-dry malodor inhibitor, containing the steps of: bringing microorganisms having a 4-methyl-3-hexenoic acid production capacity into contact with a test substance in the presence of a sebaceous dirt component, detecting the production of a damp-dry malodor-causing substance by the microorganisms, and thereby selecting a test substance having a damp-dry malodor inhibitory function; and a method of evaluating a damp-dry malodor inhibitor, containing the steps of: bringing microorganisms having a 4-methyl-3-hexenoic acid production capacity into contact with a test substance in the presence of a sebaceous dirt component, detecting the production of a damp-dry malodor-causing substance by the microorganisms, and thereby evaluating the damp-dry malodor inhibitory function of the test substance.

  一种筛选燥湿恶臭抑制剂的方法，包含以下步骤：在皮脂腺污垢成分存在的情况下，使具有 4-甲基-3-己烯酸生产能力的微生物与测试物质接触，检测微生物产生的燥湿恶臭物质，从而筛选出具有燥湿恶臭抑制功能的测试物质；以及一种评估燥湿恶臭抑制剂的方法，包含以下步骤：在皮脂污垢成分存在的情况下，让具有 4-甲基-3-己烯酸生产能力的微生物与测试物质接触，检测微生物产生的导致燥湿恶臭的物质，从而评估测试物质的燥湿恶臭抑制功能。