Diazinon 二嗪农

CAS 333-41-5 MFCD00036204

化学结构图

333-41-5
SMILES: CCOP(=S)(OCC)Oc1cc(C)nc(C(C)C)n1

化学属性

Mol. FormulaC12H21N2O3PS
Mol. Weight304.38
Melting Point>120 ºC (DEC.)
Boiling Point85-90°C
Density1.0
Solubility略溶于水. 0.004 G/100 ML
Flash Point104.4 °C
Refractive index1.498
Stability对光敏感

别名和识别编码

Chemical NameDiazinon
CAS Number333-41-5
Synonym O,O-Diethyl O-(2-isopropyl-4-methyl-6-pyrimidyl) thionophosphate O,O-Diethyl-O-(2-isopropyl-4-methyl-6-pyrimidinyl)-phosphorothioate 二嗪农原油 Exodin {Chem 2-iso-Propyl-6-methyl-4-pyrimidylphosphorot Cooper's Flystrike Powder Nucidol O,O-Diaethyl-O-(2-isopropyl-4-methyl)-6-pyrimidyl-thionophosphat Dimpylate Phosphorothioic acid, O,O-diethyl 2-isopropyl-6-methyl-4-pyrimidinyl ester Compass (insecticide) Knox Out 2FM DIANON {hazard_ Bassadinon G-24480 Diazinon AG 500 Dizictol {Chemi O,O-Diethyl O-(6-methyl-2-(1-methylethyl)-4-pyrimidinyl) phosophorothioate O,O-diethyl O-(2 O,O-Diethyl O-(2-isopropyl-6-methyl-4-pyrimidinyl) ph Dimpylat O,O-二乙基-O-(2-异丙基-4-甲基嘧啶-6-基)硫代磷酸酯 {Ch 二嗪磷 敌匹硫磷 {uni_ha O,O-DIETHYL-O-[2-ISOPROPYL-4-METHYL-6-PYRIMIDYL]PHOSPHOROTHIOATE 二嗪农 diazinon Phosphorothioate, O,O-diethyl O-6-(2-isopropyl-4-methylpyrimidyl) Antigal Phosphorothioic acid, O,O-diethyl O-(2-isopropyl-6-methyl-4-pyrimidinyl) ester Dazzel {uni_hambu O,O-Diaethyl-O-(2-isopropyl-4-methyl-pyrimidin-6 Basudin 10G O,O-Diethyl O-(2-isopropyl- Basudin S 二嗪磷颗粒剂 Dizinil {u Diethyl 4-(2-isopropyl-6-methylpyrimidinyl)phosphorothionate {C OMS 469 O,O-Diaethyl-O-( Geigy 24480 O,O-二乙基-O-(2-异丙基-6-甲基-4-嘧啶基)硫逐磷酸酯 2-iso-Propyl-6-methyl-4-pyrimidylphosphoroth-ioicacidO,O’-diethyleste Ciazinon Oleodiazinon Dyzol Garden Tox {ha
PubChem Substance ID3017
EC Number206-373-8
Beilstein Registry Number273790
MDL NumberMFCD00036204
Chemical Name Translation二嗪农
Merck Number13,3019
Wiswesser Line NotationT6N CNJ BY1&1 DOPS&O2&O2 F1
LabNetwork Molecule IDLN01269294
InChIInChI=1S/C12H21N2O3PS/c1-6-15-18(19,16-7-2)17-11-8-10(5)13-12(14-11)9(3)4/h8-9H,6-7H2,1-5H3
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分类

  • {Chemicalbook} 农药: 杀虫(螨)剂: 有机磷杀虫剂
  • {SNA} 2000/60/EC, Additional Standards, Analytical Standards, D, EPA, Endocrine Disruptors (Draft), European Community: ISO, DIN and DL 152, Insecticides, Method and Regulation Specific, Oeko-Tex Standard 100, Organophorous, Organophosphate, Pesticide Class, Pesticides, 农残和代谢标准品, 农残,疑似对蜜蜂有害, 分析/色谱, 按照字母排序
  • 2000/60/EC, Acaricides, Alpha sort, Alphabetic, Analytical Standards, Analytical/Chromatography, Chromatography, D,

