3-Hydroxy-5-methylisoxazole 5-甲基异恶唑-3-酮

CAS 10004-44-1 MFCD00144468

化学结构图

10004-44-1
SMILES: Cc1cc(=O)[nH]o1

化学属性

Mol. FormulaC4H5NO2
Mol. Weight99.09
SolubilitySoluble in alcohol, acetone, THF, chloroform
TSCANo
Density1.185
Stability对光线敏感
Melting Point80°C
Appearance 纯品为白色晶体。m.p.86~87℃,蒸气压0.1333Pa (25℃)。易溶于丙酮、甲醇、乙醇等有机溶剂,25℃时在水中溶解度为85g/L。对酸、碱稳定,无腐蚀性。
Boiling Point363.6°C at 760 mmHg

别名和识别编码

Chemical Name3-Hydroxy-5-methylisoxazole
CAS Number10004-44-1
Synonym 5-Methylisoxazol-3(2H)-one {LY} 5-Methylisoxazol-3(2H)-one {} {LY} 5-Methylisoxazol-3(2H)-one {} {} {LY} 5-Methylisoxazol-3(2H)-one {} {} {} {LY} 5-Methylisoxazol-3(2H)-one {} {} {} {} {LY} 5-Methylisoxazol-3(2H)-one {} {} {} {} {} {LY} 5-Methylisoxazol-3(2H)-one {} {} {} {} {} {} {LY} 5-Methylisoxazol-3(2H)-one {} {} {} {} {} {} {} {LY} 5-Methylisoxazol-3(2H)-one {} {} {} {} {} {} {} {} {LY} 5-Methylisoxazol-3(2H)-one {} {} {} {} {} {} {} {} {} {LY} 5-Methylisoxazol-3(2H)-one {} {} {} {} {} {} {} {} {} {} {LY} 5-Methylisoxazol-3(2H)-one {} {} {} {} {} {} {} {} {} {} {} {LY} 5-Methylisoxazol-3(2H)-one {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {LY} 5-Methylisoxazol-3(2H)-one {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 5-Methylisoxazol-3(2H)-one {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 5-Methylisoxazol-3(2H)-one {} {} {} {} {} {} {} {} {} {} {} {
MDL NumberMFCD00144468
EC Number233-000-6
Merck Number4856
PubChem Substance ID24781
Alfabeta NameMETHYLISOXAZOLONE H532()---
Chemical Name Translation5-甲基异恶唑-3-酮
Reaxys-RN606046
Wiswesser Line NotationT5NOJ C1 EQ
InChIInChI=1S/C4H5NO2/c1-3-2-4(6)5-7-3/h2H,1H3,(H,5,6)
Canonical SMILESO=C1NOC(C)=C1
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分类

  • {SNA} Building Blocks, Chemical Synthesis, Heterocyclic Building Blocks, Isoxazoles
  • Agro-Products
  • Heterocycles
  • {uni_hamburg} no charge; oxygen heterocycle; nitrogen heterocycle; aromatic; 5ring; 1fragment
  • {SNA} Analytical Standards, Analytical/Chromatography, Building Blocks, Chemical Synthesis, Chromatography, Environmental Standards, Heterocyclic Building Blocks,

产品应用

  • 一种防治稻棉苗期立枯病的高效低毒内吸传导性杀菌剂,并兼具优良的植物生长激素的功能,在水稻播种前后或出苗后以600ppm进行土壤灌浇,防治稻苗立枯病有特效,防效在93%以上。用含300-600ppm有效成分的药剂施于栽种的稻苗;甜菜;树苗等地里,能防治由镰刀霉菌;丝囊霉菌;腐霉菌和伏革菌属引起的病害。含0.5-1%有效成分的药液可作甜菜的种子处理剂。

相关文献及参考

  • Merck:14,4856
  • Henning-de Jong, I., et al.: Environ. Toxicol. Chem., 27, 737 (2008),
  • Mol, H., et al.: Anal. Bioanal. Chem., 389, 1715 (2007),
  • Short: III/35D3
  • Short: III/35C2

