2-氯-1-乙氧基甲基咪唑 | 850429-55-9

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 芳基卤化物
• 中文名称: 2-氯-1-乙氧基甲基咪唑
• 英文名称: 2-chloro-1-(ethoxymethyl)-1H-imidazole
• 英文别名: 2-Chloro-1-ethoxymethylimidazole；2-chloro-1-(ethoxymethyl)imidazole
• CAS: 850429-55-9
• 化学式: C₆H₉ClN₂O
• 分子量: 160.603
• InChiKey: DONYAQVHLUVENE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  27
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险品标志：
  Xi
• 海关编码：
  2933290090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-Chloro-1-Ethoxymethylimidazole
Synonyms:

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Section 2. Hazards identification
Harmful by inhalation, in contact with skin, and if swallowed.
H315: Causes skin irritation
H319: Causes serious eye irritation
P305+P351+P338: IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses if present
and easy to do – continue rinsing

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Section 3. Composition/information on ingredients.
Ingredient name: 2-Chloro-1-Ethoxymethylimidazole
CAS number: 850429-55-9

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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.
Immediately wash skin with copious amounts of water for at least 15 minutes. Assure adequate
Eye contact:
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.

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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.

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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.

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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.
Storage: Store in closed vessels, refrigerated.

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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.

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Section 9. Physical and chemical properties
Appearance: Not specified
Boiling point: No data
Melting point: No data
Flash point: No data
Density: No data
Molecular formula: C6H9ClN2O
Molecular weight: 160.6

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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, hydrogen chloride.

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Section 11. Toxicological information
No data.

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Section 12. Ecological information
No data.

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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.

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

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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.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  2-氯-1-乙氧基甲基咪唑 在 2,2,6,6-四甲基哌啶 、 正丁基锂 、 N-氟代双苯磺酰胺 作用下， 以 四氢呋喃 为溶剂， 反应 0.25h， 以55%的产率得到2-chloro-1-(ethoxymethyl)-5-fluoro-1H-imidazole
  参考文献：
  名称：

  合理设计的咪唑衍生物的区域选择性亲电氟化

  摘要：

  我们报告了合理设计的咪唑衍生物的区域选择性和直接功能化，通过与N-氟苯磺酰亚胺的亲电氟化反应，通过与2,2,6,6-四甲基哌啶锂的原位去质子化作用实现。在受控的保护基团切换的帮助下，我们能够有效地靶向这些分子的反应性5位和难于靶向的4位，从而制得了一系列以克为单位的氟化多取代咪唑。

  DOI：

  10.1021/acs.joc.5b02592
• 作为产物：
  描述：

  1-乙氧基甲基-1H-咪唑 在 2,2,6,6-tetramethylpiperidinylmagnesium chloride lithium chloride complex 、 六氯乙烷 作用下， 以 四氢呋喃 为溶剂， 以71%的产率得到2-氯-1-乙氧基甲基咪唑
  参考文献：
  名称：

  合理设计的咪唑衍生物的区域选择性亲电氟化

  摘要：

  我们报告了合理设计的咪唑衍生物的区域选择性和直接功能化，通过与N-氟苯磺酰亚胺的亲电氟化反应，通过与2,2,6,6-四甲基哌啶锂的原位去质子化作用实现。在受控的保护基团切换的帮助下，我们能够有效地靶向这些分子的反应性5位和难于靶向的4位，从而制得了一系列以克为单位的氟化多取代咪唑。

  DOI：

  10.1021/acs.joc.5b02592

文献信息

• Regioselective Electrophilic Fluorination of Rationally Designed Imidazole Derivatives
  作者：Klaus Albertshofer、Neelakandha S. Mani

  DOI：10.1021/acs.joc.5b02592

  日期：2016.2.5

  We report the regioselective and direct functionalization of rationally designed imidazole derivatives through electrophilic fluorination with N-fluorobenzenesulfonimide enabled via in situ deprotonation with lithium 2,2,6,6-tetramethylpiperidine. Aided by a controlled protecting group switch, we were able to effectively target both the reactive 5- as well as the difficult to target 4-position of these

  我们报告了合理设计的咪唑衍生物的区域选择性和直接功能化，通过与N-氟苯磺酰亚胺的亲电氟化反应，通过与2,2,6,6-四甲基哌啶锂的原位去质子化作用实现。在受控的保护基团切换的帮助下，我们能够有效地靶向这些分子的反应性5位和难于靶向的4位，从而制得了一系列以克为单位的氟化多取代咪唑。