六六六 | 608-73-1

• 物质功能分类: 分析化学 - 标准品 - 农残、兽药及化肥类
• 分子结构分类: 有机化合物 - 有机卤素化合物 - 卤代烷
• 中文名称: 六六六
• 中文别名: 氯代环烷烃；林丹；六氯环已烷；灵丹；1,2,3,4,5,6-六氯环已烷
• 英文名称: 1,2,3,4,5,6-hexachlorocyclohexane
• 英文别名: γ-Hexachlor-cyclohexan；Hexachlorcyclohexan；α-Hexachlorcyclohexan；lindane；δ-Hexachlorcyclohexan；γ-1,2,3,4,5,6-Hexachlorcyclohexan；1,2,3,4,5,6-Hexachlor-cyclohexan；β-Hexachlorcyclohexan；Hexachlorocyclohexane；Lindan；α-1,2,3,4,5,6-Hexachlorcyclohexan；β-1,2,3,4,5,6-Hexachlorcyclohexan；δ-1,2,3,4,5,6-Hexachlorcyclohexan；α-hexachlorocyclohexane；ε-Hexachlorcyclohexan；ε-1,2,3,4,5,6-Hexachlorcyclohexan；γ-hexachlorocyclohexane；α-HCH；Hexachloran；Pepsin；β-1,2,3,4,5,6-Hexachlorocyclohexan
• CAS: 608-73-1
• 化学式: C₆H₆Cl₆
• mdl: MFCD00003825
• 分子量: 290.832
• InChiKey: JLYXXMFPNIAWKQ-UHFFFAOYSA-N

物化性质

• 熔点：
  112.75°C
• 沸点：
  373.64°C (rough estimate)
• 密度：
  1.8700
• 溶解度：
  可溶于DMSO（少许）、甲醇（少许）
• 物理描述：
  Alpha-bhc is a white crystalline powder. (NTP, 1992)
• 颜色/状态：
  Needles from alcohol
• 气味：
  Slight musty odor
• 闪点：
  Approximately 150 °F (closed cup) /from table/
• 蒸汽密度：
  Relative vapor density (air = 1): 10
• 蒸汽压力：
  Vapor pressure: 9.4X10-6 mm Hg at 20 °C
• 亨利常数：
  Henry's Law constant = 5.14X10-6 atm-cu m/mol at 25 °C
• 大气OH速率常数：
  1.65e-13 cm3/molecule*sec
• 稳定性/保质期：
  性质与稳定性：在常温常压下，该物质不会分解。
• 自燃温度：
  Not flammable (USCG, 1999)
• 分解：
  Hazardous decomposition products formed under fire conditions - Carbon oxides, hydrogen chloride gas.
• 腐蚀性：
  Corrosive to metals
• 气味阈值：
  Odor Threshold Low: 0.08 [mmHg]; Odor threshold from HSDB
• 折光率：
  Index of refraction: 1.644 at 20 °C/D
• 相对蒸发率：
  1.5X10-4 m/hr
• 保留指数：
  1655 ;1655 ;1656 ;1657 ;1657 ;1657 ;1659 ;1659 ;1690 ;1681 ;1650.8 ;1670.9 ;1739 ;1678.8 ;1694.4 ;1687.5 ;1693 ;1655.8 ;1646.4 ;1716.5 ;1640 ;1645 ;1645 ;1667.8 ;1690

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

ADMET

代谢

主要通过肝脏去氯化，导致形成2-氯苯酚、0-氯苯酚、氯环己烷、氯环己醇。

Primarily hepatic through dechlorination leading to 2-chlorophenol, 0-chlorophenol, chlorocyclohexane, chlorocyclohexanol.

来源:DrugBank

代谢

哺乳动物对BHC异构体的生物转化涉及形成氯酚（三氯酚、四氯酚和五氯酚），这些氯酚以自由形态和作为硫酸和葡萄糖醛酸的共轭物被排出体外。

Mammalian biotransformation of BHC isomers involves formation of chlorophenols (trichlorophenol, tetrachlorophenol and pentachlorophenol), which are excreted free and as conjugates of sulfuric and glucuronic acids.

