4-乙炔基环己烷甲醛 | 120077-74-9

• 分子结构分类: 有机化合物 - 碳化物
• 中文名称: 4-乙炔基环己烷甲醛
• 中文别名: 环己甲醛,4-乙炔基-(9CI)
• 英文名称: 4-Ethynylcyclohexanecarboxaldehyde
• 英文别名: 4-Ethynylcyclohexane-1-carbaldehyde
• CAS: 120077-74-9
• 化学式: C₉H₁₂O
• mdl: MFCD24393577
• 分子量: 136.194
• InChiKey: GVPJGBXVJLMLEI-UHFFFAOYSA-N

物化性质

• 沸点：
  190.8±29.0 °C(Predicted)
• 密度：
  0.95±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.666
• 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：

  4-乙炔基环己烷甲醛 生成 2-(4-ethynylcyclohexyl)-5-isopropyl-1,3-oxathiane
  参考文献：
  名称：

  Alkynylphenyl-substituted 1,3-oxathione compounds with pesticidal

  摘要：

  描述了具有杀虫活性的炔基苯基取代的1,3-噁硫环戊烷和相关取代化合物的公式如下：##STR1##以及它们在控制节肢动物和蠕虫等害虫方面的应用。

  公开号：

  US05061726A1
• 作为产物：
  描述：

  (4-乙炔基环己基)甲醇 在 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 以95%的产率得到4-乙炔基环己烷甲醛
  参考文献：
  名称：

  Insecticidal isomers of 4-tert-butyl-1-(4-ethynylcyclohexyl)-2,6,7-trioxabicyclo [2.2.2] octane and 5-tert-butyl-2-(4-ethynylcyclohexyl)-1,3-dithiane

  摘要：

  Abstract4‐tert‐Butyl‐2,6,7‐trioxabicyclo[2.2.2]octanes and 5‐tert‐butyl‐1,3‐dithianes with the 4‐ethynylcyclohexyl substituent in the 1‐ and 2‐positions, respectively, are potent insecticides modeled on their 4‐ethynylphenyl and hex‐5‐ynyl analogs. The compounds were prepared from dimethyl 1,4‐cyclohexanedicarboxylate, 4‐(2,2‐dibromovinyl)cyclohexanecarboxylic acid, methyl 4‐(1‐chlorovinyl)cyclohexanecarboxylate, and 4‐ethynylcyclohexylmethanol by wellestablished chemistry. The cis and trans isomers of the 1‐cyclohexyl‐trioxabicyclooctane and all four geometric isomers of the 2‐cyclohexyl‐1,3‐dithiane were separated by chromatography of the final products or suitable intermediates. High levels of insecticidal activity were found against houseflies, German cockroaches and aphids for trioxabicyclooctanes and dithianes with the trans ethynylcyclohexyl configuration.

  DOI：

  10.1002/ps.2780440110

文献信息

• Heterocyclic pesticidal compounds
  申请人：The Wellcome Foundation

  公开号：US05502073A1

  公开（公告）日：1996-03-26

  Compounds of the formula (I) ##STR1## which contain between 10 and 27 carbon atoms, and wherein m and n are independently selected from 0, 1 and 2; R.sup.2a is hydrogen, methyl, or ethyl; R.sup.2b is acetylene or contains between 3 and 18 carbon atoms and is a group R.sup.7, wherein R.sup.7 is a C.sub.1-13 non-aromatic hydrocarbyl group, optionally substituted by a cyano or C.sub.1-4 carbalkoxy group and/or by one or two hydroxy groups and/or by one to five halo atoms which are the same or different and/or by one to three groups R.sup.8 which are the same or different and each contain one to four hetero atoms, which are the same or different and are chosen from oxygen, sulphur, nitrogen and silicon, 1 to 10 carbon atoms and optionally 1 to 6 fluoro or chloro atoms or R.sup.2b is a 6-membered aromatic ring substituted by cyano and/or by one to three groups R.sup.8 and/or by a group --C.tbd.CH, --C.tbd.C-R.sup.7 or C.tbd.C-halo and/or by one to five halo atoms and/or by one to three C.sub.1-4 haloalkyl groups wherein R.sup.7 and R.sup.8 are as hereinbefore defined; R.sup.4 and R.sup.6 are the same or different and are chosen from hydrogen, methyl, trifluoromethyl or cyano; and R.sup.5 is hydrogen or methyl provided that R.sup.2b is not propyl or butyl are described which have pesticidal activity, particularly against arthropod pests. Pesticidal formulations containing the compounds of the formula (I), their use in the control of pests and method for their preparation are also disclosed.

