1-乙基-3-甲基溴化咪唑 | 65039-08-9

• 物质功能分类: 化学试剂 - 有机试剂 - 离子液体
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 1-乙基-3-甲基溴化咪唑
• 中文别名: 1-甲基-3-乙基咪唑溴盐；1-乙基-3-甲基溴化咪唑,溴化1-乙基-3-甲基咪唑；溴化1-乙基-3-甲基咪唑；1-乙基-3-甲基咪唑溴盐
• 英文名称: 3-ethyl-1-methyl-1H-imidazol-3-ium bromide
• 英文别名: 1-ethyl-3-methylimidazolium bromide；[Emim]Br；1-methyl-3-ethylimidazolium bromide；1-ethyl-3-methylimidazol-3-ium bromide；1-ethyl-3-methylimidazol-1-ium bromide；3-ethyl-1-methylimidazolium bromide；1-ethyl-3-methylimidazole bromide；[C₂(MIM)][Br]；1-ethyl-3-methylimidazol-3-ium;bromide
• CAS: 65039-08-9
• 化学式: Br*C₆H₁₁N₂
• 分子量: 191.071
• InChiKey: GWQYPLXGJIXMMV-UHFFFAOYSA-M

物化性质

• 熔点：
  70-73°C
• 稳定性/保质期：
  远离氧化物、水分和潮湿。

计算性质

• 辛醇/水分配系数(LogP)：
  -2.66
• 重原子数：
  9
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  8.8
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 危险品标志：
  Xn
• 安全说明：
  S26,S37/39
• 危险类别码：
  R22,R36/37/38
• WGK Germany：
  3
• 海关编码：
  2933290090
• 危险标志：
  GHS07
• 危险性描述：
  H315,H319,H335
• 危险性防范说明：
  P261,P305 + P351 + P338
• 储存条件：
  存放在密封容器中，并置于阴凉、干燥处。请将存储地点远离氧化剂，避免接触湿气和水源。

SDS

Name:	1-Ethyl-3-Methylimidazolium Bromide Material Safety Data Sheet
Synonym:	None Known
CAS:	65039-08-9

Section 1 - Chemical Product MSDS Name:1-Ethyl-3-Methylimidazolium Bromide Material Safety Data Sheet
Synonym:None Known

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
65039-08-9	1-Ethyl-3-Methylimidazolium Bromide	ca. 100	unlisted

Hazard Symbols: XI
Risk Phrases: 36/37/38

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin.Hygroscopic (absorbs moisture from the air).
Potential Health Effects
Eye:
Causes eye irritation. May cause chemical conjunctivitis.
Skin:
Causes skin irritation.
Ingestion:
May cause gastrointestinal irritation with nausea, vomiting and diarrhea.
Inhalation:
Causes respiratory tract irritation. Can produce delayed pulmonary edema.
Chronic:
Effects may be delayed.

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Section 4 - FIRST AID MEASURES
Eyes: Immediately 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. Wash mouth out with 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. Do NOT use mouth-to-mouth resuscitation.
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.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical 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:
Avoid breathing dust, vapor, mist, or gas. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation. Use with adequate ventilation. Wash clothing before reuse.
Storage:
Store in a cool, dry place. Store in a tightly closed container.
Store protected from moisture.

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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# 65039-08-9: 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:
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: Not available.
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: Not available.
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density: Not available.
Molecular Formula: C6H11BrN2
Molecular Weight: 191.07

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures. Hygroscopic: absorbs moisture or water from the air.
Conditions to Avoid:
Incompatible materials, excess heat, exposure to moist air or water.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Hydrogen chloride, nitrogen oxides, carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 65039-08-9 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
1-Ethyl-3-Methylimidazolium Bromide - 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: XI
Risk Phrases:
R 36/37/38 Irritating to eyes, respiratory system
and skin.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 37/39 Wear suitable gloves and eye/face
protection.
WGK (Water Danger/Protection)
CAS# 65039-08-9: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 65039-08-9 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 65039-08-9 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

