2,2,6,6-Tetramethylpiperidinooxy 2,2,6,6-四甲基哌啶氧化物

CAS 2564-83-2 MFCD00009599

化学结构图

2564-83-2
SMILES: CC1(C)CCCC(C)(C)N1[O]

化学属性

Mol. FormulaC9H18NO
Mol. Weight156.25
Melting Point36-40°C
Flash Point67°C(lit.)
TSCAYes
Boiling Point193 °C at 760 mmHg
Density1.0
Solubility易溶于水,乙醇,苯等有机溶剂

别名和识别编码

Chemical Name2,2,6,6-Tetramethylpiperidinooxy
Synonym Tempo {LY} Tempo {} {LY} Tempo {} {} {LY} Tempo {} {} {} {LY} Tempo {} {} {} {} {LY} Tempo {} {} {} {} {} {LY} Tempo {} {} {} {} {} {} {LY} Tempo {} {} {} {} {} {} {} {LY} Tempo {} {} {} {} {} {} {} {} {LY} Tempo {} {} {} {} {} {} {} {} {} {LY} Tempo {} {} {} {} {} {} {} {} {} {} {LY} Tempo {} {} {} {} {} {} {} {} {} {} {} {LY} Tempo {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Tempo {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Tempo {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Tempo {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Tempo {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Tempo {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} Tempo {} {} {} {} {} {} {} {} {} {} {}
MDL NumberMFCD00009599
Beilstein Registry Number1422418
CAS Number2564-83-2
EC Number219-888-8
Reaxys-RN1422418
Merck Number9140
PubChem Substance ID87577318
Chemical Name Translation2,2,6,6-四甲基哌啶氧化物
LabNetwork Molecule IDLN01296117
Canonical SMILES[O]N1C(C)(C)CCCC1(C)C
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分类

  • {SNA} Chemical Synthesis, Others, Oxidizing Agents, Radical Chemistry, Stable Radicals,
  • {SNA} 12 Principles Aligned Products, Chemical Synthesis, Greener Alternative Products, Others, Oxidizing Agents,
  • Analytical Reagents, Analytical/Chromatography, Electron Spin Resonance (ESR/EPR) Spectroscopy, Spectroscopy, Spin Labels
  • {SNA} 12 Principles Alig
  • {SNA} Chemical Synthesis, NMP Initiators, Others, Oxidizing Agents, Polymer Science, Radical Chemistry, Reagents for Controlled Radical Polymerization, Reagents for Polymerization, Stable Radicals, Synthetic Reagents, TEMPO Derivatives, 材料科学

产品应用

  • 接触反应氧化剂，用于碘苯二乙酰氧化橙花醇生成橙花醛。总之，铜/TEMPO用于1位醇生成醛的接触反应。

相关文献及参考

  • [2]. Guo X, et al. Comparative Genotoxicity of TEMPO and 3 of Its Derivatives in Mouse Lymphoma Cells. Toxicol Sci. 2018 May 1;163(1):214-225.
  • [3]. Lv H, et al. TEMPO catalyzed oxidative dehydrogenation of hydrazobenzenes to azobenzenes. Org Biomol Chem. 2020 Apr 22.
  • [4]. Chen X, et al. Isocitrate dehydrogenase 2 contributes to radiation resistance of oesophageal squamous cell carcinoma via regulating mitochondrial function and ROS/pAKT signalling. Br J Cancer. 2020 May 5.
  • Cf also 4-Hydroxy-TEMPO, A12497, and 4-Acetamido-TEMPO, B23456.
  • For a review of the use of stable nitroxyl radicals for the oxidation
  • For a review of the use of stable nitroxyl radicals for the oxidation of primary and secondary alcohols, see: Synthesis, 1153 (1996).
  • For brief features on TEMPO and related reagents, see: Synlett, 563 (2001); 1757 (2003); 657 (2006). For reviews on nitroxide radicals, see: Synthesis, 190, 401 (1971); Chem. Rev., 78, 37 (1978);

安全信息

GHS Symbol
Precautionary statements
  • 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。
  • 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。
  • P301+P330+P331
  • P301+P330+P331+P310
  • P303+P361+P353+P310+P363
  • P304+P340
  • P304+P340+P310
  • P305+P351+P338
  • P305+P351+P338+P310
  • P310 Immediately call a POISON CENTER or doctor/physician. 立即呼救解毒中心或医生/医师。
  • P405 Store locked up. 上锁保管。
  • P501 Dispose of contents/container to..… 处理内容物/容器.....
Hazard statements
  • H314 Causes severe skin burns and eye damage 导致严重的皮肤灼伤和眼睛损伤
WGK Germany3
RTECSTN8991900
Signal word Danger
UN Number 3263 UN 3263 8/PG 2 UN3263
Storage condition 2-8°C {LY} 2-8°C 2-8℃保存 {} {LY} 2-8°C {} {} {LY} 2-8°C {} {} {} {LY} 2-8°C {} {} {} {} {LY} 2-8°C {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} { {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} 2-8°C {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {}
Safety Statements
  • 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；
  • S36/37/39 Wear suitable protective clothing, gloves and eye/face protection 穿戴适当的防护服、手套和眼睛/面保护；
  • 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）；
Risk Statements
  • R34 Causes burns 会导致灼伤
  • R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
Hazard Codes 8 C C;Xi
Personal Protective Equipment Eyeshields, Faceshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
Packing GroupII
Hazard Class8 
TYPE OF TEST            : LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE       : Administration onto the skin
SPECIES OBSERVED        : Rodent - rabbit
DOSE/DURATION           : 2 gm/kg
TOXIC EFFECTS :
   Behavioral - somnolence (general depressed activity)
REFERENCE :
   EPASR* United States Environmental Protection Agency, Office of Pesticides
   and Toxic Substances. (U.S. Environmental Protection Agency, 401 M St., SW,
   Washington, DC 20460)  History unknown.  Volume(issue)/page/year:
   8EHQ-0786-0607S

