五甲基环戊二烯基二羰基铁二聚物 | 35344-11-7

• 物质功能分类: 有机原料 - 有机金属类化合物 - 有机铁
• 分子结构分类: 有机化合物 - 碳氢化合物 - 不饱和烃
• 中文名称: 五甲基环戊二烯基二羰基铁二聚物
• 中文别名: 五甲基环戊二烯铁二羰基共聚物
• 英文名称: pentamethylcyclopentadienyliron(III) dicarbonyl dimer
• 英文别名: [Cp*Fe(CO)2]2；Pentamethylcyclopentadienyliron dicarbonyl dimer
• CAS: 35344-11-7
• 化学式: C₂₄H₃₀Fe₂O₄
• 分子量: 494.194
• InChiKey: UXGBSDPRTITVSY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.79
• 重原子数：
  30
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  4
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 危险等级：
  6.1
• 安全说明：
  S22,S36/37/39
• 危险类别码：
  R20/21/22
• 包装等级：
  III
• 危险类别：
  6.1
• 危险品运输编号：
  UN3466

SDS

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Section 1: Product Identification
Chemical Name: Pentamethylcyclopentadienyliron dicarbonyl dimer, min. 98%
CAS Registry Number: 35344-11-7
Formula: [(CH3)5C5Fe(CO)2]2
EINECS Number: None
Chemical Family: metallocene
Synonym: none

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Section 2: Composition and Information on Ingredients
Ingredient CAS Number Percent ACGIH (TWA) OSHA (PEL)
Title Compound 35344-11-7 100% no data no data

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Section 3: Hazards Identification
Emergency Overview: Irritating to skin, eyes and respiratory tract.
Primary Routes of Exposure: Ingestion, inhalation, skin, eyes
Eye Contact: Causes slight or mild irritation of the eyes.
Skin Contact: Causes slight to mild irritation of the skin.
Inhalation: Irritating to the nose, mucous membranes and respiratory tract.
Ingestion: No information available on the physiological effects of ingestion.
Acute Health Affects: Irritating to skin, eyes and respiratory tract.
The toxicological properties of this compound have not been thoroughly investigated. Unrecognized hazards
Chronic Health Affects:
may be present.
NTP: No
IARC: No
OSHA: No

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SECTION 4: First Aid Measures
Immediately flush the eyes with copious amounts of water for at least 10-15 minutes. A victim may need
Eye Exposure:
assistance in keeping their eye lids open. Get immediate medical attention.
Wash the affected area with water. Remove contaminated clothes if necessary. Seek medical assistance if
Skin Exposure:
irritation persists.
Remove the victim to fresh air. Closely monitor the victim for signs of respiratory problems, such as difficulty
Inhalation:
in breathing, coughing, wheezing, or pain. In such cases seek immediate medical assistance.
Seek medical attention immediately. Keep the victim calm. Give the victim water (only if conscious). Induce
Ingestion:
vomiting only if directed by medical personnel.

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SECTION 5: Fire Fighting Measures
Flash Point: not applicable
Autoignition Temperature: none
Explosion Limits: none
Extinguishing Medium: carbon dioxide, foam or dry powder
If this product is involved in a fire, fire fighters should be equipped with a NIOSH approved positive pressure
Special Fire Fighting Procedures:
self- contained breathing apparatus and full protective clothing.
Hazardous Combustion and If involved in a fire this material may emit irritating fumes.
Decomposion Products:
Unusual Fire or Explosion Hazards: No unusual fire or explosion hazards.

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SECTION 6: Accidental Release Measures
Small spills can be mixed with vermiculite, sodium carbonate or other suitable non combustible adsorbent and
Spill and Leak Procedures:
swept up.

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SECTION 7: Handling and Storage
Handling and Storage: Store in a cool, dry area away from heat and direct sunlight.

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SECTION 8: Exposure Controls and Personal Protection
Eye Protection: Always wear approved safety glasses when handling a chemical substance in the laboratory.
Skin Protection: Wear protective clothing and gloves.
Ventilation: Material may form a fine dust. If possible, handle the material in an efficient fume hood.
If ventilation is not available a respirator should be worn. The use of respirators requires a Respirator
Respirator:
Protection Program to be in compliance with 29 CFR 1910.134.
Ventilation: Material may form a fine dust. If possible, handle the material in an efficient fume hood.
Additional Protection: No additional protection required.

