1-羟基-2,2,5,5-四甲基-3-咪唑啉 3-氧化物 | 33455-68-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑啉类
• 中文名称: 1-羟基-2,2,5,5-四甲基-3-咪唑啉 3-氧化物
• 中文别名: 1-羟基-2,2,5,5-四甲基-3-咪唑啉3-氧化物
• 英文名称: 1-hydroxy-2,2,5,5-tetramethyl-3-imidazoline 3-oxide
• 英文别名: 2,2,5,5-Tetramethyl-1-imidazolidinol 3-oxide；3-hydroxy-2,2,4,4-tetramethyl-1-oxidoimidazol-1-ium
• CAS: 33455-68-4
• 化学式: C₇H₁₄N₂O₂
• 分子量: 158.2
• InChiKey: KOMUEOBUFGLNFJ-UHFFFAOYSA-N

物化性质

• 熔点：
  160 °C

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  52.2
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xn
• 安全说明：
  S22,S24/25
• 危险类别码：
  R40
• 海关编码：
  2933290090

SDS

Name:	1-Hydroxy-2 2 5 5-tetramethyl-3-imidazoline 3-oxide 99% Material Safety Data Sheet
Synonym:	1H-Imidazole, 2,5-dihydro-1-hydroxy-2,2,5,5-tetramethyl-, 3-oxide
CAS:	33455-68-4

Section 1 - Chemical Product MSDS Name:1-Hydroxy-2 2 5 5-tetramethyl-3-imidazoline 3-oxide 99% Material Safety Data Sheet
Synonym:1H-Imidazole, 2,5-dihydro-1-hydroxy-2,2,5,5-tetramethyl-, 3-oxide

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
33455-68-4	1-Hydroxy-2,2,5,5-tetramethyl-3-imidaz	99	unlisted

Hazard Symbols: XN
Risk Phrases: 40

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Limited evidence of a carcinogenic effect.The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation. May be harmful if absorbed through the skin. The toxicological properties of this material have not been fully investigated.
Ingestion:
May cause irritation of the digestive tract. The toxicological properties of this substance have not been fully investigated. May be harmful if swallowed.
Inhalation:
Harmful if inhaled. May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated.
Chronic:
Chronic inhalation and ingestion may cause effects similar to those of acute inhalation and ingestion.

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Section 4 - FIRST AID MEASURES
Eyes: In case of contact, immediately flush eyes with plenty of water for at least 15 minutes. Get medical aid.
Skin:
In case of contact, flush skin with plenty of water. Remove contaminated clothing and shoes. Get medical aid if irritation develops and persists. Wash clothing before reuse.
Ingestion:
If swallowed, do not induce vomiting unless directed to do so by medical personnel. Never give anything by mouth to an unconscious person. Get medical aid.
Inhalation:
If inhaled, remove to fresh air. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:
Treat symptomatically and supportively.

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. This material in sufficient quantity and reduced particle size is capable of creating a dust explosion.
Extinguishing Media:
Use extinguishing media most appropriate for the surrounding fire.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container. Avoid generating dusty conditions. Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Do not breathe dust.
Storage:
Store in a cool, dry place. Keep container closed when not in use.
Keep refrigerated. (Store below 4C/39F.)

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use process enclosure, local exhaust ventilation, or other engineering controls to control airborne levels.
Exposure Limits CAS# 33455-68-4: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
A respiratory protection program that meets OSHA's 29 CFR 1910.134 and ANSI Z88.2 requirements or European Standard EN 149 must be followed whenever workplace conditions warrant respirator use.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: white
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 162 - 163 deg C
Autoignition Temperature: Not available.
Flash Point: Not applicable.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water: soluble
Specific Gravity/Density:
Molecular Formula: C7H14N2O2
Molecular Weight: 158.20

