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equent work-up. PRE-LAB: In addition to the usual items, pre-lab preparation for this experiment should include the following: a) Write balanced equations for both half-reactions of the redox. Combine them to determine the overall balanced redox equation. b) Determine the limiting reagent and calculate the theoretical yield of amine.

equent work-up. PRE-LAB: In addition to the usual items, pre-lab preparation for this experiment should include the following: a) Write balanced equations for both half-reactions of the redox. Combine them to determine the overall balanced redox equation. b) Determine the limiting reagent and calculate the theoretical yield of amine.

Organic Chemistry
Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter18: Functional Derivatives Of Carboxylic Acids
Section: Chapter Questions
Problem 18.42P
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Ochem prelab question

I"ve attached part of the lab, but basically we are reducing m-nitroacetophenone to m-aminoacetophenone using granular tin.

I've also attached one of my workups for the prelab, which require us to show the half reaction equation for reduction, the half reaction equation for oxidation and the overall balanced equation. Then determine the limiting reactant and theoretical yield

Can you please check my work...

especially my half reactions and see if those are correct (I'm not sure about the added e-  and  H+

Also, is the limiting reactant tin or should it be m-nitroacetophenone

tin metal (granular), hydrochloric acid (6 M), sodium hydroxide (30%) and Alkacid test paper. CHEMICALS: m-nitroacetophenone, HAZARDS: Hydrochloric acid has corrosive and irritating fumes. Avoid inhalation. DISCUSSION: The most common method to obtain a primary aromatic amine is via the reduction of a nitro group. This reduction can be achieved by a variety of reagents including LiAlH4 and catalytic hydrogenation. As seen in class, these methods are capable of reducing other functional groups. Another method for the reduction of nitro is through the application of a metal (Zn, Fe or Sn) and HCl. This method is more specific and capable of reducing a nitro in NH₂ NO₂ aq. HCI CH3-C CH3-C- the presence of other reducible groups. This procedure also demonstrates the acid/base characteristics of the amine group during the reaction and subsequent work-up. + Sn + Sn²+ PRE-LAB: In addition to the usual items, pre-lab preparation for this experiment should include the following: → a) Write balanced equations for both half-reactions of the redox. Combine them to determine the overall balanced redox equation. b) Determine the limiting reagent and calculate the theoretical yield of amine.
Transcribed Image Text:tin metal (granular), hydrochloric acid (6 M), sodium hydroxide (30%) and Alkacid test paper. CHEMICALS: m-nitroacetophenone, HAZARDS: Hydrochloric acid has corrosive and irritating fumes. Avoid inhalation. DISCUSSION: The most common method to obtain a primary aromatic amine is via the reduction of a nitro group. This reduction can be achieved by a variety of reagents including LiAlH4 and catalytic hydrogenation. As seen in class, these methods are capable of reducing other functional groups. Another method for the reduction of nitro is through the application of a metal (Zn, Fe or Sn) and HCl. This method is more specific and capable of reducing a nitro in NH₂ NO₂ aq. HCI CH3-C CH3-C- the presence of other reducible groups. This procedure also demonstrates the acid/base characteristics of the amine group during the reaction and subsequent work-up. + Sn + Sn²+ PRE-LAB: In addition to the usual items, pre-lab preparation for this experiment should include the following: → a) Write balanced equations for both half-reactions of the redox. Combine them to determine the overall balanced redox equation. b) Determine the limiting reagent and calculate the theoretical yield of amine.
(C8H7N03) HmL of hydrochloric acid (HCI) and 30% NaOH aq ag Given 200 mg of m-nitroacetophenone 400mg of granular +in (Sn) Half Reaction - Reduction C8H7 NO3 C8 Hq NO 6e² + 6H² + CgH¬NO3 → C8Hq NO + 2 H₂0 Half Reaction - Oxidation (Sn Sn +² + 2 €¯ )3 +2 3 Sn → 3 Sn¹² + be= 0pm Callumi Combined Balanced Overall Redox Equation 6H+ + C8H7NO₂ + 3Sn Using 200 mg of C8H7 NO3 Sn-> Snt2 +2 400 mg of Sn (granular) Mass of C8H7 NO3 Mass of Sn ->> Moles of C8H7 NO3 Moles of Sn = = 200 mg lg 400 mg 0.4g 1 mol +2 Cg Hq NO + 3 Sn²² + 2H₂0 1000mg 4 mL of (GM) HCl (aq) 30% NaOH(aq) 118.719 = 1000mg = 0.29 C8H7 NO3 0.2g Imol 0.0012 mol CHNO3 165.159 = 0.4g Sn = 0.0034 mol Sn Limiting Reactant 0.0012 moles C8 HNO3 Imol C8HqNU Cp H₂ NO ₂ Imol C8H₂NO3 * Tin (Sn) would be limiting reactant 0.0012 mol Cg Hq NO - 0.0034 mol Sn Imol C8Hq NO = 0.0011 mol C&H 9 NO 3 mol Sn Theoretical Yield 0.0034 mdl Sn Imd C8H 9 NO 135.179 C8H9NO = 0.15 g 3 mol Sn I mol C8HqNO C8HqNU
Transcribed Image Text:(C8H7N03) HmL of hydrochloric acid (HCI) and 30% NaOH aq ag Given 200 mg of m-nitroacetophenone 400mg of granular +in (Sn) Half Reaction - Reduction C8H7 NO3 C8 Hq NO 6e² + 6H² + CgH¬NO3 → C8Hq NO + 2 H₂0 Half Reaction - Oxidation (Sn Sn +² + 2 €¯ )3 +2 3 Sn → 3 Sn¹² + be= 0pm Callumi Combined Balanced Overall Redox Equation 6H+ + C8H7NO₂ + 3Sn Using 200 mg of C8H7 NO3 Sn-> Snt2 +2 400 mg of Sn (granular) Mass of C8H7 NO3 Mass of Sn ->> Moles of C8H7 NO3 Moles of Sn = = 200 mg lg 400 mg 0.4g 1 mol +2 Cg Hq NO + 3 Sn²² + 2H₂0 1000mg 4 mL of (GM) HCl (aq) 30% NaOH(aq) 118.719 = 1000mg = 0.29 C8H7 NO3 0.2g Imol 0.0012 mol CHNO3 165.159 = 0.4g Sn = 0.0034 mol Sn Limiting Reactant 0.0012 moles C8 HNO3 Imol C8HqNU Cp H₂ NO ₂ Imol C8H₂NO3 * Tin (Sn) would be limiting reactant 0.0012 mol Cg Hq NO - 0.0034 mol Sn Imol C8Hq NO = 0.0011 mol C&H 9 NO 3 mol Sn Theoretical Yield 0.0034 mdl Sn Imd C8H 9 NO 135.179 C8H9NO = 0.15 g 3 mol Sn I mol C8HqNO C8HqNU
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