苯甲酰丙酮铜 | 14128-84-8

• 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 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 苯甲酰丙酮铜
• 英文名称: Cu(bzac)2
• 英文别名: Copper;1-phenylbutane-1,3-dione；copper;1-phenylbutane-1,3-dione
• CAS: 14128-84-8
• 化学式: C₂₀H₁₈CuO₄
• 分子量: 385.907
• InChiKey: MODLMZHNDHXAHS-UHFFFAOYSA-N

物化性质

• 熔点：
  196 °C
• 沸点：
  135°C/0.25mmHg
• 稳定性/保质期：

  遵照规定使用和储存则不会分解。

计算性质

• 辛醇/水分配系数(LogP)：
  3.32
• 重原子数：
  25
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  68.3
• 氢给体数：
  0
• 氢受体数：
  6

安全信息

• TSCA：
  Yes
• 安全说明：
  S24/25
• 危险类别码：
  R36/37/38
• 储存条件：
  存储于阴凉干燥处。

SDS

Name:	Copper(II) Benzoylacetonate Material Safety Data Sheet
Synonym:	None
CAS:	14128-84-8

Section 1 - Chemical Product MSDS Name:Copper(II) Benzoylacetonate Material Safety Data Sheet
Synonym:None

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
14128-84-8	Copper, Bis(1-Phenyl-1,3-Butanedionato	ca 100	unlisted

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
May cause eye irritation. The toxicological properties of this material have not been fully investigated.
Skin:
May cause skin irritation. The toxicological properties of this material have not been fully investigated.
Ingestion:
May cause irritation of the digestive tract. The toxicological properties of this substance have not been fully investigated.
Inhalation:
May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated.
Chronic:
No information found.

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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.
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:
Never give anything by mouth to an unconscious person. Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.
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:

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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. Use water spray, dry chemical, carbon dioxide, or appropriate foam.

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Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Vacuum or sweep up material and place into a suitable disposal container. Clean up spills immediately, observing precautions in the Protective Equipment section. Avoid generating dusty conditions.
Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Remove contaminated clothing and wash before reuse. Use with adequate ventilation. Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation.
Storage:
Store in a tightly closed container. Store in a cool, dry, well-ventilated area away from incompatible substances.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 14128-84-8: United Kingdom, WEL - TWA: (listed as copper): 0.2 mg/m3 TWA (fum 1 mg/m3 TWA (dust and mist) United Kingdom, WEL - STEL: (listed as copper): 0.6 mg/m3 STEL (fume); 2 mg/m3 STEL (dust and mist) United States OSHA: 0.1 mg/m3 TWA (fume); 1 mg/m3 TWA (dusts and mists) (listed under Copper).
Belgium - TWA: (listed as copper): 0.2 mg/m3 VLE (fume); 1 mg/m3 (dust and mist) France - VME: (listed as copper): 0.2 mg/m3 VME (fume); 1 mg/m3 V (dust, as Cu) France - VLE: (listed as copper): 2 mg/m3 VLE (dust, as Cu) Germany: (listed as copper): 0.2 mg/m3 VME (fume); 1 mg/m3 VME (d as Cu) Malaysia: (listed as copper): 0.2 mg/m3 TWA (fume, as Cu); 1 mg/m TWA (dust and mist, as Cu) Netherlands: (listed as copper): 0.2 mg/m3 MAC (smoke); 1 mg/m3 M (dust) Russia: (listed as copper): 1 mg/m3 TWA (dust) Russia: (listed as copper): 0.5 mg/m3 STEL (dust) Spain: (listed as copper): 0.2 mg/m3 VLA-ED (fume); 1 mg/m3 VLA-E (dust and mist, as Cu) 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.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Solid
Color: Not available.
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 196 deg C
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C20H18CuO4
Molecular Weight: 385.90

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable under normal temperatures and pressures.
Conditions to Avoid:
Incompatible materials, dust generation, excess heat, strong oxidants.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, irritating and toxic fumes and gases, carbon dioxide, copper fumes.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 14128-84-8 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Copper, Bis(1-Phenyl-1,3-Butanedionato-o,o')- - Not listed by ACGIH, IARC, or NTP.

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Section 12 - ECOLOGICAL INFORMATION

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

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Section 14 - TRANSPORT INFORMATION

IATA
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing Group:
IMO
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing Group:
RID/ADR
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing group:

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: Not available.
Risk Phrases:
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
S 28A After contact with skin, wash immediately with
plenty of water.
S 37 Wear suitable gloves.
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# 14128-84-8: No information available.
Canada
CAS# 14128-84-8 is listed on Canada's DSL List.
CAS# 14128-84-8 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 14128-84-8 is listed on the TSCA inventory.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

