5-甲氧基-2-甲基苯并咪唑 | 4887-81-4

• 物质功能分类: 有机原料 - 杂环化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 中文名称: 5-甲氧基-2-甲基苯并咪唑
• 中文别名: 2-甲基-5-甲氧基-1H-苯并咪唑；2-甲基-5-甲氧基苯并咪唑；2 - 甲基-5 - 甲氧基苯并咪唑
• 英文名称: 6-methoxy-2-methyl-1H-benzo[d]imidazole
• 英文别名: 5-methoxy-2-methyl-1H-1,3-benzodiazole；2-Methyl-5-(o.6)-methoxybenzimidazol；2-Methyl-5-methoxybenzimidazole；6-methoxy-2-methyl-1H-benzimidazole
• CAS: 4887-81-4
• 化学式: C₉H₁₀N₂O
• mdl: MFCD00767455
• 分子量: 162.191
• InChiKey: KNQUHMCADKEUNP-UHFFFAOYSA-N

物化性质

• 熔点：
  134-135 °C
• 沸点：
  375.6±15.0 °C(Predicted)
• 密度：
  1.198±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  37.9
• 氢给体数：
  1
• 氢受体数：
  2

安全信息

• 危险品标志：
  Xn,Xi
• 安全说明：
  S24/25,S36
• 危险类别码：
  R20/21/22
• 海关编码：
  2933990090

SDS

Material Safety Data Sheet

---

Section 1. Identification of the substance
Product Name: 2-Methyl-5-methoxybenzimidazole
Synonyms:

---

Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.

---

Section 3. Composition/information on ingredients.
Ingredient name: 2-Methyl-5-methoxybenzimidazole
CAS number: 4887-81-4

---

Section 4. First aid measures
Skin contact: Immediately wash skin with copious amounts of water for at least 15 minutes while removing
contaminated clothing and shoes. If irritation persists, seek medical attention.
Eye contact: Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
flushing of the eyes by separating the eyelids with fingers. If irritation persists, seek medical
attention.
Inhalation: Remove to fresh air. In severe cases or if symptoms persist, seek medical attention.
Ingestion: Wash out mouth with copious amounts of water for at least 15 minutes. Seek medical attention.

---

Section 5. Fire fighting measures
In the event of a fire involving this material, alone or in combination with other materials, use dry
powder or carbon dioxide extinguishers. Protective clothing and self-contained breathing apparatus
should be worn.

---

Section 6. Accidental release measures
Personal precautions: Wear suitable personal protective equipment which performs satisfactorily and meets local/state/national
standards.
Respiratory precaution: Wear approved mask/respirator
Hand precaution: Wear suitable gloves/gauntlets
Skin protection: Wear suitable protective clothing
Eye protection: Wear suitable eye protection
Methods for cleaning up: Mix with sand or similar inert absorbent material, sweep up and keep in a tightly closed container
for disposal. See section 12.
Environmental precautions: Do not allow material to enter drains or water courses.

---

Section 7. Handling and storage
Handling: This product should be handled only by, or under the close supervision of, those properly qualified
in the handling and use of potentially hazardous chemicals, who should take into account the fire,
health and chemical hazard data given on this sheet.
Store in closed vessels.
Storage:

---

Section 8. Exposure Controls / Personal protection
Engineering Controls: Use only in a chemical fume hood.
Personal protective equipment: Wear laboratory clothing, chemical-resistant gloves and safety goggles.
General hydiene measures: Wash thoroughly after handling. Wash contaminated clothing before reuse.

---

Section 9. Physical and chemical properties
Appearance: Not specified
Boiling point: No data
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C9H10N2O
Molecular weight: 162.2

---

Section 10. Stability and reactivity
Conditions to avoid: Heat, flames and sparks.
Materials to avoid: Oxidizing agents.
Possible hazardous combustion products: Carbon monoxide, nitrogen oxides.

---

Section 11. Toxicological information
No data.

---

Section 12. Ecological information
No data.

---

Section 13. Disposal consideration
Arrange disposal as special waste, by licensed disposal company, in consultation with local waste
disposal authority, in accordance with national and regional regulations.

