Carbofuran 呋喃丹

CAS 1563-66-2 MFCD00041819

化学结构图

1563-66-2
SMILES: CNC(=O)Oc1cccc2c1OC(C)(C)C2

化学属性

Mol. FormulaC12H15NO3
Mol. Weight221.25
Melting Point150-153 °C(lit.)
Boiling Point200°C
Density1.18
Solubility微溶于水,溶于多数有机溶剂。

别名和识别编码

Chemical NameCarbofuran
CAS Number1563-66-2
Synonym 2 2,2-Dimethyl-2,2-dihydrobenzofuranyl-7-N-methylcarbamate 2,2-Dimethyl-2,2-dihydrobenzofuranyl-7-N-methylcarbamate; 2,2-Dimethyl-2,3-dihydrobenzofuranyl 7-methylcarbamate; 2,3-Dihydro-2,2-dimethyl-7-benzofuranol methylcarbamate; Methylcarbamic acid 2,2-dimethyl-2,3-dihydro-7-benzofuran 2,2-Dimethyl-2,3-dihydro-7-benzofuranyl N-methylcarbamate 2,2-dimethyl-2,3-dihydrobenzofuranyl 7-methylcarbamate 2,3-DIHYDRO-2,2-DIMETHYL-BENZOFURAN-7-YL METHYLCARBAMATE 2,3-Dihydro-2,2-dimethyl-7-benzofuranol methylcarbamate 2,3-Dihydro-2,2-dimethyl-7-benzofuranole methylcarbamate 2,3-Dihydro-2,2-dimethyl-7-benzofuranyl N-methylcarbamate 2,3-Dihydro-2,2-dimethyl-7-benzofuranyl methylcarbamate 2,3-Dihydro-2,2-dimethyl-7-benzofuranyl-N-methylcarbamat 2,3-Dihydro-2,2-dimethylbenzofuran-7-yl methylcarbamate 2,3-dihydro-2,2-
MDL NumberMFCD00041819
PubChem Substance ID2566
Beilstein Registry Number1428746
EC Number216-353-0
Chemical Name Translation呋喃丹
Merck Number13,1813
Wiswesser Line NotationT56 BOT&J C1 C1 IOVM1
InChIInChI=1S/C12H15NO3/c1-12(2)7-8-5-4-6-9(10(8)16-12)15-11(14)13-3/h4-6H,7H2,1-3H3,(H,13,14)
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分类

  • {SNA} Benzofurans, Building Blocks, Chemical Synthesis, Heterocyclic Building Blocks
  • Inhibitors
  • {SNA} Alphabetical Index of Analytical Standards, Method and Regulation Specific, Acaricides, Analytical Standards, Analytical/Chromatography, C, CA - CG,
  • Heterocycles
  • {SA} Acaricides, Alphabetic, Analytical Standards, Analytical/Chromatography, C, CA - CG, Carbamates, Chromatography, EPA, Endocrine Disruptors (Draft), Environmental Standards, Insecticides, Method Specific, Oeko-Tex Standard 100, Pesticides,

产品应用

  • 呋喃丹是氨基甲酸酯类广谱内吸杀虫杀螨杀线虫剂,可用于多种作物防治土壤内及地面上的300多种害虫和线虫。并有所短作物生长期、促进作物生长发育从而有效提高作物产量的作用。呋喃丹对昆虫的致毒方式,主要是内吸杀虫作用。药剂施于土壤作物的根基部分,根系吸收后随水份数栋到茎叶部,以达到治虫的目的、呋喃丹还有触杀作用。用于防治棉花蚜虫,水稻,玉米根虫,对水稻、玉米、和花生等作物大部分害虫有效。

相关文献及参考

  • Short: IV/20C
  • Merck:13,1813
  • Short: EINECS
  • Short: IV/8A
  • Dorough, W.H., et al.: J. Agric. Food Chem., 16, 319 (1968),

