虫胺磷

  • 基本信息
  • 制备方法及用途
  • 物化性质
  • 安全信息
  • 毒理性
  • MSDS
  • 海关数据
  • 结构与计算化学
  • 上游产品
  • 下游产品
  • 表征图谱

虫胺磷 基本信息

中文名称:
虫胺磷 
中文别名:
苯线磷;
灭线灵;
O-乙基-O-(3-甲基-4-甲硫基)苯基-N-异丙氨基磷酸酯;
克线磷 
英文名称:
Phosphoramidicacid, N-(1-methylethyl)-, ethyl 3-methyl-4-(methylthio)phenyl ester
英文别名:
fenamiphos;
Methaphenamiphos;
Fenamiphos PESTANAL(R),analytical standard;
(RS)-(ethyl 4-methylthio-m-tolyl isopropylphosphoramidate);
Phenamiphos;
ethyl 3-methyl-4-(methylthio)phenyl (1-methylethyl)phosphoramidate;
Nemacur P;
Caswell No. 453A;
Nemacur;
N-[ethoxy-(3-methyl-4-methylsulfanylphenoxy)phosphoryl]propan-2-amine;
(Ξ)-[ethyl 3-methyl-4-(methylsulfanyl)phenyl propan-2-ylphosphoramidate] 
CAS No.:
22224-92-6
分 子 式:

C13H22NO3PS

分 子 量:
303.35
精确分子量:
303.10600
PSA:
82.67000
MDL:
MFCD00055454
EINECS:
244-848-1
BRN:
4752893
InChI:
InChI=1/C13H22NO3PS/c1-6-16-18(15,14-10(2)3)17-12-7-8-13(19-5)11(4)9-12/h7-10H,6H2,1-5H3,(H,14,15)
危险品标志:

VeryT+;DangerousN,DangerousN,VeryT+

风险术语:

R24;R28;R50/53;

安全术语:

S23;S28;S36/37;S45;S60;S61;

分子结构式:
SDS:
查看

虫胺磷 制备方法及用途

制备方法

乙醇和异丙胺与三氯氧磷连续反应制得乙基-异丙胺基磷酰氯,再与3-甲基-4-甲硫基苯酚反应而制得克线磷。本方法的关键是中间体3-甲基-4-甲硫基苯酚的合成,可由间甲酚与二甲二硫反应得到。将200g混甲酚(含间甲酚65%)及145g二甲二硫(含量90%)投入反应瓶中,开动搅拌,用冰水浴将物料冷却至10℃。滴加95%硫酸136g,1h内滴完,控制温度10-15℃,搅拌反应5h,静置。分出废酸,加入15%碳酸钠溶液280ml,搅拌20min,再静置。分出水层,水洗,减压蒸除水和二甲二硫及未反应的混甲酚,得中间体。 O-乙基-N-异丙氨基磷酰氯的制备 三氯氧磷与乙醇作用生成O-乙基磷酰二氯,再与异丙胺反应生成O-乙基-N-异丙氨基磷酰氯。 3-甲基-4-甲硫基苯酚的制备 将200g混甲酚(含间甲酚65%)及145g二甲基二硫(含量90%)投入反应瓶中,开动搅拌,用冰水浴将物料冷却至10℃。滴加95%硫酸136g,1h滴完,滴毕于10~15℃搅拌反应5h,静置,分出废酸,加15%Na2CO3溶液280mL,搅拌20min,再静置,分出水层,水洗,减压脱水和二甲二硫及未反应的混甲酚。制得3-甲基-4-甲硫基苯酚。 苯线磷的合成 O-乙基-N-异丙氨基磷酰氯与4-甲硫基-3-甲基苯酚在缚酸剂存在合成苯线磷

