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


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