2,2,4,5,5-pentamethyl-2,5-dihydro-1H-imidazol-1-yloxy | 39753-74-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑啉类
• 英文名称: 2,2,4,5,5-pentamethyl-2,5-dihydro-1H-imidazol-1-yloxy
• 英文别名: 2,2,4,5,5-pentamethyl-3-imidazoline-1-yloxy；2,2,4,5,5-pentamethyl-2,5-dihydroimidazol-1-oxyl；MTI
• CAS: 39753-74-7
• 化学式: C₈H₁₅N₂O
• 分子量: 155.22
• InChiKey: ZICZZIRIRHGROF-UHFFFAOYSA-N

物化性质

• 沸点：
  160-165 °C
• 密度：
  1.0468 (rough estimate)
• 稳定性/保质期：
  遵照规定使用和储存，则不会发生分解。

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  16.6
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 安全说明：
  S24/25

SDS

Name:	2 2 4 5 5-Pentamethyl-3-Imidazoline-1-Oxyl Free Radical 98% Material Safety Data Sheet
Synonym:	None Known
CAS:	39753-74-7

Section 1 - Chemical Product MSDS Name:2 2 4 5 5-Pentamethyl-3-Imidazoline-1-Oxyl Free Radical 98% Material Safety Data Sheet
Synonym:None Known

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
39753-74-7	2,2,4,5,5-Pentamethyl-3-Imidazoline-1-	98%	unlisted

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation.
Ingestion:
May cause irritation of the digestive tract. The toxicological properties of this substance have not been fully investigated.
Inhalation:
May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated.
Chronic:
No information found.

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Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.
Inhalation:
Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get medical aid.
Notes to Physician:

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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. Runoff from fire control or dilution water may cause pollution.
Extinguishing Media:
Use agent most appropriate to extinguish fire. Use water spray, dry chemical, carbon dioxide, or appropriate foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Absorb spill with inert material (e.g. vermiculite, sand or earth), then place in suitable container. Avoid runoff into storm sewers and ditches which lead to waterways. Clean up spills immediately, observing precautions in the Protective Equipment section. 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. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation.
Storage:
Keep container closed when not in use. Store in a tightly closed container. 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 adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 39753-74-7: 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 minimize contact with skin.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Liquid
Color: clear red
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 160.0 - 165.0 deg C
Freezing/Melting Point: Not available.
Autoignition Temperature: Not applicable.
Flash Point: Not applicable.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C8H15N2O
Molecular Weight: 155.22

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, excess heat, strong oxidants.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, irritating and toxic fumes and gases, carbon dioxide, nitrogen.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 39753-74-7 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
2,2,4,5,5-Pentamethyl-3-Imidazoline-1-Oxyl Free Radical - 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
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: Not available.
Risk Phrases:
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
WGK (Water Danger/Protection)
CAS# 39753-74-7: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 39753-74-7 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 39753-74-7 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：

  2,2,4,5,5-pentamethyl-2,5-dihydro-1H-imidazol-1-yloxy 在 硝酸甲酯 、 苯基锂 、 三乙胺 作用下， 以 甲醇 为溶剂， 反应 21.0h， 生成 4-(3-nitro-1,5-dicyanopentan-3-yl)-2,2,5,5-tetramethyl-3-imidazolin-1-oxyl
  参考文献：
  名称：

  Reznikov, V. A.; Volodarskii, L. B., Journal of Organic Chemistry USSR (English Translation), 1987, vol. 23, p. 191 - 195

  摘要：

  DOI：
• 作为产物：
  描述：

  2,2,4,5,5-pentamethyl-3-imidazolin-3-oxide-1-oxyl 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以9%的产率得到2,2,4,5,5-pentamethyl-2,5-dihydro-1H-imidazol-1-yloxy
  参考文献：
  名称：

  Influence of radical center on oxidative properties of nitron group in reaction of nitroxyl radicals of 3-imidazoline 3-oxide withhydrazine

  摘要：

  DOI：

  10.1007/bf00956162

文献信息

• Synthesis of paramagnetic spiropyran derivatives
  作者：Andrey I. Taratayko、Tatyana V. Rybalova、Vladimir A. Reznikov

  DOI：10.1007/s10593-018-2375-y

  日期：2018.10

  Paramagnetic derivatives of spiropyran have been obtained by condensation of paramagnetic N-iminium salts with o-hydroxyaromatic aldehydes. The structures of three of the six synthesized radicals were proven by X-ray structural analysis.

