2-叔丁基丙烷-1,3-二硫醇 | 24330-57-2

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醇
• 中文名称: 2-叔丁基丙烷-1,3-二硫醇
• 英文名称: 2-t-butylpropane-1,3-dithiol
• 英文别名: 2-tert-butyl-1,3-propanedithiol；2-tert-butylpropane-1,3-dithiol；2-t-butyl-1,3-propanedithiol；2-tert-butyl-propane-1,3-dithiol；2-tert.-Butyl-propandithiol-(1,3)；2-tert.-Butyl-1,3-propandithiol
• CAS: 24330-57-2
• 化学式: C₇H₁₆S₂
• 分子量: 164.336
• InChiKey: SEFVRKJIMKCAGX-UHFFFAOYSA-N

物化性质

• 沸点：
  227.7±13.0 °C(Predicted)
• 密度：
  0.952±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  9
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-叔丁基丙烷-1,3-二硫醇 在 palladium on activated charcoal sodium tetrahydroborate 、 三氟化硼乙醚 、 溶剂黄146 、 亚硝酸异戊酯 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 2.0h， 生成 2-(3'-bromo-5'-diazo-3',6'-cyclohexadien-2'-one)-5-tert-butyl-1,3-dithiane
  参考文献：
  名称：

  Kapfer; Hawkinson; Casida, Journal of Medicinal Chemistry, 1994, vol. 37, # 1, p. 133 - 140

  摘要：

  DOI：
• 作为产物：
  描述：

  2-叔丁基丙烷-1,3-二醇 在 吡啶 、 盐酸 、 N,N-二甲基甲酰胺 、 对甲苯磺酰氯 、 锌 作用下， 生成 2-叔丁基丙烷-1,3-二硫醇
  参考文献：
  名称：

  Phosphorus-containing cyclohexanes. Nuclear magnetic resonance studies and conformational analysis of 1,3,2-dithiaphosphorinanes

  摘要：

  DOI：

  10.1021/ja00405a025

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。
• Dialkyl-substituted dithianes and pesticidal compositions
  申请人：The Wellcome Foundation Ltd.

  公开号：US04985411A1

  公开（公告）日：1991-01-15

  The present invention provides compounds of the formula (I): ##STR1## wherein m and n are independently selected from 0, 1 or 2, ##STR2## R is selected from hydrogen, methyl or ethyl; R.sup.1 is selected from C.sub.1-4 hydrocarbyl substituted by one to five halo atoms, and a group --C.tbd.C--R.sup.9 wherein R.sup.9 is a group S(O).sub.w --R.sup.10 wherein R.sup.10 is trifluoromethyl, methyl or ethyl and w is 0, 1 or 2 or R.sup.9 is a C.sub.3-5 aliphatic group or an aliphatic group containing up to 5 carbon atoms atoms substituted by C.sub.1-4 alkoxy, C.sub.2-6 alkoxyalkoxy, C.sub.1-8 acyloxy, halo or hydroxy, a group COR.sup.11 wherein R.sup.11 is hydrogen, C.sub.1-4 alkyl, C.sub.1-4 alkoxy or a group NR.sup.12 R.sup.13 wherein R.sup.12 and R.sup.13 are independently selected from hydrogen, methyl or ethyl, or R.sup.9 is SiR.sup.14 R.sup.15 R.sup.16 wherein R.sup.14 to R.sup.16 are the same or different and each is a C.sub.1-4 aliphatic group or R.sup.14 and R.sup.15 are C.sub.1-4 aliphatic groups and R.sup.16 is a phenyl group; R.sup.2, R.sup.3, R.sup.7 and R.sup.8 are independently selected from hydrogen, methyl or halo; R.sup.4a and R.sup.4b, R.sup.6a and R.sup.6b are independently selected from hydrogen, C.sub.1-3 alkyl, C.sub.2-3 alkenyl or alkynyl each being optionally substituted by halo, cyano or C.sub.1-4 alkoxy; cyano, halo or a group COR .sup.11a wherein R.sup.11a is hydrogen, C.sub.1-4 alkoxy, C.sub.1-4 alkyl or a group NR.sup.12a R.sup.13a wherein R.sup.12a and R.sup.13a are independently selected from hydrogen, methyl or ethyl; R.sup.5a is a non-aromatic hydrocarbyl group containing up to seven carbon atoms, or phenyl each optionally substituted by cyano, halo, C.sub.1-4 alkyl, C.sub.1-4 haloalkyl, C.sub.3-4 cycloalkyl, C.sub.1-4 alkoxy or a group S(O).sub.q R.sup.17 wherein q is 0, 1 or 2 and R.sup.17 is methyl or ethyl and R.sup.5b is hydrogen, hydroxy or C.sub.1-4 alkyl optionally substituted by alkoxy; and represents --CH--CH-- or --C.dbd.C-- which are useful pesticides, processes for their preparation, pesticidal formulations containing them and their use in the control or prevention of pest infestation.

