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4,4′‐(4,5‐Dimethyl‐1,2‐phenylene)bis(2‐methylbut‐3‐yn‐2‐ol): structural variation in vicinal dialkynols

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The structure of the title compound, C18H22O2, contains two non‐equivalent molecules which differ primarily in the location of the –OH groups on opposite sides or on the same side of the molecular plane. Inversion‐symmetric pairs of molecules form intermolecular O—H...O hydrogen‐bonded tetrameric synthons that link non‐equivalent molecules into an approximately square double layer parallel to (02). Recently reported fluorinated analogues [Kane, Meyers, Yu, Gerken & Etzkorn (2011). Eur. J. Org. Chem. pp. 2969–2980] have significantly different structures of varying complexity that incorporate intramolecular hydrogen bonding and suggest that further study of structure versus substituents in vicinal dialkynols could be fruitful.
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Document Type: Research Article

Publication date: April 15, 2012

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