3-methyl-5-isobutyl-2-cyclohexenone | 104116-12-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-methyl-5-isobutyl-2-cyclohexenone
• 英文别名: 5-isobutyl-3-methyl-cyclohex-2-enone；5-Isobutyl-3-methyl-cyclohex-2-enon；1-Methyl-3-(3²-metho-propyl)-cyclohexen-(6)-on-(5)；5-isobutyl-3-methyl-2-cyclohexen-1-one；3-Methyl-5-isobutyl-2-cyclohexenone；3-methyl-5-(2-methylpropyl)cyclohex-2-en-1-one
• CAS: 104116-12-3
• 化学式: C₁₁H₁₈O
• 分子量: 166.263
• InChiKey: LFZNURWEYDCZJX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-methyl-5-isobutyl-2-cyclohexenone 在 二硫化碳 、 溴 作用下， 生成 5-Oxy-1-methyl-3-isobutyl-benzol
  参考文献：
  名称：

  Knoevenagel, Justus Liebigs Annalen der Chemie, 1895, vol. 288, p. 347

  摘要：

  DOI：
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 氢氧化钾 、 水 作用下， 生成 3-methyl-5-isobutyl-2-cyclohexenone
  参考文献：
  名称：

  Knoevenagel, Justus Liebigs Annalen der Chemie, 1895, vol. 288, p. 347

  摘要：

  DOI：

文献信息

• SYNERGISTIC FORMULATIONS FOR CONTROL AND REPELLENCY OF BITING ARTHROPODS
  申请人：Bedoukian Research, Inc.

  公开号：EP3954210A1

  公开（公告）日：2022-02-16

  Control or repellency of biting arthropods, particularly biting insects, is accomplished by bringing the biting arthropods into contact with combinations of compounds identical or related to those found on human/animal skin or in plants acting synergistically with one another, or in combination with conventional repellents like N,N-diethyl-3-methylbenzamide (DEET®), para-menthane-3,8-diol (PMD), sec-butyl-2-(2-hydroxyethyl) piperidine carboxylate ("Picaridin"), or other nitrogen containing repellents selected from amines, amides and nitrogen containing heterocyclic compounds, or any synergistic combination of DEET®, PMD, Picaridin, or other nitrogen containing repellents selected from amines, amides and nitrogen containing heterocyclic compounds.

  控制或驱除叮咬性节肢动物，特别是叮咬性昆虫的方法是使叮咬性节肢动物接触到与人/动物皮肤上或植物中发现的化合物相同或相关的化合物组合，这些化合物相互协同作用，或与传统驱虫剂如 N,N-二乙基-3-甲基苯甲酰胺（DEET®）、对位-3-薄荷烷-8-二醇（PMD）、仲丁基-2-（2-羟乙基）哌啶羧酸酯（"Picaridin"）或选自胺类的其他含氮驱虫剂结合使用、8-二醇（PMD）、仲丁基-2-（2-羟乙基）哌啶羧酸酯（"Picaridin"）或其他选自胺、酰胺和含氮杂环化合物的含氮驱虫剂，或 DEET®、PMD、Picaridin 或其他选自胺、酰胺和含氮杂环化合物的含氮驱虫剂的任何协同组合。
• Formulations for control and repellency of biting arthropods
  申请人：BEDOUKIAN RESEARCH, INC.

  公开号：US10172349B2

  公开（公告）日：2019-01-08

  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 an alkoxy nootkatone separate from, or 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 an alkoxy nootkatone separate from, or 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。该驱咬性节肢动物制剂包括一种烷氧基诺卡酮，它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、烷氧基诺卡酮）分开使用，或结合使用，或协同使用、酮、环酮、酯、γ 或 δ 内酯，以及支链和/或不饱和羧酸），和/或一种或多种驱避剂，这些驱避剂选自 DEET®、对位门烷-3,8-二醇 (PMD)、Picaridin、3-[乙酰（丁基）氨基]丙酸乙酯 (IR3535) 和其他含氮驱避剂，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，该制剂包含一种烷氧基诺卡酮，它与皮肤或植物提取的化合物以及结构类似的化合物和/或一种或多种驱避剂分开使用，或结合使用，或协同使用。
• Feeding deterrence in agricultural pests such as hemiptera, lepidoptera and coleoptera
  申请人：BEDOUKIAN RESEARCH, INC.

  公开号：US10111429B2

  公开（公告）日：2018-10-30

  Compounds are used as agents that deter feeding of crops by agricultural pests such as hemiptera, lepidoptera and coleoptera, including, but not limited to, stink bugs, codling moth larvae and granary weevils. Feeding deterrence is obtained by contact of the insects with at least one of the compounds of the structure (I) wherein R is —OH, ═O, —OC(O)R4, —OR6, or —(OR6)2, wherein 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 OR 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.

  化合物可用作阻止农业害虫（如半翅目、鳞翅目和鞘翅目）取食农作物的药剂，这些害虫包括但不限于臭虫、鳕蛾幼虫和谷象鼻虫。通过昆虫与至少一种结构 (I) 的化合物接触可获得取食阻遏，其中 R 是 -OH、═O、-OC(O)R4、-OR6 或 -(OR6)2，其中每个 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、饱和或不饱和烃基；X是O或CH2，但当X是OR时只能是═O；每个Z独立地是（CH）或（CH2）；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、-(CH2)nOH、-C(O)OR5、-CH2C(O)OR7、-CH2C(O)R8、-C(O)NR9R10 和-CH2C(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。
• 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 (CH2) 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、-(CH2)nOH、-C(O)OR5、-CH2C(O)OR7、-CH2C(O)R8、-C(O)NR9R10 所组成的组、-CH2C(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 killing biting arthropods
  申请人：BEDOUKIAN RESEARCH, INC.

  公开号：US10631536B2

  公开（公告）日：2020-04-28

  Killing one or more biting arthropods selected from the group consisting of mosquitoes, bed bugs and ticks is accomplished by bringing the biting arthropods into contact with a toxic amount of a formulation comprising: (1) one or more compounds of structure (I), wherein the compounds of structure (I) 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 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, 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 (I) contain from 11 to 20 total carbon atoms; and (2) one or more toxicant compounds selected from the group consisting of pyrethroids, carbamates, and organophosphates. The formulation can be a synergistic formulation.

  杀灭一种或多种咬人节肢动物的方法是从蚊子、臭虫和蜱组成的组中选出的一种或多种咬人节肢动物，其方法是使咬人节肢动物接触有毒量的制剂，该制剂包括：(1) 一种或多种结构(I)的化合物，其中结构(I)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，R4是具有0至2个双键和1至15个碳原子的支链或直链、饱和或不饱和烃基：X是O或CH2，但当X是O时，R只能是═O；每个Z独立地选自(CH)和(CH2)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； 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；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、-(CH2)nOH、-C(O)OR5、-CH2C(O)OR7、-CH2C(O)R8、-C(O)NR9R10 所组成的组、-CH2C(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（I）的化合物总共含有 11 至 20 个碳原子；以及 (2) 一种或多种从拟除虫菊酯、氨基甲酸酯和有机磷组成的组中选出的毒性化合物。制剂可以是增效制剂。