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note
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1H NMR spectrum [δ 2.75 (t, J = 7.2 Hz, 3H)] are consistent with the assigned structure.
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47
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note
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The specific rotation can vary with concentration, temperature, solvent, and the presence of soluble impurities in the sample. The optical and enantiomeric purities may be nonequivalent (Horeau effect), although this is generally a small effect observed in weakly polar solvents that disappears in polar solvents. In a recent synthesis of pseudoheliotridane, the optical rotation of a mixture of diastereomers showed a small nonlinearity over a 4-fold range of concentrations, and the calculated optical purity showed an excellent agreement with the enantiomeric ratio measured for a key intermediate (see ref 6b).
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