8-氯喹啉 - CAS号 611-33-6

物化性质

熔点：

-20 °C
沸点：

288.5 °C
密度：

1.28
闪点：

>110℃
保留指数：

1459.6
稳定性/保质期：

性质与稳定性：常温常压下，该物质不会分解。

计算性质

辛醇/水分配系数(LogP)：

2.4
重原子数：

11
可旋转键数：

0
环数：

2.0
sp3杂化的碳原子比例：

0.0
拓扑面积：

12.9
氢给体数：

0
氢受体数：

1

安全信息

危险等级：

IRRITANT
危险品标志：

Xi
安全说明：

S26,S36/37/39,S37/39
危险类别码：

R36/37/38
海关编码：

2933499090
WGK Germany：

3
危险性防范说明：

P261,P280,P305+P351+P338
危险性描述：

H302+H312+H332,H315,H319,H335
储存条件：

贮存：将密器密封，并储存在密封的主容器中，应放置于阴凉、干燥处。

SDS

SDS：abbf78cd00778132dd6670e0624a2591

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Name:	8-Chloroquinoline 99% (gc) Material Safety Data Sheet
Synonym:
CAS:	611-33-6

Section 1 - Chemical Product MSDS Name:8-Chloroquinoline 99% (gc) Material Safety Data Sheet
Synonym:

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
611-33-6	8-Chloroquinoline	99.0	210-265-6

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

Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin.The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
Dust may cause mechanical irritation.
Skin:
No information regarding skin irritation and other potential effects was found.
Ingestion:
The toxicological properties of this substance have not been fully investigated. May cause central nervous system effects.
Inhalation:
Inhalation of dust may cause respiratory tract irritation.
Chronic:
No information found.

Section 4 - FIRST AID MEASURES
Eyes: Flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid immediately.
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:
If victim is conscious and alert, give 2-4 cupfuls of milk or water.
Never give anything by mouth to an unconscious person. Get medical aid immediately.
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.
Notes to Physician:

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 agent most appropriate to extinguish fire.

Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Clean up spills immediately, observing precautions in the Protective Equipment section. Sweep up or absorb material, then place into a suitable clean, dry, closed container for disposal. Provide ventilation.

Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation.
Storage:
Keep container closed when not in use. Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 611-33-6: 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.

Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Liquid
Color: clear slight yellow
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: 288.5 deg C @ 760.00MM HG
Freezing/Melting Point: -20 deg C
Autoignition Temperature: Not available.
Flash Point: > 110 deg C (> 230.00 deg F)
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water: soluble
Specific Gravity/Density:
Molecular Formula: C9H6ClN
Molecular Weight: 163.61

Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, strong oxidants.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, oxides of nitrogen, carbon dioxide.
Hazardous Polymerization: Has not been reported

Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 611-33-6: VB2330000 LD50/LC50:
Not available.
Carcinogenicity:
8-Chloroquinoline - Not listed by ACGIH, IARC, or NTP.
Other:
See actual entry in RTECS for complete information.

Section 12 - ECOLOGICAL INFORMATION

Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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.

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 28A After contact with skin, wash immediately with
plenty of water.
S 37 Wear suitable gloves.
S 37/39 Wear suitable gloves and eye/face
protection.
S 45 In case of accident or if you feel unwell, seek
medical advice immediately (show the label where
possible).
WGK (Water Danger/Protection)
CAS# 611-33-6: No information available.
Canada
CAS# 611-33-6 is listed on Canada's NDSL List.
CAS# 611-33-6 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 611-33-6 is listed on the TSCA inventory.

