3-Oxo-4-pentyl-cyclopentyl-essigsaeuremethylester | 54433-98-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 3-Oxo-4-pentyl-cyclopentyl-essigsaeuremethylester
• 英文别名: opt.-inakt. <4-Oxo-3-pentyl-cyclopentyl>-essigsaeure-methylester；Methyl-3-pentyl-4-oxocyclopentyl-1-acetat；Methyl 2-(3-oxo-4-pentylcyclopentyl)acetate
• CAS: 54433-98-6
• 化学式: C₁₃H₂₂O₃
• 分子量: 226.316
• InChiKey: BJMPSJHLCCAKJD-UHFFFAOYSA-N

物化性质

• 沸点：
  123-126 °C(Press: 1 Torr)
• 密度：
  0.984±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-戊基丙二酸二乙酯 在 potassium tert-butylate 作用下， 以 叔丁醇 为溶剂， 生成 3-Oxo-4-pentyl-cyclopentyl-essigsaeuremethylester
  参考文献：
  名称：

  Lenfant,M.; Wolff,R.E., Bulletin de la Societe Chimique de France, 1963, p. 1210 - 1213

  摘要：

  DOI：

文献信息

• Synth�ses duD,L-jasmonate de m�thyle (cis-pent�ne-2?-yl-2-oxo-3-cyclopentylac�tate de m�thyle) et de deux isom�res
  作者：E. Demole、M. Stoll

  DOI：10.1002/hlca.19620450235

  日期：——

  Racemic methyl jasmonate (methyl cis-2-pent-2′-enyl-3-oxo-cyclopentylacétate), an odoriferous component of jasmine oil (Jasminum grandiflorum L.), has been synthesized. The synthesis of two related jasmine-like smelling keto-esters is also described.

  外消旋茉莉酸甲酯（甲基顺-2-戊-2'-烯基- 3-氧代- cyclopentylacétate），茉莉油的有气味的成分（素馨花L.），已经合成。还描述了两种相关的茉莉花样芳香酮酯的合成。
• FRAGRANCE COMPOSITION AND METHOD FOR PRODUCING SAME
  申请人：ZEON CORPORATION

  公开号：US20160046888A1

  公开（公告）日：2016-02-18

  The present invention is a fragrance composition comprising methyl dihydrojasmonate and a compound (I), the fragrance composition containing 94.5 to 99% by mass of the methyl dihydrojasmonate and 1 to 5% by mass of the compound (I), the methyl dihydrojasmonate. In addition, the present invention is a method for producing the fragrance composition, the method comprising subjecting a composition that contains methyl dihydrojasmonate and the compound (I) sequentially to a concentration distillation step and a thin film distillation step, the composition containing 90 to 99.5% by mass of the methyl dihydrojasmonate and 0.1 to 1.5% by mass of the compound (I), the methyl dihydrojasmonate having a cis isomer content of less than 20 mol %.

  本发明是一种香气组合物，包括甲基二氢茉莉酸酯和化合物（I），该香气组合物含有94.5至99%的甲基二氢茉莉酸酯和1至5%的化合物（I）的质量百分比，其中甲基二氢茉莉酸酯的顺式异构体含量小于20mol％。此外，本发明还涉及一种制备该香气组合物的方法，该方法包括将含有甲基二氢茉莉酸酯和化合物（I）的组合物依次经过浓缩蒸馏步骤和薄膜蒸馏步骤，该组合物含有90至99.5%的甲基二氢茉莉酸酯和0.1至1.5%的化合物（I）的质量百分比。
• Formulations for killing agricultural pests
  申请人：BEDOUKIAN RESEARCH, INC.