---

Section 14. Transportation information
Non-harzardous for air and ground transportation.

---

Section 15. Regulatory information
No chemicals in this material are subject to the reporting requirements of SARA Title III, Section
302, or have known CAS numbers that exceed the threshold reporting levels established by SARA
Title III, Section 313.

---

SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  5-甲氧基-2-甲基苯并咪唑 在 三溴化硼 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 生成 2-甲基-5-羟基苯并咪唑
  参考文献：
  名称：

  QUINAZOLINE DERIVATIVES AS ANGIOGENESIS INHIBITORS

  摘要：

  公开号：

  EP1154774B1
• 作为产物：
  描述：

  4-甲氧基-2-硝基乙酰苯胺 在 铁粉 、 溶剂黄146 作用下， 反应 0.5h， 以84%的产率得到5-甲氧基-2-甲基苯并咪唑
  参考文献：
  名称：

  Acylamino-Directed Specific Sequential Difunctionalizations of Anilides via Metal-Free Relay Reactions for p-Oxygen and o-Nitrogen Incorporation

  摘要：

  Novel acylamino-directed relay disubstitutions realize the sequential difunctionalizations of anilides (1) under mild and metal-free conditions for the first time. This [bis(trifluoroacetoxy)iodo]benzene (PIFA) and BF3 center dot Et2O promoted straightforward reaction produces a series of p-acetoxyl- or p-alkoxyl-o-nitro-N-arylamides (2), which are key scaffolds of various drugs, functional materials, and bioactive molecules. The flexibility with respect to the functional groups in these products affords this novel protocol excellent versatility for synthetic applications.

  DOI：

  10.1021/acs.joc.8b02636

文献信息

• Indium-mediated one-pot benzimidazole synthesis from 2-nitroanilines or 1,2-dinitroarenes with orthoesters
  作者：Jaeho Kim、Jihye Kim、Hyunseung Lee、Byung Min Lee、Byeong Hyo Kim

  DOI：10.1016/j.tet.2011.08.017

  日期：2011.10

  One-pot reduction-triggered heterocyclizations from 2-nitroanilines or 1,2-dinitroarenes to benzimidazoles were investigated in this study. In the presence of indium/AcOH in ethyl acetate at reflux, reaction of 2-nitroanilines or 1,2-dinitroarenes with R–C(OMe)3 (R=Me, Ph) produced excellent yields of the corresponding benzimidazoles within 30 min to 6 h depending on the substituents of the starting

  在此研究中，研究了从2-硝基苯胺或1,2-二硝基芳烃到苯并咪唑的一锅还原触发的杂环化反应。在乙酸乙酯中存在铟/ AcOH的条件下，回流时，2-硝基苯胺或1,2-二硝基芳烃与RC（OMe）3（R = Me，Ph）的反应在30分钟内可得到优异的相应苯并咪唑收率。 6小时取决于起始材料的取代基。在类似的反应条件下，与1,2-二硝基芳烃向苯并咪唑的铟介导的2-硝基苯胺到苯并咪唑的杂环化反应更快，并且产率更高。
• Enhanced catalytic activity of one-dimensional CdS @TiO2 core-shell nanocomposites for selective organic transformations under visible LED irradiation
  作者：Parvin Eskandari、Zahra Zand、Foad Kazemi、Moosa Ramdar

  DOI：10.1016/j.jphotochem.2021.113404

  日期：2021.9

  microscopy (TEM), UV–Vis spectroscopy, and UV–Vis diffuse reflectance spectroscopy (DRS). The as-synthesized sample was utilized for the selective reduction of nitro compounds to benzimidazole and anilide, and also the reduction of benzophenones to alcohol under blue LED irradiation. The 1D CdS@TiO2 CSNs exhibited enhanced photoactivity compared with the pure TiO2, CdS nanowires and commercial TiO2-P25. The