来源:Hazardous Substances Data Bank (HSDB)

代谢

主要尿液代谢物是氯酚和1,1,4-三氯环己烷-4,5-环氧化物。这种转化主要是由肝酶的作用产生的。

The primary urinary metabolites are chlorophenols and 1,1,4-trichlorocyclohexane-4,5-epoxide. The conversion occurs mainly by the action of hepatic enzymes.

来源:Hazardous Substances Data Bank (HSDB)

代谢

职业暴露工人的尿液（显然是在制造过程中接触到工业级HCH）被分析并发现除了含有α-、β-、γ-和δ-HCH之外，还有六氯苯和五氯苯的痕迹，γ-和δ-五氯环己烷，五氯酚，2,3,4,5-、2,3,4,6-和2,3,5,6-四氯酚以及几种三氯酚，以及这些代谢物中几种的葡萄糖苷酸。血液中也发现了五氯环己烯、四氯酚、六氯苯和五氯酚。

...The urine of occupationally exposed workers (apparently to technical-grade HCH in manufacturing processes), /was analyzed and found to contain/, apart from alpha-, beta-, gamma-, and delta-HCH, traces of hexa- and pentachlorobenzene, gamma- and delta-pentachlorocyclohexane, pentachlorophenol, 2,3,4,5-, 2,3,4,6-, and 2,3,5,6-tetrachlorophenol, and several trichlorophenols, as well as the glucuronides of several of these metabolites. The pentachlorocyclohexenes, tetrachlorophenol, hexachlorobenzene, and pentachlorophenol were also identified in the blood.

来源:Hazardous Substances Data Bank (HSDB)

代谢

六氯环己烷通过皮肤、肺和肠道吸收，然后主要分布到脂肪组织，但也会分布到大脑、肾脏、肌肉和血液中。代谢过程通过肝脏细胞色素P-450酶的脱氯、脱氢、脱氢氯化以及羟基化进行。主要代谢物是多元氯酚和1,2,4-三氯环己烷-4,5-环氧，它们通过尿液排出。(L108)。其他代谢物包括2-氯酚、0-氯酚、氯环己烷、氯环己醇。 半衰期：18小时

Hexachlorocyclohexane is absorbed through the skin, lungs, and intestines, then distributed mainly to the adipose tissue but also to the brain, kidney, muscle, and blood. Metabolism occurs via dechlorination, dehydrogenation, dehydrochlorination, and hydroxylation by hepatic cytochrome P-450 enzymes. The main metabolites are polychlorophenols and 1,2,4-trichlorocyclohexane-4,5-epoxide, which are excreted in the urine. (L108). Other metabolites include 2-chlorophenol, 0-chlorophenol, chlorocyclohexane, chlorocyclohexanol. Half Life: 18 hours

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 毒性总结

识别和使用：工业级六氯环己烷（HCH）是一种混合异构体（主要是α、β、γ、δ和ε异构体）的产品。它是一种白色或略带黄色的粉末或片状物。HCH用作系统性杀虫剂。它也出现在用于治疗头虱的特殊洗发水、乳液和粉剂中。 人类暴露和毒性：摄入HCH后，有一个潜伏期，从大约0.5小时到几个小时不等。中枢神经系统兴奋的迹象包括：呕吐、晕厥、震颤、不安、肌肉痉挛、共济失调，以及阵挛性和强直性惊厥。婴儿和儿童可能会出现高热。有报道称，在惊厥后出现持续时间不等的昏迷，在24小时内导致呼吸衰竭和死亡。意识恢复后可能会发生第二次惊厥。还描述了逆行性遗忘。在两名致命中毒的儿童中观察到了肺水肿（伴有发绀和呼吸困难）。偶尔发现皮炎和荨麻疹。有三例白血病（急性髓系白血病和髓单核细胞白血病）的报道，这些男性接触了林丹，并可能同时接触了其他化学品。许多再生障碍性贫血的病例也与接触六氯环己烷或林丹有关，使用六氯环己烷和各种其他杀虫剂和除草剂的农业工人的肺癌死亡风险增加。所有HCH异构体都诱导剂量依赖性的细胞毒性，其中林丹的毒性最大。这个异构体还能显著增加微核频率。β-HCH的遗传毒性测试显示，在100ug/L时微核诱导呈阳性，在50ug/L时细胞毒性显著。α-HCH未能诱导微核频率的显著增加，证实α-HCH是一种非遗传毒性剂。 动物研究：HCH在急性剂量下具有神经毒性，并且在慢性暴露下会导致退行性效应。在HCH处理的鼠类中，观察到抗氧化酶的显著诱导和抑制，特别是在大脑皮层和不同程度的其他大脑区域。口服接触工业级HCH或单个异构体在啮齿动物的两种不同组织部位引起了肿瘤。通过饮食给予工业级HCH（66.5% α异构体，11.4% β异构体，15.2% 林丹，6.4% δ异构体，0.5% 其他异构体），林丹，α-或β-六氯环己烷，或各种异构体的混合物，在几种品系的小鼠的雌雄两性中引起了肝脏肿瘤。此外，饮食暴露于工业级HCH在小鼠的雌雄两性中引起了淋巴网状系统的肿瘤。在动物中，据报道，摄入工业级HCH在小鼠中诱导了显性致死突变。它没有在叙利亚仓鼠的骨髓细胞中诱导染色体畸变。在大鼠中通过饮食喂养125和250 ppm的工业HCH，在三代研究中未显示出对生殖功能的任何不利影响，并且与对照组动物相当。 生态毒性研究：在LD50水平下，绿头鸭或雉鸡的中毒迹象包括多饮、呕吐、过度兴奋、共济失调、眼睑下垂、羽毛蓬松、反应迟钝、失衡、缓慢、绊倒、发音、紧张、颤抖、坐立不安、镇静、退缩、震颤、咬肌紧张、痉挛、攻击性、恐惧威胁表现、后退、绕圈、无力、舌头从喙侧突出（绿头鸭）和不动。

