Crystal structure of 2,4-di-tert-butyl-6-(hydroxymethyl)phenol

Aranburu Leiva, A.I., Benjamin, S.L. ORCID: 0000-0002-5038-1599, Langley, S.K. and Mewis, R.E., 2016. Crystal structure of 2,4-di-tert-butyl-6-(hydroxymethyl)phenol. Acta Crystallographica Section E: Crystallographic Communications, 72 (11), pp. 1614-1617. ISSN 2056-9890

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The title compound, C15H24O2, is an example of a phenol-based pendant-arm precursor. In the molecule, the phenol hydroxy group participates in an intramolecular O—H...O hydrogen bond with the pendant alcohol group, forming an S(6) ring. This ring adopts a half-chair conformation. In the crystal, O—H...O hydrogen bonds connect molecules related by the 31 screw axes, forming chains along the c axis. The C—C—O angles for the hydroxy groups are different as a result of the type of hybridization for the C atoms that are involved in these angles. The C—C—O angle for the phenol hydroxy group is 119.21 (13)3, while the angle within the pendant alcohol is 111.99 (13)°. The bond length involving the phenolic oxygen is 1.3820 (19) Å, which contrasts with that of the alcoholic oxygen which is 1.447 (2) Å. The former is conjugated with the aromatic ring and so leads to the observed shorter bond length.

Item Type: Journal article
Publication Title: Acta Crystallographica Section E: Crystallographic Communications
Creators: Aranburu Leiva, A.I., Benjamin, S.L., Langley, S.K. and Mewis, R.E.
Publisher: International Union of Crystallography
Date: 1 November 2016
Volume: 72
Number: 11
ISSN: 2056-9890
S2056989016016753Publisher Item Identifier
Rights: Copyright © International Union of Crystallography. Open access.
Divisions: Schools > School of Science and Technology
Depositing User: Jill Tomkinson
Date Added: 04 Nov 2016 12:02
Last Modified: 12 Oct 2017 07:48

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