合成制备方法

乙醇和异丙胺与三氯氧磷连续反应制得乙基-异丙胺基磷酰氯,再与3-甲基-4-甲硫基苯酚反应而制得克线磷。本方法的关键是中间体3-甲基-4-甲硫基苯酚的合成,可由间甲酚与二甲二硫反应得到。将200g混甲酚(含间甲酚65%)及145g二甲二硫(含量90%)投入反应瓶中,开动搅拌,用冰水浴将物料冷却至10℃。滴加95%硫酸136g,1h内滴完,控制温度10-15℃,搅拌反应5h,静置。分出废酸,加入15%碳酸钠溶液280ml,搅拌20min,再静置。分出水层,水洗,减压蒸除水和二甲二硫及未反应的混甲酚,得中间体。

O-乙基-N-异丙氨基磷酰氯的制备 三氯氧磷与乙醇作用生成O-乙基磷酰二氯,再与异丙胺反应生成O-乙基-N-异丙氨基磷酰氯。
3-甲基-4-甲硫基苯酚的制备 将200g混甲酚(含间甲酚65%)及145g二甲基二硫(含量90%)投入反应瓶中,开动搅拌,用冰水浴将物料冷却至10℃。滴加95%硫酸136g,1h滴完,滴毕于10~15℃搅拌反应5h,静置,分出废酸,加15%Na2CO3溶液280mL,搅拌20min,再静置,分出水层,水洗,减压脱水和二甲二硫及未反应的混甲酚。制得3-甲基-4-甲硫基苯酚。
苯线磷的合成 O-乙基-N-异丙氨基磷酰氯与4-甲硫基-3-甲基苯酚在缚酸剂存在合成苯线磷

用途简介

高毒性、触杀性、内吸性有机磷杀线虫剂。残效期长,药剂进入植物体内可上下传导,防治多种线虫,主要用于防治根瘤线虫、结节线虫和自由生活线虫,也可防治蚜虫、红蜘蛛等刺吸口器害虫,对作物无害。如防治花生、甜菜等作物线虫,用10%颗粒剂300~600g/100m2撒施,柑橘线虫用450~750g/100m2撒施,也可沟施或穴施,但药剂应施于作物根部附近土壤中;防治马铃薯金线虫、结根线虫、自由习居线虫,用75g有效成分/100m2撒施;防治大豆根线虫、结根线虫等,用10~40g有效成分/100m2条施或40~60g有效成分撒施。

用途

高毒性、触杀性、内吸性有机磷杀线虫剂。残效期长,药剂进入植物体内可上下传导,防治多种线虫,主要用于防治根瘤线虫、结节线虫和自由生活线虫,也可防治蚜虫、红蜘蛛等刺吸口器害虫,对作物无害。如防治花生、甜菜等作物线虫,用10%颗粒剂300600g/100m2撒施,柑橘线虫用450750g/100m2撒施,也可沟施或穴施,但药剂应施于作物根部附近土壤中;防治马铃薯金线虫、结根线虫、自由习居线虫,用75g有效成分/100m2撒施;防治大豆根线虫、结根线虫等,用1040g有效成分/100m2条施或4060g有效成分撒施。

虫胺磷 物化性质

外观与性状:
棕色蜡质固体或无色固体
密度:
1.14
熔点:
49°C
沸点:
375.6ºC at 760 mmHg
闪点:
100 °C
水溶解性:
0.07 g/100 mL
折射率:
1.524
蒸汽压:
7.67E-06mmHg at 25°C
存储条件/存储方法:
库房通风低温干燥,与食品原料分开储运
稳定性相关:

避免接触强氧化剂,强酸,强碱

对兔眼睛和皮肤无明显刺激性。动物试验未见致癌、致畸、致突变作用。

其它信息:

1. 性状:该品为无色固体,工业品为棕黄色蜡状固体。

2. 密度(g/mL,25/4):1.14

3. 相对蒸汽密度(g/mL,空气=1未确定

4. 熔点(ºC):49.2

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):1×10-3

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:在水中的溶解度为700mg/L,正已烷40g/L,异丙醇和二氯甲烷中均大于是1200g/L


