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

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

IUPAC name 3-tert-Butyl-2,2,4,4-tetramethyl-pentan-3-ol
Identifiers
CAS number	41902-42-5^N
PubChem	142558
ChemSpider	125760^Y
Jmol-3D images	Image 1
SMILES OC(C(C)(C)C)(C(C)(C)C)C(C)(C)C
InChI InChI=1S/C13H28O/c1-10(2,3)13(14,11(4,5)6)12(7,8)9/h14H,1-9H3^Y Key: LIUBOLYWYDGCSJ-UHFFFAOYSA-N^Y InChI=1/C13H28O/c1-10(2,3)13(14,11(4,5)6)12(7,8)9/h14H,1-9H3 Key: LIUBOLYWYDGCSJ-UHFFFAOYAS
Properties
Molecular formula	C₁₃H₂₈O
Molar mass	200.36 g mol⁻¹
N (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
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 whose molecule can be viewed as a tridecane isomer (2,2,4,4-tetramethyl-3-t-butyl-pentane) where the central hydrogen has been replaced by a hydroxyl group -OH.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 most alcohols. Indeed, as of 2003 this was the only known organic compound with that property, which made it interesting for research in spectroscopy.^[2]

References

^ Z. Malarski (1974). "Solid rotator phases in 2,2,4,4-tetramethyl-3-tert-butyl-3-pentanol". Mol. Cryst. Liq. Cryst. 25: 259.
^ 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". Journal of Molecular Structure 788 (1–3): 93–101. doi:10.1016/j.molstruc.2005.11.022.