安全信息

GHS Symbol
Precautionary statements
  • P201 Obtain special instructions before use. 使用前获取专门指示。
  • P202 Do not handle until all safety precautions have been read and understood. 已阅读并理解所有的安全预防措施之前,切勿操作。
  • P260 Do not breathe dust/fume/gas/mist/vapours/spray. 不要吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P261 Avoid breathing dust/fume/gas/mist/vapours/spray. 避免吸入粉尘/烟/气体/烟雾/蒸汽/喷雾。
  • P264 Wash hands thoroughly after handling. 处理后要彻底洗净双手。
  • P270 Do not eat, drink or smoke when using this product. 使用本产品时不要吃东西,喝水或吸烟。
  • P271 Use only outdoors or in a well-ventilated area.? 只能在室外或通风良好的地方使用。
  • 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。
  • P281 Use personal protective equipment as required. 使用所需的个人防护装备。
  • P284 Wear respiratory protection.? 佩戴呼吸保护装置。
  • P301+P310
  • P302+P352
  • P304+P340
  • P304+P340+P310
  • P307+P311
  • P308+P313
  • P310 Immediately call a POISON CENTER or doctor/physician. 立即呼救解毒中心或医生/医师。
  • P312 Call a POISON CENTER or doctor/physician if you feel unwell. 如果你感觉不适,呼叫解毒中心或医生/医师。
  • P314 Get medical advice/attention if you feel unwell. 获取医疗咨询/就医,如果你觉得不舒服
  • P320 Specific treatment is urgent (see … on this label). 紧急具体治疗(见本标签上的)。
  • P321 Specific treatment (see … on this label). 具体治疗(见本标签上的)。
  • P322 Specific measures (see …on this label). 具体治疗(见本标签上的)。
  • P330 Rinse mouth. 漱口
  • P363 Wash contaminated clothing before reuse. 被污染的衣服洗净后方可重新使用。
  • P391 Collect spillage. Hazardous to the aquatic environment 收集对水环境有危害的泄漏物。
  • P403+P233
  • P405 Store locked up. 上锁保管。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Hazard statements
  • H300 Fatal if swallowed 吞食致命
  • H300+H330
  • H330 Fatal if inhaled 吸入致命
  • H400 Verytoxictoaquaticlife 对水生生物毒性非常大。
  • H410 Verytoxictoaquaticlifewithlonglastingeffects 对水生生物毒性非常大并具有长期影响。
WGK Germany3
Signal word Danger
Hazard Codes T+,N,T T+,N T;N
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;
  • S45 In case of accident or if you feel unwell seek medical advice immediately (show the label where possible) 发生事故时或感觉不适时,立即求医(可能时出示标签);
  • S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套;
  • S1/2 None 上锁保管并避免儿童触及;
Risk Statements
  • R26/28 Very toxic by inhalation and if swallowed 吸入及吞食都有剧毒
  • R50/53
UN Number 2757 UN 2811 6.1/PG 1
Packing GroupI
Hazard Class6.1(a)
Storage condition 0-6°C
RTECSFB9450000
Restrict 剧毒化学品
Warnings 危化品目录(2015) 危险化学品
TYPE OF TEST            : LC50 - Lethal concentration, 50 percent kill
ROUTE OF EXPOSURE       : Inhalation
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 85 mg/m3
TOXIC EFFECTS :
   Sense Organs and Special Senses (Eye) - effect, not otherwise specified
   Gastrointestinal - changes in structure or function of salivary glands
   Gastrointestinal - nausea or vomiting
REFERENCE :
   JJOMDZ JOM, Journal of Occupational Medicine.  (American Occupational
   Medicine Assoc., 150 N. Wacker Dr., Chicago, IL 60606)  V.10-    1968-
   Volume(issue)/page/year: 12,16,1970

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Unreported
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 19 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   GISAAA Gigiena i Sanitariya.  For English translation, see HYSAAV.  (V/O
   Mezhdunarodnaya Kniga, 113095 Moscow, USSR)  V.1-    1936-
   Volume(issue)/page/year: 49(10),23,1984

TYPE OF TEST            : LC50 - Lethal concentration, 50 percent kill
ROUTE OF EXPOSURE       : Inhalation
SPECIES OBSERVED        : Mammal - dog
DOSE/DURATION           : 52 mg/m3
TOXIC EFFECTS :
   Sense Organs and Special Senses (Eye) - effect, not otherwise specified
   Gastrointestinal - changes in structure or function of salivary glands
   Gastrointestinal - nausea or vomiting
REFERENCE :
   JJOMDZ JOM, Journal of Occupational Medicine.  (American Occupational
   Medicine Assoc., 150 N. Wacker Dr., Chicago, IL 60606)  V.10-    1968-
   Volume(issue)/page/year: 12,16,1970

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Administration onto the skin
SPECIES OBSERVED        : Bird - wild bird species
DOSE/DURATION           : 100 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose v

