Solvents: acetone, ethanol, methanol, ethyl acetate, hexanes, dichloromethane an

Question

Solvents: acetone, ethanol, methanol, ethyl acetate, hexanes, dichloromethane and petroleum ether. Aqueous Solutions: 1 M NaOH, 1 M HCI, 3 M NaOH, 3 M HC1, 1 M NaHCO_3, saturated NaCl. Drying Agent: sodium sulfate Special An organic chemistry student attempted to synthesize o-toluic acid from o-chlorotoluene via a Grignard reaction and dry ice. The reaction did not go to completion and the student ended up with a mixture of o-toluic acid and o-chlorotoluene. Purify the o-toluic acid. Provide data to show that your compound is pure.

Explanation / Answer

O-toluicacid can be simply purified from the chlorotoulene by simple dissolving in an organic solvent like dichloromethane. Soon after dissolving, wash it with 10%NaHCO3 thrice. Then all the acid wiould come into the aqueous layer and the chlorotoulene into organic layer. This way each of it would be sperated from the other. Having separated, the aqueous layer shall be acidified so that the PH is around 2 to 1. Then again extract back with a fresh batch of dichloromethane. Now it comepletely comes into organic layer. Dry the sam eover sodium sulfate and evoperate the solvent. That would yield the desired product. The NMR spectra with a peak at about 11 to 12 ppm would characterize the -COOH group (integration equivalent to 1 proton exactly ) proves that this compound is pure

Related Questions

Navigate

• Browse (All)
• Browse S
• Subjects

---

---

Integrity-first tutoring: explanations and feedback only — we do not complete graded work. Learn more.