Influence of aprotic solvents on the O–D stretching band of methan[2H]ol

Abstract

The O–D stretching band of methan[²H]ol has been observed for 0.4M-solutions in 55 aprotic solvents, including hydrocarbons, halogeno-compounds, nitro-compounds. nitrites, ethers, ketones, esters, amines, and amides. Values of v_OD for monomeric methan[²H]ol have been measured as precisely as possible. Various discrepancies with earlier work are noted. The values of v_OD are discussed in terms of solvent Lewis basicity, and revised values of Koppel and Palm's solvent parameter B are tabulated. Oligomer formation and the occurrence of anomalous bands in the case of certain solvents are also discussed. A more limited study was made of the O–D stretching band of t-butyl [²H]alcohol.