2-乙氧基-8-甲氧基喹啉 | 46185-83-5

• 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-乙氧基-8-甲氧基喹啉
• 英文名称: 2-ethoxyquinoline
• 英文别名: 2-Ethoxy-chinolin
• CAS: 46185-83-5
• 化学式: C₁₁H₁₁NO
• mdl: MFCD00234738
• 分子量: 173.214
• InChiKey: AZJQQNWSSLCLJN-UHFFFAOYSA-N

物化性质

• 沸点：
  87-89 °C(Press: 2 Torr)
• 密度：
  1.101±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.181
• 拓扑面积：
  22.1
• 氢给体数：
  0
• 氢受体数：
  2

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-Ethoxyquinoline
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-Ethoxyquinoline
CAS number: 46185-83-5

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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: C11H11NO
Molecular weight: 173.2

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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.

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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-乙氧基-8-甲氧基喹啉 在 sodium amalgam 、 乙醇 作用下， 生成 O-ethyl-3,4-dihydrocarbostyryl
  参考文献：
  名称：

  Friedlaender; Weinberg, Chemische Berichte, 1882, vol. 15, p. 1422

  摘要：

  DOI：
• 作为产物：
  描述：

  2-methyl-4H-3,1-benzothiazine 在 sodium ethanolate 、 lithium diisopropyl amide 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 12.0h， 生成 2-乙氧基-8-甲氧基喹啉
  参考文献：
  名称：

  4 H -3,1-苯并噻嗪的合成与反应

  摘要：

  这项研究针对吡咯并[1,2-α]吲哚骨架的合成，该骨架是活性抗肿瘤霉素的必不可少的环系统。为此目的，合成了许多稠合的杂环，例如苯并噻嗪，苯并恶嗪，吲哚和喹啉。新化合物的结构由ir，1 H nmr和ms数据指定。

  DOI：

  10.1002/jhet.5570360124

文献信息

• Molecules having pesticidal utility, and intermediates, compositions, and processes, related thereto
  申请人：Dow AgroSciences LLC

  公开号：US20180279612A1

  公开（公告）日：2018-10-04

  This disclosure relates to the field of molecules having pesticidal utility against pests in Phyla Arthropoda, Mollusca, and Nematoda, processes to produce such molecules, intermediates used in such processes, pesticidal compositions containing such molecules, and processes of using such pesticidal compositions against such pests. These pesticidal compositions may be used, for example, as acaricides, insecticides, miticides, molluscicides, and nematicides. This document discloses molecules having the following formula (“Formula One”).

  这份披露涉及具有对节肢动物门、软体动物门和线虫门害虫具有杀虫效用的分子领域，用于生产此类分子的过程，用于此类过程的中间体，含有此类分子的杀虫组合物，以及使用此类杀虫组合物对抗此类害虫的过程。这些杀虫组合物可以用作螨虫剂、杀虫剂、螨虫剂、软体动物杀虫剂和线虫杀虫剂。本文件披露了具有以下式（“式一”）的分子。
• [EN] MOLECULES HAVING PESTICIDAL UTILITY, AND INTERMEDIATES, COMPOSITIONS, AND PROCESSES, RELATED THERETO<br/>[FR] MOLÉCULES PRÉSENTANT UNE UTILITÉ EN TANT QUE PESTICIDE, ET LEURS INTERMÉDIAIRES, COMPOSITIONS ET PROCÉDÉS
  申请人：DOW AGROSCIENCES LLC

  公开号：WO2017040194A1

  公开（公告）日：2017-03-09

  This disclosure relates to the field of molecules having pesticidal utility against pests in Phyla Arthropoda, Mollusca, and Nematoda, processes to produce such molecules, intermediates used in such processes, pesticidal compositions containing such molecules, and processes of using such pesticidal compositions aga inst such pests. These pesticidal compositions may be used, for example, as acaricides, insecticides, miticides, molluscicides, and nematicides. This document discloses molecules having the following formula ("Formula One").