SECTION 16 - ADDITIONAL INFORMATION
N/A

上下游信息

上游原料

中文名称英文名称 CAS号化学式分子量

2,8-二氯喹啉 2,8-dichloroquinoline 4470-83-1 C₉H₅Cl₂N 198.051

下游产品

中文名称	英文名称	CAS号	化学式	分子量
2,8-二氯喹啉	2,8-dichloroquinoline	4470-83-1	C₉H₅Cl₂N	198.051
8-氯-2-羟基喹啉	8-chloroquinolin-2-ol	23981-25-1	C₉H₆ClNO	179.606
——	8-chloro-3-iodoquinoline	847727-21-3	C₉H₅ClIN	289.503
8-氯喹啉-N-氧化物	8-chloroquinoline-N-oxide	866874-13-7	C₉H₆ClNO	179.606
8-氯-4-羟基喹啉	4-hydroxy-8-chloroquinoline	57797-97-4	C₉H₆ClNO	179.606
——	8-chloro-2-ethynylquinoline	866874-10-4	C₁₁H₆ClN	187.628
喹啉	quinoline	91-22-5	C₉H₇N	129.161
8-氯-2-苯基喹啉	8-chloro-2-phenylquinoline	745064-23-7	C₁₅H₁₀ClN	239.704
——	8-chloro-1-methylquinolin-2(1H)-one	67805-52-1	C₁₀H₈ClNO	193.633
——	2-methyl-4-[2'-(8'-chloroquinolyl)]-but-3-yn-2-ol	866874-09-1	C₁₄H₁₂ClNO	245.708

反应信息

作为反应物：

描述：

8-氯喹啉在 potassium tert-butylate 、苯肼、 N,N'-二甲基乙二胺作用下，以 N,N-二甲基甲酰胺为溶剂，生成喹啉

参考文献：

名称：

光诱导、苯肼促进的芳基氟化物、氯化物、溴化物和碘化物的无过渡金属脱卤

摘要：

在这项研究中，我们提出了一种直接且高效的芳基卤化物光触发氢化方法，无需过渡金属催化剂。通过光、PhNHNH2 和碱的协同利用，我们成功地引发了所需的自由基介导的氢化过程。值得注意的是，利用温和的反应条件，多种芳基卤化物，包括氟化物、氯化物、溴化物和碘化物，可以选择性地转化为其相应的（杂）芳烃对应物，且产率极高。此外，该方法表现出与不同官能团和杂环化合物的显着相容性，突出了其多功能性和在各种化学转化中使用的潜力。

DOI：

10.3390/molecules28196915
作为产物：

描述：

2-氯-N-(2-丙炔-1-基)苯胺在 silver hexafluoroantimonate 作用下，反应 0.08h，生成 8-氯喹啉

参考文献：

名称：

微波辅助条件下由芳族硼酸，氨水和炔丙基溴一锅法合成N-芳基炔丙基胺

摘要：

摘要在微波辅助条件下，由芳族硼酸，氨水和炔丙基溴容易地一锅合成N-芳基炔丙基胺。该反应可通过两步程序在总共10分钟内顺利完成，包括铜催化的芳香族硼酸与氨水的偶联以及随后的炔丙基溴的炔丙基化反应。

DOI：

10.1016/j.cclet.2014.03.011

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文献信息

一种含苯并呋喃结构的膦配体及其制备方法和应用

申请人：中山大学

公开号：CN106995461B

公开（公告）日：2019-11-08

本发明公开一种含苯并呋喃结构的膦配体及其制备方法和应用，该膦配体是具有式（Ⅰ）所示化学结构式的化合物或它的对映体或消旋体。本发明的膦配体引进了呋喃环，其芳香环的电子云密度增大，空间位阻改变，从而使得该膦配体应用在钯催化的Suzuki‑Miyaura模型反应中具有反应活性好、收率高达99%的特点。本发明含苯并呋喃结构的膦配体，其合成方法简单，成本低廉，适用于多种底物的钯催化Suzuki‑Miyaura反应。
Remote site-selective C–H activation directed by a catalytic bifunctional template

作者：Zhipeng Zhang、Keita Tanaka、Jin-Quan Yu

DOI：10.1038/nature21418

日期：2017.3

In chemical syntheses, the activation of carbon–hydrogen (C–H) bonds converts them directly into carbon–carbon or carbon–heteroatom bonds without requiring any prior functionalization. C–H activation can thus substantially reduce the number of steps involved in a synthesis. A single specific C–H bond in a substrate can be activated by using a ‘directing’ (usually a functional) group to obtain the desired