IDENTIFICATION AND USE: Technical-grade hexachlorocyclohexane (HCH) is produced as a mixture of isomers (primarily the alpha, beta, gamma, delta, and epsilon isomers). It is white or yellowish powder or flakes. HCH is used as a systemic insecticide. It is also found in special shampoos, lotions, and powders for the treatment of hair lice. HUMAN EXPOSURE AND TOXICITY: After HCH ingestion there is a latent period varying from about 0.5 hr to several hours. Signs of hyperirritability and CNS excitation: vomiting, faintness, tremor, restlessness, muscle spasms, ataxia, and clonic and tonic convulsions. Infants and children may experience hyperpyrexia. There have been reports of postictal coma of variable duration, leading within 24 hr to respiratory failure and death. A second bout of convulsions may occur after consciousness is regained. Retrograde amnesia has been described. Pulmonary edema (with cyanosis and dyspnea) was observed in 2 fatally poisoned children. Dermatitis and urticaria has been found occasionally. Three cases of leukemia (paramyeloblastic and myelomonocytic) were reported in men exposed to lindane with or without co-exposure to other chemicals. Many cases of aplastic anemia have also been associated with exposure to hexachlorocyclohexane or lindane, and death from lung cancer was increased among agricultural workers who had used hexachlorocyclohexane and a variety of other pesticides and herbicides. All HCH isomers induced dose-dependent cytotoxic effects, lindane being the most toxic. This isomer was also able to induce significant increase in micronucleus frequency. The genotoxic test of beta-HCH showed a positive induction of micronucleus at 100 ug/L and a significant cytotoxicity at 50 ug/L. alpha-HCH was unable to induce any significant increase in micronucleus frequency confirming that alpha-HCH is a non-genotoxic agent. ANIMAL STUDIES: HCH is neurotoxic at acute doses and causes degenerative effects on chronic exposure. Marked induction and inhibition of the antioxidant enzymes, especially in the cortex and to varying degrees in other brain regions, was seen in HCH treated rats. Oral exposure to technical-grade HCH or individual isomers caused tumors in rodents at two different tissue sites. Dietary administration of technical-grade HCH (66.5% alpha isomer, 11.4% beta isomer, 15.2% lindane, 6.4% delta isomer, and 0.5% other isomers), lindane, alpha- or beta-hexachlorocyclohexane, or mixtures of various isomers caused liver tumors in both sexes of several strains of mice. In addition, dietary exposure to technical-grade HCH caused tumors of the lymphoreticular system in mice of both sexes. In animals, ingestion of technical-grade HCH was reported to induce dominant-lethal mutations in mice. It did not induce chromosome aberrations in bone marrow cells of Syrian hamsters. Dietary feeding of technical HCH at 125 and 250 ppm to rats have not shown any adverse effects on reproductive function and were comparable to control animals in a three-generation study. ECOTOXICITY STUDIES: Signs of intoxication in mallards or pheasants at LD50 level include polydipsia, regurgitation, hyperexcitability, ataxia, ptosis, fluffed feathers, hyporeactivity, imbalance, slowness, stumbling, phonation, tenseness, shakiness, jitteriness, sitting, ataraxia, withdrawal, tremors, masseter tenseness, spasms, aggressiveness, fear-threat displays, backing, circuling, asthenia, tongue protruding sideways from bill (mallards), and immobility.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 毒性总结