制备方法与用途

用途：离子液体

反应信息

• 作为反应物：
  描述：

  1-乙基-3-甲基溴化咪唑 在 水 作用下， 反应 12.0h， 生成 1-乙基-3-甲基咪唑醋酸盐
  参考文献：
  名称：

  非水溶致离性离子液晶的制备，表征及在萃取中的应用

  摘要：

  据报道，一类新型的基于离子液体（IL）的非水溶致液晶（LLC）以及基于液相色谱化学技术的高效IL提取工艺的开发。非水LLCs具有极高的提取能力，出色的分离选择性，易于回收和生物相容性。这项工作还表明，将自组装的各向异性纳米结构引入IL系统是克服IL固有的强极性并增强IL分子识别能力的有效方法。在非常高的进料浓度（> 100 mg mL -1）下，具有氢键供体的有机化合物的基于IL的LLCs的分配系数达到了前所未有的50–60的值。），是普通IL，传统有机和聚合物萃取剂的800-1000倍。基于IL的非水LLC结合了IL和LC的独特特性，为开发高性能萃取方法开辟了一条新途径。

  DOI：

  10.1002/chem.201500306
• 作为产物：
  描述：

  1-乙基咪唑 、 溴甲烷 以 乙醚 为溶剂， 反应 1.0h， 以72%的产率得到1-乙基-3-甲基溴化咪唑
  参考文献：
  名称：

  Sorm, Miloslav; Nespurek, Stanislav; Prochazka, Miloslav, Collection of Czechoslovak Chemical Communications, 1983, vol. 48, # 1, p. 103 - 111

  摘要：

  DOI：
• 作为试剂：
  描述：

  二氯二茂钛 、 硫代水杨酸 在 1-乙基-3-甲基溴化咪唑 作用下， 以 氯仿 、 水 为溶剂， 反应 0.05h， 以82%的产率得到
  参考文献：
  名称：

  一种离子液体催化合成取代水杨酸茂钛配合物 的方法

  摘要：

  本发明公开了一种离子液体催化合成取代水杨酸茂钛配合物的方法，该方法是以水溶性咪唑类离子液体为催化剂，在两相体系中二氯二茂钛与取代水杨酸反应制备取代水杨酸茂钛配合物。本发明操作简单，无需调节pH值，反应条件温和，反应时间短，催化剂用量少，在常温常压及溶剂无需严格除水除氧的情况下仅需3～5分钟即可得到产率较高的取代水杨酸茂钛配合物，且催化剂以水溶液形式回收利用，回收容易，催化剂重复使用5次后回收率可达76％，且循环使用5次后，产物取代水杨酸茂钛配合物的产率变化不大。

  公开号：

  CN103980323B

文献信息

• Efficient Intramolecular Hydroalkoxylation/Cyclization of Unactivated Alkenols Mediated by Lanthanide Triflate Ionic Liquids
  作者：Alma Dzudza、Tobin J. Marks

  DOI：10.1021/ol8029559

  日期：2009.4.2

  Lanthanide triflates, Ln(OTf)3, serve as efficient catalysts for the intramolecular hydroalkoxylation (HO)/cyclization of primary/secondary and aliphatic/aromatic hydroxyalkenes in room temperature ionic liquids (RTILs). Cyclizations are effective in the formation of five- and six-membered oxygen heterocycles with Markovnikov-type selectivity. Reaction rates exhibit first-order dependence on [Ln3+]

  镧系元素三氟甲磺酸酯Ln（OTf）3可以在室温离子液体（RTILs）中用作伯/仲和脂族/芳族羟基烯烃分子内加氢烷氧基化（HO）/环化的有效催化剂。环化可有效形成具有马尔科夫尼科夫型选择性的五元和六元氧杂环。反应速率表现出对[Ln 3+ ]和[底物]的一级依赖性。
• 一种利用甲壳素类生物质制备脱氧果糖嗪的 方法
  申请人：中国科学院山西煤炭化学研究所

  公开号：CN105294579B

  公开（公告）日：2018-07-20

  一种利用甲壳素类生物质制备脱氧果糖嗪的方法是将干燥的甲壳素类生物质原料、咪唑类离子液体溶液和添加剂在二甲基亚砜反应介质中混合均匀进行反应得到中间产物；中间产物中加入结晶溶剂，将产物全部溶解，热过滤，去除不溶杂质，滤液旋蒸浓缩，重结晶制备产物。本发明具有原料来源广泛，无污染，制备简单，产品纯度高的优点。
• Catalytic properties of heteropoly compounds in 1,3-butadiene oxidation with hydrogen peroxide
  作者：L. I. Kuznetsova、N. I. Kuznetsova、R. I. Maksimovskaya、O. S. Koshcheeva、V. A. Utkin

  DOI：10.1134/s0023158413040071

  日期：2013.7

  (n-Bu4N)5PW11O39Fe(OH) salt, result, respectively, from the electrophilic addition of hydrogen peroxide to BD and from radical BD oxidation on iron-oxygen complexes in the HPC composition. The reaction carried out in the presence of (n-Bu4N)3PO4[WO(O2)2]4}, (n-Bu4N)5Na0.6H1.4PW11O39, or (EMIm)5NaHPW11O39 yields EB with high selectivity on the reacted BD basis (up to 97%) and H2O2 (about 100%). The formation and