  本发明提供了以下式（I）的化合物：其中m和n分别选择自0、1或2，R选择自氢、甲基或乙基；R.sup.1选择自C.sub.1-4烃基，被1至5个卤素原子取代，和一个--C.tbd.C--R.sup.9基团，其中R.sup.9是一个S(O).sub.w --R.sup.10基团，其中R.sup.10是三氟甲基、甲基或乙基，w为0、1或2，或者R.sup.9是一个C.sub.3-5脂肪基或含有多达5个碳原子的脂肪基，被C.sub.1-4烷氧基、C.sub.2-6烷氧基、C.sub.1-8酰氧基、卤素或羟基取代，一个COR.sup.11基团，其中R.sup.11是氢、C.sub.1-4烷基、C.sub.1-4烷氧基或一个NR.sup.12 R.sup.13基团，其中R.sup.12和R.sup.13分别选择自氢、甲基或乙基，或者R.sup.9是SiR.sup.14 R.sup.15 R.sup.16，其中R.sup.14到R.sup.16相同或不同，每个是一个C.sub.1-4脂肪基或R.sup.14和R.sup.15是C.sub.1-4脂肪基，R.sup.16是苯基；R.sup.2、R.sup.3、R.sup.7和R.sup.8分别选择自氢、甲基或卤素；R.sup.4a和R.sup.4b、R.sup.6a和R.sup.6b分别选择自氢、C.sub.1-3烷基、C.sub.2-3烯基或炔基，可以选择地被卤素、氰基或C.sub.1-4烷氧基取代；氰基、卤素或一个COR .sup.11a基团，其中R.sup.11a是氢、C.sub.1-4烷氧基、C.sub.1-4烷基或一个NR.sup.12a R.sup.13a基团，其中R.sup.12a和R.sup.13a分别选择自氢、甲基或乙基；R.sup.5a是一个非芳香烃基，含有多达七个碳原子，或苯基，可以选择地被氰基、卤素、C.sub.1-4烷基、C.sub.1-4卤代烷基、C.sub.3-4环烷基、C.sub.1-4烷氧基或一个S(O).sub.q R.sup.17基团取代，其中q为0、1或2，R.sup.17是甲基或乙基，R.sup.5b是氢、羟基或可选择地被烷氧基取代的C.sub.1-4烷基；代表--CH--CH--或--C.dbd.C--，它们是有用的杀虫剂，其制备方法，含有它们的杀虫剂配方以及其在控制或预防害虫侵害中的应用。
• Actions of cyclic esters, S-esters, and amides of phenyl- and phenylthiophosphonic acids on mammalian and insect GABA-gated chloride channels
  作者：Yoshihisa Ozoe、Ken-ichiro Niina、Ken-ichi Matsumoto、Izumi Ikeda、Kazuo Mochida、Chizuru Ogawa、Akira Matsuno、Misao Miki、Kazunori Yanagi

  DOI：10.1016/s0968-0896(97)00177-6

  日期：1998.1

  bearing the same substituents (10t) was most potent in housefly receptors with an IC50 value of 55 nM. In both cases, the corresponding amide analogue (12t) was less potent. The potencies of 5t and 12t tended to decrease in the presence of GABA, particularly in housefly receptors, while that of 10t remained unchanged. The rank order of activity in inhibiting [3H]EBOB binding to housefly-head membranes in

  合成了苯基（硫代）膦酸的环状酯，S酯和酰胺，以探测离子型γ-氨基丁酸（GABA）受体的非竞争性拮抗剂与它们的结合位点之间的相互作用。其中一些化合物竞争性抑制非竞争性GABA拮抗剂[3H] EBOB与大鼠脑膜和家蝇头部膜的特异性结合。在大鼠受体中，在5位带有叔丁基，在5位带有溴原子的酯的反式异构体最有效，IC50值为40 nM，而S的反式异构体带有相同取代基（10t）的酯在家蝇受体中最有效，IC50值为55 nM。在这两种情况下，相应的酰胺类似物（12t）的效力都较低。在存在GABA的情况下5t和12t的效力倾向于降低，特别是家蝇受体，而10t则保持不变。在存在GABA（10t> 5t> 12t）的条件下，抑制[3H] EBOB与家蝇头部膜结合的活性等级与杀虫活性一致。S-Ester 10t抑制10 microM和300 microM GABA诱导的36Cl-流入小鼠脑突触神经小体，而酯5t抑制10
• Stereoelectronic Effects in Vinyl Sulfoxides
  作者：Roland Ulshöfer、Joachim Podlech

  DOI：10.1021/ja904354g

  日期：2009.11.25

  mode of stabilization is significantly different. Interaction of the C=C double bond (acting as a donor) with the electron-withdrawing S=O bond is only possible when the p orbitals of the double bond are collinear with the S-O sigma* orbital. The maximum UV absorbance wavelengths in conformationally constrained substrates bearing an S=O bond collinear with the p orbitals of a C=C double bond are 2-14

  尽管乙烯基亚砜在某些方面表现得像 α,β-不饱和羰基化合物，但其稳定模式却大不相同。C=C 双键（作为供体）与吸电子 S=O 键的相互作用只有当双键的 p 轨道与 SO sigma* 轨道共线时才有可能。具有与 C=C 双键的 p 轨道共线的 S=O 键的构象受限底物的最大紫外线吸收波长比具有大致正交亚砜部分的类似化合物高 2-14 nm。类似地，只有在对乙烯基亚砜进行亲核攻击时形成的孤对电子才被稳定，因为它的方向与 S=O 键相反，这对乙烯基亚砜亲核攻击的立体选择性和反应速率有显着影响。
• Novel heterocyclic pesticidal compounds
  申请人：THE WELLCOME FOUNDATION LIMITED

  公开号：EP0294228A2

  公开（公告）日：1988-12-07

  The present invention provides a class of novel substituted dithianes 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 methods for their preparation are also disclosed.

  本发明提供了一类具有杀虫活性，特别是对节肢动物害虫具有杀虫活性的新型取代二噻烷。本发明还公开了含有式（I）化合物的杀虫制剂、其在防治害虫中的用途及其制备方法。