六氯环己烷是一种神经毒素，通过在picrotoxin结合位点与GABA-A受体-氯离子通道复合物相互作用，干扰GABA神经递质功能，导致中枢神经系统过度兴奋。还认为它能抑制钠/钾-转运ATP酶，并具有内分泌干扰作用。在肝脏中，六氯环己烷被认为通过干扰肝脏的氧化能力和谷胱甘肽代谢，增加脂质代谢，抑制镁ATP酶活性，从而引起氧化应激。六氯环己烷还可能抑制间隙连接和细胞间通讯，导致不受控制的细胞增长和肿瘤促进。

Hexachlorocyclohexane is a neurotoxin that interferes with GABA neurotransmitter function by interacting with the GABA-A receptor-chloride channel complex at the picrotoxin binding site, causing over stimulation of the central nervous system. It is also believed to inhibit sodium/potassium-transporting ATPases and be an endocrine disruptor. In the liver, hexachlorocyclohexane is thought to cause oxidative stress by interfering with hepatic oxidative capacity and glutathione metabolism, increasing lipid metabolism, and inhibiting magnesium ATPase activity. Hexachlorocyclohexane may also inhibit gap junction and intercellular communication, leading to uncontrolled cell growth and tumor promotion. (L108, L109, A60)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 毒性总结

六氯环己烷是一种神经毒素，通过在苦毒剂结合位点与GABA-A受体-氯离子通道复合物相互作用，干扰GABA神经递质功能，导致中枢神经系统过度兴奋。还认为它抑制钠/钾-转运ATP酶并具有内分泌干扰作用。在肝脏中，六氯环己烷被认为通过干扰肝脏的氧化能力和谷胱甘肽代谢，增加脂质代谢，抑制镁ATP酶活性，从而引起氧化应激。六氯环己烷还可能抑制间隙连接和细胞间通讯，导致不受控制的细胞增长和肿瘤促进。

Hexachlorocyclohexane is a neurotoxin that interferes with GABA neurotransmitter function by interacting with the GABA-A receptor-chloride channel complex at the picrotoxin binding site, causing over stimulation of the central nervous system. It is also believed to inhibit sodium/potassium-transporting ATPases and be an endocrine disruptor. In the liver, hexachlorocyclohexane is thought to cause oxidative stress by interfering with hepatic oxidative capacity and glutathione metabolism, increasing lipid metabolism, and inhibiting magnesium ATPase activity. Hexachlorocyclohexane may also inhibit gap junction and intercellular communication, leading to uncontrolled cell growth and tumor promotion. (L108, L109, A60)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 毒性总结

六氯环己烷是一种神经毒素，通过在picrotoxin结合位点与GABA-A受体-氯离子通道复合物相互作用，干扰GABA神经递质功能，导致中枢神经系统过度兴奋。还认为它能抑制钠/钾-转运ATP酶，并具有内分泌干扰作用。在肝脏中，六氯环己烷被认为通过干扰肝脏的氧化能力和谷胱甘肽代谢，增加脂质代谢，抑制镁ATP酶活性，从而引起氧化应激。六氯环己烷还可能抑制间隙连接和细胞间通讯，导致不受控制的细胞增长和肿瘤促进。

Hexachlorocyclohexane is a neurotoxin that interferes with GABA neurotransmitter function by interacting with the GABA-A receptor-chloride channel complex at the picrotoxin binding site, causing over stimulation of the central nervous system. It is also believed to inhibit sodium/potassium-transporting ATPases and be an endocrine disruptor. In the liver, hexachlorocyclohexane is thought to cause oxidative stress by interfering with hepatic oxidative capacity and glutathione metabolism, increasing lipid metabolism, and inhibiting magnesium ATPase activity. Hexachlorocyclohexane may also inhibit gap junction and intercellular communication, leading to uncontrolled cell growth and tumor promotion. (L108, L109, A60)