  公开号：US10624341B2

  公开（公告）日：2020-04-21

  Killing one or more agricultural pests is accomplished by bringing the agricultural pests into contact with a toxic amount of a formulation comprising: (I) one or more compounds selected from the group consisting of: (1) one or more compounds of structure (A), wherein the compounds of structure (A) comprise: wherein R is selected from the group consisting of —OH, ═O, —OC(O)R4, —OR6, —(OR6)2, wherein each R6 is independently selected from an alkyl group containing from 1 to 4 carbon atoms and R is a branched or straight chain, saturated or unsaturated hydrocarbyl group with zero to two double bonds and from 1 to 15 carbon atoms; X is O or CH2, with the proviso that when X is O, then R can only be ═O; each Z is independently selected from the group consisting of (CH) and (CH2); y is a numeral selected from 1 and 2; R1 is selected from the group consisting of H or a branched or straight chain, saturated or unsaturated hydrocarbyl group with zero to two double bonds and from 1 to 15 carbon atoms; R2 is selected from the group consisting of H and a branched or straight chain, saturated or unsaturated hydrocarbyl group with zero to three double bonds and from 1 to 15 carbon atoms; R3 is selected from the group consisting of H and a branched or straight chain, saturated or unsaturated hydrocarbyl group with zero to three double bonds and from 1 to 15 carbon atoms, —(CH2)nOH, —C(O)OR5, —CH2C(O)OR7, —CH2C(O)R8, —C(O)NR9R10, —CH2C(O)NR11R12 where each of R5, R7, R8, R9, R10, R11 and R12 is independently selected from H and a branched or straight chain, saturated or unsaturated hydrocarbyl group with zero to three double bonds and from 1 to 15 carbon atoms and n is an integer of from 1 to 12; the bond between the 2 and 3 positions in the ring structure may be a single or a double bond; and wherein the compounds of structure (A) contain from 11 to 20 total carbon atoms; and (2) one or more sesquiterpenes selected from the group consisting of acyclic, monocyclic, bicyclic and tricyclic sesquiterpenes and derivatives thereof; and (II) one or more toxicant compounds selected from the group consisting of carbamates, organochlorines, pyrethroids, sulfoximines, neonicotinoids, pyridine azomethines, diamides, organophosphates, phenylpyrazoles, oxadiazines, and ketoenols. The formulation can be a synergistic formulation.

  杀灭一种或多种农业害虫的方法是使农业害虫接触有毒量的制剂，该制剂包括：(I)一种或多种选自以下组别的化合物：(1)一种或多种结构(A)的化合物，其中结构(A)的化合物包括： 其中R选自由-OH、═O、-OC(O)R4、-OR6、-(OR6)2组成的组，其中每个R6独立地选自含有1至4个碳原子的烷基，R是具有0至2个双键和1至15个碳原子的支链或直链、饱和或不饱和烃基；X是O或CH2，但当X是O时，则R只能是═O；每个 Z 独立地选自 (CH) 和 ( ) 所组成的组； y 是选自 1 和 2 的数字； R1 选自 H 或具有 0 至 2 个双键和 1 至 15 个碳原子的支链或直链、饱和或不饱和烃基 所组成的组； R2 选自 H 和具有 0 至 3 个双键和 1 至 15 个碳原子的支链或直链、饱和或不饱和烃基 所组成的组；R3 选自由 H 和具有 0 至 3 个双键和 1 至 15 个碳原子的支链或直链、饱和或 不饱和烃基、-( )nOH、-C(O)OR5、- C(O)OR7、- C(O)R8、-C(O)NR9R10 所组成的组、- C(O)NR11R12，其中 R5、R7、R8、R9、R10、R11 和 R12 各自独立选自 H 和具有 0 至 3 个双键和 1 至 15 个碳原子的支链或直链、饱和或不饱和烃基，n 为 1 至 12 的整数；环结构中 2 位和 3 位之间的键可以是单键或双键；其中结构（A）的化合物总共含有 11 至 20 个碳原子；以及 (2) 一种或多种倍半萜，选自由无环、单环、双环和三环倍半萜及其衍生物组成的组；(II) 一种或多种有毒化合物，选自由氨基甲酸酯类、有机氯类、拟除虫菊酯类、亚砜类、新烟碱类、吡啶偶氮甲烷类、二酰胺类、有机磷酸酯类、苯基吡唑类、噁二嗪类和酮烯醇类组成的组。制剂可以是增效制剂。
• Formulations for control and repellency of biting arthropods
  申请人：BEDOUKIAN RESEARCH, INC.

  公开号：US10813351B2

  公开（公告）日：2020-10-27

  This disclosure relates to a method for the control or repellency of biting arthropods. The method comprises bringing the biting arthropods into contact with a biting arthropod repellent formulation. The biting arthropod repellent formulation comprises nootkatone in combination, or in synergistic combination, with skin or plant derived compounds and compounds structurally similar to them (e.g., ketones, cyclic ketones, esters, gamma or delta lactones, and branched and/or unsaturated carboxylic acids), and/or one or more repellents selected from the group consisting of DEET®, para-menthane-3,8-diol (PMD), Picaridin, ethyl 3-[acetyl(butyl)amino]propanoate (IR3535), and other nitrogen-containing repellents including amines, amides, and nitrogen-containing heterocyclic compounds. This disclosure also relates to a biting arthropod repellent formulation comprising nootkatone in combination, or in synergistic combination, with the skin or plant derived compounds and compounds structurally similar to them, and/or the one or more repellents.