  螺吡喃的顺磁性衍生物是通过使顺磁性N-亚胺盐与邻羟基芳香醛缩合而获得的。通过X射线结构分析证明了六个合成自由基中三个自由基的结构。
• 2,5-Dihydro-1H-imidazole-Based Nitroxides as Prospective Mediators in Living Radical Polymerization
  作者：Dmitry Zubenko、Igor Kirilyuk、Galina Roshchupkina、Irina Zhurko、Vladimir Reznikov、Sylvain R. A. Marque、Elena Bagryanskaya

  DOI：10.1002/hlca.200690218

  日期：2006.10

  parameters of reactions modelling the 2,5-dihydro-1H-imidazole 1-oxide mediated living polymerization of acrylates. The homolysis rate constants of alkoxyamines based on five nitroxides were measured by EPR spectroscopy at different temperatures. The recombination rate constants kc between the corresponding alkyl radicals and the nitroxides were measured by means of laser flash photolysis. The time-resolved

  应用了许多光谱方法来获得模拟2,5-二氢-1 H-咪唑1-氧化物介导的丙烯酸酯活性聚合反应的动力学参数。通过EPR光谱法在不同温度下测量基于五种氮氧化物的烷氧基胺的均解速率常数。重组率常数k c借助于激光闪光光解法测量相应的烷基和氮氧化物之间的比值。时间分辨的化学诱导的动态核极化（TR-CIDNP）实验表明歧化在重组反应中的贡献可忽略不计。另外，在NMR探针中烷氧基胺的热分解显示出没有从相应的烷氧基胺分子内消除羟胺。动力学参数分析表明，2,5-二氢-1 H-咪唑1-氧化物型自由基是丙烯酸和甲基丙烯酸酯活性聚合的有前途的介质。
• Dikanov, S. A.; Grigor'ev, I. A.; Volodarskii, L. B., Russian Journal of Physical Chemistry, 1982, vol. 56, # 11, p. 1696 - 1699
  作者：Dikanov, S. A.、Grigor'ev, I. A.、Volodarskii, L. B.、Tsvetkov, Yu. D.

  DOI：——

  日期：——
• Effect of the chemical structure of nitroxyl radicals on their reactivity in the reaction with hydrazobenzene and tetranitromethane
  作者：A. D. Malievskii、S. V. Koroteev、L. B. Volodarskii、A. B. Shapiro

  DOI：10.1007/bf00958847

  日期：1990.11

  The reaction rate constants of reduction of stable radicals of different classes by hydrazobenzene in hexane at approximately 20-degrees-C, in the range of 0.4-5.10(3) M-1.sec-1, were determined; a single scale of the oxidative properties of stable nitroxyl radicals was constructed. The rate constants of oxidation of a series of nitroxyl radicals by tetranitromethane in aqueous medium at approximately 20-degrees-C, in the range of 0.06-10 M-1.sec-1, were determined. It was shown that the oxidative properties of the nitroxyl group decrease slightly with an increase in its reducing properties for nitroxyl radicals of the piperidine and imidazoline series in reactions with ascorbic acid and tetranitromethane in aqueous medium, respectively.
• Reznikov, V. A.; Reznikova, T. I.; Volodarskii, L. B., Journal of Organic Chemistry USSR (English Translation), 1982, vol. 18, # 10, p. 1881 - 1888
  作者：Reznikov, V. A.、Reznikova, T. I.、Volodarskii, L. B.

  DOI：——

  日期：——