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 毒性总结

六氯环己烷是一种神经毒素，通过在picrotoxin结合位点与GABA-A受体-氯离子通道复合物相互作用，干扰GABA神经递质功能，导致中枢神经系统过度兴奋。还认为它能抑制钠/钾-转运ATP酶，并具有内分泌干扰作用。在肝脏中，六氯环己烷被认为通过干扰肝脏的氧化能力和谷胱甘肽代谢，增加脂质代谢，抑制镁ATP酶活性，从而引起氧化应激。六氯环己烷还可能抑制间隙连接和细胞间通讯，导致不受控制的细胞增长和肿瘤促进。

Hexachlorocyclohexane is a neurotoxin that interferes with GABA neurotransmitter function by interacting with the GABA-A receptor-chloride channel complex at the picrotoxin binding site, causing over stimulation of the central nervous system. It is also believed to inhibit sodium/potassium-transporting ATPases and to be an endocrine disruptor. In the liver, hexachlorocyclohexane is thought to cause oxidative stress by interfering with hepatic oxidative capacity and glutathione metabolism, increasing lipid metabolism, and inhibiting magnesium ATPase activity. Hexachlorocyclohexane may also inhibit gap junction and intercellular communication, leading to uncontrolled cell growth and tumor promotion. (L108, L109, A60)

来源:Toxin and Toxin Target Database (T3DB)

吸收、分配和排泄

• 吸收

林丹通过皮肤被显著吸收。在使用林丹乳膏全身涂抹治疗疥疮后6小时，婴儿和儿童的血药平均峰浓度为每毫升28纳克。

Lindane is absorbed significantly through the skin. A mean peak blood concentration of 28 nanograms per mL occurred in infants and children 6 hours after total body application of lindane lotion for scabies.

来源:DrugBank

吸收、分配和排泄

长期而言，林丹是最不容易生物积累的...α、β和δ异构体的急性毒性较低，但在体内组织中的停留时间比林丹长。

Chronically, lindane is the least likely to bioaccumulate ... The alpha, beta, and delta isomers have a low degree of acute toxicity, but are retained in body tissues for a longer period than lindane.

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

BHC可以通过所有途径被吸收，包括完整的皮肤。在大鼠口服BHC的情况下，以橄榄油溶液形式给予时，吸收率为80%，而以水悬浮液形式给予时，吸收率仅为6%。在脂肪组织中浓度最高，在血液和肌肉中浓度最低。在2到5天内达到峰值。在腹腔注射后2周，34%的剂量在粪便中回收，大部分未改变，只有5%在尿液中。

BHC is absorbed through all portals including the intact skin. ... In rats given BHC by mouth ... 80% /was/ absorbed when given as a solution in olive oil but only 6% absorbed when given as aqueous suspension. Highest concn were found in adipose tissue and lowest in blood and muscle. Peak values were reached in 2-5 days. By 2 wk after ip admin, 34% of dose was recovered in feces mostly unchanged and only 5% in urine.

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

已检测到人乳和血液中有微量HCH，并且已经证实了HCH的跨胎盘传递。

Trace amt of HCH have been detected in human milk and blood, and transplacental passage of HCH has been established.

来源:Hazardous Substances Data Bank (HSDB)

吸收、分配和排泄

/MILK/ 在母羊使用Entomoxan（0.5%六六六）药浴后，其奶中发现了小于或等于4 ppm的BHC浓度。

/MILK/ Concentrations of < / = 4 ppm of BHC have been found in the milk of ewes after they were dipped with Entomoxan (0.5% BHC).

来源:Hazardous Substances Data Bank (HSDB)

安全信息

• 危险等级：
  6.1(b)
• 危险品标志：
  T,N
• 安全说明：
  S22,S36/37,S45,S60,S61
• 危险类别码：
  R48/22,R20/21,R40,R21,R64,R50/53,R25
• WGK Germany：
  3
• 包装等级：
  III
• 危险品运输编号：
  UN 2761
• 储存条件：
  贮存：将密器密封后，存放于密封的主藏器中，并置于阴凉、干爽处。