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Free radicals are extremely reactive chemical compounds. By snatching unpaired electrons from other compounds, free radicals become chemically stable but may at the same time convert, or oxidize, the compounds that lost electrons to new free radicals.
Conditions to Avoid:
Dust generation, heat.
Incompatibilities with Other Materials:
Strong reducing agents, strong oxidizing agents.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, irritating and toxic fumes and gases, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 33455-68-4 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
1-Hydroxy-2,2,5,5-tetramethyl-3-imidazoline 3-oxide - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing Group:
IMO
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing Group:
RID/ADR
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing group:

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XN
Risk Phrases:
R 40 Limited evidence of a carcinogenic effect.
Safety Phrases:
S 22 Do not breathe dust.
S 24/25 Avoid contact with skin and eyes.
WGK (Water Danger/Protection)
CAS# 33455-68-4: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 33455-68-4 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 33455-68-4 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  1-羟基-2,2,5,5-四甲基-3-咪唑啉 3-氧化物 在 manganese(IV) oxide 作用下， 以 氯仿 为溶剂， 生成 2,2,5,5-tetramethyl-3-imidazoline-3-oxide-1-oxyl
  参考文献：
  名称：

  顺磁性合成子，锂化的4,4,5,5-四甲基-4,5-二氢-1H-咪唑-1-氧基3-氧化物与咪唑系列环状亚硝基的反应

  摘要：

  结果表明，偶极稳定的顺磁碳负离子被锂化的4,4,5,5-四甲基-4,5-二氢-1 H-咪唑-1-氧代3-氧化物可以亲核方式与分离的或共轭的亚硝基硝基相连2,5-二氢咪唑3-氧化物和2 H-咪唑1-氧化物系列生成加合物，随后被氧化，生成多官能的一元基和双基。根据XRD，在所得顺磁性化合物的结晶过程中可以形成至少两个多晶型修饰，并且对于它们中的每一个，分子的几何参数是相似的。冷冻甲苯中的双自由基的EPR光谱具有复杂的线形，通过使用X射线衍射结构分析和以下一组参数可以很好地重现该线形：D = 14.9 mT，E = 1.7 mT；张量（14 N）= [0.260 0.260 1.625] mT的，对于氮氧自由基部分的（两个等效张量14 N）= [0.198 0.198 0.700] mT的，和克≈2.007。根据我们的DFT和从头算的计算，双自由基中的分子内交换非常弱，很可能是铁磁性的。

  DOI：

  10.1002/chem.201602049
• 作为产物：
  描述：

  2-hydroxyamino-2-methylpropanal oxime 、 2,2-二乙氧基丙烷 在 溶剂黄146 作用下， 反应 0.42h， 以52%的产率得到1-羟基-2,2,5,5-四甲基-3-咪唑啉 3-氧化物
  参考文献：
  名称：

  顺磁性合成子，锂化的4,4,5,5-四甲基-4,5-二氢-1H-咪唑-1-氧基3-氧化物与咪唑系列环状亚硝基的反应

  摘要：

  结果表明，偶极稳定的顺磁碳负离子被锂化的4,4,5,5-四甲基-4,5-二氢-1 H-咪唑-1-氧代3-氧化物可以亲核方式与分离的或共轭的亚硝基硝基相连2,5-二氢咪唑3-氧化物和2 H-咪唑1-氧化物系列生成加合物，随后被氧化，生成多官能的一元基和双基。根据XRD，在所得顺磁性化合物的结晶过程中可以形成至少两个多晶型修饰，并且对于它们中的每一个，分子的几何参数是相似的。冷冻甲苯中的双自由基的EPR光谱具有复杂的线形，通过使用X射线衍射结构分析和以下一组参数可以很好地重现该线形：D = 14.9 mT，E = 1.7 mT；张量（14 N）= [0.260 0.260 1.625] mT的，对于氮氧自由基部分的（两个等效张量14 N）= [0.198 0.198 0.700] mT的，和克≈2.007。根据我们的DFT和从头算的计算，双自由基中的分子内交换非常弱，很可能是铁磁性的。