虫胺磷 安全信息

包装等级:
I
风险类别:
6.1(a)
海关代码:
2930909064
危险类别码:
R24;R28;R50/53
安全说明:
S23-S28-S36/37-S45-S60-S61
RTECS号:
TB3675000
安全标志:
S23:不要吸入蒸汽。
S28:接触皮肤之后,立即使用大量皂液洗涤。
S45:出现意外或者感到不适,立刻到医生那里寻求帮助(最好带去产品容器标签)。
S60:本物质残余物和容器必须作为危险废物处理。
S61:避免排放到环境中。参考专门的说明/安全数据表。
:
危险标志:
T+:Verytoxic;N:Dangerous for the environment;

虫胺磷 毒理性

CHEMICAL IDENTIFICATION

RTECS NUMBER :
TB3675000
CHEMICAL NAME :
Phosphoramidic acid, isopropyl-, 4-(methylthio)-m-tolyl ethyl ester
CAS REGISTRY NUMBER :
22224-92-6
LAST UPDATED :
199712
DATA ITEMS CITED :
28
MOLECULAR FORMULA :
C13-H22-N-O3-P-S
MOLECULAR WEIGHT :
303.39
WISWESSER LINE NOTATION :
1Y1&MPO&O2&OR C1 DS1

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 :
8 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
BESAAT Bulletin of the Entomological Society of America. (Entomological Soc. of America, 4603 Calvert Rd., College Park, MD 20740) V.1- 1955- Volume(issue)/page/year: 15,116,1969
TYPE OF TEST :
LC50 - Lethal concentration, 50 percent kill
ROUTE OF EXPOSURE :
Inhalation
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
91 mg/m3/4H
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
85DPAN "Wirksubstanzen der Pflanzenschutz und Schadlingsbekampfungsmittel," Perkow, W., Berlin, Verlag Paul Parey, 1971-1976 Volume(issue)/page/year: -,-,1971/1976
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Administration onto the skin
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
80 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FMCHA2 Farm Chemicals Handbook. (Meister Pub., 37841 Euclid Ave., Willoughy, OH 44094) Volume(issue)/page/year: -,C216,1991
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
22700 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
85DPAN "Wirksubstanzen der Pflanzenschutz und Schadlingsbekampfungsmittel," Perkow, W., Berlin, Verlag Paul Parey, 1971-1976 Volume(issue)/page/year: -,-,1971/1976
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
10 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
28ZEAL "Pesticide Index," Frear, E.H., ed., State College, PA, College Science Pub., 1969 Volume(issue)/page/year: 5,112,1976
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Mammal - cat
DOSE/DURATION :
10 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
85DPAN "Wirksubstanzen der Pflanzenschutz und Schadlingsbekampfungsmittel," Perkow, W., Berlin, Verlag Paul Parey, 1971-1976 Volume(issue)/page/year: -,-,1971/1976
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
10 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
DTLWS* "Documentation of the Threshold Limit Values for Substances in Workroom Air," Supplements. For publisher information, see 85INA8. Volume(issue)/page/year: 4,191,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Administration onto the skin
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
178 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
DTLWS* "Documentation of the Threshold Limit Values for Substances in Workroom Air," Supplements. For publisher information, see 85INA8. Volume(issue)/page/year: 4,191,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Bird - chicken
DOSE/DURATION :
12 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
PEMNDP Pesticide Manual. (The British Crop Protection Council, 20 Bridport Rd., Thornton Heath CR4 7QG, UK) V.1- 1968- Volume(issue)/page/year: 9,361,1991
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Bird - quail
DOSE/DURATION :
1 mg/kg
TOXIC EFFECTS :
Behavioral - convulsions or effect on seizure threshold Behavioral - ataxia Lungs, Thorax, or Respiration - dyspnea
REFERENCE :
EESADV Ecotoxicology and Environmental Safety. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1977- Volume(issue)/page/year: 8,551,1984
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Bird - duck
DOSE/DURATION :
1680 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 47,451,1979
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Administration onto the skin
SPECIES OBSERVED :
Bird - duck
DOSE/DURATION :
24 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
TXAPA9 Toxicology and Applied Pharmacology. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.1- 1959- Volume(issue)/page/year: 47,451,1979
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Bird - domestic
DOSE/DURATION :
2400 ug/kg
REFERENCE :
85KYAH "Merck Index; an Encyclopedia of Chemicals, Drugs, and Biologicals", 11th ed., Rahway, NJ 07065, Merck & Co., Inc. 1989 Volume(issue)/page/year: 11,621,1989 *** REVIEWS *** ACGIH TLV-Not classifiable as a human carcinogen DTLVS* The Threshold Limit Values (TLVs) and Biological Exposure Indices (BEIs) booklet issues by American Conference of Governmental Industrial Hygienists (ACGIH), Cincinnati, OH, 1996 Volume(issue)/page/year: TLV/BEI,1997 ACGIH TLV-TWA 0.1 mg/m3 (skin) DTLVS* The Threshold Limit Values (TLVs) and Biological Exposure Indices (BEIs) booklet issues by American Conference of Governmental Industrial Hygienists (ACGIH), Cincinnati, OH, 1996 Volume(issue)/page/year: TLV/BEI,1997 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 *** OCCUPATIONAL EXPOSURE LIMITS *** OEL-AUSTRALIA:TWA 0.1 mg/m3;Skin JAN 1993 OEL-BELGIUM:TWA 0.1 mg/m3;Skin JAN 1993 OEL-DENMARK:TWA 0.1 mg/m3;Skin JAN 1993 OEL-FRANCE:TWA 0.1 mg/m3;Skin JAN 1993 OEL-THE NETHERLANDS:TWA 0.1 mg/m3;Skin JAN 1993 OEL-SWITZERLAND:TWA 0.1 mg/m3;Skin JAN 1993 OEL IN BULGARIA, COLOMBIA, JORDAN, KOREA check ACGIH TLV OEL IN NEW ZEALAND, SINGAPORE, VIETNAM check ACGIH TLV *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH RECOMMENDED EXPOSURE LEVEL (REL) : NIOSH REL TO FENAMIPHOS-air:10H TWA 0.1 mg/m3 (Sk) REFERENCE : NIOSH* National Institute for Occupational Safety and Health, U.S. Dept. of Health, Education, and Welfare, Reports and Memoranda. Volume(issue)/page/year: DHHS #92-100,1992
毒理学数据:

毒性:LD505mg/kg,属剧毒农药。

大鼠急性经口LD5015.3-19.4mg/}g原药l 0-20mg /fig),雄小鼠为22 . 7mg /lcg >豚鼠75一100mg /kg >狗10mg /kg;雄性大鼠急性经皮LD50约500mg /kg;雄大鼠急性吸入LC50为150mg/m' (4h)。以含10mg /kg剂量词养大鼠2年,无影响。虹蝉鱼LC50 0.11mg/L (96h);鹤鹑经日LD50 0.7 -0 . 9mg /kg >野鸭0.7-1 . 7mg /kg ;对蜜蜂、家蚕无害。

虫胺磷 海关数据

中国海关编码:2930909064

概述:
2930909064 氯胺磷、家蝇磷、灭蚜磷等〔包括安硫磷、四甲磷、丁苯硫磷、苯线磷、蚜灭磷〕 退税率:9.0% 监管条件:S(进出口农药登记证明)
申报要素:
品名, 成分含量, 用途
监管条件:
S.进出口农药登记证明
摘要/Summary:
2930909064 s-((n-(2-chlorophenyl)butyramido)methyl) o,o-dimethyl phosphorodithioate

虫胺磷 分子结构与计算化学数据

分子结构数据

五、分子性质数据:

1、   摩尔折射率:81.01

2、   摩尔体积(cm3/mol):264.7

3、   等张比容(90.2K):671.1

4、   表面张力(dyne/cm):41.3

5、   极化率(10-24cm3):32.11

 

计算化学数据

1.疏水参数计算参考值(XlogP):无

2.氢键供体数量:1

3.氢键受体数量:5

4.可旋转化学键数量:7

5.互变异构体数量:2

6.拓扑分子极性表面积72.9

7.重原子数量:19

8.表面电荷:0

9.复杂度:314

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:1

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

虫胺磷 下游产品

虫胺磷 表征图谱

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