CAS 333-41-5 MFCD00036204-Diazinon 二嗪农 TAO{mole}

Diazinon 二嗪农

CAS 333-41-5 MFCD00036204

化学结构图

SMILES: CCOP(=S)(OCC)Oc1cc(C)nc(C(C)C)n1

化学属性

Mol. Formula	C12H21N2O3PS
Mol. Weight	304.38
Melting Point	>120 ºC (DEC.)
Boiling Point	85-90°C
Density	1.0
Solubility	略溶于水. 0.004 G/100 ML
Flash Point	104.4 °C
Refractive index	1.498
Stability	对光敏感

别名和识别编码

Chemical Name	Diazinon
CAS Number	333-41-5
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 ID	3017
EC Number	206-373-8
Beilstein Registry Number	273790
MDL Number	MFCD00036204
Chemical Name Translation	二嗪农
Merck Number	13,3019
Wiswesser Line Notation	T6N CNJ BY1&1 DOPS&O2&O2 F1
LabNetwork Molecule ID	LN01269294
InChI	InChI=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。

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

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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。