TYPE OF TEST            : Mutation in microorganisms
TEST SYSTEM             : Bacteria - Salmonella typhimurium
DOSE/DURATION           : 10 mg/plate
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 116,185,1983

TYPE OF TEST            : Mutation in microorganisms
TEST SYSTEM             : Microorganism - not otherwise specified
DOSE/DURATION           : 60 mg/L
REFERENCE :
   MILEDM Microbios Letters.  (Faculty Press, 88 Regent St., Cambridge, UK)
   V.1-    1976-  Volume(issue)/page/year: 12,79,1979

TYPE OF TEST            : Mutation in mammalian somatic cells
TEST SYSTEM             : Rodent - hamster Lung
DOSE/DURATION           : 500 umol/L
REFERENCE :
   ENVRAL Environmental Research.  (Academic Press, Inc., 1 E. First St.,
   Duluth, MN 55802) V.1-    1967-  Volume(issue)/page/year: 29,48,1982

TYPE OF TEST            : Cytogenetic analysis
TEST SYSTEM             : Human Lymphocyte
DOSE/DURATION           : 100 mg/L
REFERENCE :
   TGANAK Tsitologiya i Genetika.  Cytology and Genetics.  For English
   translation, see CYGEDX. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR)
   V.1-    1967-  Volume(issue)/page/year: 18(1),17,1984

TYPE OF TEST            : Sister chromatid exchange
TEST SYSTEM             : Human Lymphocyte
DOSE/DURATION           : 5 mg/L
REFERENCE :
   MUREAV Mutation Research.  (Elsevier Science Pub. B.V., POB 211, 1000 AE
   Amsterdam, Netherlands) V.1-    1964-  Volume(issue)/page/year: 147,296,1985

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 210 ug/kg
SEX/DURATION            : female 1-21 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Effects on Newborn - biochemical and metabolic
REFERENCE :
   JEPTDQ Journal of Environmental Pathology and Toxicology.  (Park Forest
   South, IL)  V.1-5(3), 1977-81(?).  For publisher information, see JEPOEC.
   Volume(issue)/page/year: 2(2),357,1978

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE                    : 10500 ug/kg
SEX/DURATION            : female 1-21 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Specific Developmental Abnormalities - immune and
   reticuloendothelial system
   Reproductive - Effects on Newborn - growth statistics (e.g.%, reduced weight
   gain)
   Reproductive - Effects on Newborn - delayed effects
REFERENCE :
   JEPTDQ Journal of Environmental Pathology and Toxicology.  (Park Forest
   South, IL)  V.1-5(3), 1977-81(?).  For publisher information, see JEPOEC.
   Volume(issue)/page/year: 4(5-6),53,1980

TYPE OF TEST            : TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE                    : 70 mg/kg
SEX/DURATION            : female 6-19 day(s) after conception
TOXIC EFFECTS :
   Reproductive - Fertility - pre-implantation mortality (e.g. reduction in
   number of implants per female; total number of implants per corpora lutea)
   Reproductive - Fertility - post-implantation mortality (e.g. dead and/or
   resorbed implants per total number of implants)
REFERENCE :
   JPFCD2 Journal of Environmental Science and Health, Part B: Pesticides, Food
   Contaminants, and Agricultural Wastes.  (Marcel Dekker, 270 Madison Ave.,
   New York,

