双(环戊二烯)镍 | 1271-28-9

• 物质功能分类: 有机原料 - 有机金属类化合物 - 有机镍
• 分子结构分类: 有机化合物 - 碳氢化合物 - 芳香烃
• 中文名称: 双(环戊二烯)镍
• 中文别名: 二茂镍；双（氯茂基）镍
• 英文名称: nickelocene
• 英文别名: NiCp₂；Cp2Ni；(cyclopentadienyl)₂Ni；Ni(cyclopentadienyl)₂；cyclopenta-1,3-diene;nickel(2+)
• CAS: 1271-28-9
• 化学式: C₁₀H₁₀Ni
• 分子量: 188.879
• InChiKey: KZPXREABEBSAQM-UHFFFAOYSA-N

物化性质

• 熔点：
  171-173 °C(lit.)
• 物理描述：
  Nickelocene is a dark liquid in an 8-10% solution in toluene. Insoluble in water. (NTP, 1992)
• 闪点：
  39 °F (8-10% solution in toluene) (NTP, 1992)
• 溶解度：
  Insoluble (<1 mg/ml at 75° F) (NTP, 1992)

计算性质

• 辛醇/水分配系数(LogP)：
  2.81
• 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：
  0
• 氢给体数：
  0
• 氢受体数：
  2

ADMET

毒理性

• 副作用

皮肤致敏剂 - 一种可以诱导皮肤产生过敏反应的制剂。

Skin Sensitizer - An agent that can induce an allergic reaction in the skin.

来源:Haz-Map, Information on Hazardous Chemicals and Occupational Diseases

毒理性

• 副作用

皮肤致敏剂 - 一种可以诱导皮肤产生过敏反应的制剂。

Skin Sensitizer - An agent that can induce an allergic reaction in the skin.

来源:Haz-Map, Information on Hazardous Chemicals and Occupational Diseases

安全信息

• TSCA：
  Yes
• 危险等级：
  4.2
• 危险品标志：
  F,T
• 安全说明：
  S36/37/39,S45,S53
• 危险类别码：
  R49,R22,R11,R43
• WGK Germany：
  3
• 海关编码：
  29319090
• RTECS号：
  QR6500000
• 包装等级：
  I
• 危险类别：
  4.2
• 危险品运输编号：
  UN 1325 4.1/PG 2

SDS

Name:	Bis(1 5-Cyclopentadienyl)Nickel Material Safety Data Sheet
Synonym:	Nickelocene; Di-Pi-Cyclopentadienylnickel
CAS:	1271-28-9

Section 1 - Chemical Product MSDS Name:Bis(1 5-Cyclopentadienyl)Nickel Material Safety Data Sheet
Synonym:Nickelocene; Di-Pi-Cyclopentadienylnickel

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
1271-28-9	Bis(1,5-Cyclopentadienyl)Nickel	ca 100	215-039-0

Hazard Symbols: XN
Risk Phrases: 20/21/22 42/43

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Harmful by inhalation, in contact with skin and if swallowed. May cause sensitization by inhalation and skin contact.Air sensitive.The toxicological properties of this material have not been fully investigated.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation. May cause skin sensitization, an allergic reaction, which becomes evident upon re-exposure to this material.
Causes "nickel itch" which is a dermatitis resulting from sensitization to nickel, which is characterized by skin eruptions, followed by discrete ulcers that may discharge and become crusted, or by eczema.
Ingestion:
Harmful if swallowed. May cause irritation of the digestive tract.
Inhalation:
May cause respiratory tract irritation. The toxicological properties of this substance have not been fully investigated. May cause lung damage. In rare instances, exposure may cause sensitization, resulting in inflammation of the mucous membranes and in eczematous eruptions.
Chronic:
Symptoms of overexposure to nickel can cause sensitization, dermatitis, allergic asthma and pneumonitis.

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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:
Get medical aid. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water. Wash mouth out with 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. Do NOT use mouth-to-mouth resuscitation. If breathing has ceased apply artificial respiration using oxygen and a suitable mechanical device such as a bag and a mask.
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. Use extinguishing media appropriate to the surrounding fire. Substance is noncombustible.
Extinguishing Media:
Substance is noncombustible; use agent most appropriate to extinguish surrounding 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. Place under an inert atmosphere.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Use with adequate ventilation.
Minimize dust generation and accumulation. Avoid contact with eyes, skin, and clothing. Keep container tightly closed. Avoid ingestion and inhalation. Handle under an inert atmosphere. Store protected from air.
Storage:
Keep under a nitrogen blanket. Store in a cool, dry, well-ventilated area away from incompatible substances. Do not expose to air. Store under an inert atmosphere.