TYPE OF TEST            : LCLo - Lowest published lethal concentration
ROUTE OF EXPOSURE       : Inhalation
SPECIES OBSERVED        : Rodent - rat
DOSE/DURATION           : 4500 mg/m3/2H
TOXIC EFFECTS :
   Details of toxic effects not reported other than lethal dose value
REFERENCE :
   EPASR* United States Environmental Protection Agency, Office of Pesticides
   and Toxic Substances. (U.S. Environmental Protection Agency, 401 M St., SW,
   Washington, DC 20460)  History unknown.  Volume(issue)/page/year:
   8EHQ-0786-0607S

其他信息

  • 外观:红棕色片状晶体，橘红色结晶或液体,有毒。
  • TCI Shanghai:2,2,6,6-四甲基哌啶-1-氧基自由基 2,2,6,6-Tetramethylpiperidine 1-Oxyl Free Radical,>;98.0%(GC)(T)(2564-83-2)
  • 参考质量标准:外观:橘红色结晶或液体 熔点:34-38°C 含量(GC):≥98%;99%(优级品) 灰份:≤0.1%
  • 上游原料:乙醚 --> 硫酸 --> 过氧化氢 --> 2,2,6,6-四甲基哌啶 --> 硫酸钙 --> 磷钨酸水合物
  • Acros Organics:2,2,6,6-四甲基哌啶氧(TEMPO) 2,2,6,6-Tetramethylpiperidinooxy, 98%(2564-83-2)
  • 检测方法:GC
  • 用途二:接触反应氧化剂，用于碘苯二乙酰氧化橙花醇生成橙花醛。总之，铜/TEMPO用于1位醇生成醛的接触反应。2,2,6,6-Tetramethylpiperidine 1-oxyl
  • MOL 文件:2564-83-2.mol
  • Sigma Aldrich:2564-83-2(sigmaaldrich)
  • Alfa Aesar:四甲基哌啶氧自由基,98+% TEMPO, free radical, 98+%(2564-83-2)
  • 下游产品:N-BOC-吗啉-2-羧酸 --> 4-叔丁基环己酮 --> 环丙甲醛
  • 图谱信息:2,2,6,6-四甲基哌啶氧化物(2564-83-2)红外图谱(IR2) 2,2,6,6-四甲基哌啶氧化物(2564-83-2)质谱(MS) 2,2,6,6-四甲基哌啶氧化物(2564-83-2)红外图谱(IR1)
  • 2,2,6,6-四甲基哌啶氧化物价格(试剂级):更新日期 产品编号 产品名称 包装 价格 2014/06/02 T1560 2,2,6,6-四甲基哌啶1-氧基自由基 2,2,6,6-Tetramethylpiperidine 1-Oxyl Free Radical 5G 474元 2014/06/02 T1560 2,2,6,6-四甲基哌啶1-氧基自由基 2,2,6,6-Tetramethylpiperidine 1-Oxyl Free Radical 25G 1420元 2010/06/21 200380250 2,2,6,6-四甲基哌啶氧化物 2,2,6,6-Tetramethylpiperidinooxy 98% 25 GR 2026元
  • 海关编码:29333999
  • 用途一:是一种高效阻聚剂
  • MSDS 信息:2,2,6,6-Tetramethylpiperidine 1-oxyl(2564-83-2).msds

系列性分类

  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Oxidation - Synthetic Reagents
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Heterocyclic Building Blocks 杂环合成砌块
  4. Homopiperidines 同哌啶
  1. Chemical Synthesis 化学合成
  2. Building Blocks 合成砌块
  3. Heterocyclic Building Blocks 杂环合成砌块
  4. Piperidines 哌啶
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Oxidation - Synthetic Reagents
  4. Osmium - Oxidation
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Oxidation - Synthetic Reagents
  4. Others - Oxidation
  1. Analytical & Chromatography 分析化学与色谱
  2. Analytical Reagents
  3. Spectroscopy - Analytical Reagents
  4. Electron Spin Resonance (ESR/EPR) Spectroscopy - Spectroscopy
  5. Spin Labels - Electron Spin Resonance (ESR/EPR) Spectroscopy
  1. Materials Science 材料科学
  2. Products for Polymer Science Research
  3. Polymerization Initiators - Polymer Science
  4. Free Radical Initiators and Materials for Controlled Radical Polymerization
  5. Tools for Living Radical Polymerizations - Free Radical Initiators
  6. NMP - Tools for Living Radical Polymerizations
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Oxidation - Synthetic Reagents
  4. Environmentally-friendly Oxidation
  1. Analytical & Chromatography 分析化学与色谱
  2. ESR Spectrometry
  1. Chemical Synthesis 化学合成
  2. Synthetic Reagents 合成试剂
  3. Radical Chemistry - Synthetic Reagents
  4. Stable Radicals
  5. Others
  1. Functional Group 官能团索引
  2. hydroxylamine
  1. Medical Research Areas
  2. Metabolism
  3. Mitochondrial Metabolism  (线粒体代谢)
  1. Medical Research Areas
  2. Metabolism
  3. Reactive Oxygen Species  (活性氧)

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