Question

synthesis of t-pentyl chloride

SI ILCI ILURIDE Name Date 1. What is the purpose of adding hydrochloric acid to -pentanol Why do you leave the separatory funnel unstoppered during the addition of hydrochloric acid 3. You have two layers: organic and aqueous. How do you verify which layer is the aqueous 4. -Pentyl chloride is soluble in water. T F 5. What is the formula of sodium bicarbonate? What is the purpose of adding the solution of sodium bicarbonate to your reaction mixture? 6. What is your theoretical yield of -pentyl chloride (FW 106 g/mol) if you started with 10.0 mL of t-pentanol (density 0.805 g/mL; FW 88.2 g/mol)? PRELAB 10 63

this is a prelab, no experimental data

Answer 1

They to CH t-pentylalcohol tert-Pentyl Chloside 6) molar 88.2 gloma 1 lobglmol man mass: lom{X0.805g, th my 8.05g ! B6: 2g alcohol producers loog product u 8.05g " " 106 x 8.05 g Theoretical yield 19.67g of product. B-2

1. Hydrochloric acid generates nucleophile, Cl- which attacks alcohol and gives desired product.

2. Addition of HCl generates excess pressure. So, to avoid bumping of cap or damage to separatory funnel, it is kept open to release pressure smoothly.

3. We will drop a pinch of NaCl. If its goes directly at bottom, that means bottom layer is aqueous. If it stays at top layer, implies top layer is aqueous.

This is based on the fact that, NaCl being an ionic compound, is soluble in polar solvent like Water.

4. FALSE

tert-butyl chloride is not able to form H-Bond with water. It contains larger non-polar alkyl part, which is hydrophobic.

5. NaHCO3

THIS is added to neutralize any excess acid present in the solution.

6.

They to CH t-pentylalcohol tert-Pentyl Chloside 6) molar 88.2 gloma 1 lobglmol man mass: lom{X0.805g, th my 8.05g ! B6: 2g alcohol producers loog product u 8.05g " " 106 x 8.05 g Theoretical yield 19.67g of product. B-2