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SECTION 9: Physical and Chemical Properties
Color and Form: red to purple xtl.
Molecular Weight: 494.2
Melting Point: no data
Boiling Point: no data
Vapor Pressure: no data
Specific Gravity: no data
Odor: none
Solubility in Water: insoluble

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SECTION 10: Stability and Reactivity
Stability: air and moisture stable
Hazardous Polymerization: no hazardous polymerization
Conditions to Avoid: none
Incompatibility: Oxidizing agents and halogens
Decomposition Products: carbon dioxide, carbon monoxide, organic fumes, and iron oxide

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SECTION 11: Toxicological Information
RTECS Data: No information available in the RTECS files.
Carcinogenic Effects: No data
Mutagenic Effects: No data
Tetratogenic Effects: No data

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SECTION 12: Ecological Information
Ecological Information: No information available

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SECTION 13: Disposal Considerations
Disposal: Dispose of according to local, state and federal regulations.

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SECTION 14: Transportation
Shipping Name (CFR): Non-hazardous
Hazard Class (CFR): NA
Additional Hazard Class (CFR): NA
Packaging Group (CFR): NA
UN ID Number (CFR): NA
Shipping Name (IATA): Non-hazardous
Hazard Class (IATA): NA
Additional Hazard Class (IATA): NA
Packaging Group (IATA): NA
UN ID Number (IATA): NA

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SECTION 15: Regulatory Information
TSCA: Not listed in the TSCA inventory.
SARA (Title 313): Title compound not listed.
Second Ingredient: None

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  五甲基环戊二烯基二羰基铁二聚物 在 氢化钾 作用下， 以 四氢呋喃 为溶剂， 以85%的产率得到potassium dicarbonyl(η5-pentamethylcyclopentadienyl)iron
  参考文献：
  名称：

  合成和C的表征5（CH 3）5的Fe（CO）3 + PF 6 -和C 5（CH 3）5的Fe（CO）2 - ķ +

  摘要：

  Ç 5（CH 3）5的Fe（CO）3 + PF 6 -在67％的产率被C的反应得到5（CH 3）5的Fe（CO）2溴用的AlCl 3在60℃下有40个大气压一氧化碳压力。{C 5（CH 3）5 Fe（CO）2 } 2不与Na / Hg反应，但是在20°C的THF中在K镜上还原2 h可提供C 5（CH 3）5 Fe（CO）2 − K +，可被CH烷基化3 I以80％的总产率得到C 5（CH 3）5 Fe（CO）2 CH 3。

  DOI：

  10.1016/s0022-328x(00)83414-2
• 作为产物：
  描述：

  {(η-pentamethylcyclopentadienyl)Fe(CO)2}(1-) 在 trichlorotris(tetrahydrofuran)chromium(III) 作用下， 以 乙腈 为溶剂， 生成 五甲基环戊二烯基二羰基铁二聚物
  参考文献：
  名称：

  Kinetics and mechanism of the outer-sphere oxidation of metal carbonyl anions with coordination complexes containing chloride

  摘要：

  Reactions of metal carbonyl anions, CpFe(CO)2-, Re(CO)5-, Mn(CO)5-, CpMo(CO)3-, CpCr(CO)3-, and Co(CO)4-, with CrCl3.3S (S = THF, CH3CN) and reactions of Mn(CO)5- and Re(CO)5- with [Co(o-phen)2Cl2]ClO4 are reported. Net oxidation/reduction chemistry is observed with formation of metal carbonyl dimers and CrCl2.4S or Co(o-phen)2Cl2. Metal carbonyl halides are also observed and shown to arise from a second reaction of the metal carbonyl dimer with the oxidant. The products and rates are most consistent with outer-sphere electron-transfer reactions. Reactions of CpFe(CO)2- with CpFe(CO)2X (X = Cl, Br, I) are also reported. The rate dependence on X is very small and in the order expected for nucleophilic substitution.

