Dicarbon monoxide

Ball and stick model of dicarbon monoxide

Names

IUPAC name

2-Oxoethenylidene

Other names

Ketenylidene

Identifiers

CAS Number

119754-08-4^Y

3D model (Jmol)

164756^Y

InChI=1S/C2O/c1-2-3^Y

Key: VILAVOFMIJHSJA-UHFFFAOYSA-N^Y
InChI=1S/C2O/c1-2-3

Key: VILAVOFMIJHSJA-UHFFFAOYSA-N
InChI=1/C2O/c1-2-3

Key: VILAVOFMIJHSJA-UHFFFAOYAI

SMILES

[C]=C=O

Properties

Chemical formula

C₂O

Molar mass

40.02 g·mol⁻¹

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

(what is ^YN ?)

Infobox references

Dicarbon monoxide (C₂O) is 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.

Dicarbon monoxide is a product of the photolysis of carbon suboxide:

It is stable enough to observe reactions with NO and NO₂.

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.

The organophosphorus compound (C₆H₅)₃PCCO (CAS# 15596-07-3) contains the C₂O functionality. Sometimes called Bestmann's Ylide, it is a yellow solid.

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