8-羟基喹啉铜 | 10380-28-6

• 物质功能分类: 有机原料 - 有机金属类化合物 - 有机铜
• 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: 8-羟基喹啉铜
• 中文别名: 喹啉铜；8-羟基喹啉铜(II)；喹啉铜可湿性粉剂；8-羟基喹啉酮
• 英文名称: bis(8-hydroxyquinolato)copper(II)
• 英文别名: oxine-copper；bis(8-quinolinolato)copper(II)；8-hydroxyquinoline copper；Copper quinolate；copper;quinolin-8-olate
• CAS: 10380-28-6
• 化学式: C₁₈H₁₂CuN₂O₂
• 分子量: 351.851
• InChiKey: YXLXNENXOJSQEI-UHFFFAOYSA-L

物化性质

• 熔点：
  240 °C (dec.)(lit.)
• 密度：
  1,68 g/cm3
• 溶解度：
  酸性氯仿（少量溶解）、酸性DMSO（少量溶解）
• LogP：
  2.460
• 物理描述：
  GREEN-TO-YELLOW CRYSTALLINE POWDER.
• 分解：
  270 °C
• 稳定性/保质期：

  遵照规格使用和储存，则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  2.61
• 重原子数：
  23
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  71.9
• 氢给体数：
  0
• 氢受体数：
  4

ADMET

毒理性

• 致癌物分类

国际癌症研究机构致癌物：铜8-羟基喹啉

IARC Carcinogenic Agent:Copper 8-hydroxyquinoline

来源:International Agency for Research on Cancer (IARC)

毒理性

• 致癌物分类

国际癌症研究机构（IARC）致癌物分类：第3组：无法归类其对人类致癌性

IARC Carcinogenic Classes:Group 3: Not classifiable as to its carcinogenicity to humans

来源:International Agency for Research on Cancer (IARC)

毒理性

• 致癌物分类

国际癌症研究机构专著：第15卷：（1977年）一些熏蒸剂，除草剂2,4-D和2,4,5-T，氯代二噁烷以及杂项工业化学品

IARC Monographs:Volume 15: (1977) Some Fumigants, the Herbicides 2,4-D and 2,4,5-T, Chlorinated Dibenzodioxins and Miscellaneous Industrial Chemicals

来源:International Agency for Research on Cancer (IARC)

毒理性

• 暴露途径

该物质可以通过吸入其气溶胶和通过吞食被吸收进人体。

The substance can be absorbed into the body by inhalation of its aerosol and by ingestion.

来源:ILO-WHO International Chemical Safety Cards (ICSCs)

毒理性

• 吸入症状

咳嗽。

Cough.

来源:ILO-WHO International Chemical Safety Cards (ICSCs)

安全信息

• TSCA：
  Yes
• 危险等级：
  9
• 危险品标志：
  Xi
• 安全说明：
  S26,S36
• 危险类别码：
  R36/37/38
• WGK Germany：
  3
• 海关编码：
  2933499090
• 危险品运输编号：
  UN 3077 9/PG 3
• RTECS号：
  VC5250000
• 包装等级：
  III
• 危险类别：
  9
• 危险性防范说明：
  P280,P305+P351+P338,P310
• 危险性描述：
  H302,H315,H319,H332,H335

SDS

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Section 1. Chemical Product and Company Identification
8-Hydroxyquinoline, Copper Salt
Common Name/
Trade Name
Manufacturer
Commercial Name(s)
Synonym
Chemical Name
Chemical Family
8-Hydroxyquinoline, Copper Salt

---

Section 4. First Aid Measures
Eye Contact Check for and remove any contact lenses. In case of contact, immediately flush eyes with plenty of water for at
least 15 minutes. Get medical attention.
Skin Contact In case of contact, immediately flush skin with plenty of water. Cover the irritated skin with an emollient. Remove
contaminated clothing and shoes. Wash clothing before reuse. Thoroughly clean shoes before reuse. Get
medical attention.
Serious Skin Contact Wash with a disinfectant soap and cover the contaminated skin with an anti-bacterial cream. Seek medical
attention.
Inhalation If inhaled, remove to fresh air. If not breathing, give artificial respiration. If breathing is difficult, give oxygen. Get
medical attention.
Serious Inhalation Not available.
Ingestion Do NOT induce vomiting unless directed to do so by medical personnel. Never give anything by mouth to an
unconscious person. Loosen tight clothing such as a collar, tie, belt or waistband. Get medical attention if
symptoms appear.
Serious Ingestion Not available.