苯甲酰丙酮铜可用作医药中间体和有机合成中间体，并可用于制备光学材料及实验室研发过程。

制备方法如下：

1. 准备100毫升正己烷作为溶剂，加入150克氯化铜（I），充分搅拌以获得均匀的悬浮液。
2. 在室温下，缓慢地向该悬浮液中加入70克苯甲酰基苯基酮，并在1小时内全部添加完。
3. 将混合物加热至70℃回流，反应结束后进行过滤。
4. 通过减压蒸馏，在20托条件下除去溶剂1小时。
5. 最后，使用100毫升正己烷重结晶剩余残余物，得到双苯甲酰丙酮基铜的晶体。

反应信息

• 作为反应物：
  描述：

  苯甲酰丙酮铜 、 生成
  参考文献：
  名称：

  Engineering noncovalent spin–spin interactions in an organic-pillared spin cage

  摘要：

  棱柱形自旋笼中，两个自由基面板以 6.8 × 的距离面对面排列，通过封装平面铜配合物，有效诱导了穿越空间的金属-自由基自旋-自旋相互作用。

  DOI：

  10.1039/b906674h
• 作为产物：
  描述：

  copper(II) sulfate 、 1-苯基-1,3-丁二酮 在 三乙胺 、 溶剂黄146 作用下， 以 甲醇 、 水 为溶剂， 反应 0.75h， 生成 苯甲酰丙酮铜
  参考文献：
  名称：

  Synthesis and structural studies of 1-phenyl-1,3-butanedione copper(II) complexes as an excellent antimicrobial agent against methicillin-resistant Staphylococcus aureus

  摘要：

  The copper based metal complexes (CMC) were synthesized using 1-phenyl-1,3-butanedione with two different solvents, methanol and water:acetic acid. The X-ray structural analysis of the two CMCs indicates that, coordination environment around the complex 1 [Cu(C10H10O2)(2)(CH4O)] exhibits distorted square-pyramidal geometry with trans-isomer favored structure whereas complex 2 [Cu(C10H10O2)(2)] exhibits distorted squareplanar geometry with cis-isomer favored structure. Both copper complexes were characterized by SEM, EDX, Mass and TGA. Further, the CMCs were showed promising antibacterial activity by disc diffusion and minimum inhibitory concentration assay against Gram positive and Gram negative bacteria. The studied model showed CMC were potent against methicillin-resistant Staphylococcus aureus (MRSA) validated by inhibition of electron transport chain. The formation of membrane pore/damage by CMC leads to changes in the bioelectrochemistry of the MRSA was assessed and mechanism involved in membrane damage was confirmed by SEM. The study concludes that the complex 1 showed potent antibacterial action compared to standard drug ampicillin.

  DOI：

  10.1016/j.ica.2018.09.049
• 作为试剂：
  描述：

  2-methoxy-6-methyl-3,4-dihydro-2H-pyran 、 2-叠氮丙二酸二甲酯 在 苯甲酰丙酮铜 作用下， 以 氟苯 为溶剂， 反应 20.0h， 以79.4%的产率得到dimethyl (2-methoxy-6-methyl-3,4-dihydro-2H-pyran-5-yl)malonate
  参考文献：
  名称：

  重氮丙二酸二甲酯添加到乙烯基醚中，催化剂对两性离子中间体的影响

  摘要：

  在某些过渡金属催化剂的存在下，研究了重氮丙二酸二甲酯与2-烷氧基-6-甲基-3,4-二氢-2H-吡喃在热氟苯中的反应。发现提供3-丙二酰-吡喃衍生物3的特征性加成-消除反应是在高极性物质的干预下进行的，这是由于骨架重排产物4a，b的出现所致，该骨架重排产物是由碳正离子的断裂引起的。在吡喃环上的C-2。分子重组在很大程度上取决于催化剂的配体和金属原子。这被解释为是由于含金属催化剂的极性开放末端过渡态和与吡喃环的C-3键合的二甲氧基羰基亚甲基sigma所致，

  DOI：

  10.1016/s0040-4020(01)81010-3

文献信息

• Synthesis, characterization and crystal structure of a monomeric and a macrocyclic copper (II) complex with a large cavity using benzylacetylacetone ligand
  作者：Subrata Kumar Dey、Bappaditya Bag、Zhongyuan Zhou、Albert S.C. Chan、Samiran Mitra

  DOI：10.1016/j.ica.2003.12.014

  日期：2004.5

  The bidentate ligand benzylacetylace tone was used to synthesize the Cu(II) complexes 1 and 2 without and with 4,4'-bipyridine ligand, respectively. The complexes were characterized by analytical and spectroscopic studies. The mononuclear complex [Cu(C10H9O2)(2)] (1) has been synthesized by the reaction of copper acetate with the ligand whereas the tetranuclear complex [Cu-4(4,4'-bPY)(4)(C10H9O2)(4)(C2H3O2)(4)] (2) has been synthesized by the reaction of copper acetate with the ligand followed by the addition of 4,4'-bipyridine. The X-ray analysis shows that the complex I has square planar geometry and the complex 2 has square pyramidal geometry around the metal centers. The thermogravimetric studies showed that the complexes undergo decomposition in multiple steps. (C) 2003 Elsevier B.V. All rights reserved.