Pentyl Chloride . Aqueous sodium bicarbonate was used to wash the crude t-pentyl

Question

Pentyl Chloride . Aqueous sodium bicarbonate was used to wash the crude t-pentyl chloride. a. What was the purpose of this wash? Give equations. b. Why would it be undesirable to wash the crude halide with aqueous sodium hydroxide? 2. Some 2-methyl-2-butene may be produced in the reaction as a by-product. Give a mecha- nism for its production 3. How is unreacted i-pentyl alcohol removed in this experiment? Look up the solubility of the alcohol and the alkyl halide in water Why must the alkyl halide product be dried carefully with anhydrous sodium sulfate before the distillation? (Hint: See Technique 15, Section 15.7-) 5. Will t-pentyl chloride (2-chloro-2-methylbutane) float on the surface of water? Look up its density in a handbook.

Explanation / Answer

NaHCO3 + HCl - NaCl + H2O + CO2

b) NaOH is a strong base it will favour elimination of HCl to form the alkene 2-butene

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