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Section 5. Fire and Explosion Data
Flammability of the Product May be combustible at high temperature.
Auto-Ignition Temperature Not available.
Flash Points Not available.
Flammable Limits Not available.
Products of Combustion These products are carbon oxides (CO, CO2), nitrogen oxides (NO, NO2...).
Fire Hazards in Presence of Slightly flammable to flammable in presence of heat.
Various Substances
Explosion Hazards in Presence Risks of explosion of the product in presence of mechanical impact: Not available.
of Various Substances Risks of explosion of the product in presence of static discharge: Not available.
Fire Fighting Media SMALL FIRE: Use DRY chemical powder.
and Instructions LARGE FIRE: Use water spray, fog or foam. Do not use water jet.
Special Remarks on Not available.
Fire Hazards
Special Remarks on Explosion Not available.
Hazards

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Section 6. Accidental Release Measures
Small Spill Use appropriate tools to put the spilled solid in a convenient waste disposal container. Finish cleaning by
spreading water on the contaminated surface and dispose of according to local and regional authority
requirements.
Large Spill Use a shovel to put the material into a convenient waste disposal container. Finish cleaning by spreading water
on the contaminated surface and allow to evacuate through the sanitary system.
8-Hydroxyquinoline, Copper Salt

---

Section 7. Handling and Storage
Precautions Keep away from heat. Keep away from sources of ignition. Ground all equipment containing material. Do not
ingest. Do not breathe dust. Wear suitable protective clothing. In case of insufficient ventilation, wear suitable
respiratory equipment. If ingested, seek medical advice immediately and show the container or the label. Avoid
contact with skin and eyes.
Storage Keep container tightly closed. Keep container in a cool, well-ventilated area. Do not store above 8°C (46.4°F).
Refrigerate.

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Section 8. Exposure Controls/Personal Protection
Engineering Controls Use process enclosures, local exhaust ventilation, or other engineering controls to keep airborne levels below
recommended exposure limits. If user operations generate dust, fume or mist, use ventilation to keep exposure to
airborne contaminants below the exposure limit.
Personal Protection Splash goggles. Lab coat. Dust respirator. Be sure to use an approved/certified respirator or equivalent.
Gloves.
Personal Protection in Case of Splash goggles. Full suit. Dust respirator. Boots. Gloves. A self contained breathing apparatus should be used
a Large Spill to avoid inhalation of the product. Suggested protective clothing might not be sufficient; consult a specialist
BEFORE handling this product.
Exposure Limits Not available.

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Section 9. Physical and Chemical Properties
Physical state and appearance Solid. (crystalline powder) Odor Not available.
Not available.
Taste
Molecular Weight 351.85 g/mole
greenish-yellow
Color
Not applicable.
pH (1% soln/water)
Boiling Point Not available.
Melting Point >200°C (392°F)
Critical Temperature Not available.
Specific Gravity Not available.
Not applicable.
Vapor Pressure
Vapor Density Not available.
Not available.
Volatility
Odor Threshold Not available.
Water/Oil Dist. Coeff. Not available.
Ionicity (in Water) Not available.
Dispersion Properties Not available.
Solubility Insoluble in cold water, hot water.

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Section 10. Stability and Reactivity Data
Stability The product is stable.
Instability Temperature Not available.
Conditions of Instability Excess heat, excess dust generation
Incompatibility with various Not available.
substances
Corrosivity Not available.
8-Hydroxyquinoline, Copper Salt
Special Remarks on Not available.
Reactivity
Special Remarks on Not available.
Corrosivity
Polymerization Will not occur.

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Section 11. Toxicological Information
Routes of Entry Inhalation. Ingestion.
Toxicity to Animals Acute oral toxicity (LD50): 3940 mg/kg [Mouse].
Acute dermal toxicity (LD50): >2000 mg/kg [Rabbit].
Chronic Effects on Humans MUTAGENIC EFFECTS: Mutagenic for bacteria and/or yeast.
Other Toxic Effects on Hazardous in case of inhalation.
Humans Slightly hazardous in case of skin contact (irritant, permeator), of ingestion.
Special Remarks on Lethal Dose/Conc 50% Kill:
Toxicity to Animals LC50 [Rat] - Route: Inhalation; Dose: 820 mg/kg.
*Please Note that the time period for testing was not indicated by the Registery of Toxic Effects of Chemial
Substances (RTECS).
Special Remarks on May affect genetic material and may cause cancer based on animal data. No human data found.
Chronic Effects on Humans
Special Remarks on other Acute Potential Health Effects:
Toxic Effects on Humans Skin: May cause skin irritation. It may be absorbed through the skin.
Eye: Dust may cause eye irritation.
Inhalation: Dust may cause respiratory tract irritation. May be harmful if inhaled.
Ingestion: May affect behavior (somnolence - general depressed activity), gastrointestinal tract (irritation,
diarrhea, hypermotility), repiratory system (dyspnea), nervous system
Chronic Potential Health Effects: liver (hepatitis), urinary system, spleen, metabolism (weight loss), blood.

