Diofenolan 苯虫醚

中文通用名称： 苯虫醚
英文通用名称： diofenolan
商品名称： Arbor
分子式： C18H20O4
分子量： 300.35
试验代号： CGA059205
化学名称：
(2R S,4S R)-4-(2-ethyl-1,3-dioxolan-4-ylmethoxy)phenylphenyl ether(50% - 80%)
(2R S,4S R)-4-(2-乙基-1,3-二氧环戊烷-4-基甲氧基)苯基 苯基醚(50% - 80%)
(2R S,4R S)-4-(2-ethyl-1,3-dioxolan-4-ylmethoxy)phenyl= phenyl ether(50% - 20%)
(2R S,4R S)-4-(2-乙基-1,3-二氧环戊烷-4-基甲氧基)苯基 苯基醚(50%-20%)

CA主题索引名及CAS登录号：
(2R S,4S R)-2-ethyl-4-[(4-phenoxyphenoxy)methyl]-1,3-dioxolane 和
(2R S,4R S)-2-ethyl-4-[(4-phenoxyphenoxy)methyl]-1,3-dioxolane
[63837-33-2]

化学结构类型： 二苯醚类
理化性质： 透明、浅黄色粘滞液体；沸点>250℃/101.325kPa；蒸气压：1.1×10-3Pa(25℃)；密度：1.141(20℃)；水中溶解度(20℃)：4.9mg/l。
毒性： 大鼠急性经口LD50：>5000mg/kg；大鼠急性经皮LD50(24小时）：>2000mg/kg；大鼠吸入LC50(4小时)：>3100mg/l。鹌鹑、野鸭LC50：>2000mg/kg。虹鳟、大翻车鱼、鲤鱼的LC50(96小时）：1.0-1.7mg/l。水蚤 LC50(48小时)：0.5mg/l。蜜蜂LD50（96小时）：>96微克有效成分/蜜蜂。蚯蚓LC50（14天）：204 mg/kg。

作用机理： 昆虫生长调节剂：保幼激素类杀虫剂。
应用： 主要用于果树、茶、观赏植物中鳞翅目害虫。主要抑制第一代和第二代幼虫的生长，对卵亦有活性。使用剂量为10-15克有效成分/100升。

合成方法： 经如下反应制得目的物：

主要原料与中间体： 丙醛、 丙三醇、 对苯二酚、溴苯
分析方法： HPLC
开发公司： 诺华公司

diofenolan (common name).
Superseded record no. 1099

CAS RN [63837-33-2]. Reported by H. P. Streibert et al. (Proc. Br. Crop Prot. Conf. - Pests Dis., 1994, 1, 23). Introduced by Ciba-Geigy AG (later Novartis Crop Protection AG). Common names diofenolan (BSI, pa E-ISO); diofenolane ((m ) pa F-ISO) IUPAC name A mixture of: (2RS,4SR)-4-(2-ethyl-1,3-dioxolan-4-ylmethoxy)phenyl phenyl ether (50%-80%) and (2RS,4RS)-4-(2-ethyl-1,3-dioxolan-4-ylmethoxy)phenyl phenyl ether (50%-20%) CA name A mixture of (2RS ,4SR )-2-ethyl-4-[(4-phenoxyphenoxy)methyl]-1,3-dioxolane and (2RS ,4RS )-2-ethyl-4-[(4-phenoxyphenoxy)methyl]-1,3-dioxolane. Development codes CGA 059 205 M.f. C18H20O4 Composition A mixture of 50-80% (2RS ,4SR )- isomer with 50-20% (2RS ,4RS )- isomer. Mol. wt. 300.3 Form Clear, pale yellow viscous liquid. B.p. >250 ºC/101.325 kPa (OECD 103) V.p. 1.1 ´ 10-1 mPa (25 ºC) (OECD 104) KOW logP = 4.8; 4.4 (cis - isomer); 4.3 (trans - isomer) (25 ºC) (OECD 117) Henry 6.74 ´ 10-3 Pa m3 mol-1 (calc.) S.g./density 1.141 (20 ºC) Solubility In water 4.9 mg/l (25 ºC) (OECD 105). Miscible with methanol, acetone, toluene, hexane, n -octanol. Stability Hydrolytically stable at pH ³7. Rapidly degraded by light. pKa No dissociation in range pH 1-11
Mode of action Insect growth regulator with juvenile hormone activity. Inhibits development of first and second instar larvae of scales. Uses Active against most scale insects and eggs of some Lepidoptera in citrus, pome fruit, stone fruit, grapes, mango, olives, nuts, tea and ornamentals. Formulation types EC. Products 'Arbor' * (Novartis); 'Aware' * (Ciba); 'Context' * (Ciba) . Details PM11 , Entry 252.