安全信息

RTECSNY2932000
Safety Statements
  • 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;
  • S26 In case of contact with eyes, rinse immediately with plenty of water and seek medical advice 眼睛接触后,立即用大量水冲洗并征求医生意见;
  • S39 Wear eye/face protection 戴眼睛/面孔保护装置;
Risk Statements
  • R52/53
  • R41 Risk of serious damage to eyes 有严重损伤眼睛的危险
  • R22 Harmful if swallowed 吞咽有害
WGK Germany3
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。
  • P203
  • 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。
  • P264+P265
  • 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。
  • P272 Contaminated work clothing should not be allowed out of the workplace. 污染的工作服不得带出工作场所。
  • 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。
  • P301+P312
  • P301+P312+P330
  • P301+P317
  • P302+P352
  • P305+P351+P338
  • P305+P351+P338+P310
  • P305+P354+P338
  • P308+P313
  • P310 Immediately call a POISON CENTER or doctor/physician. 立即呼救解毒中心或医生/医师。
  • P317
  • P318
  • P321 Specific treatment (see … on this label). 具体治疗(见本标签上的)。
  • P330 Rinse mouth. 漱口
  • P333+P313
  • P362+P364
  • 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。
  • P405 Store locked up. 上锁保管。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Hazard statements
  • H302 Harmful if swallowed 吞食有害
  • H317 May cause an allergic skin reaction 可能导致皮肤过敏
  • H318 Causes serious eye damage 严重伤害眼睛
  • H361 Suspected of damaging fertility or the unborn child 怀疑对生育能力或未出生婴儿造成伤害
  • H411 Toxictoaquaticlifewithlonglastingeffects 对水生生物有毒性并具有长期影响。
  • H412 Harmfutoaquaticlifewithlonglastingeffects 对水生生物有害并具有长期影响。
Signal word Danger
Personal Protective Equipment dust mask type N95 (US), Eyeshields, Gloves
Warnings IRRITANT
Hazard Codes Xn Xn,Xi
Storage condition Store at room temperature {LY} Store at room temperature {} {LY} Store at room temperature {} {} {LY} Store at room temperature {} {} {} {LY} Store at room temperature {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Store at room temperature {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {}
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Administration onto the skin
SPECIES OBSERVED        : Rodent - rabbit
DOSE/DURATION           : >2 gm/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   NYKGA7 Noyaku Kagaku.  Pesticide Science.  (Tokyo, Japan)  V.1-3, 1973-76.
   For publisher information, see NNGADV.  Volume(is

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Unreported
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATI

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Bird - chicken
DOSE/DURATION           : >1 gm/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   PEMNDP Pesticide Manual.  (The British Crop Protection Council, 20 Bridport
   Rd., Thornton Heath CR4 7QG, UK)  V.1-    1968-  Volume(issue)/page/year:
   9,481,1991

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 3112 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   GUCHAZ Guide to the Chemicals Used in Crop Protection.  (Information Canada,
   171 Slater St., Ottawa, Ont., Canada)  Volume(issue)/page/year: 6,302,1973

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Administration onto the skin
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : >10 gm/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   PEMNDP Pesticide Manual.  (The British Crop Protection Council, 20 Bridport
   Rd., Thornton Heath CR4 7QG, UK)  V.1-    1968-  Volume(issue)/page/year:
   9,481,1991

TYPE OF TEST            : Mutation test systems - not otherwise specified
TEST SYSTEM             : Microorganism - not otherwise specified
DOSE/DURATION           : 3 mg/L
REFERENCE :
   NNGADV Nippon Noyaku Gakkaishi.  Journal of the Pesticide Science Society of
   Japan.  (Nippon Noyaku Gakkai, 1-43-11, Komagome, Toshima-ku, Tokyo 170,
   Japan)  V.1-    1976-  Volume(issue)/page/year: 8,173,1983

