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Topic: Organic Chemistry Introduction: o Assume you are doing an acid base extra

ID: 716983 • Letter: T

Question

Topic: Organic Chemistry Introduction: o Assume you are doing an acid base extraction (with a Separatory Funnel) on a strong organic acid, a weak organic acid and an organic base. For this experiment you are using the following compounds to help with your extractions: Diethyl ether, HCL, NaOH, NaHCO3. Answer the following question about this laboratory technique. Please be detailed. o ed anNa 1A) (7 Points) Propose possible generic baanced equations for the extraction and neutralization steps of: I) A strong organic acid (RCO2H) Il) A weak organic acio IlI) An organic base (RNH2) You must propose both EXTRACTION and NEUTRALIZATION for credit!

Explanation / Answer

(I) NaOH can be used to neutralize the acid to form the salt. Salt will be soluble in aqueous phase from organic solvent into which the acid was dissolved initially.

For extraction, HCL can be used to get back the acid which will again be soluble in organic solvent. Evaporation of the organic sovlent, produces the organic acid back. The small amount of acid may diffuse into water layer. In that case, the aqueous layer can be washed with organic solvent to extract the acid.

RCOOH + NaOH = RCOO- Na + + H2O (Neutralization)

RCOO- Na + + HCl = RCOOH + NaCl (Extraction with organic solvent Diethyl ether)

(II) Neutralize with Sodium Bicarbonate (NaHCO3 ) to form the salt and extraction can be done with HCl acid  

RCOOH + NaHCO3 = RCOO- Na + + H2O+ CO2 (Neutralization)

RCOO- Na ++ HCl = RCOOH +  NaCl (Extraction with organic solvent Diethyl ether)

(III) Organic base: Neutralization can be done with HCl to form the salt. Extraction can be done with NaOH to get back the base.

RNH2 + HCl = RNH3+ Cl- (Neutralization)

RNH3+ Cl- + NaOH = RNH2 + NaCl + H2O (Extraction with organic solvent Diethyl ether)

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