Utente:Grasso Luigi/sanbox1/Monossido dicarbonio
Monossido dicarbonio | |
---|---|
Nome IUPAC | |
2-Ossoetenilidene | |
Nomi alternativi | |
Ketenylidene | |
Caratteristiche generali | |
Formula bruta o molecolare | C2O |
Massa molecolare (u) | [3] |
Numero CAS | |
PubChem | 189691 |
SMILES | [C]=C=O |
Proprietà chimico-fisiche | |
Solubilità in acqua | 0.4% (20°C)[4] |
Tensione di vapore (Pa) a 295 K | 19 mmHg (20°C)[4] |
Proprietà tossicologiche | |
DL50 (mg/kg) | titolo_indicazioni_sicurezza = --- |
Indicazioni di sicurezza | |
Simboli di rischio chimico | |
attenzione | |
Frasi H | --- |
Consigli P | ---[5]---[6] |
Dicarbon monoxide (C2O) is a molecule that contains two carbon atoms and one oxygen atom. It is a linear molecule that, because of its simplicity, is of interest in a variety of areas. It is, however, so extremely reactive that it is not encountered in everyday life. It is classified as a cumulene and an oxocarbon.[7]
Occurrence[modifica | modifica wikitesto]
Dicarbon monoxide is a product of the photolysis of carbon suboxide:[8][9]
- C3O2 → CO + C2O
It is stable enough to observe reactions with NO and NO2.[10]
Called ketenylidene in organometallic chemistry, it is a ligand observed in metal carbonyl clusters, e.g. [OC2Co3(CO)9]+. Ketenylidenes are proposed as intermediates in the chain growth mechanism of the Fischer-Tropsch Process, which converts carbon monoxide and hydrogen to hydrocarbon fuels.[11]
The organophosphorus compound (C6H5)3PCCO (CAS# 15596-07-3) contains the C2O functionality. Sometimes called Bestmann's Ylide, it is a yellow solid.[12]
Note[modifica | modifica wikitesto]
- ^ (EN) PubChem Compound, AC1L1C0X - Compound Summary, su pubchem.ncbi.nlm.nih.gov, National Center for Biotechnology Information, 25 Marzo 2005. URL consultato il 13 Ottobre 2011.
- ^ (EN) Chemical Entities of Biological Interest, methanediyl (CHEBI:29357), su ebi.ac.uk, EBI (UK), 14-01-2009. URL consultato il 02-01-2012.
- ^ (EN) IUPAC Commission on Isotopic Abundances and Atomic Weights., Atomic weights of the elements 2017, su Queen Mary University of London.
- ^ a b (EN) NIOSH Pocket Guide to Chemical Hazards, 1,1,2-Trichloroethane, su cdc.gov, NIOSH.
- ^ Scheda del composto su IFA-GESTIS
- ^ Scheda del composto su ARPA
- ^ Frenking, Gernot; Tonner, Ralf "Divalent carbon(0) compounds" Pure and Applied Chemistry 2009, vol. 81, pp. 597-614. DOI: 10.1351/PAC-CON-08-11-03
- ^ Bayes, K., Photolysis of Carbon Suboxide, in Journal of the American Chemical Society, vol. 83, n. 17, 1961, pp. 3712–3713, DOI:10.1021/ja01478a033.
- ^ Photodissociation of Carbon Suboxide, in Journal of Chemical Physics, vol. 94, n. 12, 1991, pp. 7857–7867, DOI:10.1063/1.460121.
- ^ Kinetics of the CCO + NO and CCO + NO2 reactions, in Journal of Physical Chemistry A, vol. 108, n. 1, 2004, pp. 74–79, DOI:10.1021/jp0304125.
- ^ Jensen, Michael P.; Shriver, Duward F. "Carbon-carbon and carbonyl transformations in ketenylidene cluster compounds" Journal of Molecular Catalysis 1992, vol. 74, pp. 73-84. DOI: 10.1016/0304-5102(92)80225-6
- ^ H. J. Bestmann, R. Zimmermann, M. Riou "Ketenylidenetriphenylphosphorane" e-EROS Encyclopedia of Reagents for Organic Synthesis 2001. DOI: 10.1002/047084289X.rk005.pub2