56-72-4

• 常用中文名：蝇毒磷
• 常用英文名：Coumaphos
• CAS号：56-72-4
• 分子式：C₁₄H₁₆ClO₅PS
• 分子量：362.766
• 相关类别： 化学农药原药 杀虫剂 有机磷杀虫剂
• 发布时间：2018-07-14 16:29:03
• 更新时间：2024-01-08 14:05:28
• Coumaphos is aorganothiophosphorus cholinesterase inhibitor that is used as an anthelmintic, insecticide, and as a nematocide.

名称

• 中文名: 蝇毒磷
• 英文名: coumaphos
• 中文别名: 香豆磷; O,O-二乙基-O-(3氯-4-甲基香豆素-7)-硫代磷酸酯; O,O-二乙基-O-(3-氯-4甲基香豆素-7)硫逐磷酸酯; 库马磷; 蝇毒硫磷; 蝇毒
• 英文别名: Agridip; Coumaphos; Meldone; Baymix; Phosphorothioic acid, O- (3-chloro-4-methyl-2-oxo-2H-1-benzopyran-7-yl) O,O-diethyl ester; 3-chloro-7-diethoxyphosphinothioyloxy-4-methylcoumarin; Asuntol; 3-Chlor-7-diaethoxythiophosphoryloxy-4-methyl-cumarin; Meldane; Azunthol; Phosphorothioic acid, O-(3-chloro-4-methyl-2-oxo-2H-1-benzopyran-7-yl) O,O-diethyl ester; 3-chloro-7-diethoxythiophosphoryloxy-4-methyl-coumarin; EINECS 200-285-3; Coumaphos [BAN]; O-(3-Chlor-4-methyl-2-oxo-2H-chromen-7-yl)-O,O-diethylthiophosphat; O-(3-chloro-4-methyl-2-oxo-2H-1-benzopyran-7-yl) O,O-diethyl phosphorothioate; Muscatox; Thiophosphate de O-(3-chloro-4-méthyl-2-oxo-2H-chromén-7-yle) et de O,O-diéthyle; O-(3-chloro-4-methyl-2-oxo-2H-chromen-7-yl) O,O-diethylphosphorothioate; 3-chloro-7-diethoxyphosphinothioyloxy-4-methylchromen-2-one; O-3-chloro-4-methyl-2-oxo-2H-chromen-7-yl O,O-diethyl phosphorothioate; O-(3-Chloro-4-methyl-2-oxo-2H-chromen-7-yl) O,O-diethyl phosphorothioate; Asunthol; Coumafos; MFCD00041820

物化性质

• 密度: 1.4±0.1 g/cm3
• 沸点: 449.9±55.0 °C at 760 mmHg
• 熔点: 91ºC
• 分子式: C₁₄H₁₆ClO₅PS
• 分子量: 362.766
• 闪点: 225.9±31.5 °C
• 精确质量: 362.014465
• PSA: 99.80000
• LogP: 3.86
• 外观性状: 黄褐色或米色固体
• 蒸汽压: 0.0±1.1 mmHg at 25°C
• 折射率: 1.578
• 储存条件:

  本品应密封保存。

• 稳定性: Stable. Combustible. Incompatible with alkalies, strong oxidising agents.
• 分子结构:

  1、 摩尔折射率：86.84

  2、 摩尔体积（m³/mol）：261.8

  3、 等张比容（90.2K）：709.5

  4、 表面张力（dyne/cm）：53.9

  5、 极化率（10 ^-24cm ³）：34.42

• 计算化学:

  1.疏水参数计算参考值（XlogP）:4.5

  2.氢键供体数量:0

  3.氢键受体数量:6

  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86.1

  7.重原子数量:22

  8.表面电荷:0

  9.复杂度:500

  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:0

  13.确定化学键立构中心数量:0

  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：无色结晶。工业为棕色结晶

  2. 密度（g/mL,25/4℃）： 1.474

  3. 相对蒸汽密度（g/mL,空气=1）：未确定

  4. 熔点（ºC）：95℃

  5. 沸点（ºC,常压）：未确定

  6. 沸点（ºC,5.2kPa）：未确定

  7. 折射率：未确定

  8. 闪点（ºC）：未确定

  9. 比旋光度（º）：未确定

  10. 自燃点或引燃温度（ºC）：未确定

  11. 蒸气压（kPa,25ºC）：未确定

  12. 饱和蒸气压（kPa,60ºC）：未确定

  13. 燃烧热（KJ/mol）：未确定

  14. 临界温度（ºC）：未确定

  15. 临界压力（KPa）：未确定

  16. 油水（辛醇/水）分配系数的对数值：未确定

  17. 爆炸上限（%,V/V）：未确定

  18. 爆炸下限（%,V/V）：未确定

  19. 溶解性：微溶于水

MSDS

国标编号: 61125 ＣＡＳ: 56-72-4 中文名称: 蝇毒磷 英文名称: Coumaphos；Asunthol 别 名: 蝇毒硫磷；O，O-二乙基-O-(3-氯-4-甲基香豆素-7)硫逐磷酸酯 分子式: C14H16ClO5PS 分子量: 362.78 熔 点: 95℃ 密 度: 相对密度(水=1)1.474( 蒸汽压: 20℃ 溶解性: 微溶于水 稳定性: 稳定 外观与性状: 无色结晶。工业为棕色结晶 危险标记: 14(有毒品) 用 途: 用作畜用杀虫剂 2.对环境的影响: 一、健康危害 侵入途径：吸入、食入、经皮吸收。 健康危害：本品为高毒有机磷杀虫剂。能使全血胆碱酯酶活性下降，引起头痛、头晕、无外国籍、烦燥、恶心、呕吐、出汗、流涎、瞳孔缩小、抽搐、呼吸困难、紫绀，重者常伴有肺水肿、脑水肿，可死于呼吸衰竭。 二、毒理学资料及环境行为 毒性：对人畜高毒。 急性毒性：LD5013mg/kg(大鼠经口)；28mg/kg(小鼠经口)；860mg/kg(大鼠经皮) 危险特性：遇明火、高热可燃。受高热分解，放出高毒的烟气。 燃烧(分解)产物：一氧公碳、二氧化碳、氯化氢、氧化硫、氧化磷。 3.现场应急监测方法: 　 4.实验室监测方法: 气相色谱法《固体废弃物试验分析评价手册》中国环境监测总站等译 5.环境标准: 前苏联(1975) 水体中有害有机物的最大允许浓度 1.0mg/L 联合国规划署(1974)保护水生生物淡水中农药的最大允许浓度 0.001μg/L 6.应急处理处置方法: 一、泄漏应急处理 隔离泄漏污染区，周围设警告标志，建议应急处理珍员戴自给式呼吸器，穿化学防护服。不要直接接触泄漏物，避免扬尘，收集于干燥净洁有盖的容器中，倒至空旷地方深埋。也可以用大量水冲洗，经稀释的洗水放入废水系统。如大量泄漏，收集回收或无处理后废弃。 二、防护措施 呼吸系统防护：生产操作或农业使用时，佩戴防毒口罩。紧急事态抢救或逃生时，应该佩戴自给式呼吸器。 眼睛防护：戴化学安全防护眼镜。 防护服：穿相应的防护服。 手防护：戴防化学品手套。 其它：工作现场禁止吸烟、进食和饮水。工作后，淋浴更衣。工作服不要带到非作业场所，单独存放被毒物污染的衣服，洗后再用。注意个人清洁卫生。 三、急救措施 皮肤接触：用肥皂水及清水彻底冲洗。就医。 眼睛接触：拉开眼睑，用流动清水冲洗15分钟。就医。 吸入：脱离现场至空气新鲜处。呼吸困难时给输氧。呼吸停止时，立即进行人工呼吸。 食入：误服者，饮适量温水，催吐。洗胃。就医。合并使用阿托品及复能剂(氯磷定、解磷定)。 灭火方法：泡沫、干粉、砂土、二氧化碳。