  在这项研究中，我们对通过简便方法制备的一维（1D）CdS @TiO 2核壳纳米复合材料（CSN）在可见光 LED 照射下的光催化活性感兴趣。为了合成一维 CdS@TiO 2核/壳结构，二氧化钛源（钛酸四丁酯）通过溶剂热法制备的 CdS 纳米线（NWs）表面的水蒸气传输水解。一维 CdS@TiO 2核壳纳米复合材料（CdS@TiO 2CSNs）使用X射线衍射（XRD）、扫描电子显微镜（SEM）、透射电子显微镜（TEM）、UV-Vis光谱和UV-Vis漫反射光谱（DRS）进行。合成样品用于选择性还原硝基化合物为苯并咪唑和苯胺，以及在蓝光 LED 照射下将二苯甲酮还原为醇。与纯TiO 2、CdS纳米线和商业TiO 2 -P25相比，一维CdS@TiO 2 CSNs表现出增强的光活性。对光催化剂的出色重复使用性进行了六次测试。结果表明，所制备的样品有可能为其他有机转化提供有前景的可见光驱动光催化剂。
• Ag–TiO₂/Clay Composite Photocatalyst for the Oxidation–Cyclization of 1,2-Diamine Compounds with Propylene Glycol or Alcohols
  作者：Kaliyamoorthy Selvam、Mari Annadhasan、Rengasamy Velmurugan、Meenakshisundaram Swaminathan

  DOI：10.1246/bcsj.20090319

  日期：2010.7.15

  Silver-loaded TiO2 (Ag–TiO2) and acidic clay (K10 montmorillonite) composite photocatalyst has been successfully applied for the light-induced conversion of o-phenylenediamine (OPD) and its derivatives to substituted benzimidazoles with various alcohols in acetonitrile using UV-A and solar light. The influence of the various photocatalysts, solvents, and substituents on the yield and selectivity of the products has been investigated. The mechanism of photocatalysis is proposed. Loading silver on TiO2 enhances product yield and selectivity both in UV and solar light. In the presence of primary alcohols, 2-aminothiophenol forms only disulfide and hence Ag–TiO2/clay can be used as a green catalyst for the synthesis of disulfides.

  负载银的TiO2（Ag–TiO2）和酸性粘土（K10蒙脱石）复合光催化剂已成功应用于紫外A和太阳光诱导的邻苯二胺（OPD）及其衍生物与多种醇在乙腈中的光催化转化合成取代苯并咪唑。考察了不同光催化剂、溶剂和取代基对产物收率和选择性的影响。提出了光催化机理。在TiO2上负载银可以提高紫外和太阳光下产物的收率和选择性。在存在一级醇的情况下，2-氨基硫酚仅形成二硫化物，因此Ag–TiO2/粘土可用作合成二硫化物的绿色催化剂。
• Novel Compounds
  申请人：Gottschling Dirk

  公开号：US20120088755A1

  公开（公告）日：2012-04-12

  The present invention relates to the new compounds of general formula I wherein A, U, V, X, Y, R 1 , R 2 and R 3 are defined as stated hereinafter, the tautomers, the isomers thereof, the diastereomers, the enantiomers, the hydrates, the mixtures and the salts thereof as well as the hydrates of the salts, particularly the physiologically acceptable salts thereof with inorganic or organic acids or bases, medicaments containing these compounds, their use and processes for preparing them.

  本发明涉及一般式I的新化合物，其中A、U、V、X、Y、R1、R2和R3的定义如下所述，其互变异构体、异构体、二对映异构体、对映体、水合物、混合物及其盐以及该盐的水合物，特别是与无机或有机酸或碱形成的生理上可接受的盐，含有这些化合物的药物，它们的用途以及制备它们的方法。
• Cu–Pd/γ-Al₂O₃ catalyzed the coupling of multi-step reactions: direct synthesis of benzimidazole derivatives
  作者：Feng Feng、Jia Ye、Zheng Cheng、Xiaoliang Xu、Qunfeng Zhang、Lei Ma、Chunshan Lu、Xiaonian Li

  DOI：10.1039/c6ra13004f

  日期：——

  The coupling of multi-step reaction catalyzed by heterogeneous catalyst is an important path to accomplish some unconventional chemical transformations. Since the starting materials generated from previous steps were adsorbed on...

  非均相催化剂催化的多步反应的偶联是完成一些非常规化学转化的重要途径。由于先前步骤产生的起始原料被吸附在...上