1-羟基-2,2,4,5,5-五甲基-3-咪唑啉 | 39753-73-6

• 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-2,2,4,5,5-五甲基-3-咪唑啉
• 英文名称: 1-hydroxy-2,2,4,5,5-pentamethyl-3-imidazoline
• 英文别名: 2,2,4,5,5-Pentamethyl-2,5-dihydro-1H-imidazol-1-ol；1-hydroxy-2,2,4,5,5-pentamethylimidazole
• CAS: 39753-73-6
• 化学式: C₈H₁₆N₂O
• 分子量: 156.228
• InChiKey: VXXZDYKJAPNRPX-UHFFFAOYSA-N

物化性质

• 熔点：
  126-130 °C
• 沸点：
  280.48°C (rough estimate)
• 密度：
  1.0306 (rough estimate)
• 稳定性/保质期：
  遵照规定使用和储存，则不会分解。

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：
  35.8
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险品标志：
  Xi
• 储存条件：
  存储在0至-6℃的阴凉干燥处。

SDS

Name:	1-Hydroxy-2 2 4 5 5-pentamethyl-3-imidazoline 98% Material Safety Data Sheet
Synonym:	1H-Imidazole, 2,5-dihydro-1-hydroxy-2,2,4,5,5-pentamethyl-
CAS:	39753-73-6

Section 1 - Chemical Product MSDS Name:1-Hydroxy-2 2 4 5 5-pentamethyl-3-imidazoline 98% Material Safety Data Sheet
Synonym:1H-Imidazole, 2,5-dihydro-1-hydroxy-2,2,4,5,5-pentamethyl-

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
39753-73-6	1-Hydroxy-2,2,4,5,5-pentamethyl-3-imid	98	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# 39753-73-6: 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: Crystalline powder
Color: slightly beige
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 127 - 128 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: C8H16N2O
Molecular Weight: 156.23

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
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# 39753-73-6 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
1-Hydroxy-2,2,4,5,5-pentamethyl-3-imidazoline - 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# 39753-73-6: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 39753-73-6 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 39753-73-6 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-2,2,4,5,5-五甲基-3-咪唑啉 反应 13.0h， 生成 4-(2-ethoxycarbonyl-2-oxoethylidene)-2,2,5,5-tetramethyl-3-imidazolidine-1-oxyl
  参考文献：
  名称：

  Reznikov, V. A.; Reznikova, T. I.; Volodarskii, L. B., Journal of Organic Chemistry USSR (English Translation), 1982, vol. 18, # 10, p. 1881 - 1888

  摘要：

  DOI：
• 作为产物：
  描述：

  2,2,4,5,5-pentamethyl-2,5-dihydro-1H-imidazol-1-yloxy 生成 1-羟基-2,2,4,5,5-五甲基-3-咪唑啉
  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

• Neue 3-Imidazolin-1-oxyl-Radikale mit pyridyl und chinolylhaltigen 4-(2-Aminovinyl)-Substituenten und Palladium, Platin und Ruthenium-Komplexe mit diesen 4-Amino-1-azadien-Liganden / New 3-Imidazoline-1-oxyl Radicals with Pyridyl and Quinolyl Containing 4-(2-Aminovinyl) Substituents and Palladium, Platinum and Ruthenium Complexes of these 4-Amino-1-aza-diene Ligands
  作者：Christian Sommer、Heinrich Nöth、Werner Ponikwar、Wolfgang Beck

  DOI：10.1515/znb-2004-0604

  日期：2004.6.1

  The addition of pyridyl and quinolyl nitriles to the 4-lithium salt of 1-hydroxy-2.2.4.5.5- pentamethyl-3-imidazoline with a silyl protected OH group affords 4-aminovinyl substituted imidazoline derivatives 3, 6, 9, 12, and 15 which can be converted into the corresponding nitroxide radicals 5, 8, 11, 14 and 17. The 4-amino-1-azadiene residues of these imidazoline nitroxides form a series of chelates of palladium (22 - 26, 29 - 32) and with ruthenium half sandwich complexes (33 - 36). Coordination of the pyridine or quinoline N atom has been observed in mononuclear (19 - 21) and trinuclear (27, 28) palladium complexes and the structure of 19 was determined by X-ray diffraction.