  这份披露涉及具有对节肢动物门、软体动物门和线虫门害虫有用的分子领域，用于生产这种分子的过程，用于这种过程的中间体，含有这种分子的杀虫剂组合物，以及使用这种杀虫剂组合物对抗这些害虫的过程。这些杀虫剂组合物可以用作螨虫剂、杀虫剂、螨虫剂、软体动物杀虫剂和线虫杀虫剂。本文件披露了具有以下化学式（“化学式一”）的分子。
• MOLECULES HAVING PESTICIDAL UTILITY, AND INTERMEDIATES, COMPOSITIONS, AND PROCESSES, RELATED THERETO
  申请人：Dow AgroSciences LLC

  公开号：US20170210723A1

  公开（公告）日：2017-07-27

  This disclosure relates to the field of molecules having pesticidal utility against pests in Phyla Arthropoda, Mollusca, and Nematoda, processes to produce such molecules, intermediates used in such processes, compositions containing such molecules, and processes of using such molecules and compositions against such pests. These molecules and compositions may be used, for example, as acaricides, insecticides, miticides, molluscicides, and nematicides. This document discloses molecules having the following formula (“Formula One”).

  这份披露涉及具有对节肢动物门、软体动物门和线虫门害虫具有杀虫效用的分子领域，用于生产这种分子的过程，用于这种过程的中间体，含有这种分子的组合物，以及使用这种分子和组合物对抗这些害虫的过程。这些分子和组合物可以用作杀螨剂、杀虫剂、杀螨剂、杀软体动物剂和杀线虫剂。本文件披露了具有以下式（“式一”）的分子。
• The mechanism of thermal eliminations. Part 21. Rate data for pyrolysis of 2-ethoxyquinoline, 1- and 3-ethoxyisoquinoline, and 1-ethoxythiazole: correlation of reactivities with π-bond order of the CN bond
  作者：Nouria Al-Awadi、Roger Taylor

  DOI：10.1039/p29860001589

  日期：——

  We have measured the rates of thermal elimination of ethylene from the title compounds between 587.3 and 722.9 K. The reactivities relative to 2-ethoxypyridine at 650 K are: 3-ethoxyisoquinoline (0.21), 2-ethoxyquinoline (3.13), 1-ethoxyisoquinoline (6.47), 2-ethoxythiazole (63.1). These reactivities parallel the π-bond order of the CN bond, though the exceptional reactivity of 2-ethoxythiazole is

  我们测量了标题化合物中乙烯的热消除速率，介于587.3和722.9 K之间。相对于2-乙氧基吡啶在650 K下的反应性为：3-乙氧基异喹啉（0.21），2-乙氧基喹啉（3.13），1-乙氧基异喹啉（ 6.47），2-乙氧基噻唑（63.1）。这些反应性与C N键的π键顺序相似，尽管2-乙氧基噻唑的出色反应性归因于+ M的额外加速作用。电子从硫释放到氮。这强调了与酯热解的类似机理相比，氮对β-氢原子的亲核进攻具有更大的相对重要性。由于该反应具有半连续性，因此芳香性的中断要比例如亲电芳香族取代的显着性要小得多。因此，保留不参与消除的环的苯环类特征不是重要的速率决定特征，如3-乙氧基异喹啉相对于2-乙氧基吡啶的较低反应性所表明的。苯环类芳香环的中断的重要性并不重要，这意味着与在类似α-萘的位置（喹啉）相比，在类似β-萘的位置（异喹啉）对氮的共轭效应更好。我苯并取代基的效果。该结论用于预测尚未研究的烷氧基杂环的消除速率。
• Selectfluor-mediated regioselective nucleophilic functionalization of N-heterocycles under metal- and base-free conditions
  作者：Long-Yong Xie、Jie Qu、Sha Peng、Kai-Jian Liu、Zheng Wang、Man-Hua Ding、Yi Wang、Zhong Cao、Wei-Min He

  DOI：10.1039/c7gc03106h

  日期：——

  A facile, practical and environmentally attractive protocol for the direct diversification of N-heterocycles under ambient, metal- and base-free conditions was developed.

  在常温、无金属和无碱条件下，开发了一种简便、实用且环境友好的直接多样化N-杂环的协议。

表征谱图