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Section 12. Ecological Information
Ecotoxicity Not available.
BOD5 and COD Not available.
Possibly hazardous short term degradation products are not likely. However, long term degradation products may
Products of Biodegradation
arise.
The products of degradation are less toxic than the product itself.
Toxicity of the Products
of Biodegradation
Special Remarks on the Not available.
Products of Biodegradation

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Section 13. Disposal Considerations
Waste Disposal Waste must be disposed of in accordance with federal, state and local environmental
control regulations.
8-Hydroxyquinoline, Copper Salt

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Section 14. Transport Information
DOT Classification Not a DOT controlled material (United States).
Identification Not applicable.
Not applicable.
Special Provisions for
Transport
DOT (Pictograms)

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Section 15. Other Regulatory Information and Pictograms
TSCA 8(b) inventory: 8-Hydroxyquinoline, Copper Salt
Federal and State
Regulations
California California prop. 65: This product contains the following ingredients for which the State of California has found
to cause cancer which would require a warning under the statute: No products were found.
Proposition 65
Warnings
California prop. 65: This product contains the following ingredients for which the State of California has found
to cause birth defects which would require a warning under the statute: No products were found.
Other Regulations EINECS: This product is on the European Inventory of Existing Commercial Chemical Substances (EINECS No.
233-841-9).
Canada: Listed on Canadian Non-Domestic Substance List (NDSL).
China: Listed on National Inventory.
Japan: Listed on National Inventory (ENCS).
Korea: Listed on National Inventory (KECI).
Philippines: Listed on National Inventory (PICCS).
Australia: Listed on AICS.
WHMIS (Canada) CLASS D-1B: Material causing immediate and serious toxic effects (TOXIC).
Other Classifications
DSCL (EEC)
R20- Harmful by inhalation. S22- Do not breathe dust.
Health Hazard
HMIS (U.S.A.) 2 National Fire Protection
1 Flammability
1 Association (U.S.A.)
Fire Hazard
2 0 Reactivity
Health
Reactivity
0
Specific hazard
Personal Protection
E
WHMIS (Canada)
(Pictograms)
DSCL (Europe)
(Pictograms)
TDG (Canada)
(Pictograms)
8-Hydroxyquinoline, Copper Salt
ADR (Europe)
(Pictograms)
Protective Equipment
Gloves.
Lab coat.
Dust respirator. Be sure to use an
approved/certified respirator or
equivalent.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

8-羟基喹啉铜简介

8-羟基喹啉铜是一种绿色至黄色的结晶粉末，无嗅无味，不挥发，不潮解，难以燃烧。在较高温度下会分解变黑，并且它不溶于水和大多数有机溶剂，微溶于喹啉、吡啶、冰乙酸、氯仿及弱酸中，但在强酸中可溶解，遇碱则会分解。

用途

8-羟基喹啉铜主要用于防治苹果树轮纹病等疾病。它可用作杀菌剂和农用化学品，在农业上用作杀菌剂，也用于绳索、线、皮革以及乙烯基塑料的防霉处理。此外，它还可用作杀菌防雾剂，并在农药及医药合成中作为金属缓蚀剂。

分类 毒性分级

8-羟基喹啉铜被归类为有毒物质，属中毒级别。

急性毒性

• 大鼠口服 LD50：9930 毫克/公斤
• 小鼠口服 LD50: 3940 毫克/公斤

可燃性危险特性

受热分解时会释放有毒氮氧化物蒸汽。

储运及灭火方法

8-羟基喹啉铜应储存在通风、低温和干燥的库房中。推荐使用干粉、干砂、水，二氧化碳或泡沫作为灭火剂。

反应信息

• 作为反应物：
  描述：

  8-羟基喹啉铜 以 甲苯 为溶剂， 生成 Cu(8-HQ)
  参考文献：
  名称：

  Jeliazkova, Bojana G.; Panajotova Julia K., Zeitschrift fur Naturforschung, B: Chemical Sciences

  摘要：

  DOI：
• 作为产物：
  描述：

  8-羟基喹啉 生成 8-羟基喹啉铜
  参考文献：
  名称：

  REYNOLDS, STAN L.;PICKER, JAMES E.