其他信息

  • 用途三:一种防治稻棉苗期立枯病的高效低毒内吸传导性杀菌剂,并兼具优良的植物生长激素的功能,在水稻播种前后或出苗后以600ppm进行土壤灌浇,防治稻苗立枯病有特效,防效在93%以上。用含300-600ppm有效成分的药剂施于栽种的稻苗、甜菜、树苗等地里,能防治由镰刀霉菌、丝囊霉菌、腐霉菌和伏革菌属引起的病害。含0.5-1%有效成分的药液可作甜菜的种子处理剂。
  • 上游原料:三氯氧磷 --> 盐酸羟胺 --> 乙酰乙酸乙酯 --> 五氯化磷 --> 正丁酰氯 --> 甲醇溶液 --> 丁酸乙酯 --> 丁酰胺 --> 巴豆酸乙酯
  • 类别:农药
  • 下游产品:恶霉灵水剂
  • 毒性:大鼠急性经口LD 50 3112mg/kg(3909~4678mg/kg),小鼠为2148mg/kg(2170mg/kg)。大、小鼠急性经皮LD 50 >10000mg/kg,家兔为6500mg/kg(>2000mg/kg)。大、小鼠90d饲喂试验无作用剂量为150~200mg/kg。蓄积毒性属于弱蓄积性,微核和睾丸初级精母细胞染色体畸变试验阴性,动物试验未见致畸、致癌、致突变作用。对兔眼睛和皮肤有轻微刺激作用。鲤鱼LC 50 >40mg/kg(48h)。对鸟、蚕低毒。
  • 中毒症状:一般只对皮肤、眼有刺激症状,经口中毒低,无中毒报道。
  • 用途二:内吸性土壤杀真菌剂,种子清毒剂,并对植物生长有促进作用。噁霉灵对土壤真菌、苗腐菌、腐霉菌、镰刀菌、伏革菌、丝核菌、猝倒病菌防治效果尤佳。如防治水稻苗期立枯病,苗床用30%水济500倍液,每平方米3L,在苗前或苗后施药,隔周重复1次。若将甜菜种子100kg,用
  • 25℃蒸气压为0.13Pa。25℃水中的溶解度为8.5%(重量、体积)。易溶于甲醇;乙酮;苯;对酸;碱较稳定,无腐蚀性。
  • 用途二:内吸性土壤杀真菌剂,种子清毒剂,并对植物生长有促进作用。噁霉灵对土壤真菌、苗腐菌、腐霉菌、镰刀菌、伏革菌、丝核菌、猝倒病菌防治效果尤佳。如防治水稻苗期立枯病,苗床用
  • Alfa Aesar:3-羟基-5-甲基异唑,97% 3-Hydroxy-5-methylisoxazole, 97%(10004-44-1)
  • 注意事项:(1)该药用于拌种时,宜干拌,湿拌和焖种时易出现药害 (2)严格控制用药量,以防抑制作物生长
  • 用途一:用作土壤杀菌剂、种子处理剂
  • 方法二:有水相法和氯化法两种。水相法的原料消耗定额:盐酸羟胺2
  • 储运特性:库房通风低温干燥; 与食品原料分开储运
  • MOL 文件:10004-44-1.mol
  • 急性毒性:口服- 大鼠 LD50: 3112 毫克/公斤; 口服- 小鼠 LD50: 1968 毫克/ 公斤
  • 方法一:制备方法一 β-氯代巴豆酸乙酯的制备 将乙酰乙酸乙酯与0.115mol的五氯化磷加入到40mL苯中,于-8~-5℃搅拌反应3h,再加入30mL甲醇与30mL水溶液分解氯化氧磷,减压蒸馏得β-氯代巴豆酸乙酯淡黄色液体,b.p.50~52℃/1.33×10 3 Pa,折射率1.4567,产率77%~78%(文献值:b.p.51℃/1.33×10 3 Pa,折射率1.4596)。β-氯代巴豆酸乙酯的制备也可采用非溶剂法,后处理采用水分解氯化氧磷、静置分层工艺。操作过程:将乙酰乙酸乙酯与0.067mol的五氯化磷于0℃搅拌反应6h,控制温度不超过10℃,滴加水分解氯化氧磷,静置30min,将淡黄色液体减压蒸馏,制得β-氯代巴豆酸乙酯,收率85%。 噁霉灵的合成 将45.2g (0.807mol)氢氧化钾溶于200mL甲醇中,滴加含16g (0.228mol)盐酸羟胺水溶液,于0~5℃滴加含20g (0.133mol)β-氯代巴豆酸乙酯的40mL甲醇溶液,在68℃搅拌反应4h,反应结束后再30mL浓盐酸中和至pH=1,过滤、减压蒸馏回收溶剂,残液经冷却、过滤、干燥得12.2g无色针状结晶,m.p.81~82.5℃ (文献值:81℃),纯度98%,产率90%。 制备方法二 将乙酰乙酸乙酯用五氯化磷氯化,制成3,3-二氯丁酸乙酯,
  • Sigma Aldrich:10004-44-1(sigmaaldrich)

系列性分类