1,2,4-Triazole 1,2,4-三氮唑

CAS 288-88-0 MFCD00005228

化学结构图

288-88-0
SMILES: c1nc[nH]n1

化学属性

Mol. FormulaC2H3N3
Mol. Weight69.07
Boiling Point260°C at 760 mmHg
Melting Point115-117°C
Flash Point170°C
TSCAYes
Solubility1250 G/L (20 ºC)
Density1.274
Appearance 1,2,4-三唑纯品为白色针状晶体,工业品为粉红色或褐色固体,m.p.120~121℃,分解点220℃以上,易溶于水,微溶于丙酮、乙酸乙酯,不溶于氯仿、苯。
Stability对光线敏感
pH:A

别名和识别编码

Chemical Name1,2,4-Triazole
CAS Number288-88-0
PubChem Substance ID9257
EC Number206-022-9
Beilstein Registry Number104767
MDL NumberMFCD00005228
Reaxys-RN104767
Merck Number9605
Synonym 1,2,4-Triazole {LY} 1,2,4-Triazole {} {LY} 1,2,4-Triazole {} {} {LY} 1,2,4-Triazole {} {} {} {LY} 1,2,4-Triazole {} {} {} {} {LY} 1,2,4-Triazole {} {} {} {} {} {LY} 1,2,4-Triazole {} {} {} {} {} {} {LY} 1,2,4-Triazole {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 1,2,4-Triazole {} {} {} {} {} {} {} {} {LY} 1,2,4-Triazole {} {} {} {} {} {} {} {} {} {LY} 1,2,4-Triazole {} {} {} {} {} {} {} {} {} {} {LY} 1,2,4-Triazole {} {} {} {} {} {} {} {} {} {} {} {LY} 1,2,4-Triazole {} {} {} {} {} {} {} {} {} {} {} {} {LY} 1,2,4-Triazole {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 1,2,4-Triazole {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 1,2,4-Triazole {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 1,2,4-Triazole {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 1,2,4-Triazole {} {} {} {} {}
Chemical Name Translation1,2,4-三氮唑
LabNetwork Molecule IDLN00199592
InChIInChI=1S/C2H3N3/c1-3-2-5-4-1/h1-2H,(H,3,4,5)
Canonical SMILESN1N=CN=C1
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分类

  • {Chemicalbook} 农药中间体: 杀菌剂中间体: 三唑类杀菌剂
  • Alpha sort, Alphabetic, Amitrol metabolite, Analytical Standards, Analytical/Chromatography, Chromatography, Environmental Standards, Metabolites, Pesticides & Metabolites, Q-Z, T, TP - TZ
  • {SNA} Building Blocks, Chemical Synthesis, Heterocyclic Building Blocks, Triazoles

产品应用

  • 该品用于农药;医药(氟康唑);染料;橡胶助剂的生产,也用于复制系统的光电导体。

相关文献及参考

  • Bifunctional acylation catalyst, often superior to Imidazole, A10221, for esterification, amidation, etc. Has found limited use as a catalyst for low-racemization peptide bond formation: Proc. Chem. Soc., 266 (1963); Rec. Trav. Chim., 84, 213 (1965); Liebigs Ann. Chem., 691, 212 (1966). See Appendix 6.
  • Bifunctional acylation catalyst, often superior to Imidazole, A10221, for esterification, amidation, etc. Has found limited use as a catalyst for low-racemization peptide bond formation: Proc. Chem. Soc., 266 (1963); Rec. Trav. Chim., 84, 213 (1965); Liebigs Ann. Chem., 691, 212 (1966). See Appendix 6.
  • 41, 1297 (2000).
  • Merck: 14,9605
  • In a comparative study of 1- vs 4-alkylation using different bases it was found that the best yields of the 1-substituted regioisomers were obtained with DBU: Tetrahedron Lett.,
  • 41, 1297 (2000).
  • Merck: 14,9605 Beilstein:26,13
  • In a comparative study of 1- vs 4-alkylation using different bases it was found that the best yields of the 1-substituted regioisomers were obtained with DBU: Tetrahedron Lett.,

安全信息

GHS Symbol
WGK Germany2
Hazard Codes Xn Xn,Xi
Hazard statements
  • H302 Harmful if swallowed 吞食有害
  • H319 Causes serious eye irritation 严重刺激眼睛
  • 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
  • H361d Suspected of damaging the unborn child 怀疑对未出生婴儿造成伤害
Personal Protective Equipment Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
RTECSXZ3806000
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。
  • 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。
  • 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
  • P305+P351+P338
  • P305+P351+P338+P337+P313
  • P308+P313
  • 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。
  • P330 Rinse mouth. 漱口
  • P332+P313
  • P337+P313
  • P405 Store locked up. 上锁保管。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Signal word Warning
Safety Statements
  • S36/37 Wear suitable protective clothing and gloves 穿戴适当的防护服和手套;
Risk Statements
  • R22 Harmful if swallowed 吞咽有害
  • R36 Irritating to eyes 刺激眼睛
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
  • R63 Possible risk of harm to the unborn child 可能危害未出生婴儿
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 te
TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 1750 mg/kg
TOXIC EFFECTS :
   Behavioral - tremor
   Behavioral - excitement
   Lungs, Thorax, or Respiration - respiratory depression
REFERENCE :
   GISAAA Gigiena i Sanitariya.  For English translation, see HYSAAV.  (V/O
   Mezhdunarodnaya Kniga, 113095 Moscow, USSR)  V.1-    1936-
   Volume(issue)/page/year: 51(11),65,1986

