Trichlorfon 敌百虫标准溶液

CAS 52-68-6 MFCD00055272

化学结构图

52-68-6
SMILES: COP(=O)(OC)C(O)C(Cl)(Cl)Cl

化学属性

Mol. FormulaC4H8Cl3O4P
Mol. Weight257.44
Refractive index1.3439
Melting Point77-81
Boiling Point100
Density1.73
Solubility略溶于水. 1-5 G/100 ML AT 21 ºC

别名和识别编码

Chemical NameTrichlorfon
MDL NumberMFCD00055272
CAS Number52-68-6
Synonym (2,2,2-Trichloro-1-hydr (2,2,2-​Trichloro-​1-​hydroxyethyl)​phosphonic acid dimethyl ester 2-三氯-1-羟基乙基)膦酸酯 Agroforotox BAY 15922 BAY-L BAYER L 13/57 Britten Chlorophthalm DEP DIMETHYL (2,2,2-TRICHLORO-1-HYDROXYETHYL)-PHOSPHONATE Dipterex 50 Diptevur Ditrifon Fliegenteller Foschlor R Foschlor R-50 Metrifonate Metriphonate O,O-Dimethyl (2,2,2-trichloro-1-hydroxyethyl)phosphonate Vermicide bayer 2349 dimethyl (2,2,2-trichloro-1-hydroxyethyl)phosphonate o,o-dimethyl-2,2,2-trichloro-1-hydroxy-eth {} {} { {} {} {uni_hambu {} {} {uni_hamburg} 三氯松 敌百虫可溶性粉剂 甲基一六○五乳剂
PubChem Substance ID5853
Beilstein Registry Number1709434
EC Number200-149-3
Chemical Name Translation敌百虫标准溶液
Merck Number13,9696
Wiswesser Line NotationGXGGYQPO&O1&O1
InChIInChI=1S/C4H8Cl3O4P/c1-10-12(9,11-2)3(8)4(5,6)7/h3,8H,1-2H3
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分类

  • {SA} Acaricides, Alpha sort, Alphabetic, Analytical Standards, Analytical/Chromatography, Antibiotics, Antibiotics A to Z, Antibiotics T-Z, Antiparasitic / Antiprotozoal / Anthelminthic, Chromatography, Environmental Standards, Insecticides, Organophorous, Pesticides, Pesticides & Metabolites, Q-Z, Spectrum of Activity, T, TP - TZ
  • {SNA} Acaricides, All alphabetically sorted, Alphabetical Index of Analytical Standards, Analytical Standards, Analytical/Chromatography, Antibiotics,
  • {SNA} Acaricides,
  • {Chemicalbook} 农药: 杀虫(螨)剂: 有机磷杀虫剂

产品应用

  • 兼有胃毒和触杀作用的广谱性杀虫剂。农药残留量分析标准。
  • 校准仪器和装置;评价方法;工作标准;质量保证/质量控制;其他。

相关文献及参考

  • Short: III/20a
  • Short: EINECS
  • Merck: 14,9623
  • Short: III/10a
  • Short: IV/8A

安全信息

RTECSTA0700000
GHS Symbol
Precautionary statements
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P273 Avoid release to the environment. 避免释放到环境中。
  • P280 Wear protective gloves/protective clothing/eye protection/face protection. 戴防护手套/防护服/眼睛的保护物/面部保护物。
  • P284 Wear respiratory protection.? 佩戴呼吸保护装置。
  • P302+P352+P312
  • P304+P340
  • P342+P311
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Hazard statements
  • H410 Verytoxictoaquaticlifewithlonglastingeffects 对水生生物毒性非常大并具有长期影响。
  • H317 May cause an allergic skin reaction 可能导致皮肤过敏
  • H302 Harmful if swallowed 吞食有害
WGK Germany3
Signal word Danger Warning
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Faceshields, Gloves
Hazard Codes 9
Safety Statements
  • S24 Avoid contact with skin 避免皮肤接触;
  • S37 Wear suitable gloves 戴适当手套;
  • S60 This material and its container must be disposed of as hazardous waste 该物质及其容器必须作为危险废物处置;
  • S61 Avoid release to the environment. Refer to special instructions/safety data sheet 避免释放到环境中,参考特别指示/安全收据说明书;
Risk Statements
  • R22 Harmful if swallowed 吞咽有害
  • R43 May cause sensitisation by skin contact 皮肤接触会产生过敏反应
  • R50/53
UN Number 2783 3077 UN 3077 9/PG 3
Storage condition 密封阴凉干燥保存,避免接触碱性物质。 2-8°C
Warnings 危化品目录(2015) 危险化学品
TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intramuscular
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 183 mg/kg/6W-I
TOXIC EFFECTS :
   Tumorigenic - Carcinogenic by RTECS criteria
   Liver - tumors
   Blood - tumors
REFERENCE :
   ARGEAR Archiv fuer Geschwulstforschung.  (VEB Verlag Volk und Gesundheit
   Neue Gruenstr. 18, Berlin DDR-1020, Ger. Dem. Rep.)  V.1-    1949-
   Volume(issue)/page/year: 41,311,1973