  DOI：

  10.1021/om00038a013
• 作为试剂：
  描述：

  五羰基铁 、 1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazolium chloride 在 双(三甲基硅烷基)氨基钾 、 五甲基环戊二烯基二羰基铁二聚物 作用下， 以 甲苯 为溶剂， 反应 14.5h， 以36%的产率得到(SIMes)Fe(CO)₄
  参考文献：
  名称：

  N-杂环卡宾铁硅氢化物配合物

  摘要：

  的反应Ñ -杂环卡宾铁（0）四羰配合物，得到八面体UV照射（350纳米）下氢硅烷（三苯基硅烷，甲基二苯基硅烷和二苯基硅烷）ñ -杂环卡宾铁（II）的甲硅烷基中的产率氢化物络合物高达95％，从而导致由氢硅烷的氧化加成而来。获得了八种甲硅烷基铁氢化物，并通过NMR和X射线衍射分析进行了表征。值得注意的是，氢化铁络合物的几何形状和羰基配体的弯曲结构通过DFT计算得以合理化。

  DOI：

  10.1002/ijch.201700122

文献信息

• Electron transfer reactions of bis[dicarbonyl(pentamethylcyclopentadienyl)iron] with 2,3-dichloro-5,6-dicyanobenzoquinone
  作者：F. Pradella、M. Scoponi、S. Sostero

  DOI：10.1016/0022-328x(91)86049-v

  日期：1991.7

  The thermal and photochemical reactions of [(C5Me5)Fe(CO)2]2 with 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ) yield the binuclear complex [(C5Me5)Fe(CO)2]2·(DDQ)2}. EPR studies using nitroso spin traps support the conclusion that the primary products are [(C5Me5Fe(CO)2]+ radicals. The metal-centered radical transfers an electron to DDQ acceptor to yield [(C5Me5)Fe(CO)2]2·(DDQ)2} as the only Fe-containing

  [（C 5 Me 5）Fe（CO）2 ] 2与2,3-二氯-5,6-二氰基苯并醌（DDQ）的热和光化学反应产生双核络合物[（C 5 Me 5）Fe（CO ）2 ] 2 ·（DDQ）2 }。使用亚硝基自旋阱的EPR研究支持以下结论：主要产物为[（C 5 Me 5 Fe（CO）2 ] +自由基。以金属为中心的自由基将电子转移至DDQ受体以产生[（C 5 Me 5） Fe（CO）2 ] 2 ·（DDQ）2}为唯一的含铁产品。对于DDQ的二聚化光谱证据-以形成抗磁[DDQ] 2- 2的固体进行了讨论。
• Functionalization of Alkanes by Isolated Transition Metal Boryl Complexes
  作者：Karen M. Waltz、John F. Hartwig

  DOI：10.1021/ja002840j

  日期：2000.11.22

  reaction of transition metal boryl complexes of the type Cp*M(CO)nB(OR)2 (M = Fe, Ru, W) with alkanes to form alkylboronate esters in yields as high as 85% for reaction of Cp*W(CO)3[Bcat(Me)2] [Bcat(Me)2] = B-1, 2-O2C6H2-3, 5-Me2} with pentane. Synthesis of a series of Cp and Cp* catecholboryl complexes showed that sterically blocking or eliminating sp2 positions on the metal boryl complex was important for

  我们报告了 Cp*M(CO)nB(OR)2 (M = Fe, Ru, W) 类型的过渡金属硼基配合物与烷烃的光化学反应形成烷基硼酸酯，Cp 反应的产率高达 85% *W(CO)3[Bcat(Me)2] [Bcat(Me)2] = B-1, 2-O2C6H2-3, 5-Me2} 与戊烷。一系列 Cp 和 Cp* 儿茶酚硼基配合物的合成表明，空间阻断或消除金属硼基配合物上的 sp2 位置对于烷烃官能化的发生很重要。金属硼基配合物仅在烷烃的末端 C-H 位置反应。2-甲基丁烷的官能化优先发生在空间位阻最小的末端位置，选择性为 10:1。该选择性数据，除了为金属硼烷与戊烷和戊烷-d12 的混合物反应测得的动力学同位素效应外，反对激进化学。进行了几个实验来探测 CO 解离。使用添加的 13CO 的实验，在 2 个大气压的 CO 下进行的实验，...
• Oxidatively induced nucleophilic capture vs. degradation of cyclopentadienyl iron derivatives of simple carboxylic acids and of α-amino acids. A comparative study
  作者：C. Amiens、G. Balavoine、F. Guibé

  DOI：10.1016/0022-328x(93)80299-q

  日期：1993.1

  medium effects (especially the presence or absence of nucleophilic species). With simple carboxylic acid derivatives either homolytic dissociation (leading to alkyl radicals) or nucleophilic capture of the first-formed iron radical cations is observed, depending on the reaction conditions. With α-amino acid derivatives, an oxidative degradation to aldehyde is observed invariably, which is likely to