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 1271-28-9: United States OSHA: 1 mg/m3 TWA (as Ni) (listed under Nickel sol compounds).
Belgium - TWA: (listed as nickel soluble compounds): 0.1 mg/m3 VL (as Ni) Malaysia: (listed as nickel soluble compounds): 0.1 mg/m3 TWA (inhalable fraction, as Ni) Netherlands: (listed as nickel soluble compounds): 0.1 mg/m3 MAC Ni) Spain: (listed as nickel soluble compounds): 0.1 mg/m3 VLA-ED (as 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:
A respiratory protection program that meets OSHA's 29 CFR 1910.134 and ANSI Z88.2 requirements or European Standard EN 149 must be followed whenever workplace conditions warrant respirator use.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Crystals
Color: black - green - orange
Odor: none reported
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 171 - 173 deg C
Autoignition Temperature: Not applicable.
Flash Point: Not applicable.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water: Insoluble.
Specific Gravity/Density:
Molecular Formula: C10H10Ni
Molecular Weight: 188.76

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Stable at room temperature in closed containers under normal storage and handling conditions.
Conditions to Avoid:
Incompatible materials, dust generation, exposure to air, excess heat.
Incompatibilities with Other Materials:
Air, strong oxidizing agents.
Hazardous Decomposition Products:
Carbon monoxide, irritating and toxic fumes and gases, carbon dioxide, nickel oxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 1271-28-9: QR6500000 LD50/LC50:
CAS# 1271-28-9: Oral, mouse: LD50 = 600 mg/kg; Oral, rat: LD50 = 490 mg/kg.
Carcinogenicity:
Bis(1,5-Cyclopentadienyl)Nickel - California: carcinogen, initial date 10/1/89 NTP: Known carcinogen (listed as Nickel compounds).
IARC: Group 1 carcinogen (listed as Nickel compounds).
Other:
See actual entry in RTECS for complete information.

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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
Not regulated as a hazardous material.
IMO
Not regulated as a hazardous material.
RID/ADR
Not regulated as a hazardous material.

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: XN
Risk Phrases:
R 20/21/22 Harmful by inhalation, in contact with
skin and if swallowed.
R 42/43 May cause sensitization by inhalation and
skin contact.
Safety Phrases:
S 22 Do not breathe dust.
S 24 Avoid contact with skin.
S 28A After contact with skin, wash immediately with
plenty of water.
S 36/37 Wear suitable protective clothing and
gloves.
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# 1271-28-9: No information available.
Canada
CAS# 1271-28-9 is listed on Canada's NDSL List.
CAS# 1271-28-9 is listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 1271-28-9 is listed on the TSCA inventory.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

理化性质

二茂镍简称“镍茂”，化学式为(C5H5)2Ni，分子量188.88。它是深绿色、有金属光泽的晶体，比重1.47，熔点在171～173℃之间。加热至130℃时会升华。与空气接触缓慢氧化，纯度低时极易氧化成棕黑色物质。不溶于水，但能溶于有机溶剂；但在丙酮、乙醇和乙醚中会分解。易燃且溶液对空气敏感，氧化后形成较不稳定的黄橙色阳离子[(C5H5)2Ni]+。在无水乙醇中，二茂镍可被钠汞齐还原为二环戊二烯合镍(C5H6)2Ni。与四羰基镍反应生成羰基环戊二烯合镍和二羰基·三(环戊二烯)合三镍。在惰性气氛中保存有毒。

化学特性

二茂镍又称二环戊二烯合镍，是一种深绿色晶体，因分子轨道的反键轨道上有填充电子而结构不稳定，遇空气和光缓慢分解并被氧化为橙黄色C10H10Ni+。熔点171～173℃；不溶于水但可溶于乙醚、苯、四氢呋喃等大多数有机溶剂；具有反磁性。与二茂铁一样，具备夹心型结构，其中镍的氧化数为＋2。二茂镍十分活泼，在空气中迅速分解，在丙酮、乙醚和乙醇中也会分解。可通过溴化镍与环戊二烯钠NaC5H5反应制备；也可用于燃料抗震剂和催化剂。单环戊二烯镍和双环戊二烯基镍作为烃类氰代、取代衍生物的基本原料，应用于烃类精炼催化剂、氢化催化剂、自由基聚合反应剂、硫化加速剂、燃料抗震剂等。此外，它还用于镀镍、制备高纯镍以及炔烃聚合的催化剂等，该物质有毒，吸入或皮肤接触均会对人体有害。

用途

二茂镍主要用作烃类精炼催化剂、氢化催化剂、自由基聚合反应抑制剂、硫化加速剂和燃料抗震剂等。此外，它还用于镀镍及制备高纯镍等领域。

制备方法

1. 氯化镍与茂基钾在液氨中或与茂基钠在乙醚中的作用可获得。
2. 环戊二烯基钠与二氯化镍在醚类溶剂反应制备。
3. 亦可通过环戊二烯钠与氯化镍作用，或者在二甲亚砜溶剂中用环戊二烯和六水合氯化镍反应而获得。要得到纯品，可使用石油醚或通过130℃真空升华提纯。

反应信息

• 作为产物：
  描述：

  镍 、 溴 、 环戊二烯 在 ice 、 petroleum ether 作用下， 以 乙二醇二甲醚 、 二乙胺 为溶剂， 反应 13.0h， 生成 双(环戊二烯)镍
  参考文献：
  名称：

  Catalyst system composed of metallocenes comprising substituents containing fluorine

  摘要：

  本发明涉及一种由含有氟的取代基的金属茂类化合物组成的催化剂体系，以及制备该体系的方法及其在烯烃聚合中的应用。

  公开号：

  US06537943B1

文献信息

• Catalyst system composed of metallocenes comprising substituents containing fluorine
  申请人：Targor GmbH

  公开号：US06537943B1

  公开（公告）日：2003-03-25

  The invention relates to a catalyst system composed of metallocenes comprising substituents containing fluorine, a method for producing said system and its use for the polymerization of olefins.

  本发明涉及一种由含有氟的取代基的金属茂类化合物组成的催化剂体系，以及制备该体系的方法及其在烯烃聚合中的应用。

表征谱图