ISSN:
1572-8854
Source:
Springer Online Journal Archives 1860-2000
Topics:
Geosciences
,
Physics
Notes:
Abstract The title compound (4a) was synthesized from a phosphite compound obtained from 4-hydroxy-2-pentanone and dimethylphosphorochloridite, after addition of an equivalent of water. Thecis-configuration of the P=O and C3-OH groups was established based on31P NMR chemical shifts. In chloroform, as well as in benzene solution, the most favorable conformations of the title compound are 4 5 T,4 E, and 4 5 T. The crystal and molecular structure of4a has been determined by single-crystal X-ray diffraction data, and refined toR=0.056. The five-membered ring has an envelope4 E (C5) conformation, with the asymmetry parameter ΔC 5(4)=3.5°. Both the C5-CH3 and the C3-CH3 groups are equatorial. In the solid state, the molecules form dimers with hydrogen bonding between the hydroxyl groups and the phosphoryl oxygen atom of an adjacent molecule. A quantitative comparison of the structure of 4a with the structure of the related 2-mcthoxy-3,5,5-trimethyl-2-oxo-1,2-oxaphosphospholan-3-ol is given.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1007/BF01161080
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