产品应用

  • 非内吸性广谱杀虫剂、兼有一定的杀螨,杀线虫活性。广泛用于水稻、玉米、甘蔗、烟草、果树、蔬菜、牧草、花卉、森林和温室,用来防治多种刺激吸性和食叶性害虫。也用于土壤,防治地下害虫和线虫,还可用于防治家畜体外寄生虫和蝇类、蟑螂等家庭害虫。
  • 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: IV/20A
  • Merck: 14,2995
  • Short: IV/20C
  • Short: EINECS
  • Short: IV/20B
  • Gaines, T.B., et al.: Toxicol. Appl. Pharmacol., 14, 515 (1969);

安全信息

GHS Symbol
WGK Germany3
Hazard Codes Xn;N,N,Xn,F F,Xn F,Xn,N Xn;N Xn,N
Hazard statements
  • H332 Harmful if inhaled 吸入有害
  • H302 Harmful if swallowed 吞食有害
  • H312 Harmful in contact with skin 皮肤接触有害
  • H411 Toxictoaquaticlifewithlonglastingeffects 对水生生物有毒性并具有长期影响。
  • H319 Causes serious eye irritation 严重刺激眼睛
  • H225 Highly flammable liquid and vapour 高度易燃液体和蒸气
  • H410 Verytoxictoaquaticlifewithlonglastingeffects 对水生生物毒性非常大并具有长期影响。
Personal Protective Equipment Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
RTECSTF3325000
Precautionary statements
  • P210 Keep away from heat/sparks/open flames/hot surfaces. — No smoking. 远离热源/火花/明火/热的表面。——禁止吸烟。
  • 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。
  • P305+P351+P338
  • P308+P313
  • P301+P312+P330
  • P201 Obtain special instructions before use. 使用前获取专门指示。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Signal word Danger
Safety Statements
  • 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;
  • S24/25 Avoid contact with skin and eyes 避免皮肤和眼睛接触;
Risk Statements
  • R36 Irritating to eyes 刺激眼睛
  • R11 Highly flammable 非常易燃
  • R22 Harmful if swallowed 吞咽有害
  • R50/53
  • R20/21/22 Harmful by inhalation, in contact with skin and if swallowed 吸入、皮肤接触和不慎吞咽有害
  • R51/53
UN Number 2783/2810 UN 2783/2810
Packing GroupIII
Hazard Class6.1(b)
Storage condition APPROX 4°C 储存温度2-8℃ 玻璃安瓿瓶包装,冷藏和避光条件下保存。
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE

{

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - guinea pig
DOSE/DURATION           : 250 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       : Unreported
SPECIES OBSERVED        : Mammal - species unspecified
DOSE/DURATION           : 76 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   30ZDA9 "Chemistry of Pesticides," Melnikov, N.N., New York, Springer-Verlag
   New York, Inc., 1971  Volume(issue)/page/year:

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Administration onto the skin
SPECIES OBSERVED        : Rodent - rabbit
DOSE/DURATION           : 3600 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   85JFAN "Agrochemicals Handbook," with updates, Hartley, D., and H. Kidd,
   eds., Nottingham, Royal Soc. of Chemistry, 1983-86 Volume(issue)/page/year:
   A131,1983

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Human
DOSE/DURATION           : 214 mg/kg
TOXIC EFFECTS :
   Behavioral - changes in motor activity (specific assay)
   Behavioral - muscle weakness
   Skin and Appendages - sweating
REFERENCE :
   CTOXAO Clinical Toxicology.  (New York, NY)  V.1-18, 1968-81.  For publisher
   information, see JTCTDW.  Volume(issue)/page/year: 12,435,1978

TYPE OF TEST

TYPE OF TEST            : Mutation in mammalian somatic cells
TEST SYSTEM             : Rodent - mouse Lymphocyte
DOSE/DURATION           : 60 mg/L
REFERENCE :
   EMMUEG Environmental and Molecular Mutagenesis.  (Alan R. Liss, Inc., 41 E.
   11th St., New York, NY 10003)  V.10-    1987-  Volume(issue)/page/year:
   12,85,1988

