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Manganocene

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Manganocene
Names
Other names Bis(cyclopentadienyl)manganese
Identifiers
CAS Number
3D model (JSmol)
ECHA InfoCard 100.149.777 Edit this at Wikidata
PubChem CID
CompTox Dashboard (EPA)
InChI
  • InChI=1S/2C5H5.Mn/c2*1-2-4-5-3-1;/h2*1-3H,4H2;/q2*-1;+2Key: LCGVCXIFXLGLHG-UHFFFAOYSA-N
SMILES
  • c1ccc1..c1ccc1
Properties
Chemical formula C10H10Mn
Molar mass 185.128 g·mol
Appearance amber solid < 159 °C, pink > 159 °C
Melting point 175 °C (347 °F; 448 K)
Boiling point 245 °C (473 °F; 518 K)
Hazards
GHS labelling:
Pictograms GHS02: FlammableGHS07: Exclamation mark
Signal word Danger
Hazard statements H228, H315, H319, H335
Precautionary statements P210, P261, P305+P351+P338
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformFlammability 2: Must be moderately heated or exposed to relatively high ambient temperature before ignition can occur. Flash point between 38 and 93 °C (100 and 200 °F). E.g. diesel fuelInstability 3: Capable of detonation or explosive decomposition but requires a strong initiating source, must be heated under confinement before initiation, reacts explosively with water, or will detonate if severely shocked. E.g. hydrogen peroxideSpecial hazards (white): no code
2 2 3
Flash point 52 °C (126 °F; 325 K)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). checkverify (what is  ?) Infobox references
Chemical compound

Manganocene or bis(cyclopentadienyl)manganese(II) is an organomanganese compound with the formula n. It is a thermochromic solid that degrades rapidly in air. Although the compound is of little utility, it is often discussed as an example of a metallocene with ionic character.

Synthesis and structure

It may be prepared in the manner common for other metallocenes, i.e., by reaction of manganese(II) chloride with sodium cyclopentadienide:

MnCl2 + 2 CpNa → Cp2Mn + 2 NaCl

In the solid state below 159 °C, manganocene adopts a polymeric structure with every manganese atom coordinated by three cyclopentadienyl ligands, two of which are bridging ligands. Above 159 °C, the solid changes color from amber to pink and the polymer converts to the structure of a normal sandwich complex, i.e., the molecule Mn(η-C5H5)2.

Reactions

The ionic character of manganocene gives it an unusual pattern of reactivities compared to metallocenes of other transition metals in the same row. It is kinetically labile, being readily hydrolysed by water or hydrochloric acid, and readily forms adducts with two- or four-electron Lewis bases.

Manganocene polymerizes ethylene to high molecular weight linear polyethylene in the presence of methylaluminoxane or diethylaluminium chloride as cocatalysts. It does not polymerize propylene.

References

  1. "Bis(cyclopentadienyl)manganese". American Elements. Retrieved October 31, 2019.
  2. ^ Layfield, Richard A. (2008). "Manganese(II): the black sheep of the organometallic family". Chem. Soc. Rev. 37 (6): 1098–1107. doi:10.1039/B708850G. PMID 18497923.
Manganese compounds
Manganese(−I)
Manganese(0)
Manganese(I)
Manganese(II)
Manganese(II,III)
Manganese(II,IV)
Manganese(III)
Manganese(IV)
Manganese(V)
Manganese(VI)
Manganese(VII)
Salts and covalent derivatives of the cyclopentadienide ion
CpH He
LiCp Be B CpMe N C5H4O F Ne
NaCp MgCp2

MgCpBr

Al Si P S Cl Ar
K CaCp2 ScCp3 TiCp2Cl2

(TiCp2Cl)2
TiCpCl3
TiCp2S5
TiCp2(CO)2
TiCp2Me2

VCp2

VCpCh
VCp2Cl2
VCp(CO)4

CrCp2

(CrCp(CO)3)2

MnCp2 FeCp2

Fe(η-C5H4Li)2
((C5H5)Fe(C5H4))2
(C5H4-C5H4)2Fe2
FeCp2PF6
FeCp(CO)2I

CoCp2

CoCp(CO)2

NiCp2

NiCpNO

Cu Zn Ga Ge As Se Br Kr
Rb Sr Y(C5H5)3 ZrCp2Cl2

ZrCp2ClH

NbCp2Cl2 MoCp2H2

MoCp2Cl2
(MoCp(CO)3)2

Tc RuCp2

RuCp(PPh3)2Cl
RuCp(MeCN)3PF6

RhCp2 PdCp(C3H5) Ag Cd InCp SnCp2 Sb Te I Xe
Cs Ba * LuCp3 HfCp2Cl2 Ta (WCp(CO)3)2 ReCp2H OsCp2 IrCp2 Pt Au Hg TlCp PbCp2 Bi Po At Rn
Fr Ra ** Lr Rf Db Sg Bh HsCp2 Mt Ds Rg Cn Nh Fl Mc Lv Ts Og
 
* LaCp3 CeCp3 PrCp3 NdCp3 PmCp3 SmCp3 Eu Gd Tb DyCp3 Ho ErCp3 TmCp3 YbCp3
** Ac ThCp3
ThCp4
Pa UCp4 Np Pu Am Cm Bk Cf Es Fm Md No
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