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Fourier-transform infrared reflection absorption spectra (FT-IRAS) have been obtained for 1-propoxide and a set of deuterated 1-propoxides at saturation coverages on the Cu(111) surface. These stable species are formed by the reaction of 1-propanol with the preoxidized Cu(111) surface. At elevated temperatures the propoxides undergo β-hydride elimination and desorb as propanals. Temperature programmed reaction (TPR) spectra for the decomposition process reveal both a primary isotope effect and secondary isotope effects. The FT-IRAS spectra have been compared to the reflection infrared spectra of self-assembled monolayers containing long alkyl chains. The spectra show evidence for both crystalline-like packing and conformational disorder in the adlayer. This suggests the presence of both ordered and disordered domains of the alkoxides on the Cu(111) surface.