title: 4,4'-(4,5-dimethyl-1,2-phenylene)bis(2-methylbut-3-yn-2-ol): structural variation in vicinal dialkynols.
abstract: The structure of the title compound, C(18)H(22)O(2), 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 (-102). 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.
authors.affiliation: Department of Chemistry, Southeast Missouri State University, Cape Girardeau, MO 63701, USA. bond@mbond2.st.semo.edu
authors.forename: Marcus R
authors.initials: MR
authors.lastname: Bond
authors.forename: Bruce A
authors.initials: BA
authors.lastname: Hathaway
authors.forename: Uriah J
authors.initials: UJ
authors.lastname: Kilgore
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D000440:Butanols / Q000737:chemistry*; D006860:Hydrogen Bonding; D008958:Models, Molecular; D015394:Molecular Structure
chemical_list: C572213:4,4'-(4,5-dimethyl-1,2-phenylene)bis(2-methylbut-3-yn-2-ol); D000480:Alkynes; D000440:Butanols