  已针对多种因素研究了简单羧酸和氨基保护的α-氨基酸的各种环戊二烯基铁配合物的电化学行为和化学氧化，涉及多种因素，包括金属上的配体性质（Cp，Cp★，CO， PPh 3），氧化剂的性质（单电子氧化剂，例如Cu（OTf）2，FcOTf和CAN或二电子氧化剂（例如NBS）和介质效应（尤其是亲核性物质的存在或不存在）。对于简单的羧酸衍生物，根据反应条件，可以观察到均相分解（导致烷基自由基）或亲核性捕获第一个形成的铁自由基阳离子。对于α-氨基酸衍生物，始终观察到氧化降解为醛，这很可能是通过连续和短暂形成N-酰基α-氨基自由基和N-酰基亚胺鎓离子进行的。
• Photochemical reactions of (.eta.5-pentamethylcyclopentadienyl)dicarbonyliron alkyl and silyl complexes: reversible ethylene insertion into an iron-silicon bond and implications for the mechanism of transition-metal-catalyzed hydrosilation of alkenes
  作者：Claudia L. Randolph、Mark S. Wrighton

  DOI：10.1021/ja00272a035

  日期：1986.6

  of the photochemistry of (n5-C5Me5)Fe(CO)2R complexes, R = Me, Et, CH2CH2SiMe3 and SiMe3, which relate to a proposed mechanism for hydorsilation catalysis. These are (i) photochemically induced insertion of C2H4 into the Fe-Si bond of (n5-C5Me5)Fe(CO)2SiMe3, (ii) transfer of either the -SiMe3 group or a beta-H group upon photolysis of n5-C5Me5)Fe(CO)2CH2CH2SiMe3, and (iii) reductive elimination of alkane

  摘要 : 我们希望报告 (n5-C5Me5)Fe(CO)2R 配合物的光化学的三个方面，R = Me、Et、CH2CH2SiMe3 和 SiMe3，它们与所提出的氢化硅烷化催化机制有关。它们是 (i) 光化学诱导 C2H4 插入 (n5-C5Me5)Fe(CO)2SiMe3 的 Fe-Si 键中，(ii) 在 n5-C5Me5 光解时转移 -SiMe3 基团或β-H 基团)Fe(CO)2CH2CH2SiMe3，和 (iii) 在光诱导氧化加成 HSiR'3 (R' = Me, Et) 到 n5-C5Me5)Fe(CO)2R, R = Me, Et 后，烷烃 RH 的还原消除.
• A halogenophilic pathway in the reactions of transition metal carbonyl anions with [(η⁶-iodobenzene)Cr(CO)₃]
  作者：Petr K. Sazonov、Vasiliy A. Ivushkin、Victor N. Khrustalev、Natal'ya G. Kolotyrkina、Irina P. Beletskaya

  DOI：10.1039/c4dt01363h

  日期：——

  formal nucleophilic substitution by the halogenophilic pathway in Cr(CO)3 complexes of haloarenes with metal carbonyl anions. All metal carbonyl anions examined attack [(η6-iodobenzene)Cr(CO)3] at halogen, which is shown by aryl carbanion scavenging with t-BuOH. The reaction with K[CpFe(CO)2] gives only the dehalogenated arene, but the reaction with K[Cp*Fe(CO)2] (Cp* = η5-C5Me5) results in nucleophilic

  本文提供了卤代芳烃与金属羰基阴离子的Cr（CO）3络合物中通过嗜盐途径进行形式亲核取代的第一个例子。所有金属羰基阴离子检查攻击[（η 6 -iodobenzene）的Cr（CO）3在卤素，其通过芳基碳负离子与扫气示出]吨-BuOH。与K [CpFe的量（CO）的反应2 ]给出仅脱卤芳烃，但具有K反应的[Cp *的Fe（CO）2 ]（CP * =η 5 -C 5我5）导致亲核取代，得到[ （η 6 -C 6 H ^ 5 FeCp *（CO）2）的Cr（CO）3]。用Na [的Re（CO）反应5 ]定量给出碘（酰基）铼酸盐阴离子的Na [（η 6 -C 6 H ^ 5 C（O）版本8（CO）4）的Cr（CO）3 ]和在的情况下K [锰（CO）5 ]σ -芳基复合物的混合物[（η 6 -C 6 H ^ 5的Mn（CO）5）的Cr（CO）3 ]和K [（η 6 -C 6 H ^ 5的Mn（CO ）4