54406-48-3

• 常用中文名：右旋烯炔菊酯
• 常用英文名：empenthrin
• CAS号：54406-48-3
• 分子式：C₁₈H₂₆O₂
• 分子量：274.398
• 相关类别： 化学农药原药 杀虫剂 拟除虫菊脂杀虫剂
• 发布时间：2018-07-14 12:52:06
• 更新时间：2024-01-03 05:41:03

• 本品有优良的熏蒸效果，用于防治卫生害虫或侵蚀织物的害虫。可制作低温熏蒸剂、驱避剂。对蚊子防治效果优于胺菊酯，若每立方米含8mL药剂，20min击倒成蚊达100%。对家蝇击倒效果优于甲醚菊酯。混于涂料中可驱除蟑螂。

名称

• 中文名: 右旋烯炔菊酯
• 英文名: empenthrin
• 中文别名: 烯炔菊酯/炔戊菊酯; 右旋反式炔戊菊酯; 右旋-顺反式-2,2-二甲基-3-(2-甲基-1丙烯基)环丙烷羧酸'-(±)-E-1-乙炔基-2-甲基-戊-2-烯基酯; 炔戊菊酯; 百扑灵; K-10浓缩苍蝇盘香原粉; 烯炔菊酯; 右旋炔戊菊酯
• 英文别名: (4E)-4-Methylhept-4-en-1-in-3-yl-(1R)-2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropancarboxylat; (1R)-cis-trans-1-Ethynyl-2-methyl-2-pentenyl 2,2-Dimethyl-3-(2-methyl-1-propenyl)cyclopropanecarboxylate; (4E)-4-Methyl-4-hepten-1-yn-3-yl (1R)-2,2-dimethyl-3-(2-methyl-1-propen-1-yl)cyclopropanecarboxylate; (1RS,2E)-1-ethynyl-2-methylpent-2-enyl (1RS)-cis-trans-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate; EINECS 259-154-4; s2852f; ma108; (1RS,2E)-1-ethynyl-2-methylpent-2-enyl (1RS,3RS; s2852forte; (E)-(RS)-1-Ethynyl-2-methylpent-2-enyl (1R,3RS;1R,3SR)-2,2-Dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate; Empenthrin; (1R)-2,2-Diméthyl-3-(2-méthyl-1-propèn-1-yl)cyclopropanecarboxylate de (4E)-4-méthyl-4-heptén-1-yn-3-yle; Empenethrin; (4E)-4-Methylhept-4-en-1-yn-3-yl (1R)-2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropanecarboxylate; Emphenthrin; MFCD01745518; 1RS,3SR)-2,2-dimethyl-3-(2-methylprop-1-enyl)cyclopropanecarboxylate; Empenthrin,Pestanal; D-EMPENTHRIN; (2E)-1-ethynyl-2-methyl-2-penten-1-yl 2,2-dimethyl-3-(2-methyl-1-propen-1-yl)cyclopropanecarboxylate; (3Ξ,4E)-4-methylhept-4-en-1-yn-3-yl (1Ξ,3Ξ)-2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropane-1-carboxylate; (±)-(trans)-1-ethynyl-2-methylpent-2-enyl (±)-cis-trans-chrysanthemate; s2852; Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propen-1-yl)-, (2E)-1-ethynyl-2-methyl-2-penten-1-yl ester, (1R)-; VAPORTHRIN

物化性质

• 密度: 1.0±0.1 g/cm3
• 沸点: 346.0±42.0 °C at 760 mmHg
• 分子式: C₁₈H₂₆O₂
• 分子量: 274.398
• 闪点: 144.0±25.3 °C
• 精确质量: 274.193268
• PSA: 26.30000
• LogP: 6.35
• 外观性状: 液体
• 蒸汽压: 0.0±0.8 mmHg at 25°C
• 折射率: 1.527
• 储存条件: 2-8°C
• 稳定性:

  蒸气压140×10^-3Pa(2.09×10^-3Pa) (25℃)，在甲醇、二甲苯中溶解度>500g/kg，在水中溶解度2.4mg/L。

• 分子结构:

  1、 摩尔折射率：84.44

  2、 摩尔体积（cm³/mol）：274.5

  3、 等张比容（90.2K）：684.3

  4、 表面张力（dyne/cm）：38.6

  5、 极化率（10-24cm3）：33.47

• 计算化学:

  1.疏水参数计算参考值（XlogP）:5

  2.氢键供体数量:0

  3.氢键受体数量:2

  4.可旋转化学键数量:6

  5.互变异构体数量:无

  6.拓扑分子极性表面积26.3

  7.重原子数量:20

  8.表面电荷:0

  9.复杂度:481

  10.同位素原子数量:0

  11.确定原子立构中心数量:0

  12.不确定原子立构中心数量:3

  13.确定化学键立构中心数量:1

  14.不确定化学键立构中心数量:0

  15.共价键单元数量:1

• 更多:

  1.性状：黄色油状液体

  2. 熔点（40Pa,ºC）：128~132

  3.折射率（n¹⁸）：1.4890

  4.相对密度（25ºC）：0.932

  5.溶解性：可溶于甲醇、二甲苯、水

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : GZ1728000 CHEMICAL NAME : Cyclopropanecarboxylic acid, 2,2-dimethyl-3-(2-methyl-1-propenyl)-, 1-ethynyl-2-methyl-2- pentenyl ester CAS REGISTRY NUMBER : 54406-48-3 LAST UPDATED : 199806 DATA ITEMS CITED : 7 MOLECULAR FORMULA : C18-H26-O2 MOLECULAR WEIGHT : 274.44 HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 1680 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : YKYUA6 Yakkyoku. Pharmacy. (Nanzando, 4-1-11, Yushima, Bunkyo-ku, Tokyo, Japan) V.1- 1950- Volume(issue)/page/year: 37,717,1986 TYPE OF TEST : LC50 - Lethal concentration, 50 percent kill ROUTE OF EXPOSURE : Inhalation SPECIES OBSERVED : Rodent - rat DOSE/DURATION : >4610 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : JTSCDR Journal of Toxicological Sciences. (Japanese Soc. of Toxicological Sciences, 4th Floor, Gakkai Center Bldg., 4-16, Yayoi 2-chome, Bunkyo-ku, Tokyo 113, Japan) V.1- 1976- Volume(issue)/page/year: 17(Suppl 3),313,1992 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Administration onto the skin SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 5 gm/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : YKYUA6 Yakkyoku. Pharmacy. (Nanzando, 4-1-11, Yushima, Bunkyo-ku, Tokyo, Japan) V.1- 1950- Volume(issue)/page/year: 36,533,1985 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : >3500 mg/kg TOXIC EFFECTS : Peripheral Nerve and Sensation - spastic paralysis with or without sensory change Behavioral - ataxia Kidney, Ureter, Bladder - incontinence REFERENCE : JTSCDR Journal of Toxicological Sciences. (Japanese Soc. of Toxicological Sciences, 4th Floor, Gakkai Center Bldg., 4-16, Yayoi 2-chome, Bunkyo-ku, Tokyo 113, Japan) V.1- 1976- Volume(issue)/page/year: 17(Suppl 3),313,1992 TYPE OF TEST : LC50 - Lethal concentration, 50 percent kill ROUTE OF EXPOSURE : Inhalation SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 2300 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : JTSCDR Journal of Toxicological Sciences. (Japanese Soc. of Toxicological Sciences, 4th Floor, Gakkai Center Bldg., 4-16, Yayoi 2-chome, Bunkyo-ku, Tokyo 113, Japan) V.1- 1976- Volume(issue)/page/year: 17(Suppl 3),313,1992 TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Administration onto the skin SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : >5 gm/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value REFERENCE : YKYUA6 Yakkyoku. Pharmacy. (Nanzando, 4-1-11, Yushima, Bunkyo-ku, Tokyo, Japan) V.1- 1950- Volume(issue)/page/year: 37,717,1986 ** OTHER MULTIPLE DOSE TOXICITY DATA ** TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 18200 mg/kg/26W-I TOXIC EFFECTS : Kidney, Ureter, Bladder - other changes Blood - changes in serum composition (e.g. TP, bilirubin, cholesterol) Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - transaminases REFERENCE : JTSCDR Journal of Toxicological Sciences. (Japanese Soc. of Toxicological Sciences, 4th Floor, Gakkai Center Bldg., 4-16, Yayoi 2-chome, Bunkyo-ku, Tokyo 113, Japan) V.1- 1976- Volume(issue)/page/year: 17(Suppl 3),313,1992