制备方法与用途

类别：农药

• 毒性分级：高毒
• 急性毒性：
  • 口服-大鼠 LD50: 100 毫克/公斤
  • 口服-小鼠 LD50: 59 毫克/公斤
• 可燃性危险特性：受热分解生成有毒氯化物气体；吸入人体会出现头痛、呕吐、恶心和发烧等症状
• 储运特性：
  • 库房应保持通风、低温干燥
  • 避免与氧化剂（如硝铵）、食品添加剂混存
• 灭火剂：水、泡沫或砂土
• 职业暴露标准：
  • 时间加权平均容许浓度（TWA）0.5 毫克/立方米
  • 短时间接触容许浓度（STEL）1.5 毫克/立方米

反应信息

• 作为反应物：
  描述：

  六六六 在 对甲苯磺酸 作用下， 生成 三氯苯
  参考文献：
  名称：

  Dehydrochlorination of polychlorocyclohexanes

  摘要：

  公开号：

  US02662924A1
• 作为产物：
  描述：

  苯 在 氯 作用下， 反应 48.0h， 以100%的产率得到六六六
  参考文献：
  名称：

  Chlorination of aromatic substrates catalyzed by the phthalocyanine complexes

  摘要：

  研究了在不同结构的酞菁络合物存在下分子氯对苯、甲苯和邻二甲苯的氯化反应。研究了催化剂在反应过程中的转变。

  DOI：

  10.1007/s11172-008-0220-7
• 作为试剂：
  描述：

  2-苯基-1-丙烯 在 六六六 、 硫氯酚 作用下， 以 苯 为溶剂， 反应 2.0h， 以10.1%的产率得到(1,2-bis(tert-butylperoxy)propan-2-yl)benzene
  参考文献：
  名称：

  Ingold−Fischer “Persistent Radical Effect”, Solvent Effect, and Metal Salt Oxidation of Carbon-Centered Radicals in the Synthesis of Mixed Peroxides from tert-Butyl Hydroperoxide

  摘要：

  Mixed peroxides are formed from tert-butyl hydroperoxide (TBH), tert-butyl peroxalate (TBP), and a variety of substrates (p-cresol, cyclohexene, styrene, alpha-methylstyrene, acrylonitrile, 2-methylcyclohexanone). Also, the oxidation of THF in the presence of acrylonitrile under the same conditions gives the mixed peroxide, generated by addition of the tetrahydrofuranyl radical to the double bond and the cross-coupling of the radical adduct with the tert-butylperoxyl radical. Similarly, benzoyl peroxide, TBH, and acrylonitrile give the mixed peroxide by oxidative arylation of the double bond. Paradoxically, TBH acts as effective inhibitor of the polymerization of vinyl monomers (acrylonitrile, styrene). An overall kinetic evaluation suggests that the conditions for the Ingold-Fischer ''persistent radical effect'', characterized by the simultaneous formation of a persistent and a transient radical, are fulfilled in all cases. The reactions are strongly affected by solvents, which form hydrogen bonds with TBH. Catalytic amounts of Cu(II) and Fe(III) salts influence the selectivity; the possibility that the mixed peroxides can also be generated by metal salt oxidation of carbon-centered radicals is discussed.

  DOI：

  10.1021/jo9700944

文献信息

• [EN] INSECTICIDAL TRIAZINONE DERIVATIVES<br/>[FR] DÉRIVÉS DE TRIAZINONE INSECTICIDES
  申请人：SYNGENTA PARTICIPATIONS AG

  公开号：WO2013079350A1

  公开（公告）日：2013-06-06

  Compounds of the formula (I) or (I'), wherein the substituents are as defined in claim 1, are useful as pesticides.

  式(I)或(I')的化合物，其中取代基如权利要求1所定义的那样，可用作杀虫剂。
• [EN] ISOXAZOLINE DERIVATIVES AS INSECTICIDES<br/>[FR] DÉRIVÉS D'ISOXAZOLINE EN TANT QU'INSECTICIDES
  申请人：SYNGENTA PARTICIPATIONS AG

  公开号：WO2011101402A1

  公开（公告）日：2011-08-25

  The present invention relates to compounds formula (I), wherein P is P1, P2, heterocyclyl or heterocyclyl substituted by one to five Z; and wherein A1, A2, A3, A4, G1, R1, R2, R3, R4, R5, R6, R17, R18, R19 and R20 are as defined in claim 1; or a salt or N-oxide thereof. Furthermore, the present invention relates to processes and intermediates for preparing compounds of formula (I), to insecticidal, acaricidal, nematicidal and molluscicidal compositions comprising the compounds of formula (I) and to methods of using the compounds of formula (I) to control insect, acarine, nematode and mollusc pests.

