bis(isopropylcyclopentadienyl)zirconium dichloride | 58628-40-3

• 物质功能分类: 有机原料 - 有机金属类化合物 - 有机锆
• 分子结构分类: 有机化合物 - 碳氢化合物 - 芳香烃
• 英文名称: bis(isopropylcyclopentadienyl)zirconium dichloride
• 英文别名: bis(3-isopropylcyclopentadienyl)zirconium dichloride；bis(iso-propylcyklopentadienyl)zirconocene dichloride；bis-(η5-i-Prcyclopentadienyl)-zirconium dichloride；(iPrCp)2ZrCl2；bis(2-propylcyclopentadienyl)zirconium dimethyl；5-Propan-2-ylcyclopenta-1,3-diene;zirconium(4+);dichloride；5-propan-2-ylcyclopenta-1,3-diene;zirconium(4+);dichloride
• CAS: 58628-40-3
• 化学式: C₁₆H₂₂Cl₂Zr
• 分子量: 376.481
• InChiKey: RBLUVZGSNGCWOU-UHFFFAOYSA-L

物化性质

• 熔点：
  134-137 °C(lit.)
• 密度：
  0.960
• 稳定性/保质期：

  避免接触氧化物

计算性质

• 辛醇/水分配系数(LogP)：
  6.43
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 危险等级：
  8
• 危险品标志：
  C
• 安全说明：
  S26,S36/37/39,S45
• 危险类别码：
  R34
• WGK Germany：
  3
• 海关编码：
  29319090
• 包装等级：
  II
• 危险类别：
  8
• 危险品运输编号：
  UN 3096
• 储存条件：
  贮存于密封容器中，并置于干燥、阴凉处保存。

SDS

Name:	Bis(isopropylcyclopentadienyl)zirconium dichloride 98% Material Safety Data Sheet
Synonym:	None
CAS:	58628-40-3

Section 1 - Chemical Product MSDS Name:Bis(isopropylcyclopentadienyl)zirconium dichloride 98% Material Safety Data Sheet
Synonym:None

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Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
58628-40-3	Bis(isopropylcyclopentadienyl)zirconiu	98	unlisted

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

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Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Irritating to eyes, respiratory system and skin.Moisture sensitive.
Potential Health Effects
Eye:
Causes eye irritation. May cause chemical conjunctivitis.
Skin:
Causes skin irritation. May be harmful if absorbed through the skin.
Ingestion:
May cause gastrointestinal irritation with nausea, vomiting and diarrhea. May be harmful if swallowed.
Inhalation:
Causes respiratory tract irritation. May be harmful if inhaled. Can produce delayed pulmonary edema.
Chronic:
Effects may be delayed.

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Section 4 - FIRST AID MEASURES
Eyes: Immediately 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. 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.
Notes to Physician:
Treat symptomatically and supportively.

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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 water spray, dry chemical, carbon dioxide, or chemical foam. Do NOT get water inside containers.

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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. Do not get water inside containers.

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Section 7 - HANDLING and STORAGE
Handling:
Minimize dust generation and accumulation. Avoid breathing dust, vapor, mist, or gas. Avoid contact with eyes, skin, and clothing.
Keep container tightly closed. Avoid ingestion and inhalation. Use with adequate ventilation. Do not allow contact with water. Wash clothing before reuse. Keep from contact with moist air and steam.
Storage:
Store in a cool, dry place. Store in a tightly closed container.
Store protected from moisture. Store under argon.

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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# 58628-40-3: United Kingdom, WEL - TWA: (listed as zirconium compounds, n.o.s.
mg/m3 TWA (as Zr) United Kingdom, WEL - STEL: (listed as zirconium compounds, n.o.s 10 mg/m3 STEL (as Zr) United States OSHA: 5 mg/m3 TWA (as Zr) (listed under Zirconium compounds, n.o.s.).
Belgium - TWA: (listed as zirconium compounds, n.o.s.): 5 mg/m3 V (as Zr) Belgium - STEL: (listed as zirconium compounds, n.o.s.): 10 mg/m3 (as Zr) Malaysia: (listed as zirconium compounds, n.o.s.): 5 mg/m3 TWA (a Zr) Netherlands: (listed as zirconium compounds, n.o.s.): 5 mg/m3 MAC Zr) Spain: (listed as zirconium compounds, n.o.s.): 5 mg/m3 VLA-ED (a Zr) Spain: (listed as zirconium compounds, n.o.s.): 10 mg/m3 VLA-EC ( Zr) 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: Crystalline powder
Color: yellow - light beige
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: 134-137 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: C16H22Cl2Zr
Molecular Weight: 376.48

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Not currently available.
Conditions to Avoid:
Dust generation, exposure to moist air or water.
Incompatibilities with Other Materials:
Strong oxidizing agents.
Hazardous Decomposition Products:
Hydrogen chloride, carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 58628-40-3 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
Bis(isopropylcyclopentadienyl)zirconium dichloride - 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
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: 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 37/39 Wear suitable gloves and eye/face
protection.
WGK (Water Danger/Protection)
CAS# 58628-40-3: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 58628-40-3 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 58628-40-3 is not listed on the TSCA inventory.
It is for research and development use only.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  bis(isopropylcyclopentadienyl)zirconium dichloride 在 红铝 作用下， 以 苯 为溶剂， 以85%的产率得到
  参考文献：
  名称：