TYPE OF TEST            : DNA inhibition
ROUTE OF EXPOSURE       : Multiple routes
TE

TYPE OF TEST            : Mutation test systems - not otherwise specified
ROUTE

TYPE OF TEST            : Sister chromatid exchange
ROUTE OF EXPOSURE       : Multiple routes
TEST SYSTEM             : Fish - not otherwise specified
DOSE/DURATION           : 540 pmol/L
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 118,61,1983

TYPE OF TEST            : Cytogenetic analysis
TEST SYSTEM             : Rodent - hamster Lung
DOSE/DURATION           : 100 mg/L/27H
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 66,277,1979

TYPE OF TEST            : Mutation test systems - not otherwise specified
TEST SYSTEM             : Human Lymphocyte
DOSE/DURATION           : 500 ug/L
REFERENCE :
   BIHAA2 Bibliotheca Haematologica (Basel).  (S. Karger AG, Postfach, CH-4009
   Basel, Switzerland) No.1-    1955-  Volume(issue)/page/year: 38(Pt
   1),344,1971

TYPE OF TEST

TYPE OF TEST            : DNA inhibition
ROUTE OF EXPOSURE       : Multiple routes
TEST SYSTEM             : Fish - not otherwise specified
DOSE/DURATION           : 640 ug/L
REFERENCE :
   STEVA8 Science of the Total Environment.  (Elsevier Science Pub. B.V., POB
   211, 1000 AE Amsterdam, Netherlands)  V.1-    1972- Volume(issue)/page/year:
   76,63,1988

{haza

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Intraperitoneal
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 150 mg/kg
SEX/DURATION            : female 11 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Maternal Effects - other effects
   Nutritional and Gross Metabolic - weight loss or decreased weight gain
   Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death,
   e.g., stunted fetus)
REFERENCE :
   AEHLAU Archives of Environmental Health.  (Heldref Pub., 4000 Albemarle St.,
   NW, Washington, DC 20016)  V.1-    1960-  Volume(issue)/page/year:
   16,805,1968

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 26400 ug/kg
SEX/DURATION            : female 12-15 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Specific Developmental Abnormalities - urogenital system
REFERENCE :
   JFMAAQ Journal of the Florida Medical Association.  (Florida Medical Assoc.,
   POB 2411, Jacksonville, FL 32203)  V.1-    1914- Volume(issue)/page/year:
   54,452,1967

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 63500 ug/kg
SEX/DURATION            : female 10 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Fertility - post-implantation mortality (e.g. dead and/or
   resorbed implants per total number of implants)
REFERENCE :

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Mammal - pig
DOSE                    : 570 mg/kg
SEX/DURATION            : female 1-16 week(s) after conception
TOXIC EFFECTS :
   Reproductive - Specific Developmental Abnormalities - craniofacial
   (including nose and tongue)
   Reproducti