  本发明涉及化合物式（I），其中P为P1、P2、杂环烷基或被一到五个Z取代的杂环烷基；以及其中A1、A2、A3、A4、G1、R1、R2、R3、R4、R5、R6、R17、R18、R19和R20如权利要求1中所定义；或其盐或N-氧化物。此外，本发明涉及制备化合物式（I）的过程和中间体，包括化合物式（I）的杀虫剂、杀螨剂、杀线虫剂和杀软体动物剂组合物，以及使用化合物式（I）控制昆虫、螨虫、线虫和软体动物害虫的方法。
• ISOXAZOLINE DERIVATIVES AS INSECTICIDES
  申请人：Pitterna Thomas

  公开号：US20120316124A1

  公开（公告）日：2012-12-13

  The present invention relates to compounds formula (I), wherein P is P1, P2, heterocyclyl or heterocyclyl substituted by one to five Z; and wherein A 1 , A 2 , A 3 , A 4 , G 1 , R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 17 , R 18 , R 19 and R 20 are as defined in claim 1 ; or a salt or N-oxide thereof. Furthermore, the present invention relates to processes and intermediates for preparing compounds of formula (I), to insecticidal, acaricidal, nematicidal and molluscicidal compositions comprising the compounds of formula (I) and to methods of using the compounds of formula (I) to control insect, acarine, nematode and mollusc pests.

  本发明涉及化合物式（I），其中P为P1、P2、杂环烷基或被1至5个Z取代的杂环烷基；以及其中A1、A2、A3、A4、G1、R1、R2、R3、R4、R5、R6、R17、R18、R19和R20如权利要求1所定义；或其盐或N-氧化物。此外，本发明涉及制备化合物式（I）的过程和中间体，包括化合物式（I）的杀虫剂、杀螨剂、杀线虫剂和杀软体动物剂组合物，以及使用化合物式（I）控制昆虫、螨虫、线虫和软体动物害虫的方法。
• Molecules having pesticidal utility, and intermediates, compositions, and processes, related thereto
  申请人：Dow AgroSciences LLC

  公开号：US20180279612A1

  公开（公告）日：2018-10-04

  This disclosure relates to the field of molecules having pesticidal utility against pests in Phyla Arthropoda, Mollusca, and Nematoda, processes to produce such molecules, intermediates used in such processes, pesticidal compositions containing such molecules, and processes of using such pesticidal compositions against such pests. These pesticidal compositions may be used, for example, as acaricides, insecticides, miticides, molluscicides, and nematicides. This document discloses molecules having the following formula (“Formula One”).

  这份披露涉及具有对节肢动物门、软体动物门和线虫门害虫具有杀虫效用的分子领域，用于生产此类分子的过程，用于此类过程的中间体，含有此类分子的杀虫组合物，以及使用此类杀虫组合物对抗此类害虫的过程。这些杀虫组合物可以用作螨虫剂、杀虫剂、螨虫剂、软体动物杀虫剂和线虫杀虫剂。本文件披露了具有以下式（“式一”）的分子。
• SYNTHESIS OF 1,1,2,3-TETRACHLOROPROPENE
  申请人：Honeywell International Inc.

  公开号：US20140221705A1

  公开（公告）日：2014-08-07

  The present invention provides an improved process for producing 1,1,2,3-tetrachloropropene. By using a first reactive distillation column for HCC-250fb dehydrochlorination, and a second reactive distillation column for HCC-240db dehydrochlorination/HCC-1230xf isomerization, the 1,1,2,3-tetrachloropropene manufacturing process can be greatly simplified, resulting in reduced equipment use, energy use, as well as increased productivity.

  本发明提供了一种改进的生产1,1,2,3-四氯丙烯的工艺。通过使用第一反应精馏塔进行HCC-250fb脱氯化反应，以及使用第二反应精馏塔进行HCC-240db脱氯化反应/HCC-1230xf异构化反应，可以大大简化1,1,2,3-四氯丙烯的制造工艺，从而减少设备使用、能源消耗，并提高生产效率。

表征谱图