  化学式（I）##STR1##中含有10至27个碳原子，其中m和n分别选自0、1和2；R.sup.2a为氢、甲基或乙基；R.sup.2b为乙炔或含有3至18个碳原子且为基团R.sup.7，其中R.sup.7为C.sub.1-13非芳香烃基团，可选择地被氰基或C.sub.1-4羰基烷氧基团取代和/或被一个或两个羟基取代和/或被一个到五个相同或不同的卤原子取代和/或被一个到三个相同或不同的基团R.sup.8取代，每个基团R.sup.8含有一个到四个相同或不同的杂原子，这些杂原子选自氧、硫、氮和硅，1至10个碳原子和可选择地1至6个氟或氯原子，或R.sup.2b为被氰基取代的6元芳环和/或被一个到三个基团R.sup.8取代和/或为基团--C.tbd.CH、--C.tbd.C-R.sup.7或C.tbd.C-卤基取代和/或被一个到五个卤原子取代和/或被一个到三个C.sub.1-4卤代烷基团取代，其中R.sup.7和R.sup.8如前所定义；R.sup.4和R.sup.6相同或不同，选自氢、甲基、三氟甲基或氰基；R.sup.5为氢或甲基，前提是R.sup.2b不是丙基或丁基，描述了具有杀虫活性的化合物，特别是对节肢动物害虫。还公开了含有化合物（I）的杀虫配方，其在害虫控制中的使用以及其制备方法。
• Novel heterocyclic pesticidal compounds
  申请人：THE WELLCOME FOUNDATION LIMITED

  公开号：EP0372816B1

  公开（公告）日：1992-07-29
• US5061726A
  申请人：——

  公开号：US5061726A

  公开（公告）日：1991-10-29
• US5502073A
  申请人：——

  公开号：US5502073A

  公开（公告）日：1996-03-26
• [EN] NOVEL HETEROCYCLIC PESTICIDAL COMPOUNDS
  申请人：THE WELLCOME FOUNDATION LIMITED

  公开号：WO1990006304A1

  公开（公告）日：1990-06-14

  (EN) The present invention provides compounds of formula (I), which contains between 9 and 27 carbon atoms, and wherein m and m1 are independently selected from 0, 1 and 2; R2a is hydrogen, methyl, or ethyl; R2b is acetylene or contains between 3 and 18 carbon atoms and is a group R7, wherein R7 is a C1-13 non-aromatic hydrocarbyl group, optionally substituted by a cyano or C1-4 carbalkoxy group and/or by one or two hydroxy groups and/or by one to five halo atoms which are the same or different and/or by one to three groups R8 which are the same or different and each contains one to four hetero atoms, which are the same or different and are chosen from oxygen, sulphur, nitrogen and silicon, 1 to 10 carbon atoms and optionally 1 to 6 fluoro or chloro atoms or R2b is a 6-membered aromatic ring substituted by cyano and/or by one to three groups R8a and/or by a group -C=CH, -C=C-R7a or C=C-halo and/or by one to five halo atoms and/or by one to three C1-4 haloalkyl groups wherein R7a and R8a are groups R7 and R8 as hereinbefore defined; R4 and R6 are the same or different and are chosen from hydrogen, methyl, trifluoromethyl or cyano; R5a is a group (II), and R5b is hydrogen or C1-3 alkyl; provided that R2b is not propyl or butyl and that R5a is not tertiary butyl or tertiary amyl; which are useful pesticides, processes for preparing them, pesticidal formulations containing them and their use in the control of pest infestation.(FR) La présente invention décrit des composés de formule (I) qui contiennent entre 9 et 27 atomes de carbone, et où m et m1 sont indépendamment choisis entre 0, 1, et 2; R2a est hydrogène, méthyle ou éthyle; R2b est acétylène ou renferme entre 3 et 18 atomes de carbone et est un groupe R7 dans lequel R7 est un groupe hydrocarbyle non aromatique C1-13? éventuellement substitué par un groupe cyano ou carbalkoxy C1-4 et/ou par un ou deux groupes hydroxy et/ou par 1 à 5 atomes halo qui sont identiques ou différents et/ou par un à trois groupes R?8 qui sont identiques ou différents et chacun contient un à quatre atomes hétéro, lesquels sont identiques ou différents et sont choisis parmi l'oxygène, le soufre, l'azote et le silicium, 1 à 10 atomes de carbone et éventuellement 1 à 6 atomes fluoro ou chloro, ou bien R2b est un composé cyclique aromatique hexagonal substitué par cyano et/ou par un à trois groupes R8a et/ou par un groupe -C=CH, -C=C-R7a ou C=C-halo et/ou par un à cinq atomes halo et/ou par un à trois groupes haloalkyle C1-4 dans lesquels R7a et R8a sont des groupes R7 et R8 ayant la notation précitée; R4 et R6 sont identiques ou différents et sont choisis parmi l'hydrogène, le méthyle, le trifluorométhyle ou le cyano; R5a est un groupe (II) et R5b est hydrogène ou alkyle C1-3; à condition que R2b ne soit par propyle ou butyle et que R5a ne soit par butyle tertiaire ou amyle tertiaire; ces composés sont des pesticides utiles. Sont également décrits des procédés pour les préparer, des formulations pesticides les renfermant et leur emploi pour lutter contre les attaques parasitaires .