其他信息

  • 用途五:广谱、高效、低残留、高毒性的氨基甲酸酯类杀虫、杀螨、杀线虫剂。具有内吸、触杀、胃毒作用,并有一定的杀卵作用,持效期较长,一般在土壤中半衰期为30~60d。可用于防治水稻螟虫、稻蓟马、稻纵卷叶虫、稻飞虱、稻叶蝉、稻象甲、玉米螟、玉米切根虫、棉蚜、棉铃虫、大豆蚜、大豆食心虫、螨类及线虫等。一般用量为6.8~10g有效成分/100m 2 ,或3%颗粒剂225~300g/100m 2 。棉花种子处理可先将棉种经硫酸脱绒,再用35%种衣剂(有效成分为种子干重1%)包衣处理,可防治棉蚜、地老虎等害虫。
  • 可燃性危险特性:遇明火、高热可燃; 受热产生有毒氮氧化物烟雾
  • 呋喃丹使用方法:(1)防治棉花苗期害虫:每亩用3%颗粒剂1.5~2公斤,与种子同时撒入沟内,或用3%颗粒剂拌干棉籽,用药量为药1份、棉籽4份。 (2)防治烟草田害虫:防治烟草的烟蚜、根结线虫、小地老虎、蝼蛄等害虫,于烟苗移栽时,用3%颗粒剂,每穴撒1—1.5克。 (3)防治水稻田害虫:防治稻螟、飞虱、蓟马、叶蝉、稻瘿蚊等害虫,每亩用3%颗粒剂1.5~2公斤,对细沙15公斤,拌匀撤于水面;在陆稻田每亩用3%颗粒剂2~2.5公斤,与稻种同时播下。 (4)防治大豆田害虫:防治蚜虫、豆杆蝇及孢囊线虫等,每亩用3%颗粒剂2.2~4.4公斤,撒于播种沟内。 (5)防治花生田害虫:防治蚜虫、蓟马、蝼蛄及根结线虫等。每亩用3%颗粒剂4
  • 中毒症状:头昏、头痛、乏力、面色苍白、呕吐、多汗、流涎、瞳孔缩小、视力模糊。严重者出现血压下降、意识不清,皮肤出现接触性皮炎如风疹,局部红肿 痛痒,眼结膜
  • 类别:农药
  • 上游原料:亚硝酸钠 --> 三乙胺 --> 苯 --> 氯 --> 四氯化碳 --> 氨基苯 --> 一甲胺 --> 光气(无法供) --> 邻苯二酚 --> 聚乙烯醇 --> 呋喃 --> 氯化镁 --> 氧茚 --> 2-硝基苯酚 --> 异氰酸甲酯 --> 呋喃酚 --> 3-氯-2-甲基丙烯 --> 稳定剂 --> 甲胺基甲酰氯 --> 无水丙酮 --> 甲基异氰酸酯 --> 钯碳催化剂
  • 用途四:用于防治棉花、水稻、玉米、花生、谷物、香蕉、咖啡、甜菜、烟草等作物的害虫
  • 灭火剂:水、泡沫、二氧化碳
  • 外观性质:纯品为白色无臭结晶,工业品稍有苯酚气味。
  • 用途三:有优良的抗静电和防腐蚀性,有较好的分散、乳化、起泡作用,也可用作生产餐巾纸和卫生纸的助剂
  • 下游产品:呋喃酚 --> 种衣剂 --> 丁硫克百威 --> 苯并呋喃硫酰氯
  • Sigma Aldrich:1563-66-2(sigmaaldrich)
  • 毒性:大鼠急性经口 LD 50 为8~14mg/kg(工业品为1.0mg/kg),急性经皮LD 50 <500mg/kg。狗急性经口LD 50 为19mg/kg,鸡为9mg/kg。鳟鱼LC 50 1.5mg/L (0.28mg/kg) (96h),工业品对鲶鱼、青锶鱼
  • 注意事项:[1]呋喃丹毒性高,贮存、运输及施药时,必须按高毒农药规定。 [2]直播田施 用呋喃丹,不能与敌稗、灭草灵等除草剂同时混用,施用敌稗应在施用呋喃丹前3-4天进行,或在施用呋喃丹后一个月施用。 [3]呋喃丹在水中水解速度 随pH值及温度升高而加快,故不能与碱性农药、肥料混合施用,否则易分解 失效
  • 方法一:由邻硝基苯酚出发 氯化反应 异丙烯在一定压力下氯化,制得甲基氯丙烯。氯化反应液经压滤、蒸馏等后处理,产物纯度可达96%。 醚化反应 邻硝基苯酚与甲基氯丙烯在碳酸钠存在下制得2-甲代烯丙基邻硝基酚醚。 克莱逊反应 2-甲代烯丙基邻硝基酚醚加热,经克莱逊反应转位生成2-(2-甲代烯丙基)-6-硝基苯酚。 环合反应 在无水氯化镁存在下,克莱逊重排产物环合成2,3-二氢-2,2-二甲基-7-硝基苯并呋喃(俗称7-硝基)。 加氢反应 将7-硝基在钯/碳催化剂存在下,加压还原制得2,3-二氢-2,2-二甲基-7-氨基苯并呋喃(俗称7-氨基)。 重氮化反应 7-氨基与亚硝酸钠水溶液、浓硫酸进行重氮化反应,制得2,3-二氢-2,2-二甲基-7-苯并呋喃重氮硫酸盐(俗称7-重氮硫酸盐)。 水解反应 7-重氮硫酸盐在CuSO4催化作用下水解成2,3-二氢-

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