2,2,4,4-Tetramethyl-3-t-butyl-pentane-3-ol

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2,2,4,4-Tetramethyl-3-t-butyl-pentane-3-ol
2,2,4,4-Tetramethyl-3-t-butyl-pentane-3-ol.png
2,2,4,4-Tetramethyl-3-t-butyl-pentane-3-ol 3D.png
Names
IUPAC name
3-tert-Butyl-2,2,4,4-tetramethylpentan-3-ol
Identifiers
3D model (JSmol)
ChemSpider
Properties
C13H28O
Molar mass 200.37 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

2,2,4,4-Tetramethyl-3-t-butyl-pentane-3-ol is an organic compound with formula C13H28O, or ((H3C-)3C-)3COH.[1] It is an alcohol that can be viewed as a structural analog of a tridecane isomer (2,2,4,4-tetramethyl-3-t-butylpentane) where the central hydrogen has been replaced by a hydroxyl group -OH.

The bulky tert-butyl groups (H3C-)3C- groups attached to the central carbon prevent the hydroxyl group from forming the hydrogen bonds that are characteristic of alcohols. Indeed, as of 2003, this was the only known alcohol which does not hydrogen bond with itself, making it interesting for research in spectroscopy.[2]

References[edit]

  1. ^ Z. Malarski (1974). "Solid rotator phases in 2,2,4,4-tetramethyl-3-tert-butyl-3-pentanol (t-Bu3COH)". Mol. Cryst. Liq. Cryst. 25 (3-4): 259–272. doi:10.1080/15421407408082805. 
  2. ^ Irena Majerza; Ireneusz Natkaniec (2006). "Experimental and theoretical IR, R, and INS spectra of 2,2,4,4-tetramethyl-3-t-butyl-pentane-3-ol". J. Mol. Struct. 788 (1–3): 93–101. doi:10.1016/j.molstruc.2005.11.022.