  研究了在H 2 O 2 -HPC-CH 3 CN（HPC =杂多化合物）溶液中1,3-丁二烯（BD）的均相氧化。反应的途径取决于HPC中能够与活性氧配位的金属的性质。在H 3+ n PMo 12- n V n O 40（n的存在下）形成自由基BD氧化的产物（丙烯醛，3-丁烯-1,2-二醇，2-丁烯-1,4-二醇，呋喃）= 1、2）酸。3,4-环氧-1-丁烯（EB）和丙烯醛+呋喃，在（n -Bu 4 N）5 PW 11 O存在下等量形成 39 Fe（OH）盐分别是由于过氧化氢亲电加成至BD以及HPC组合物中铁-氧络合物上的自由基BD氧化所致。反应在（n- Bu 4 N）3 PO 4 [WO（O 2）2 ] 4 }，（n- Bu 4 N）5 Na 0.6 H 1.4 PW 11 O 39或（EMIm ）5 NaHPW 11 O 39以反应的BD为基准（最高97％）和H 2产生高选择性的EBO
• A potential greener protocol for peptide coupling reactions using recyclable/reusable ionic liquid [ $$\hbox {C}_{4}\hbox {-DABCO}][\hbox {N(CN)}_{2}$$ C 4 -DABCO ] [ N(CN) 2 ]
  作者：Manashjyoti Konwar、Nageshwar D Khupse、Prakash J Saikia、Diganta Sarma

  DOI：10.1007/s12039-018-1461-0

  日期：2018.5

  systems. Here, we carried out the peptide bond formation reaction in one of the environmentally secure solvents, ‘ionic liquids’ in the presence of coupling reagent and in the absence of external base at room temperature, affording dipeptides in good to excellent yields. GRAPHICAL ABSTRACTSYNOPSIS We carried out the peptide bond formation reaction in ionic liquids in the presence of a coupling reagent

  摘要 近年来，由于绿色溶剂介质和催化系统的生态性能，合成有机化学中绿色方法的发展引起了人们的关注。在这里，我们在室温下在一种环境安全的溶剂（“离子液体”）中在偶联剂存在下且在不存在外部碱的情况下进行了肽键形成反应，从而以良好的产率获得了优异的二肽。 图形概要概述我们在室温下，在不存在外部碱的情况下，在偶合试剂存在下，在离子液体中进行肽键形成反应，从而以良好或极好的收率得到二肽。
• Novel Ascorbic Acid Based Ionic Liquids for the In Situ Synthesis of Quasi-Spherical and Anisotropic Gold Nanostructures in Aqueous Medium
  作者：Enakshi Dinda、Satyabrata Si、Atanu Kotal、Tarun K. Mandal

  DOI：10.1002/chem.200800006

  日期：2008.6.20

  room temperature ionic liquids involves, first, the preparation of a 1-alkyl (such as methyl, ethyl, butyl, hexyl, octyl, and decyl) derivative of 3-methylimidazolium hydroxide followed by the neutralization of the derivatised product with ascorbic acid. These ionic liquids show significantly better thermal stability and their glass transition temperature (Tg) decreases with increasing alkyl chain length

  一系列新设计的基于抗坏血酸的室温离子液体已成功用于在室温下在水性介质中制备准球形和各向异性金纳米结构。这些室温离子液体的合成首先涉及3-甲基咪唑鎓氢氧化物的1-烷基（例如甲基，乙基，丁基，己基，辛基和癸基）衍生物的制备，然后用抗坏血酸。这些离子液体显示出明显更好的热稳定性，并且它们的玻璃化转变温度（Tg）随着烷基链长度的增加而降低。这些离子液体的抗坏血酸抗衡阴离子充当HAuCl4产生金属金的还原剂，而烷基化的咪唑鎓抗衡阳离子充当封盖/形状导向剂。已经发现，离子液体的性质以及离子液体与HAuCl 4的摩尔比对所形成的金纳米结构的形态具有显着影响。如果使用离子液体和HAuCl4的等摩尔混合物，则主要形成各向异性的金纳米结构，并且通过改变附着在离子液体的咪唑阳离子上的烷基链长，可以形成各种颗粒形态，例如准球形，覆盆子状，片状或片状。树突状。基于一些控制实验的结果，提出了一种各向异性金纳米结构的可