安全

• 符号: GHS07, GHS09
• 信号词: Warning
• 危害声明: H302-H411
• 警示性声明: P273
• 个人防护装备: Eyeshields;Faceshields;full-face respirator (US);Gloves;multi-purpose combination respirator cartridge (US);type ABEK (EN14387) respirator filter
• 危害码 (欧洲): Xn;N
• 风险声明 (欧洲): R22;R51/53
• 安全声明 (欧洲): S61
• 危险品运输编码: UN 3082
• RTECS号: GZ1728000
• 海关编码: 2916209026

合成路线

14250-96-5 ~% 54406-48-3

文献：FR2226383DE2418950 , ; Chem.Abstr., , vol. 82, # 72566

54406-43-8 10453-89-1 ~% 54406-48-3

文献：FR2226383DE2418950 , ; Chem.Abstr., , vol. 82, # 72566

上下游产品

上游产品  3
14250-96-5 54406-43-8 10453-89-1
下游产品  0

制备

(1).2-甲基-戊烯-2-醛的制备 在搅拌下，将75.5g丙醛滴加到100mL2%氢氧化钠溶液中，滴毕于85～90℃反应片刻，冷却后分取上层液，蒸馏收集137～140℃馏分，产品重49g，纯度99%，收率77%。

(2).1-乙炔基-2-甲基-戊烯-2-醇的制备 在反应瓶中加入适量液氨，在搅拌下通入乙炔气至饱和。然后将1.73g金属锂分批加入，反应1h。再滴加2-甲基、戊烯-2-醛29.4g，继续反应4h。加氯化铵处理后，水洗至中性。有机层用硫酸钠干燥后减压蒸馏，收集112～115℃/9.997×10³Pa馏分，得产品32.2g，产率86%。

(3)顺、反菊酰氯的制备 于18～20℃将严硫酰5.5mL滴加到含有30mL甲苯，8.42g顺、反菊酸混合液中，滴毕，在38～40℃继续反应1h，减压蒸馏收集100～102℃/2.399×10³Pa馏分，得产品9g，产率96%。

(4)烯炔菊酯的合成 在甲苯和吡啶存在下，将5.6g顺反菊酰氯的甲苯溶液滴加到1-乙炔基-2-甲基-戊烯-2-醇（3.72g,0.03mol)中，于40～50℃反应6h。然后加水处理，洗至中性，干燥。减压蒸馏收集120～126℃馏分/4Pa，得产品5.7g，产率69%，折射率n¹⁵_D1.4890。

海关

海关编码	2916209026
中文概述	2916209026. 四氟甲醚菊酯、烯炔菊酯〔包括右旋烯炔菊酯、富右旋反式烯炔菊酯〕. 增值税率:17.0%. 退税率:9.0%. 监管条件:S(进出口农药登记证明). 最低关税:6.5%. 普通关税:30.0%
申报要素	品名, 成分含量, 用途, 丙烯酸、丙烯酸盐或酯应报明包装
监管条件	S.进出口农药登记证明
Summary	2916209026. VAT:17.0%. Tax rebate rate:9.0%. Supervision conditions:S(import or export registration certificate for pesticides). MFN tariff:6.5%. General tariff:30.0%