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : GN6300000 CHEMICAL NAME : Coumarin, 3-chloro-7-hydroxy-4-methyl-, O-ester with O,O-diethyl phosphorothioate CAS REGISTRY NUMBER : 56-72-4 BEILSTEIN REFERENCE NO. : 0327083 LAST UPDATED : 199701 DATA ITEMS CITED : 28 MOLECULAR FORMULA : C14-H16-Cl-O5-P-S MOLECULAR WEIGHT : 362.78 WISWESSER LINE NOTATION : T66 BOVJ DG E1 IOPS&O2&O2 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 : 13 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LC50 - Lethal concentration, 50 percent kill ROUTE OF EXPOSURE : Inhalation SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 303 mg/m3 TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Administration onto the skin SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 860 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 7500 ug/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 28 mg/kg TOXIC EFFECTS : Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - true cholinesterase TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 50 mg/kg TOXIC EFFECTS : Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - true cholinesterase TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - rabbit DOSE/DURATION : 80 mg/kg TOXIC EFFECTS : Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - true cholinesterase TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Administration onto the skin SPECIES OBSERVED : Rodent - rabbit DOSE/DURATION : 500 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Unreported SPECIES OBSERVED : Rodent - rabbit DOSE/DURATION : 2600 ug/kg TOXIC EFFECTS : Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - true cholinesterase TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - guinea pig DOSE/DURATION : 58 mg/kg TOXIC EFFECTS : Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - true cholinesterase TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intraperitoneal SPECIES OBSERVED : Rodent - guinea pig DOSE/DURATION : 140 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Bird - pigeon DOSE/DURATION : 5620 ug/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Bird - quail DOSE/DURATION : 13300 ug/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Bird - duck DOSE/DURATION : 29800 ug/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Mammal - domestic DOSE/DURATION : 22600 ug/kg TOXIC EFFECTS : Behavioral - ataxia Gastrointestinal - hypermotility, diarrhea Gastrointestinal - other changes TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Unreported SPECIES OBSERVED : Mammal - species unspecified DOSE/DURATION : 55 mg/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Bird - wild bird species DOSE/DURATION : 1780 ug/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Administration onto the skin SPECIES OBSERVED : Bird - wild bird species DOSE/DURATION : 7500 ug/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Oral SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 168 mg/kg/28W-I TOXIC EFFECTS : Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - true cholinesterase MUTATION DATA TYPE OF TEST : Morphological transformation TEST SYSTEM : Rodent - rat Embryo DOSE/DURATION : 1400 ng/plate REFERENCE : JJATDK JAT, Journal of Applied Toxicology. (John Wiley & Sons Ltd., Baffins Lane, Chichester, W. Sussex PO19 1UD, UK) V.1- 1981- Volume(issue)/page/year: 1,190,1981 *** REVIEWS *** TOXICOLOGY REVIEW AQMOAC Air Quality Monographs. (Washington, DC) No.69-1 - No.75-25, 1969-75(?). Discontinued. Volume(issue)/page/year: #73-19,1973 TOXICOLOGY REVIEW RREVAH Residue Reviews. (Springer-Verlag New York, Inc., Service Center, 44 Hartz Way, Secaucus, NJ 07094) V.1- 1962- Volume(issue)/page/year: 46,1,1973 TOXICOLOGY REVIEW PMDCAY Progress in Medical Chemistry. (Elsevier Science Pub. Co., Inc., 52 Vanderbilt Ave., New York, NY 10017) V.1- 1961- Volume(issue)/page/year: 10,85,1974 TOXICOLOGY REVIEW RREVAH Residue Reviews. (Springer-Verlag New York, Inc., Service Center, 44 Hartz Way, Secaucus, NJ 07094) V.1- 1962- Volume(issue)/page/year: 63,1,1976 *** U.S. STANDARDS AND REGULATIONS *** EPA FIFRA 1988 PESTICIDE SUBJECT TO REGISTRATION OR RE-REGISTRATION FEREAC Federal Register. (U.S. Government Printing Office, Supt. of Documents, Washington, DC 20402) V.1- 1936- Volume(issue)/page/year: 54,7740,1989

安全

• 符号: GHS06, GHS09
• 信号词: Danger
• 危害声明: H300-H312-H410
• 警示性声明: P264-P273-P280-P301 + P310-P501
• 个人防护装备: Eyeshields;Faceshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
• 危害码 (欧洲): T+: Very toxic;N: Dangerous for the environment;
• 风险声明 (欧洲): R21;R28;R50/53
• 安全声明 (欧洲): S28-S36/37-S45-S60-S61-S36-S26-S16
• 危险品运输编码: 2783
• RTECS号: GN6300000
• 包装等级: II
• 危险类别: 6.1(a)

合成路线

6174-86-3 2524-04-1 ~58% 56-72-4

文献：Journal of Medicinal Chemistry, , vol. 49, # 1 p. 246 - 255

上下游产品

上游产品  2
6174-86-3 2524-04-1
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6174-86-3 2465-65-8

制备

（1）200g乙酰乙酸乙酯及270g SO2CI2，分别溶于100ml苯中，然后在10℃时，将SO2CI2苯溶液滴入乙酰乙酸乙酯苯溶液中而得。（2）将间苯二酚88g和α-氯化乙酰乙酸乙酯132g滴加640ml浓硫酸中，温度在5℃以下进行反应而得3-氯-4-甲基-7-羟基香豆素。将44g 3-氯-4-甲基-7-羟基香豆素，29g无水碳酸钾同置於500ml甲乙酮中，在回流和搅拌下，滴加40g O,O-二乙基硫代磷酰氯，回流2h而得蝇毒磷。