  合成和重新活化二羟基脲锆茂新碱等新戊酸酯取代了阿基罗和奇罗克斯

  摘要：

  （M（CH 3）2）（M = Zr，Hf）键的氢解产生新的外消旋和旋光取代的锆茂和ha茂金属二氢化物A：（RCp）2 MH 2（M = Zr，Hf; R = Me，Me 2 CH，Me 3 C，PhCH 2）和B：（R * Cp）2 MH 2（M = Zr，Hf; R * = MeCHEtCH 2，PhCHEtCH 2），R * CpCpHfH 2R * = PhCHCH 3）。研究了卤素，氢化氢化合物，不饱和衍生物与氢化氢的取代。A和B型络合物是烯烃加氢的良好催化剂。B型配合物在前手性烯烃的催化还原中仅产生较差的不对称诱导。

  DOI：

  10.1016/s0022-328x(00)93312-6
• 作为产物：
  描述：

  Me2Sn(C5H4CHMe2-1)2 、 氯化锆(IV) 以 甲苯 为溶剂， 以58%的产率得到bis(isopropylcyclopentadienyl)zirconium dichloride
  参考文献：
  名称：

  新型锡桥ansa-双（环戊二烯）化合物的合成，结构表征和反应活性：Me 2 Sn（C 5 Me 4 R-1）2（R = H，SiMe 3）的X射线晶体结构

  摘要：

  的有机锡化合物中，Me 2的Sn（C 5 H ^ 4 R-1）2（R =我（1），PR我（2），卜吨（3），森达3（4））和Me 2 SN（通过使Me 2 SnCl 2与相应的环戊二烯的锂或钠衍生物反应来制备C 5 Me 4 R-1）2（R = H（5），SiMe 3（6））。化合物1 - 6已经通过多核NMR光谱法（1 H，13 C，119 Sn）表征。另外，通过单晶X射线衍射研究确定了5和6的分子结构。的转移金属化反应1 - 6用的ZrCl 4或[NbCl 4（THF）2 ]，得到相应的金属茂配合物以高产率。

  DOI：

  10.1016/j.jorganchem.2007.03.031
• 作为试剂：
  描述：

  1,5-已二烯 在 bis(isopropylcyclopentadienyl)zirconium dichloride 、 Bis(dimethylaluminium)oxid 作用下， 以 甲苯 为溶剂， 反应 5.0h， 以46%的产率得到3-(cyclopentylmethyl)methylenecyclopentane
  参考文献：
  名称：

  调整活性茂金属齐格勒系统的特性，以潜在地用作有机合成中的碳-碳偶联催化剂

  摘要：

  多种弯曲的金属茂二氯化/甲基铝氧烷的催化剂，由二茂锆络合物衍生10，12-18，都在分子内烯烃的偶联反应，产生单体或二聚体的产品已采用。这是通过使用优化的反应条件实现的，该条件采用低底物浓度（1.0-1.8 M）和较长的反应时间。在这些特定条件下，将1，5-己二烯环二聚，得到1-亚甲基-3-（环戊基甲基）环戊烷（11）。1,6-庚二烯干净地转化为亚甲基环己烷，顺式-1,2-二乙烯基环戊烷（19）和顺式-1,2-二乙烯基环己烷（22））被环化以分别产生2-亚甲基双环[3.3.0]辛烷（20）和7-亚甲基双环[4.3.0]壬烷（23）。在许多情况下，环化产物伴随有源自双键变换反应的异构体，这些异构体通常在选择的特定反应条件下在这些催化剂体系中迅速发生，以使产物保持单体状态。

  DOI：

  10.1002/cber.19971300210

文献信息

• 一种取代环戊二烯基茂金属化合物的制备方 法
  申请人：上海化工研究院有限公司

  公开号：CN107312045B

  公开（公告）日：2019-12-13

  本发明涉及一种取代环戊二烯基茂金属化合物的制备方法，采用环戊二烯化合物和醛酮类化合物反应生成富烯类化合物，然后与金属氢化物作用生成取代环戊二烯基盐，进一步与第IV族金属卤化物反应得到茂金属化合物。与现有技术相比，本发明具有产物收率高、操作方便、经济性好等优点，适合工业生产。
• Metallocene derivatives of early transition elements. Part 3. Synthesis, characterisation, conformation, and rotational barriers [for the Zr–C(sp³) bond] of the zirconium(<scp>IV</scp>) complexes [Zr(η-C₅H₄R)₂{CH-(SiMe₃)₂}Cl] and the crystal and molecular structures of the t-butyl and trimethylsilyl complexes (R = CMe₃or SiMe₃)
  作者：Michael F. Lappert、Paul I. Riley、Paul I. W. Yarrow、Jerry L. Atwood、William E. Hunter、Michael J. Zaworotko