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 186 mg/kg/6W-I
TOXIC EFFECTS :
   Tumorigenic - Carcinogenic by RTECS criteria
   Liver - tumors
   Blood - tumors
REFERENCE :
   ARGEAR Archiv fuer Geschwulstforschung.  (VEB Verlag Volk und Gesundheit
   Neue Gruenstr. 18, Berlin DDR-1020, Ger. Dem. Rep.)  V.1-    1949-
   Volume(issue)/page/year: 41,311,1973

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Administration onto the skin
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 1950 mg/kg/22W-I
TOXIC EFFECTS :
   Tumorigenic - equivocal tumorigenic agent by RTECS criteria
   Liver - tumors
REFERENCE :
   ERNFA7 Ernaehrungsforschung.  (Akademie-Verlag GmbH, Leipziger St. 3-4, 108
   Berlin, Ger. Dem. Rep.) V.1-    1956-  Volume(issue)/page/year: 16,515,1972

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - guinea pig
DOSE/DURATION           : 420 mg/kg
TOXIC EFFECTS :
   Lungs, Thorax, or Respiration - other changes
   Biochemical - Enzyme inhibition, induction, or change in blood or tissue
   levels - true cholinesterase
REFERE

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Intravenous
SPECIES OBSERVED        : Mammal - dog
DOSE/DURATION           : 150 mg/kg
TOXIC EFFECTS :
   Cardiac - other changes
   Liver - other changes
   Blood - hemorrhage
REFERENCE :
   ARTODN Archives of Toxicology.  (Springer-Verlag, Heidelberger Pl. 3, D-1000
   Berlin 33, Fed. Rep. Ger.)  V.32-    1974-  Volume(issue)/page/year:
   41,3,1978

TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Intramuscular
SPECIES OBSERVED        : Rodent - rabbit
DOSE/DURATION           : 500 mg/kg
TOXIC EFFECTS :
   Vascular - other changes
   Lungs, Thorax, or Respiration - other changes
   Blood - hemorrhage
REFERENCE :
   MDWTAG Medycyna Weterynaryjna.  Veterinary Medicine.  (Ars Polona, POB 1001,
   00-068 Warsaw 1, Poland) V.1-    1945-  Volume(issue)/page/year: 35,479,1979

TYPE OF TEST            : LD - Lethal dose
ROUTE OF EXPOSURE       : Administration onto the skin
SPECIES OBSERVED        : Rodent - rabbit
DOSE/DURATION           : >1500 mg/kg
TOXIC EFFECTS :
   Skin and Appendages - dermatitis, irritative (after systemic exposure)
   Biochemical - Enzyme inhibition, induction, or change in blood or tissue
   levels - true cholinesterase
REFERENCE :
   GTPZAB Gigiena Truda i Professional'nye Zabolevaniya.  Labor Hygiene and
   Occupational Diseases. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR)
   V.1-36, 1957-1992. For publisher information, see MTPEEI
   Volume(issue)/page/year: 8(10),54,1964

TYPE OF TEST            : Mutation test systems - not otherwise specified
TEST SYSTEM             : Human Lymphocyte
DOSE/DURATION           : 20 mg/L
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 300,135,1993

TYPE OF TEST            : Mutation in microorganisms
TEST SYSTEM             : Yeast - Saccharomyces cerevisiae
DOSE/DURATION           : 5000 ppm
REFERENCE :
   NTIS** National Technical Information Service.  (Springfield, VA 22161)
   Formerly U.S. Clearinghouse for Scientific & Technical Information.
   Volume(issue)/page/year: PB80-133226

TYPE OF TEST            : Sister chromatid exchange
TEST SYSTEM             : Rodent - hamster Lung
DOSE/DURATION           : 20 mg/L
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 88,307,1981

TYPE OF TEST            : Sister chromatid exchange
TEST SYSTEM             : Human Lymphocyte
DOSE/DURATION           : 20 mg/L
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 300,135,1993

TYPE OF TEST            : Unscheduled DNA synthesis
TEST SYSTEM             : Human Cells - not otherwise specified
DOSE/DURATION           : 4 mol/L
REFERENCE :
   PSSCBG Pesticide Science.  (Blackwell Scientific Pub. Ltd., POB 88, Oxford,
   UK)  V.1-    1970-  Volume(issue)/page/year: 15,439,1984

TYPE OF TEST            : Dominant lethal test
ROUTE OF EXPOSURE       : Intraperitoneal
TEST SYSTEM             : Rodent - mouse
DOSE/DURATION           : 405 mg/kg
REFERENCE :
   ARTODN Archives of Toxicology.  (Springer-Verlag, Heidelberger Pl. 3, D-1000
   Berlin 33, Fed. Rep. Ger.)  V.32-    1974-  Volume(issue)/pag

