FTIR spectroscopy of synthesized racemic nonacosan-10-ol: a model compound for plant epicuticular waxes.

As there are no published graphically presented, detailed IR spectra of nonacosan-10-ol (occurring naturally and widely in plant epicuticular waxes of nanotube form), near IR FTIR spectroscopy (fundamentals, overtones and combinations) has been performed on laboratory synthesized racemic nonacosan-10-ol, as a crystalline solid on Mylar and polypropylene substrates. Room temperature, in vacuo data are presented graphically, in full, and show evidence of extensive hydrogen bonding, an orthorhombic perpendicular subcell, a methylene wagging progression, diagnostic of all-trans conformational order, and Fermi resonance. Moderate or stronger anharmonicity is confirmed. Detailed discussion, quantitative in parts, is given of the observed spectral features, especially as to how they inform crystal structure and molecular conformation, and assignments given for some of the features. The results will serve as a reference for future IR studies of the natural epicuticular wax nanotube form of (S)-nonacosan-10-ol.