  DOI：10.1039/dt9810000814

  日期：——

  diastereotopic pairs of SiMe3[of CH(SiMe3)2] and η-C5H4R groups, and (ii)ΔG‡ for rotation about the Zr–C(sp3) bond is in the range 59.8 to 65.6 kJ mol–1(R = SiMe3 > Et > But > Pri≈ Me > H). The ring cyclopentadienyl 13C n.m.r. signals are each split into a doublet at –30 °C but are observed as three distinct sharp singlets at 60 °C. The compounds [Zr(η-C5H4R)2CH(SiMe3)2}Cl](R = But or SiMe3) are isostructural

  配合物中，[Zr（η-C 5 H ^ 4 R）2 CH（森达3）2 } CL]已经从相应的金属茂二氯化制备（R =甲基，乙基，镨我，卜吨，或森达3）和Li [CH（SiMe 3）2 ]在乙醚中的等摩尔部分。[相同的方法未能产生the类似物（对于R = H或SiMe 3。）。除R = Et以外，它们是白色或淡黄色的尖锐熔融晶体固体，已通过元素分析和ir，1 H表征。和13 C nmr光谱。恒温1H核磁共振谱表明，（我在低温下）（聚结温度，Ť Ç，-4到18℃）优选的构象非对映异位具有森达成对的3 [CH（森达的3）2和η-C] 5 ħ 4 R基团，和（II）Δ ģ ‡有关的Zr-C（旋转SP 3）键的范围是从59.8到65.6千焦摩尔-1（R =森达3 >的Et>卜吨>镨我≈我>ħ ）。环戊二烯基环13C nmr信号在–30°C时均会分裂成两个峰，但在60°C时会被观察为三个不同的尖锐单峰。的化合物中，[Zr（η-C
• New syntheses of ansa-metallocenes or unbridged substituted metallocenes by the respective reductive dimerization of fulvenes with Group 4 metal divalent halides or with Group 4 metal dichloride dihydrides
  作者：John J. Eisch、Fredrick A. Owuor、Xian Shi

  DOI：10.1016/j.poly.2005.03.020

  日期：2005.8

  the attainment and the stereochemistry of the formation of ansa-bridged complexes or metallocenes with acetophenone, benzylideneaniline and 6-arylfulvenes, a mechanistic model is developed involving either a three-membered metallocycle formed from MCl2 or an “open-face sandwich” complex of the fulvene and MCl2. Such intermediates offer a rational steric explanation for the observed stereochemistry of

  摘要发现了由6个取代的富维烯合成的第4组茂金属的两个前所未有的过程，并将其发展为高产率的过程。在第一种途径中，Ti，Zr和Hf的二正丁基金属二氯化物是在-78°C的LiCl甲苯悬浮液中从四氯化碳和2当量金属生成的。正丁基锂。使Bu n 2 MCl 2达到25°C，然后加热回流数小时，以完全转化为MCl2浆液（M = Ti，Zr，Hf）。用2当量加热这样的MCl2浆液。取代的6-取代或6,6-二取代的富勒烯可得到高产率的ansa-茂金属或取代的亚乙基-双（环戊二烯基）茂金属二氯化物（富烯：6,6-二甲基-，6-苯基-，6-（1-萘基） -，6-（9-蒽基）-）。对于外消旋和中消旋1的6个取代的富烯，预期会形成2-二取代的亚乙基-芳基-茂金属二氯化物，但当M = Zr（或Ti）时，实际观察到的外消旋-内-亚芳基-茂金属二氯化物比率为：苯基，50:50；1-萘基83:17; 9-蒽，100：0。
• Novel Synthesis of Unbridged, Sterically Substituted Zirconocene Dichlorides from Fulvenes and Dialkylzirconium Dichlorides via Zirconium(IV) Hydride Transfer¹
  作者：John J. Eisch、Fredrick A. Owuor、Xian Shi

  DOI：10.1021/om981048c

  日期：1999.4.1

  prepared in high yields by the interaction of a dialkylzirconium dichloride with 2 equiv of the appropriate fulvene in hydrocarbon medium with alkene displacement. The requisite dialkylzirconium dichloride can readily be produced by the alkylation of ZrCl4 in hydrocarbon media with 2 equiv of an alkyllithium reagent. Generating the R2ZrCl2 reagents in hydrocarbon media permits their use as hydrozirconating

  通过使二烷基二氯化锆与2当量的合适的富烯在烃介质中进行烯烃置换，可以高产率地制备未桥接的，空间取代的二氧化锆的二氯化物。通过在烃介质中用2当量的烷基锂试剂对ZrCl 4进行烷基化反应，可以轻松生产所需的二烷基二氯化锆。在烃介质中生成R 2 ZrCl 2试剂可将其用作各种极性不饱和有机底物的加氢锆剂。
• Thiele, K.-H.; Boehme, U.; Sieler, J., Zeitschrift fur Anorganische und Allgemeine Chemie
  作者：Thiele, K.-H.、Boehme, U.、Sieler, J.

  DOI：——

  日期：——