2-溴-8-甲基喹啉 | 99073-81-1

• 物质功能分类: 医药中间体 - 杂环化合物 - 喹啉类化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 中文名称: 2-溴-8-甲基喹啉
• 英文名称: 2-bromo-8-methylquinoline
• CAS: 99073-81-1
• 化学式: C₁₀H₈BrN
• 分子量: 222.084
• InChiKey: LGBSPUHZUXLUSJ-UHFFFAOYSA-N

物化性质

• 熔点：
  78-79 °C
• 沸点：
  140-143 °C(Press: 0.3 Torr)
• 密度：
  1.488±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2933499090

SDS

Material Safety Data Sheet

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Section 1. Identification of the substance
Product Name: 2-Bromo-8-methylquinoline
Synonyms:

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

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Section 3. Composition/information on ingredients.
Ingredient name: 2-Bromo-8-methylquinoline
CAS number: 99073-81-1

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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.
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.

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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.
Store in closed vessels.
Storage:

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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
No data
Melting point:
Flash point: No data
Density: No data
Molecular formula: C10H8BrN
Molecular weight: 222.1

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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 bromide.

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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-溴-8-甲基喹啉 在 N-溴代丁二酰亚胺(NBS) 、 sodium hydride 作用下， 以 四氯化碳 、 甲苯 为溶剂， 反应 18.08h， 生成 cis-2-bromo-8-<2-(7-methyl-2-naphthalenyl)ethenyl>quinoline
  参考文献：
  名称：

  Synthesis of the helicopodands: novel shapes for chiral clefts

  摘要：

  Helicopodands are a new class of chiral nonmacrocyclic ("podand") receptors with a helicene backbone ("helico"). At the termini of the helix, they form a preorganized cleft of pronounced asymmetric character which is aligned with convergent hydrogen bonding functionality. The synthetic routes to the two helicopodands 2 and 3 each include two photocyclodehydrogenation reactions. The X-ray crystal structure of 14, a direct helical precursor to 2 and 3, confirms the main structural features of the helicopodands. MMP2 calculations give a geometric description of 14 which is in reasonable agreement with the X-ray results.

  DOI：

  10.1021/jo00024a017
• 作为产物：
  描述：

  8-甲基喹啉1-氧化物 在 N,N-二甲基甲酰胺 、 三溴氧磷 作用下， 以 二氯甲烷 为溶剂， 反应 6.0h， 以62%的产率得到2-溴-8-甲基喹啉
  参考文献：
  名称：

  高度实用且方便的卤化稠合杂环N-氧化物

  摘要：

  已经开发了新颖，简单和实用的方法用于稠合杂环N-氧化物的区域选择性卤化。它使用POX 3和DMF原位生成的Vilsmeier试剂作为活化剂和亲核卤化物源。该方法适用于具有多种取代模式的多种底物，包括喹啉，异喹啉和二嗪N-氧化物。此外，所有相关试剂便宜且易于获得。还提出了该方法到一锅法氧化/卤化序列的潜在扩展，从而消除了分离N-氧化物中间体的需要。

  DOI：

  10.1016/j.tet.2016.07.083

文献信息

• 一种芳胺基烷基胺类化合物及其制备方法
  申请人：宜春学院

  公开号：CN106317021A

  公开（公告）日：2017-01-11

  一种芳胺基烷基胺类化合物，其是将Ar‑X、通式Ⅲ的化合物及R1‑Y1加入到溶剂(亦可在有碱条件下)中，按如下反应式进行合成，得到。本方法操作简单高效，反应条件温和，所用到的试剂廉价易得，安全性强，适于工业化大生产。
• Regioselectivity in C–H activation: Reactions of N-heterocyclic indenes with Ru3(CO)12
  作者：Zhen Guo、Dawei Gong、Bowen Hu、Dafa Chen

  DOI：10.1016/j.poly.2018.11.017

  日期：2019.1

  Abstract Thermal treatment of Ru3(CO)12 with 3-(6-ethyl-2-pyridyl)indene in refluxing toluene gave a triruthenium carbonyl complex μ2-η5:η1-(C2H5C5H4N)(C9H5)}Ru3(CO)9 (1) via regioselective C(sp2)–H activation. While reaction of 2-methyl-3-(6-ethyl-2-pyridyl)indene with Ru3(CO)12 generated a dinuclear ruthenium complex (C2H5C5H4N)(μ2-η5,η1-C9H5CH2)}Ru2(CO)5 (2) via regioselective C(sp3)–H bond activation

  摘要用3-（6-乙基-2-吡啶基）茚在回流的甲苯中热处理Ru3（CO）12得到羰基三钌络合物μ2-η5：η1-（C2H5C5H4N）（C9H5）} Ru3（CO）9（ 1）通过区域选择性C（sp2）–H激活。2-甲基-3-（6-乙基-2-吡啶基）茚与Ru3（CO）12反应生成双核钌络合物（C2H5C5H4N）（μ2-η5，η1-C9H5CH2）} Ru2（CO）5（ 2）通过区域选择性C（sp3）–H键激活。当吡啶基环被更庞大的喹啉基环取代时，仅产生η5-茚基钌络合物。通过X射线衍射分析确定2的分子结构。
• Notes. Synthesis of Some New 8,8'-Disubstituted 2,2'-Biquinolines
  作者：Francis Case、John Lafferty

  DOI：10.1021/jo01103a605

  日期：1958.9
• CN115925685
  申请人：——

  公开号：——

  公开（公告）日：——
• A highly practical and convenient halogenation of fused heterocyclic N-oxides
  作者：Dong Wang、Yuxi Wang、Junjie Zhao、Linna Li、Longfei Miao、Dong Wang、Hua Sun、Peng Yu

  DOI：10.1016/j.tet.2016.07.083

  日期：2016.9

  practical method for the regioselective halogenation of fused heterocyclic N-oxides has been developed. It employs Vilsmeier reagent, generated in situ by POX3 and DMF, as both the activating agent and the nucleophilic halide source. The method is amenable across a broad range of substrates, including quinolines, isoquinolines and the diazine N-oxides, possessing a variety of substitution patterns. Furthermore

  已经开发了新颖，简单和实用的方法用于稠合杂环N-氧化物的区域选择性卤化。它使用POX 3和DMF原位生成的Vilsmeier试剂作为活化剂和亲核卤化物源。该方法适用于具有多种取代模式的多种底物，包括喹啉，异喹啉和二嗪N-氧化物。此外，所有相关试剂便宜且易于获得。还提出了该方法到一锅法氧化/卤化序列的潜在扩展，从而消除了分离N-氧化物中间体的需要。