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Bird - quail
DOSE/DURATION           : >316 mg/kg
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   EESADV Ecotoxicology and Environmental Safety.  (Academic Press, Inc., 1 E.
   First St., Duluth, MN 55802)  V.1-    1977-  Volume(issue)/page/year:
   6,149,1982

TYPE OF TEST            : LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE       : Oral
SPECIES OBSERVED        : Rodent - mouse
DOSE/DURATION           : 1350 mg/kg
TOXIC EFFECTS :
   Behavioral - tremor
   Behavioral - excitement
   Lungs, Thorax, or Respiration - respiratory depression
REFERENCE :
   GISAAA Gigiena i Sanitariya.  For English translation, see HYSAAV.  (V/O
   Mezhdunarodnaya Kniga, 113095 Moscow, USSR)  V.1-    1936-
   Volume(issue)/page/year: 51(11),65,1986

其他信息

  • 用途二:用作农药和医药中间体,广泛用于粉锈宁、多效唑、烯效唑、烯唑醇等农药的合成
  • MSDS 信息:1,2,4-1H-Triazole(288-88-0).msds
  • Acros Organics:1,2,4-1H-三唑 1,2,4-1H-Triazole, 99.5%(288-88-0)
  • 工业品为浅黄色或褐色针状晶体,吸水性强。溶于水和乙醇。
  • TCI Shanghai:1,2,4-三氮唑 1,2,4-Triazole,>;98.0%(GC)(T)(288-88-0)
  • 检测方法:T,NMR
  • 方法二:由甲酰胺与肼反应而得。
  • 用途一:用作农药和医药中间体,广泛应用于粉锈宁、多效唑、烯效唑、烯唑醇等农药的合成
  • Sigma Aldrich:288-88-0(sigmaaldrich)
  • Hazard Note:Irritant
  • 海关编码:29339990
  • 下游产品:氟康唑 --> 多效唑 --> 阿那曲唑 --> 丙环唑 --> 联苯三唑醇 --> 抑芽唑 --> 碱性红 46 --> 1-对硝基苯磺酸基-1,2,4-三唑 --> 3,5-二溴-1H-1,2,4-三唑 --> 阳离子黄 X-3RL --> 碱性红22
  • 用途四:该品用于农药、医药(氟康唑)、染料、橡胶助剂的生产,也用于复制系统的光电导体。
  • 图谱信息:1,2,4-三氮唑(288-88-0)质谱(MS) 1,2,4-三氮唑(288-88-0)核磁图( 13 CNMR) 1,2,4-三氮唑(288-88-0)核磁图( 1 HNMR) 1,2,4-三氮唑(288-88-0)红外图谱(IR2) 1,2,4-三氮唑(288-88-0)红外图谱(IR1)
  • 方法一:其制备方法有以下几种。 二甲酰肼法 二甲酰肼与氨在甲酰胺中于150~250℃反应,不断除去水,制得1,2,4-三唑。 甲酰胺法 将肼加到170~180℃的甲酰胺液面下,并不断蒸出副产物,生成1,2,4-三唑。 甲酰肼法 以甲酸甲酯为基本原料,经肼解和氨解分别制得甲酰肼和甲酰胺,然后在145℃加热反应生成1,2,4-三唑。 甲酸法 在甲酸中通入氨气,制成甲酸铵后加热到160℃,将肼加入,继续加热,并不断蒸去生成的氨气和水即生成1,2,4-三唑。 甲酸法原料易得,工艺简便,副产氨气可以回收再用,国内一般用该法生产1,2,4-三唑。具体的工艺如下。 将定量的甲酸投入成盐釜,在搅拌下通入氨成甲酸铵盐,当反应液的pH=8时,即为通氨终点,将甲酸铵放入缩合釜,升温脱水至145℃,开始滴加定量的水合肼,一面滴加一面脱水直至加完,然后升温至203℃反应结束,出料即得1,2,4-三唑。
  • 上游原料:氨 --> 水合肼 --> 甲酸 --> 水合肼 --> 4-氯苯甲醛 --> 甲酸铵 --> 甲酸甲酯 --> 二甲酰肼
  • 1,2,4-三氮唑价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2011/08/23 AT4610801 1.2.4-三氮唑 25g 413元 2011/08/23 L0135103 Alfa-A11597 500g 3011元 2011/08/23 K9063001 1.2.4-三氮唑puriss≥99.0% 10g 189.54元
  • 用途三:1,2,4-三唑简称三唑,是三唑类杀菌剂如三唑酮、三唑醇、联苯三唑醇、戊唑醇、苄氯三唑醇、烯唑醇、粉唑醇、己唑醇、环唑醇、丙环唑、氟硅唑、三氟苯唑、呋菌唑、恶醚唑、氟醚唑、羟菌唑、呋醚唑、腈菌唑、糠菌唑等和三唑类植物生长调节剂如烯效唑和多效唑等的中间体。
  • 用途五:该品用于农药;医药(氟康唑);染料;橡胶助剂的生产,也用于复制系统的光电导体。
  • MOL 文件:288-88-0.mol
  • Alfa Aesar:1,2,4-三唑,99% 1,2,4-Triazole, 99%(288-88-0)

系列性分类