determine-which-compound-is-more-soluble-in-water-for-each-of-the-following-pair-1

Question

Determine which compound is more soluble in water for each of the following pairs: (i): cyclohexane or tetrahydro-2H-pyran and (ii): tetrahydrofuran or 1,3-dioxolane. Explain.

Chemical structures of cyclohexane, tetrahydro-2H-pyran, tetrahydrofuran, and 1,3-dioxolane.

A. (i): Tetrahydro-2H-pyran is more soluble than cyclohexane because it can form stronger intermolecular interactions (hydrogen bonding) with water molecules; (ii): 1,3-dioxolane is more soluble than tetrahydrofuran because it can form more hydrogen bonding per molecule with water than tetrahydrofuran.

B. (i): Tetrahydro-2H-pyran is more soluble than cyclohexane because it can form covalent bonds with water molecules; (ii): 1,3-dioxolane is more soluble than tetrahydrofuran because it can form more covalent bonds per molecule with water than tetrahydrofuran.

C. (i): Cyclohexane is more soluble than tetrahydro-2H-pyran because water and cyclohexane are both non-polar molecules; (ii): Tetrahydrofuran is more soluble than 1,3-dioxolane because it can form more hydrophobic interactions with water molecules.

D. (i): Cyclohexane is more soluble than tetrahydro-2H-pyran because it can form covalent bonds with water molecules; (ii): Tetrahydrofuran is more soluble than 1,3-dioxolane because it can form more covalent bonds per molecule with water.

Accepted Answer

Tetrahydro-2H-pyran is more soluble than cyclohexane because it can form stronger intermolecular interactions (hydrogen bonding) with water molecules; 1,3-dioxolane is more soluble than tetrahydrofuran because it can form more hydrogen bonding per molecule with water than tetrahydrofuran.

Answer

Tetrahydro-2H-pyran is more soluble than cyclohexane because it can form covalent bonds with water molecules; 1,3-dioxolane is more soluble than tetrahydrofuran because it can form more covalent bonds per molecule with water than tetrahydrofuran.

Answer

Cyclohexane is more soluble than tetrahydro-2H-pyran because water and cyclohexane are both non-polar molecules; Tetrahydrofuran is more soluble than 1,3-dioxolane because it can form more hydrophobic interactions with water molecules.

Answer

Cyclohexane is more soluble than tetrahydro-2H-pyran because it can form covalent bonds with water molecules; Tetrahydrofuran is more soluble than 1,3-dioxolane because it can form more covalent bonds per molecule with water.