  DOI：

  10.1002/chem.201602049

文献信息

• ガラス材の酸化力評価方法
  申请人：サントリー株式会社

  公开号：JP2005172623A

  公开（公告）日：2005-06-30

  【課題】ガラス材が及ぼす酸化作用を簡単に評価できるガラス材の酸化力評価方法を提供する。【解決手段】ガラス材にラジカル化剤を接触させ、ラジカル化剤から生じた不対電子を電子スピン共鳴装置で検出することにより、ガラス材の酸化力を評価する。ラジカル化剤は１−ヒドロオキシルー２，２，５，５−テトラメチルー３−イミダゾリン−３−オキシドを使用する。これにより、ガラス材に接触する材料の用途に応じたガラス材料を選択できる。【選択図】図１

  本发明提供了一种评估玻璃材料氧化能力的方法，可轻松评估玻璃材料的氧化效果。评估玻璃材料氧化能力的方法是：使玻璃材料与一种激化剂接触，然后用电子自旋共振装置检测激化剂产生的未成对电子。基化剂为 1-羟基-2,2,2,5,5-四甲基-3-咪唑啉-3-氧化物。这样就可以根据与玻璃材料接触的材料的用途来选择玻璃材料。[选择示意图] 图 1.
• 水の酸化力および抗酸化力の評価方法
  申请人：国立大学法人九州大学

  公开号：JP2008122249A

  公开（公告）日：2008-05-29

  【課題】水中に含まれる微量の金属イオン等の影響を過度に受けることなく、水の酸化力および抗酸化力を正確に評価できる方法を提供する。【解決手段】水の酸化力を評価する方法であって、当該水と、１−ヒドロキシ−２，２，５，５−テトラメチル−３−イミダゾリン−３−オキシド（ＨＴＩＯ）とを含有する試料について電子スピン共鳴測定を行ない、得られた電子スピン共鳴スペクトルにおける、ＨＴＩＯ由来のラジカルのシグナルと、内部標準マーカーであるマンガンのシグナルとの強度比を算出する、酸化力の評価方法。および、水の抗酸化力を評価する方法であって、さらに酸化剤を含有する試料について電子スピン共鳴測定を行ない、上記シグナル強度比を算出する、抗酸化力の評価方法。【選択図】図１

  本发明提供了准确评估水的氧化能力和抗氧化能力的方法，而不会受到水中所含微量金属离子等的过度影响。 解决方案：一种评估水的氧化能力的方法，其中所述水和 1-羟基-2,2,2,5,5-四甲基-3-咪唑啉 的样品进行电子自旋共振测量，并计算所获得的电子自旋共振谱中由 HTIO 产生的自由基信号与内标锰信号的强度比。 一种评估氧化能力的方法，其中 以及一种评估水的抗氧化能力的方法，其中对含有进一步氧化剂的样品进行电子自旋共振测量，并计算上述信号强度比。 [选图] 图 1.
• Preparation of 2,3- and 2,5-dihydropyrazine 1,4-dioxides from 2-hydroxyamino-2-methylpropanal oxime and some of their properties
  作者：L. B. Volodarskii、L. N. Grigor'eva、A. Ya. Tikhonov

  DOI：10.1007/bf00505772

  日期：1983.10
• Improved Synthesis of 1‐Hydroxy‐2,2,5,5‐tetramethyl‐3‐imidazoline 3‐Oxide (HTIO)
  作者：Julya F. Polienko、Thomas Schanding、Maxim A. Voinov、Igor A. Grigor'ev

  DOI：10.1080/00397910600767272

  日期：2006.9.1
• 1,3-Dipolar cycloaddition of 3-imidazoline-3-oxide nitroxyl radical to dipolarophiles containing carbon-carbon double bonds
  作者：V. V. Martin、L. B. Volodarskii、M. A. Voinov、T. A. Berezina、T. F. Lelyukh

  DOI：10.1007/bf00961121

  日期：1988.8