在化学合成中，碳-氢 (C-H) 键的活化将它们直接转化为碳-碳或碳-杂原子键，无需任何事先的功能化。因此，C-H 活化可以大大减少合成中涉及的步骤数。可以通过使用“定向”（通常是官能团）基团来激活底物中的单个特定 C-H 键，从而选择性地获得所需的产物。由于所讨论的 C-H 键与导向基团的距离以及底物的形状，这种 C-H 活化反应的适用性会受到严重限制，但已经开发了几种方法来克服这些限制。在这样一种方法中，通过使用共价连接的 U 形模板，已经利用对官能团和底物 C-H 键之间的远端和几何关系的理解来实现元选择性 C-H 激活。然而，在没有合适的官能团来连接它的情况下，这个模板的化学计量安装是不可行的。在这里，我们报告了一种催化双功能腈模板的设计，该模板通过可逆配位而不是共价键结合杂环底物。与该模板协调的两个金属中心具有不同的作用：一个可逆地锚定催化剂附近的底物，另一个切割远程 C-H 键。使用这种策略，我们演示了远程、
A General Catalyst Based on Cobalt Core–Shell Nanoparticles for the Hydrogenation of N‐Heteroarenes Including Pyridines

作者：Kathiravan Murugesan、Vishwas G. Chandrashekhar、Carsten Kreyenschulte、Matthias Beller、Rajenahally V. Jagadeesh

DOI：10.1002/anie.202004674

日期：2020.9.28

core–shell based nanoparticles prepared by template synthesis of cobalt‐pyromellitic acid on silica and subsequent pyrolysis. The optimal catalyst material allows for general and selective hydrogenation of pyridines, quinolines, and other heteroarenes including acridine, phenanthroline, naphthyridine, quinoxaline, imidazo[1,2‐a]pyridine, and indole under comparably mild reaction conditions. In addition

在此，我们报道了通过二氧化硅上钴均苯四酸的模板合成和随后的热解制备的特定二氧化硅负载的Co/Co 3 O 4核壳纳米粒子的合成。最佳的催化剂材料允许在相对温和的反应条件下对吡啶、喹啉和其他杂芳烃（包括吖啶、菲咯啉、萘啶、喹喔啉、咪唑并[1,2-a]吡啶和吲哚）进行全面和选择性氢化。此外，还展示了这些钴纳米颗粒的回收利用及其脱氢催化能力。
Catalytic 1,2-Regioselective Dearomatization of N-Heteroaromatics via a Hydroboration

作者：Heng Liu、Maxim Khononov、Moris S. Eisen

DOI：10.1021/acscatal.8b00074

日期：2018.4.6

catalyzed highly 1,2-regioselective dearomatization of pyridines via a hydroboration process is reported herein. Twelve different kinds of meta- and para-substituted pyridines are applicable to this reaction, giving the corresponding N-boryl-1,2-dihydropyridine products in high yields. Other N-heteroaromatic compounds, such as benzo-fused N-heterocycles, pyrazines, pyrimidines, 1,3,5-triazine, and benzothiazole

甲基or和氢化物配合物（C 5 Me 5）2 ThMe 2和[（C 5 Me 5）2 Th（H）（μ-H）] 2通过氢硼化过程催化吡啶的高度1,2-区域选择性脱芳香化反应。在此报告。十二种间位和对位取代的吡啶适用于该反应，给出相应的N-硼基-1,2-二氢吡啶产物的收率高。还发现其他N-杂芳族化合物，例如苯并稠合的N-杂环，吡嗪，嘧啶，1,3,5-三嗪和苯并噻唑也具有高化学选择性的硼氢化。包括同位素效应研究在内的动力学表明，催化剂，吡啶和频哪醇硼烷的浓度具有一级依赖性，而脱芳香化的最终产物的释放是速率确定的步骤。在化学计量反应和动力学研究的基础上提出了一个合理的机制。
Iodine catalyzed reduction of quinolines under mild reaction conditions

作者：Chun-Hua Yang、Xixi Chen、Huimin Li、Wenbo Wei、Zhantao Yang、Junbiao Chang

DOI：10.1039/c8cc04262d

日期：——

synthetically versatile tetrahydroquinoline molecules with I2 and HBpin is described. In the presence of iodine (20 mol%) as a catalyst, reduction of quinolines and other N-heteroarenes proceeded readily with hydroboranes as the reducing reagents. The broad functional-group tolerance, good yields and mild reaction conditions imply high practical utility.

描述了用I 2和HBpin将喹啉还原为合成通用的四氢喹啉分子。在碘（20mol％）作为催化剂的存在下，以氢硼烷作为还原剂容易地进行喹啉和其他N-杂芳烃的还原。宽泛的官能团耐受性，良好的收率和温和的反应条件意味着较高的实用性。