CAS 52-68-6 MFCD00055272-Trichlorfon 敌百虫标准溶液 TAO{mole}

Trichlorfon 敌百虫标准溶液

CAS 52-68-6 MFCD00055272

化学结构图

SMILES: COP(=O)(OC)C(O)C(Cl)(Cl)Cl

化学属性

Mol. Formula	C4H8Cl3O4P
Mol. Weight	257.44
Refractive index	1.3439
Melting Point	77-81
Boiling Point	100
Density	1.73
Solubility	略溶于水. 1-5 G/100 ML AT 21 ºC

别名和识别编码

Chemical Name	Trichlorfon
MDL Number	MFCD00055272
CAS Number	52-68-6
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 ID	5853
Beilstein Registry Number	1709434
EC Number	200-149-3
Chemical Name Translation	敌百虫标准溶液
Merck Number	13,9696
Wiswesser Line Notation	GXGGYQPO&O1&O1
InChI	InChI=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。

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)