双(环戊二烯)锰 | 73138-26-8

• 物质功能分类: 有机原料 - 有机金属类化合物 - 有机锰
• 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)锰
• 中文别名: 双（环戊二烯基）锰；双(环戊二基)锰；双(环戊二烯)锰,SUBLIMED；双(环戊二烯)锰, SUBLIMED
• 英文名称: manganocene
• 英文别名: Cp₂Mn；cyclopenta-1,3-diene;manganese(2+)
• CAS: 73138-26-8
• 化学式: C₁₀H₁₀Mn
• 分子量: 185.127
• InChiKey: IMSPRWXXRYFLEJ-UHFFFAOYSA-N

物化性质

• 熔点：
  175 °C(lit.)
• 沸点：
  245 °C
• 密度：
  1.49 g/cm3
• 闪点：
  125 °F
• 稳定性/保质期：

  远离氧化物、水分和空气。

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

安全信息

• 危险等级：
  4.1
• 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：
  29310099
• 危险品运输编号：
  UN 1325 4.1/PG 2
• 包装等级：
  II
• 危险类别：
  4.1
• 危险性防范说明：
  P210,P261,P305+P351+P338
• 危险性描述：
  H228,H315,H319,H335
• 储存条件：
  应将存放在充满干燥惰性气体的容器中，并放置在阴凉、干燥的地方。避免接触湿气和水分，远离空气和氧化剂。

SDS

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Section 1: Product Identification
Chemical Name: Bis(cyclopentadienyl)manganese, 98+% (Manganocene)
CAS Registry Number: 73138-26-8
Formula: (C5H5)2Mn
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 73138-26-8 100% 0.2mg/m3 (as Mn) 5mg/m3 (as Mn-

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Section 3: Hazards Identification
May be irritating to eyes, skin and respiratory tract. May be harmful if swallowed. Some manganese
Emergency Overview:
compounds are known to affect the central nervous system. Possible risk of irreversible effects.
Primary Routes of Exposure: Inhalation and Ingestion
Eye Contact: May cause slight to mild irritation of the eyes.
Skin Contact: May cause slight to mild irritation of the skin.
Dust may be irritating to the nose, mucous membranes and respiratory tract, and cause chronic health
Inhalation:
problems.
Ingestion: No information available on the physiological effects of ingestion.
Acute Health Affects: May be irritating to skin, eyes and respiratory tract.
Prolonged exposure to manganese containing dust may produce manganese pneumonitis and manganese
Chronic Health Affects: poisoning. Symptoms include sleepiness, weakness and emotional disturbances. Equivocal studies have
shown manganese may decrease fertility in men. Possible risk of irreversible effects.
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: no data
Autoignition Temperature: no data
Explosion Limits: no data
Extinguishing Medium: carbon dioxide 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: Highly flammable. Dust may form explosive mixtures with air.

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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
Keep material in a tightly sealed container. Prolonged exposure to the air or moisture will result in degradation
Handling and Storage:
of the product. Handle and store material under an inert atmosphere of nitrogen or argon.

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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. Consult with glove manufacturer to determine the proper type of glove.
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: brown xtl.
Molecular Weight: 185.13
Melting Point: 172-173 °C
Boiling Point: 245 °C
Vapor Pressure: 100-130° (0.0001mm)
Specific Gravity: no data
Odor: none
Solubility in Water: reacts with water

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SECTION 10: Stability and Reactivity
Stability: air sensitive, moisture sensitive
Hazardous Polymerization: no hazardous polymerization
Contact with moisture and oxygen. Keep away from heat and ignition sources including open flame and
Conditions to Avoid:
electrostatic discharge.
Incompatibility: Air, oxidizing agents halogens, protic reagents
Decomposition Products: carbon dioxide, carbon monoxide, organic fumes, and manganese oxide

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SECTION 11: Toxicological Information
RTECS Data: No information available in the RTECS files.
Carcinogenic Effects: No data available
Mutagenic Effects: Possible mutagen (as Mn)
Tetratogenic Effects: No data available

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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): Flammable solids, Organic, N.O.S.
Hazard Class (CFR): 4.1
Additional Hazard Class (CFR): NA
Packaging Group (CFR): II
UN ID Number (CFR): UN# 1325
Shipping Name (IATA): Flammable solid, Organic, N.O.S.
Hazard Class (IATA): 4.1
Additional Hazard Class (IATA): NA
Packaging Group (IATA): II
UN ID Number (IATA): UN# 1325

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SECTION 15: Regulatory Information
TSCA: Not listed in the TSCA inventory.
SARA (Title 313): See Category code N450 for reporting.
Second Ingredient: none

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SECTION 16 - ADDITIONAL INFORMATION
N/A

反应信息

• 作为反应物：
  描述：

  双(环戊二烯)锰 在 氮 作用下， 以 neat (no solvent) 为溶剂， 生成 (η5-Cp)2MnN2
  参考文献：
  名称：

  Lokshin, B. V.; Greenwald, I. I., Bulletin of the Academy of Sciences of the USSR Physical series, 1989, vol. 53/9, p. 89 - 94

