Procedure:

• Reaction
  • Use 125ml seperatory funnel, 10.0ml of t-pentyl alcohol and 25ml of concentrated sulfuric acid.
  • DO NOT STOPPER. Gently swirl mixture for 1 minute.
  • After swirling stopper, invert, and shake gently, release pressure immediately. Repeat several times. 2-3 minutes shaking.
  • The t-pentyl chloride is the top layer. Once checker drain aqueous.
• Extraction - Complete this step quickly, or the product will decompose.
  • Wash with one 10 ml portion of water; Save organic layer and dispose of aqueous layer in appropriate waste container
  • Wash with one 10ml portions of 5% aqueous sodium bicarbonate, swirl before stoppering and shaking. 1 minute of shaking. Save organic layer.
  • Wash with one 10 ml portion of water.
• Drying
  • Transfer the crude product to a clean/dry 25 ml erlenmyer flask.
  • Add ~1.0g of anhydrous calcium chloride, and swirl. Solution should become clear.
• Distillation
  • Simple distillation will be performed on the dry product.
  • Transfer to a 25ml RBF with boiling chips.
  • Collect product between 78-84 oC.
  • No IR will be performed.