  本公开涉及一种控制或驱赶咬人节肢动物的方法。该方法包括使咬人节肢动物与咬人节肢动物驱避制剂接触。咬人节肢动物驱避制剂包括与皮肤或植物提取的化合物以及结构类似的化合物（如：酮、环酮、酮类化合物）组合或协同组合的诺卡酮、酮、环酮、酯、γ 或 δ 内酯，以及支链和/或不饱和羧酸），和/或一种或多种选自以下组别的驱虫剂：DEET®、对位门烷-3,8-二醇（PMD）、Picaridin、3-[乙酰（丁基）氨基]丙酸乙酯（IR3535），以及其他含氮驱虫剂，包括胺、酰胺和含氮杂环化合物。本公开还涉及一种驱咬节肢动物制剂，该制剂由诺卡通与皮肤或植物衍生化合物以及结构类似的化合物和/或一种或多种驱避剂组合而成，或协同组合而成。
• Feeding deterrence of pests such as Hemiptera, Lepidoptera and Coleoptera
  申请人：BEDOUKIAN RESEARCH, INC.

  公开号：US11224223B2

  公开（公告）日：2022-01-18

  Compounds are used as agents that deter feeding by insect pests, such as Hemiptera, Lepidoptera and Coleoptera. Feeding deterrence is obtained by contact of the insect pests with at least one of the compounds of the structure (I) wherein R is —OH, ═O, —OC(O)R4, —OR6, or —(OR6)2, each R6 is independently an alkyl group containing from 1 to 4 carbon atoms and R4 is a branched or straight chain, saturated or unsaturated, hydrocarbyl group with zero to two double bonds and from 1 to 15 carbon atoms; X is O or CH2 with the proviso that when X is O, R can only be ═O; each Z is independently (CH) or (CH2); y is a numeral selected from 1 and 2; R1 is H or a branched or straight chain, saturated or unsaturated hydrocarbyl group with zero to two double bonds and from 1 to 15 carbon atoms; R2 is H or a branched or straight chain, saturated or unsaturated hydrocarbyl group with zero to three double bonds and from 1 to 15 carbon atoms; R3 is selected from H, a branched or straight chain, saturated or unsaturated hydrocarbyl group with zero to three double bonds and from 1 to 15 carbon atoms, —(CH2)nOH, —C(O)OR5, —CH2C(O)OR7, —CH2C(O)R8, —C(O)NR9R10, and —CH2C(O)NR11R12 where each of R5, R7, R8, R9, R10, R11 and R12 is independently selected from H and a branched or straight chain, saturated or unsaturated hydrocarbyl group with zero to three double bonds and from 1 to 15 carbon atoms and n is an integer of from 1 to 12; the bond between the 2 and 3 positions in the ring structure may be a single or a double bond; and wherein the compounds of structure (I) contain from 9 to 20 total carbon atoms in the compounds.

  化合物可用作阻止半翅目、鳞翅目和鞘翅目等害虫取食的制剂。通过害虫与至少一种结构式为 (I) 的化合物接触，可阻止害虫取食。 其中 R 是 -OH、═O、-OC(O)R4、-OR6 或 -(OR6)2，每个 R6 独立地是含有 1 至 4 个碳原子的烷基，R4 是具有 0 至 2 个双键和 1 至 15 个碳原子的支链或直链、饱和或不饱和的烃基；X 是 O 或 CH2，但当 X 是 O 时，R 只能是═O；每个 Z 独立地是（CH）或（ ）； y 是选自 1 和 2 的数字； R1 是 H 或具有 0 至 2 个双键和 1 至 15 个碳原子的支链或直链、饱和或不饱和烃基； R2 是 H 或具有 0 至 3 个双键和 1 至 15 个碳原子的支链或直链、饱和或不饱和烃基；R3 选自 H、具有 0 至 3 个双键和 1 至 15 个碳原子的支链或直链、饱和或不饱和烃基、-( )nOH、-C(O)OR5、- C(O)OR7、- C(O)R8、-C(O)NR9R10 和- C(O)NR11R12，其中 R5、R7、R8、R9、R10 和 R11R12 各自R7、R8、R9、R10、R11 和 R12 都独立选自 H 和具有 0 至 3 个双键和 1 至 15 个碳原子的支链或直链、饱和或不饱和烃基，且 n 为 1 至 12 的整数；环结构中 2 位和 3 位之间的键可以是单键或双键；结构（I）的化合物中总共含有 9 至 20 个碳原子。