  摘要：

  DOI：
• 作为产物：
  描述：

  (η5-cyclopentadienyl)triethylmanganese(IV) 生成 锰 、 双(环戊二烯)锰
  参考文献：
  名称：

  Razuvaev, G. A.; Yudenich, S. G.; Druzhkov, O. N., Journal of general chemistry of the USSR, 1986, vol. 56, p. 1477 - 1477

  摘要：

  DOI：
• 作为试剂：
  描述：

  dicarbonylcyclopentadienyliodoiron(II) 、 tert-butylammonium hexafluorophosphate(V) 、 三苯基膦 在 双(环戊二烯)锰 作用下， 以 四氢呋喃 为溶剂， 生成 (η5-C5H5)Fe(CO)2(triphenylphosphino) hexafluorophosphate
  参考文献：
  名称：

  A thermodynamic study of the electron transfer chain catalyzed substitution of triphenylphosphine for iodide on CpFe(CO)2I

  摘要：

  The thermodynamic parameters governing the electron transfer chain catalyzed substitution of triphenylphosphine for iodide on CpFe(CO)(2)I have been studied. The reaction is driven by the much higher stability of the triphenylphosphine complex relative to the iodide complex, and proceeds to completion even though the electron transfer which propagates the catalytic chain is endergonic. The standard reduction potential of CpFe(CO)(2)I is -1.64 V vs. Fc(+)/Fc, while that of CpFe(CO)(2)(PPh3)(+) is -1.59 V. Nevertheless, the association constant for triphenylphosphine with the 17-electron CpFe(CO)(2) fragment is 4 X 10(5) times that for iodide(log K-p = 1.9 +/- 1.9, log K-I = -3.7 +/- 1.9). The rate of the reaction is accelerated enormously by reduction of the iodide complex, which allows the substitution to proceed through the more labile 17/19-electron complexes. The contrast between the pi-basicity of iodide and the pi-acidity of triphenylphosphine is proposed to be responsible for the favored complexation of triphenylphosphine by the relatively electron-rich CpFe(CO)(2) fragment. The application of redox catalysis and redox equilibration to the study of such 17/19e equilibria shows great promise for obtaining these difficult-to-measure formation constants. (C) 1998 Elsevier Science S.A.

  DOI：

  10.1016/s0022-328x(97)00626-8

文献信息

• Perfluoroalkyl-Substituted Triazapentadienes and Their Metal Complexes
  作者：A. R. Siedle、Robert J. Webb、Fred E. Behr、Richard A. Newmark、David A. Weil、Kristin Erickson、Roberta Naujok、Myles Brostrom、Mark Mueller、Shih-Hung Chou、Victor G. Young

  DOI：10.1021/ic020550t

  日期：2003.2.24

  The chelates [C(3)F(7)-C(NPh)-N-C(NPh)-C(3)F(7)](2)M, M = Mg, Mn, Fe, Co, Ni, Cu, Zn, and Pd, were prepared. In the crystallographically characterized Co complex, the metal is 3d(7), S = (3)/(2) and tetrahedrally coordinated. Spin densities at carbon in the C(6)H(5) and C(3)F(7) groups were estimated from the (1)H and (19)F contact shifts. Spin delocalization onto phenyl sp(2) carbons is approximately

  Triazapentadienides，C（3）F（7）-C（= NR）-N = C（NHR）-C（3）F（7），是伯胺RNH（2）与氟化亚胺C（ 3）F（7）-CF = NC（4）F（9）。苯胺衍生物（R = Ph）是dmso中的弱单质子酸。其共轭碱显示出广泛的配位化学。它充当分子片段Pd（C（3）H（5）），Rh（cC（8）H（12）），Ir（cC（8）H（12））和Rh（CO）的双齿配体）（2）。螯合物[C（3）F（7）-C（NPh）-NC（NPh）-C（3）F（7）]（2）M，M = Mg，Mn，Fe，Co，Ni，Cu，制备了Zn和Pd。在晶体学表征的Co络合物中，金属为3d（7），S =（3）/（2）且四面体配位。C（6）H（5）和C（3）F（7）组中碳的自旋密度是根据（1）H和（19）F接触位移估算的。
• Spectroscopy of unstable complexes of organometallic compounds with small molecules at low temperatures
  作者：B.V. Lokshin、I.I. Greenwald

  DOI：10.1016/0022-2860(90)80003-3

  日期：1990.5

  Abstract Using IR spectroscopy, evidence has been obtained that organometallic compounds of transition metals (metallocenes, arenemetaltricarbonyls) and of non-transition elements (alkyl derivatives of II–V group elements) are capable of forming unstable complexes with small molecules (N 2 , O 2 , H 2 , CH 4 ), which can be stabilized at low temperatures. The structure determination of the complexes

