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

'2,2,4,4-Tetramethyl-3-t-butyl-pentane-3-ol or tri-tert-butylcarbinol' is an organic compound with formula C13H28O, ((H3C)3C)3COH, or tBu3COH. 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as a structural analog of a tridecane isomer (2,2,4,4-tetramethyl-3-t-butylpentane) where the central hydrogen has been replaced by a hydroxyl group -OH.

Wikidata facts

Mass: 200.214016

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chemical formula: C₁₃H₂₈O
canonical SMILES: CC(C)(C)C(C(C)(C)C)(C(C)(C)C)O
Commons category: 2,2,4,4-Tetramethyl-3-t-butyl-pentane-3-ol

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Tri-tert-butylcarbinol is arguably the most sterically hindered alcohol that has been prepared to date. In contrast to all other known alcohols, the infrared spectrum of the liquid does not exhibit a broad OH absorption associated with intermolecular hydrogen bonding, making it interesting for research in spectroscopy. The bulky tert-butyl groups (H3C)3C- groups attached to the central carbon prevent the formation of a O–H---O hydrogen bond with another molecule, an intermolecular interaction typical of alcohols.