  摘要：

  DOI：
• 作为试剂：
  描述：

  咪唑 、 3-碘噻吩 在 8-羟基喹啉铜 、 caesium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 12.0h， 以87%的产率得到1-(thiophen-3-yl)-1H-imidazole
  参考文献：
  名称：

  喹诺酮酸铜：一种简单高效的催化复合物，用于偶联反应

  摘要：

  我们描述了一种有效且新颖的方法，该方法可通过奎宁酸铜催化的芳基卤化物和咪唑的N-芳基化反应来制备N-芳基咪唑。在最佳反应条件下，以中等至极好的收率获得了多种产品。应用标准条件，模型反应可以以克为单位进行。该方法也为末端炔烃，苄基溴和叠氮化钠的“喀哒”反应以及借助苯硼酸或苯乙炔衍生物与喹啉酸铜的均偶联作用建立CC键提供了新途径。

  DOI：

  10.1002/aoc.5303

文献信息

• N-ARYLAMIDINE-SUBSTITUTED TRIFLUOROETHYL SULFIDE DERIVATIVES AS ACARICIDES AND INSECTICIDES
  申请人：BAYER CROPSCIENCE AG

  公开号：US20140315898A1

  公开（公告）日：2014-10-23

  The present invention relates to novel N-arylamide-substituted trifluoroethyl sulfide derivatives of the formula (I) in which X 1 , X 2 , X 3 , X 4 , R 1 , R 2 , R 3 , n have the meanings given in the description—to their use as acaricides and insecticides for controlling animal pests and to processes and intermediates for their preparation

  本发明涉及公式（I）中的新型N-芳酰胺取代三氟乙基硫醚衍生物，其中X1、X2、X3、X4、R1、R2、R3、n的含义如描述所示—它们作为杀螨剂和杀虫剂用于控制动物害虫，并涉及其制备的过程和中间体。
• 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。
• HYDRAZONYL GROUP-CONTAINING CONDENSED HETEROCYCLIC COMPOUND OR SALT THEREOF, AGRICULTURAL AND HORTICULTURAL INSECTICIDE COMPRISING THE COMPOUND, AND METHOD FOR USING THE INSECTICIDE
  申请人：Nihon Nohyaku Co., Ltd.

  公开号：US20190177319A1

  公开（公告）日：2019-06-13

  An object of the present invention is to develop and provide a novel agricultural and horticultural insecticide in view of the still immense damage caused by insect pests etc. and the emergence of insect pests resistant to existing insecticides in crop production in the fields of agriculture, horticulture and the like. Provided is a hydrazonyl group-containing condensed heterocyclic compound or a salt thereof, preferably a condensed heterocyclic compound represented by the general formula (1): wherein R 1 represents, for example, an alkyl group, R 2 represents, for example, a hydrogen atom, R 3 and R 4 each represent, for example, an alkyl group, a haloalkyl group or an acyl group, A 1 represents, for example, a nitrogen atom, A 2 represents, for example, N-Me or an oxygen atom, A 3 represents, for example, a carbon atom or a nitrogen atom, A 4 represents, for example, C—H, m represents, for example, 2, and n represents, for example, 1}, or a salt thereof; an agricultural and horticultural insecticide comprising the compound or a salt thereof as an active ingredient; and a method for using the insecticide.

  本发明的一个目的是开发并提供一种新型农艺和园艺杀虫剂，鉴于昆虫害虫等造成的损害仍然巨大，以及在农业、园艺等领域作物生产中出现的对现有杀虫剂具有抗性的昆虫害虫。 提供了一种含有肼酰基的稠合杂环化合物或其盐，优选为通式(1)表示的稠合杂环化合物： 其中R1代表例如烷基，R2代表例如氢原子，R3和R4各自代表例如烷基、卤代烷基或酰基，A1代表例如氮原子，A2代表例如N-Me或氧原子，A3代表例如碳原子或氮原子，A4代表例如C—H，m代表例如2，n代表例如1}，或其盐；一种包含该化合物或其盐作为活性成分的农艺和园艺杀虫剂；以及使用该杀虫剂的方法。

表征谱图