Cyclopentadienyl nickel nitrosyl
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IUPAC name azanylidyneoxidanium;cyclopenta-1,3-diene;nickel | |
Other names Cyclopentadienylnickelnitrosyl (6CI); Nickel, nitrosylcyclopentadienyl- (7CI); | |
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Properties | |
Chemical formula | (C5H5)NiNO |
Molar mass | 153.7927 g/mol |
Appearance | Blood-red liquid |
Odor | Unpleasant, disagreeable[1] |
Melting point | −41 °C (−42 °F; 232 K) |
Boiling point | 144–145 °C (291–293 °F; 417–418 K) |
Solubility in water | Insoluble[1] |
Solubility | Very soluble in all organic compounds |
Hazards | |
Occupational safety and health (OHS/OSH): | |
Main hazards | Extremely Toxic (T+) |
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NFPA 704 (fire diamond) | 4 0 1 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references |
Cyclopentadienyl nickel nitrosyl is an organonickel compound with the formula (C5H5)NiNO. It is a diamagnetic, volatile, relatively air-stable red liquid. It has been reported to be the simplest mono-cyclopentadienyl metal complex.[2] It is prepared by treating nickelocene with nitric oxide.[3] Its toxicity is said to be comparable to nickel tetracarbonyl.[2] The complex has C5v symmetry.
The compound reacts with lithium aluminium hydride to give the paramagnetic cluster (C5H5)4Ni4H3.[4]
The related pentamethylcyclopentadienyl complex (C5(CH3)5)NiNO is also known.[5]
Cyclopentadienyl nickel nitrosyl was the subject of several patents as a fuel additive.[6][7][8]
See also
References
- ^ a b Herrmann, Wolfgang A. (2014-05-14). Synthetic Methods of Organometallic and Inorganic Chemistry, Volume 8, 1997: Volume 8: Transition Metals. Thieme. p. 89. ISBN 9783131792419.
- ^ a b Jolly, P. W. (2012-12-02). The Organic Chemistry of Nickel: Organonickel Complexes. Elsevier. p. 464. ISBN 9780323146906.
- ^ Piper, T.S.; Cotton, F.A.; Wilkinson, G. (1955). "Cyclopentadienyl-Carbon Monoxide and Related Compounds of Some Transitional Metals". Journal of Inorganic and Nuclear Chemistry. 1 (3): 165–174. doi:10.1016/0022-1902(55)80053-x.
- ^ Koetzle, Thomas F.; Mueller, Joern; Tipton, Donald L.; Hart, Donald W.; Bau, Robert (1979). "Neutron diffraction analysis of the structure of tetrakis(.eta.-cyclopentadienyl)trihydrotetranickel". Journal of the American Chemical Society. 101 (19): 5631–5637. doi:10.1021/ja00513a030.
- ^ Fomitchev, Dmitry V.; Furlani, Thomas R.; Coppens, Philip (1998). "Combined X-ray Diffraction and Density Functional Study of [Ni(NO)(η5-Cp*)] in the Ground and Light-Induced Metastable States". Inorganic Chemistry. 37 (7): 1519–1526. doi:10.1021/ic9713644.
- ^ GB application 882747A International Nickel Co.: "Process of Making Cyclopentadienyl Nickel Nitrosyl Compounds" filing date 11.22.1961
- ^ US application 3006742 Jerome E. Brown, Hymin Shapiro, Earl G. DeWitt/Ethyl Corporation: "Metal Cyclopentadienyl Compounds as Antiknock Additives" filing date 10.31.1961
- ^ BE application 612084 Hubert T. Henderson/Shell Internationale: "Antiknock Fuels" filing date 06.28.1962
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CpH | He | ||||||||||||||||||||
LiCp | Be | B | CpMe | N | C5H4O | F | Ne | ||||||||||||||
NaCp | MgCp2 | Al | Si | P | S | Cl | Ar | ||||||||||||||
K | CaCp2 | ScCp3 | TiCp2Cl2 (TiCp2Cl)2 | VCp2 VCpCh | CrCp2 (CrCp(CO)3)2 | MnCp2 | FeCp2 Fe(η5-C5H4Li)2 | CoCp2 CoCp(CO)2 | NiCp2 NiCpNO | Cu | Zn | Ga | Ge | As | Se | Br | Kr | ||||
Rb | Sr | Y(C5H5)3 | ZrCp2Cl2 ZrCp2ClH | NbCp2Cl2 | MoCp2H2 MoCp2Cl2 | Tc | RuCp2 RuCp(PPh3)2Cl | 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 |