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Unreported
SPECIES OBSERVED        : Rodent - guinea pig
DOSE                    : 375 mg/kg
SEX/DURATION            : female 42-44 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Specific Developmental Abnormalities - Central Nervous System
REFERENCE :
   NEREDZ Neurochemical Research.  (Plenum Pub. Corp., 233 Spring St., New
   York, NY 10013) V.1-    1976-  Volume(issue)/page/year: 19,569,1994

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 78400 ug/kg
SEX/DURATION            : female 16-22 day(s) after c

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - hamster
DOSE                    : 2 gm/kg
SEX/DURATION            : female 7-11 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Fertility - litter size (e.g. # fetuses per litter; measured
   before birth)
REFERENCE :
   EVHPAZ EHP, Environmental Health Perspectives.  (U.S. Government Printing
   Office, Supt of Documents, Washington, DC 20402)  No.1-    1972-
   Volume(issue)/page/year: 30,105,1979

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - guinea pig
DOSE                    : 600 mg/kg
SEX/DURATION            : female 36-53 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Fertility - abortion
   Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death,
   e.g., stunted fetus)
   Reproductive - Specific Developmental Abnormalities - Central Nervous System
REFERENCE :
   ARTODN Archives of Toxicology.  (Springer-Verlag, Heidelberger Pl. 3, D-1000
   Berlin 33, Fed. Rep. Ger.)  V.32-    1974-  Volume(issue)/page/year:
   59,30,1986

Packing GroupIII

其他信息

  • RTECS号:TA0700000
  • MOL 文件:52-68-6.mol
  • 生产方法:首先使甲醇与三氯乙醛混合生成半缩醛(并含少量缩醛)。 然后在较低温度下,三氯化磷与甲醇反应生成亚磷酸二甲酯(游离甲醇或半缩醛及缩醛中的甲醇都极易与三氯化磷反应),及时排除HCl和CH3Cl。 最后,在较高的温度下,三氯乙醛与亚磷酸二甲酯发生缩合反应,生成敌百虫。 在连续操作中控制甲醇和三氯乙醛略大于理论量,质量比为三氯化磷;甲醇;三氯乙醛=1:(0.73~0.78):(1.12~1.18);酯化温度为40~50℃,停留时间10min;脱酸液的液相温度80℃,缩合温度90~95℃,停留时间40~50min;脱回流液温度先95~105℃,后<;120℃。 敌百虫生产也可采用一步合成分段进行的办法。即一次投料,在低温下生成亚磷酸二甲酯,不经分离,在高温下直接生成敌百虫。酯化阶段三氯乙醛和甲醇混合,温度不超过50℃,冷却至5℃以下,加入三氯化磷,排出氯化氢和氯甲烷回收处理。缩合阶段酯化液经甩敌国进一步脱出氯化氢后,进行反应罐,温度80~120℃,即生成敌百虫。
  • 毒害物质数据:52-68-6(Hazardous Substances Data)
  • 毒性:雄性大鼠急性经口LD 50 为630mg/kg,雌性为560mg/kg;大鼠急性经皮LD 50 >2000mg/kg。含500mg/kg饲料喂养大鼠2年,未发现异常现象。
  • EPA化学物质信息:Phosphonic acid, (2,2,2-trichloro-1-hydroxyethyl)-, dimethyl ester(52-68-6)
  • 在中性和弱溶液中比较稳定,但其溶液长期放置会变质,在碱性溶液转化成敌敌畏,转化过程随着碱性增强和温度升高而加速,加热至180℃分解。20℃时水中溶解度15.4g/100ml。溶于苯、乙醇和多数氯化烃,微溶于乙醚、四氯化碳,不溶于甘油。低毒,半数致死量(雄大鼠,经口)630mg/kg。对金属有腐蚀性。
  • HazardClass:6.1(b)
  • 有令人愉快的气味。在中性和弱溶液中比较稳定,但其溶液长期放置会变质,在碱性溶液转化成敌敌畏,转化过程随着碱性增强和温度升高而加速,加热至180℃分解。20℃时水中溶解度15.4g/100ml。溶于苯、乙醇和多数氯化烃,微溶于乙醚、四氯化碳,不溶于甘油。低毒,半数致死量(雄大鼠,经口)630mg/kg。对金属有腐蚀性。
  • PackingGroup:III
  • 外观性质:纯品为白色结晶,有醛类气味。
  • 用途:主要用于防治蔬菜、果树、茶、桑、棉花和粮食作物上的各种害虫,亦可作卫生用药和防治牲畜寄生虫
  • NIST化学物质信息:Metrifonate(52-68-6)
  • 图谱信息:O,O-二甲基-(2,2,2-三氯-1-羟基乙基)磷酸酯(52-68-6)质谱(MS) O,O-二甲基-(2,2,2-三氯-1-羟基乙基)磷酸酯(52-68-6)核磁图( 1 HNMR) O,O-二甲基-(2,2,2-三氯-1-羟基乙基)磷酸酯(52-68-6)核磁图( 13 CNMR)

系列性分类


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