tert -Butylphosphaethine

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Structural formula
Structure of tert-butylphosphaethine
General
Surname tert -Butylphosphaethine
other names
  • 3,3-dimethyl-1-phospha-1-butyne
  • (2,2-dimethylpropylidine) phosphine
  • tert -butylphosphaacetylene
Molecular formula C 5 H 9 P
External identifiers / databases
CAS number 78129-68-7
PubChem 144845
Wikidata Q2405873
properties
Molar mass 100.10 g mol −1
Physical state

liquid

safety instructions
GHS hazard labeling
no classification available
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

tert-Butylphosphaethine is a phosphaalkyne with the composition P≡C – C (CH 3 ) 3 .

It is the first phosphaalkyne that can be isolated and used at room temperature. tert -Butylphosphaethine is a colorless, air-sensitive liquid that can be distilled at 61 ° C. It was obtained by the base-catalyzed β- elimination of hexamethyldisiloxane from the phosphaalkene [(Me 3 SiO) (But) C = PSiMe 3 ]. The synthesis of this compound is kinetically stabilized represented a milestone in the study of reactivity of carbon - phosphorus - multiple bonds . Is based on data from the crystal structure analysis was for P≡C bond is a bond length of 154.8 pm are determined. Quantum mechanical calculations suggest that the properties are more comparable to alkynes than to nitriles , which explains the extraordinary interest in this compound.

Individual evidence

  1. This substance has either not yet been classified with regard to its hazardousness or a reliable and citable source has not yet been found.

literature

  • G. Becker, G. Gresser, W. Uhl: 2.2 dimethylpropylidynephosphine, a stable compound with a phosphorus atom coordination number 1. In: Journal of Nature Research B . 36, 1981, pp. 16-19 ( PDF , free full text).