  将1-羟基-2.2.4.5.5-五甲基-3-咪唑啉的4-锂盐与吡啶基和喹啉基硝基腈反应，得到了4-氨基乙烯基取代的咪唑啉衍生物3、6、9、12和15，可以转化为相应的亚硝基自由基5、8、11、14和17。这些咪唑啉亚硝基的4-氨基-1-氮烯残基形成了一系列钯螯合物（22-26、29-32）和钌半夹心配合物（33-36）。吡啶或喹啉N原子的配位已观察到在单核（19-21）和三核（27、28）钯配合物中，19的结构由X射线衍射确定。
• SITE-SPECIFIC DYNAMIC NUCLEAR POLARIZATION NMR AGENTS
  申请人：North Carolina State University

  公开号：US20170029377A1

  公开（公告）日：2017-02-02

  Dynamic nuclear polarization (DNP) agents are provided for DNP nuclear magnetic resonance of analytes. The DNP agents can have the structure A-X-L-R, where A is none or an amphiphilic group; X is a coupling group capable of site-specific binding with the analyte or, when A is an amphiphilic group, capable of site-specific binding with the amphiphilic group; L is a bond or a linker group; and R is a poly-radical group. The poly-radical can be a di-radical, a tri-radical, a tetra-radical, or a combination thereof. Methods of NMR measurement of an analyte comprising an NMR-detectable nucleus are provided. The methods can include the steps of providing a frozen sample containing the analyte and a DNP agent; applying radiation having a frequency that excites electron spin transitions in the DNP agent at an intensity to polarize the NMR-detectable nucleus; and detecting a signal from nuclear spin transitions in the NMR-detectable nucleus.

  动态核极化（DNP）试剂可用于分析物的DNP核磁共振。DNP试剂可以具有A-X-L-R结构，其中A为无或含有亲水/疏水性的基团；X为能够与分析物或（当A为亲水/疏水性基团时）能够与亲水/疏水性基团特异结合的耦合基团；L为键或连接基团；R为多自由基基团。多自由基可以是双自由基、三自由基、四自由基或其组合。本文提供了一种包含NMR可检测核的分析物的NMR测量方法。该方法可以包括以下步骤：提供包含分析物和DNP试剂的冰冻样品；施加具有激发DNP试剂中电子自旋跃迁频率的辐射，其强度足以极化NMR可检测核；检测NMR可检测核的核自旋跃迁信号。
• Synthesis and electrochemical Reduction of 2,2′-diaryl-5,5,5′,5′-tetramethyl-3,3′-bi(pyrrol-3-ylidene)-4,4′(5H,5′H)-dione 1,1′-dioxides
  作者：I. A. Khalfina、N. V. Vasil’eva、I. G. Irtegova、L. A. Shundrin、V. A. Reznikov

  DOI：10.1134/s1070428010030176

  日期：2010.3

  2,2′-Diaryl-5,5,5′,5′-tetramethyl-3,3′-bi(pyrrol-3-ylidene)-4,4′(5H,5′H)-dione 1,1′-dioxides containing a carboxy, alkoxycarbonyl, or carbamoyl group in the para position of one or both benzene rings were synthesized. These compounds may be regarded as cyclic dinitrones with conjugated C=C bond. Mild aminolysis of carboxy groups in the title compounds may be used to introduce dinitrone fragments into

  2,2'-二芳基5,5,5'，5'-四甲基-3,3'-双（吡咯-3-亚基）-4,4'（5 ħ，5' ħ） -二酮1,1-合成了在一个或两个苯环的对位含有羧基，烷氧羰基或氨基甲酰基的'-二氧化物。这些化合物可以被认为是具有共轭的C = C键的环状二硝基。标题化合物中羧基的轻度氨解可用于将二硝基片段引入寡核苷酸或多肽结构中。所得酰胺的电化学还原涉及第一步中接近零电势的可逆单电子转移，这使得可以在应用的生物有机电化学中将标题化合物用作电化学活性标记。
• Process for the preparation of imidazoline nitroxyl
  申请人：Uniroyal Chemical Company, Inc.

  公开号：US05849929A1

  公开（公告）日：1998-12-15

  A process is provided for the preparation of imidazoline derivatives such as imidazoline nitroxyls and 1-hydroxy imidazoline.

  提供了一种制备咪唑啉衍生物如咪唑啉亚硝基和1-羟基咪唑啉的过程。
• Enaminothiones of imidazolidine nitroxides, a new route to acetylenic compounds of 3-imidazoline
  作者：V.A. Reznikov、L.B. Volodarsky

  DOI：10.1016/s0040-4039(00)84331-2

  日期：1986.1

  The title compounds were prepared and their reaction with NaOBr was investigated. Transformation of the enaminothiones and enaminodithiocarboxylates to acetylenic compounds was observed.

  制备了标题化合物，并研究了它们与NaOBr的反应。观察到烯氨基硫酮和烯氨基二硫代羧酸盐转化为炔属化合物。