其他信息

  • 用途二:广谱性杀虫剂,具有触杀、胃毒、熏蒸和一定的内吸作用,也有较好的杀螨与杀卵作用。防治水稻螟虫、稻叶蝉,用50%乳油15~30g/100m 2 ,对水7.5kg喷雾,防效90%~100%。防治棉蚜、棉红蜂蛛、棉蓟马、棉叶蝉,用50%乳油7.5~12mL/100m 2 ,对水均匀喷雾,防效92%~97%。防治华北蝼蛄、华北大金龟子地下害虫,用50%乳油75mL,对水3.75kg,拌种45kg,推闷7h即可播种,或拌小麦种37kg,待种子把药液吸收,稍晾干后即可播种。防治菜青虫、菜蚜,用50%乳油6 ~7.5mL/100m 2 ,对水6 ~7.5kg均匀喷雾。防治葱潜叶蝇、豆类种蝇、稻瘿蚊,用50%乳油7.5~15mL/100m 2 ,对水7.5~15kg均匀喷雾。防治大黑蛴螬,用2%颗粒剂0.19kg/100m 2 穴施。注意勿与含铜杀菌剂和敌稗混合使用。
  • 灭火剂:砂土、干粉、泡沫
  • 方法二:将甲醇、氯化氢与异丁腈反应生成相应的亚氨酸酯盐酸盐;用氨处理,转化成相应的脒。然后,在碱性条件下,脒同乙酰乙酸乙酯缩合,得到嘧啶醇(4-羟基-2-异丙基-6-甲基嘧啶)。嘧啶醇在苯或甲苯中,在碳酸钠存在下加热回流,加入二乙基硫代磷酰氯、硝酸铜,缩合得到二嗪农。
  • 急救治疗:[1]用阿托品1~5mg皮下或静脉注射(按中毒轻重而定) [2]用解磷定0.4-1.2g 静脉注射(按中毒轻重而定) [3]禁用吗啡、茶硷、吩噻嗪、利血平。 [4]误服立即引吐、洗胃、导泻(清醒时才能引吐)。
  • 类别:农药
  • 刺激数据:皮肤-兔子 500 毫克 中度;
  • 用途三:非内吸性广谱杀虫剂,兼有一定的杀螨、杀线虫活性。广泛用于水稻、玉米、甘蔗、烟草、果树、蔬菜、牧草、花卉、森林和温室,用来防治多
  • 职业标准:TWA 0.1 毫克/立方米; STEL 0.3 毫克/立方米
  • 图谱信息:二嗪农(333-41-5)核磁图( 13 CNMR) 二嗪农(333-41-5)质谱(MS) 二嗪农(333-41-5)核磁图( 1 HNMR) 二嗪农(333-41-5)红外图谱(IR1)
  • 储运特性:库房通风低温干燥; 与食品原料分开储运
  • 上游原料:乙酰乙酸乙酯 --> 乙酰乙酸甲酯 --> 二乙基硫代磷酰氯 --> 喹硫磷 --> 异丁腈 --> 双二甲胺基乙基醚 --> 丁脒 --> 2-异丙基-6-甲基-4-吡啶醇 --> 环丙嘧啶醇 --> 6-甲基嘧啶
  • 中毒症状:急性中毒多在12小时内发病,口服立即发病。轻度:头痛、头昏、恶心、呕吐、多汗、无力、胸闷、视力模糊、胃口不佳等,全血胆碱酯酶活力一般降 至正常值的70%以下。中度:除上述症状外还出现轻度呼吸困难、肌肉震颤 、瞳孔缩小、精神恍惚、行走不稳、大汗、流涎、腹疼、腹泻。重者还会出现昏迷、抽搐、呼吸困 难、口吐白沫、大小便失禁,惊厥,呼吸麻痹。
  • 用途四:非内吸性广谱杀虫剂、兼有一定的杀螨,杀线虫活性。广泛用于水稻、玉米、甘蔗、烟草、果树、蔬菜、牧草、花卉、森林和温室,用来防治多种刺激吸性和食叶性害虫。也用于土壤,防治地下害虫和线虫,还可用于防治家畜体外寄生虫和蝇类、蟑螂等家庭害虫。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。
  • Sigma Aldrich:333-41-5(sigmaaldrich)
  • 方法一:O,O-二乙基硫代磷酰氯的制备 详见喹硫磷的合成。 2-异丙基-4-甲基-6-羟基嘧啶的制备 由异丁腈与甲醇和盐酸反应,制得亚胺醚盐酸盐,再与氨作用制得异丁脒。异丁脒与乙酰乙酸乙酯在氢氧化钠存在下环化制得2-异丙基-4-甲基-6-羟基嘧啶。 二嗪磷的合成 将8g 2-异丙基-4-甲基-6-羟基嘧啶、0.63g SMB、2.82g氢氧化钠、50mL丁酮混合后,在室温下搅拌0.5h,缓慢升温至55℃,至物料澄清后加入9.5g O,O-二乙基硫代磷酰氯,并升温至70℃,搅拌0.5h,再回流1h,搅冷,加入50mL水,使析出固体溶解,用20%NaOH调节pH值至11,搅拌、分层。水层用丁酮萃取,溶剂合并,减压脱溶,残留物经碱洗、酸洗、再碱洗后,水洗至中性,减压加热脱水,得14g棕色透明液体,折射率1.4942。

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