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How puzzling? Here is what the Merck Index has to say on the miscibility of Limonene"Properties: Liquid. Pleasant lemon-like odor. bp763 175.5-176.5°. d420.85 0.8402. nD 1.4744.Practically insol in water. Miscible with alcohol. With dry HCl or HBr it forms monohalides, andwith aq HCl or HBr, the dihalide.Boiling point: bp763 175.5-176.5°perhaps not all alcohols are created equally. Sister recalls from the old days of doing Al/Hg/AcOH reductions in EtOH that after basifiing during the workup if the solution was saturated with NaCl it forced the EtOH into its own layer, yet MeOH or IPA would not form their own layers.
How puzzling? Here is what the Merck Index has to say on the miscibility of Limonene
"Properties: Liquid. Pleasant lemon-like odor. bp763 175.5-176.5°. d4
20.85 0.8402. nD 1.4744.
Practically insol in water. Miscible with alcohol. With dry HCl or HBr it forms monohalides, and
with aq HCl or HBr, the dihalide.
Boiling point: bp763 175.5-176.5°
perhaps not all alcohols are created equally. Sister recalls from the old days of doing Al/Hg/AcOH reductions in EtOH that after basifiing during the workup if the solution was saturated with NaCl it forced the EtOH into its own layer, yet MeOH or IPA would not form their own layers.