  摘要 使用红外光谱，已经获得证据表明过渡金属（茂金属、芳烃金属三羰基）和非过渡元素（II-V 族元素的烷基衍生物）的有机金属化合物能够与小分子（N 2 、O 2 , H 2 , CH 4 )，可在低温下稳定。讨论了使用同位素取代化合物光谱数据确定配合物的结构。
• Synthesis and reactivity of N,N-dialkylcarbamato complexes of manganese(II). Crystal and molecular structure of [Mn6(O2CNEt2)12], a hexamer with four five-co-ordinated manganese(II) atoms
  作者：Antonio Belforte、Fausto Calderazzo、Pier Francesco Zanazzi

  DOI：10.1039/dt9880002921

  日期：——

  [Mn6(O2CNEt2)12], containing four five-co-ordinated Mn atoms, joined by bridging carbamato ligands. It was found to be unreactive towards nucleophiles, while by reaction with [Ti(cp)2Cl}2] the new complex [Ti(cp)2(O2CNEt2)] has been obtained. Organic electrophiles react regioselectively at the oxygen or at the nitrogen atom of the carbamato ligand of the manganese complexes, and in the former case

  化合物[的Mn（O 2 CNR 2）2 } Ñ ]（R =甲基，乙基，或Pr我）已经制备通过处理[锰（CP）2 ]（CP =η 5 -C 5 H ^ 5）与有机溶剂中的CO 2 -NHR 2。这些反应可能涉及加成化合物[Mn（CP）2 ]·NHR 2。在R = Et的情况下，已对加合物进行了分离和表征，并建立了空间群，晶体数据和金属连接性。N，N-二乙基氨基甲酸酯配合物的结构已通过X解析射线衍射。晶体数据：单斜晶，C 2 / c空间群，a = 18.546（3），b = 19.287（3），c = 24.877（3）Å，β= 95.38（2）°，R = 0.078。它由六聚体单元[Mn 6（O 2 CNEt 2）12 ]组成，该单元包含四个通过五聚氰胺桥接的五配位Mn原子。通过与[Ti（CP）2 Cl} 2 ]反应，新络合物[Ti（CP）2（O 2 CNEt 2）与亲核试剂无反应。）]
• Comparative study of Mn and Fe incorporation into GaN by metalorganic chemical vapor deposition
  作者：M. H. Kane、S. Gupta、W. E. Fenwick、N. Li、E.-H. Park、M. Strassburg、I. T. Ferguson

  DOI：10.1002/pssa.200673006

  日期：2007.1

  originate from a carrier-mediated, defect-related or nanoscale clustering mechanism. In this work, we present a comparative study of the incorporation of various transition metals and their effect on the optical, structural, and magnetic properties of GaN. Metal-organic chemical vapor deposition (MOCVD) has been employed to produce epitaxial films of varying thickness and manganese and iron concentrations

  由于对这些材料中室温铁磁性的理论预测，宽带隙稀释磁性半导体 (DMS) 最近引起了人们的兴趣。然而，观察到的基于氮化物的 DMS 的铁磁性机制仍有争议，可能源于载流子介导的、缺陷相关的或纳米级的聚集机制。在这项工作中，我们对各种过渡金属的掺入及其对 GaN 的光学、结构和磁性性能的影响进行了比较研究。金属有机化学气相沉积 (MOCVD) 已被用于使用双环戊基二烯基（镁、铁）作为过渡金属源来生产不同厚度和锰和铁浓度的外延膜。高分辨率 X 射线衍射显示在优化的生长条件下没有宏观第二相。在室温下，在 Ga 1-x Mn x N 和 Ga 1-x Fe x N 中都观察到磁滞现象，尽管在铁合金样品中磁有序强度大约弱了一个数量级。增加 Mn 浓度显着影响长程晶格有序，并且局部振动模式 (LVM) 的观察支持氮空位的形成，即使在优化的 MOCVD 生长条件下也是如此。这种空位形成浅供体复合物，从而有助于自我补偿。拉曼光谱揭示了
• The synthesis of alkylmanganese(III) complexes. Crystal structure of MnMe(2-Me2NCH2C6H4)2
  作者：Jozef L. Latten、Ron S. Dickson、Glen B. Deacon、Bruce O. West、Edward R.T. Tiekink

  DOI：10.1016/0022-328x(92)83463-r

  日期：1992.2

  Treatment of bis(3-N,N-dimethylaminopropyl)manganese(II) with methyllithium and subsequently with silver tetrafluoroborate gives bis(3-N,N-dimethylaminopropyl)methylmanganese(III) (1). The related complex bis(2-N,N-dimethylaminomethylphenyl)methylmanganese(III) (2) was prepared similarly. The structure of 2 was established by single-crystal X-ray crystallography. The molecule is trigonal bipyramidal

  用甲基锂，然后用四氟硼酸银处理双（3- N，N-二甲基氨基丙基）锰（II），得到双（3- N，N-二甲基氨基丙基）甲基锰（III）（1）。类似地制备了相关的配合物双（2- N，N-二甲基氨基甲基苯基）甲基锰（III）（2）。通过单晶X射线晶体学确定2的结构。该分子是三角形的双锥体，轴向位置带有芳基ipso碳原子，两个氮原子加甲基碳形成赤道面。