1,1'-Ferrocenediisocyanate

1,1'-Ferrocenediisocyanate
Names
	IUPAC name 1,1'-diisocyanatoferrocene
Identifiers
CAS Number	12288-75-4 ;
3D model (JSmol)	Interactive image;
PubChem CID	15501612;
	InChI InChI=1S/2C6H4NO.Fe/c28-5-7-6-3-1-2-4-6;/h21-4H;/q2*-1;+2 Key: ARBUNVSYNOZTEE-UHFFFAOYSA-N;
	SMILES C1=C[C-](C=C1)N=C=O.C1=C[C-](C=C1)N=C=O.[Fe+2];
Properties
Chemical formula	C12H8FeN2O2
Molar mass	268.053 g·mol−1
Appearance	Yellow-brown solid
Density	1.633 g/cm3
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

1,1'-Ferrocenediisocyanate (1,1'-diisocyanatoferrocene) is the organoiron compound with the formula Fe(C₅H₄NCO)₂. It is the simplest diisocyanate derivative of ferrocene. It can be synthesized by the Curtius rearrangement of the diacyl azide, using several protocols starting from 1,1'-ferrocenedicarboxylic acid.^[1] The compound is useful as an intermediate in the synthesis of 1,1'-diaminoferrocene by hydrolysis of the isocyanates.^[1] Various poly(siloxane–urethane) crosslinked polymers can be formed by reaction with siloxane-diols.^[2] These compounds are of interest as electrochemically active polymers that might have good mechanical properties at low temperature.

References

^ ^a ^b Petrov, Alex R.; Jess, Kristof; Freytag, Matthias; Jones, Peter G.; Tamm, Matthias (2013). "Large-Scale Preparation of 1,1′-Ferrocenedicarboxylic Acid, a Key Compound for the Synthesis of 1,1′-Disubstituted Ferrocene Derivatives". Organometallics. 32 (20): 5946–5954. doi:10.1021/om4004972.
^ Dascalu, Mihaela; Musteata, Valentina E.; Vacareanu, Loredana; Racles, Carmen; Cazacu, Maria (2015). "Synthesis and characterization of metal-containing poly(siloxane-urethane) crosslinked structures derived from siloxane diols and ferrocene diisocyanate". RSC Advances. 5 (120): 99193–99200. Bibcode:2015RSCAd...599193D. doi:10.1039/C5RA15290A.

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