Hydrogen bonding (HB) is an ubiquitous interaction. Weak HB (WHB) has long been acknowledged to exist such as: O-H ...... pi cloud, where either the aromatic electron cloud or the double bond in olefins act as HB acceptors. These weak interactions, which are relevant for biochemistry, extraction, pharmacology etc., have been poorly investigated in the past. Recently reports focused on the specific interactions between methanol's hydroxyl group and 1-pentene, highlighting the role of WHB in enhancing the olefine solubility in methanol. Analogously methyl-substituted anisole (MSA) gets preferentially solvated by methanol through O-H ...... pi interactions. Here we propose to use neutron scattering in order to get access to the structural properties of methanol mixtures with pentene and MSA and clarify how these are influenced by WHB.