Pyrethroid photodecomposition: Pydrin
Pyrethroid photodecomposition: Pydrin
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拟除虫菊酯光分解：吡啶
DOI：
10.1021/jf60218a057
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发表时间：
1978
期刊：
影响因子：
--
通讯作者：
L. Ruzo
中科院分区：
文献类型：
--
作者：
R. L. Holmstead;D. Fullmer;L. Ruzo
未知数5.3 8.3 4.8 6.8-f重量百分比。对于有两个峰的化合物，给出的值是两个峰的和。b化合物结构见图2。c暴露43天后的产品。d由于可检测性的限制，没有进行除母材以外的定量。e以50微升甲氧基三甘醇为载体，除15微升（50ml Me2SO）外。f LD50未测定。mmol)的三苯基氢化锡（Kuivila等人，1961）。该混合物在100℃的油缸中加热1小时，在中等真空条件下从反应混合物中蒸馏出碳氢化合物产物。将2.0 g （10.8 mmol）的a-异丙基-4-氯苯醇（16）与1 g 85%的H3P04在一体式蒸馏装置中制备苯乙烯类似物。混合物在100℃下加热30分钟后，在中等真空下从反应混合物中蒸馏苯乙烯类似物，得到0.85 g的14。以a-异丙基-4-氯苯氯（1.93 g, 0.01 mol）为原料，与镁（0.5 g, 0.02 mol）在醚中自偶联制备了二聚体（15）。该反应没有以通常的方式进行，而是直接放在Florisil色谱柱上并用己烷洗脱。用真空旋转蒸发器除去己烷，所得油置于硅胶柱上，再次用己烷洗脱并收集若干馏分。通过GLC测定的适当组分组合，在溶剂去除后，得到1.2 g所需的二聚体。采用铬酸氧化法（Ratcliff and Rodehorst, 1970）制备了a-异丙基-4-氯苯醇酮（17）。四种化合物均具有合适的红外光谱、质谱和核磁共振谱分析。常规GLC- ms和ms。Finnigan Model 9500 GLC与带有化学电离（Cl）源的Finnigan 1015D质谱仪结合使用System Industries Model 150控制系统进行定性产品分析。在Varaport-30（100-120目）上，u形柱长2米，直径2毫米，含有3% Dexil-300，温度编程，氦气流速15-20 mL/min。试剂气体采用异丁烷或甲烷，源压力为0.5 ~ 1.0 Torr。使用直接插入探针检测固体样品。
Unknowns 5.3 8.3 4.8 6.8-f Weigh percent. Values given for compounds having two peaks are the sums of both peaks. b See Figure 2 for structures of compounds. c Products after 43 days of exposure. d Quantitation other than with parent material was not carried out due to limits of detectability. e Fifty microliters of methoxytriglycol was used as carrier except for 15 (50 mL of Me2SO). f LD50 not determined. mmol) of triphenyltin hydride (Kuivila et al., 1961). This mixture was heated in an oil bathat 100 C for 1 h with the hydrocarbon product being distilled under moderate vacuum from the reaction mixture. The styreneanalogue was prepared by placing 2.0 g (10.8 mmol) of a-iso-propyl-4-chlorobenzyl alcohol (16) in a one-piece distil-lation apparatus with 1 g of 85% H3P04. The mixture was heated at 100 C for 30 min after which the styrene analogue was distilled under moderate vacuum from the reaction mixture giving 0.85 g of 14. The dimer (15) was prepared by the auto-coupling of the Grignard prepared from a-isopropyl-4-chlorobenzyl chloride (1.93 g, 0.01 mol) with magnesium turnings (0.5 g, 0.02 mol) in ether. The reaction was not worked up in the usual manner but in-stead, was placed directly on a Florisil column and eluted with hexane. The hexane was removed using a vacuum rotary evaporator with the resulting oil placed on a silica gel column and again eluting with hexane and collecting several fractions. Combinations of the appropriate fractions as determined by GLC gave, after solvent re-moval, 1.2 g of the desired dimer. The ketone (17) was prepared by chromic acid oxidation (Ratcliff and Rodehorst, 1970) of a-isopropyl-4-chlorobenzylalcohol. All four compounds gave appropriate IR, mass, and NMR spectra.Analysis. Routine GLC-MS and MS. The Finnigan Model 9500 GLC coupled to a Finnigan 1015D mass spectrometer with a chemical ionization (Cl) source was used in combination with a System Industries Model 150 control system for qualitative product analysis. A U-shaped column of 2 m length and 2 mm id containing 3% Dexil-300 on Varaport-30 (100-120mesh) was operated with temperatureprogramming and a helium flow rate of 15-20 mL/min. Isobutane or methane was used as the reagent gas with a source pressure of 0.5-1.0 Torr. Solid samples were examined using the direct insertion probe.