(rac)-3-methyl-2-hexenoic acid ethyl ester | 22210-21-5

• 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: (rac)-3-methyl-2-hexenoic acid ethyl ester
• 英文别名: ethyl (2E)-3-methyl-2-hexenoate；(E)-ethyl 3-methyl-2-hexanoate；(E)-ethyl 3-methylhex-2-enoate；ethyl (E)-3-methyl-2-hexenoate；ethyl (E)-3-methylhex-2-enoate；ethyl trans-3-methyl-2-hexenoate；(E)-3-Methyl-2-hexenoic acid ethyl ester
• CAS: 22210-21-5
• 化学式: C₉H₁₆O₂
• 分子量: 156.225
• InChiKey: HDCPOYMRKNZICF-BQYQJAHWSA-N

物化性质

• 沸点：
  193.7±9.0 °C(Predicted)
• 密度：
  0.897±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 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：

  (rac)-3-methyl-2-hexenoic acid ethyl ester 在 barium dihydroxide 作用下， 以 水 为溶剂， 生成 3-甲基-2-己烯酸
  参考文献：
  名称：

  Armstrong, Frank B.; Lipscomb, Elizabeth L.; Crout, David H. G., Journal of the Chemical Society. Perkin transactions I, 1985, p. 691 - 696

  摘要：

  DOI：
• 作为产物：
  描述：

  ethyl 3,3-bis(thiophenyl)butanoate 在 copper(l) iodide 、 zinc(II) chloride 作用下， 以 四氢呋喃 为溶剂， -78.0~110.0 ℃ 、2.0 kPa 条件下， 生成 (rac)-3-methyl-2-hexenoic acid ethyl ester
  参考文献：
  名称：

  Armstrong, Frank B.; Lipscomb, Elizabeth L.; Crout, David H. G., Journal of the Chemical Society. Perkin transactions I, 1985, p. 691 - 696

  摘要：

  DOI：

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。
• Mechanism of Formation of α,β-Unsaturated Esters in the Reaction of Ethyl Mercaptoacetate Dianion with Carbonyl Compounds
  作者：Syuichi Matsui

  DOI：10.1246/bcsj.57.426

  日期：1984.2

  Dianion derived from ethyl mercaptoacetate undergoes aldol type reaction with a carbonyl compound to give an adduct, which exhibited low diastereoselectivity. However, the adducts obtained by the reaction with a variety of aldehydes were subsequently treated with ethyl chloroformate in the presence of trivalent phosphorus compound to give (E)-isomers of α,β-unsaturated esters in high yields with greater

  衍生自巯基乙酸乙酯的二价阴离子与羰基化合物发生羟醛型反应生成加合物，其非对映选择性较低。然而，通过与各种醛反应获得的加合物随后在三价磷化合物的存在下用氯甲酸乙酯处理，以高收率得到 α,β-不饱和酯的 (E)-异构体，立体选择性大于 85%加合物的非对映异构体的立体化学。详细研究了该反应的立体化学机理和应用。
• Iron-Catalyzed Stereoselective Cross-Coupling Reactions of Stereodefined Enol Carbamates with Grignard Reagents
  作者：Ana Cristina Parra Rivera、Raymond Still、Doug E. Frantz

  DOI：10.1002/anie.201601899

  日期：2016.6.1

  A practical and highly stereoselective iron‐catalyzed cross‐coupling reaction of stereodefined enol carbamates and Grignard reagents to yield tri‐ and tetrasubstituted acrylates is reported. A facile method for the stereoselective generation of these enol carbamates has also been developed.

  报道了一种实用且高度立体选择性的铁催化的立体定义的烯醇氨基甲酸酯和Grignard试剂的交叉偶联反应，生成三和四取代的丙烯酸酯。还开发了用于立体选择性地产生这些烯醇氨基甲酸酯的简便方法。
• 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。