Question

8-ethyldeca-2,4-diene: Below the incorrect separation scheme write a discussion of this incorrect scheme identifying all of the mistakes in the separation scheme. Keep in mind that there will be more than one mistake in the scheme. For each mistake, give a detailed, scientific explanation of why it is incorrect. o All answers must be typed. No handwritten responses will be accepted.

Incorrect Separation Scheme но, ether, 5% NaHCO ether aq O он, Cl 6M HCI vacuum filtration 10% NaOH, gravity filtration aq ether NaC NaCl OH evap. ether ether

Answer 1

ether, 5% NaHCO3 Ether layer Aq layer ONa 6M HCI Filteration dry ether on sodium sulfate and evaporate Aq Solid Naci OH

The acid (ortho chloro benzoic acid) reacts with sodium bicarbonate to form its sodium salt as shown in the scheme. Further, acidification of the salt with 6M HCl yields precipitate of acid which can be filtered off.

Then, on the other side, alkene which is in the ether layer can be dried over sodium sulfate and evaporation of ether will give the alkene. wash with base is not needed.