Ochem help with prelab The experiment is attached and involves the reduction of a nitro group to an amine The Chemicals are:      200 mg of m-nitroacetophenone      400 mg of granular tin      4 mL of 6M hydrochloric acid      30% sodium hydroxide Need help with the prelab which requires... A. Write the balanced equations for both half-reactions of the redox and then the overall balanced redox equation B. Determine the limiting reagent and the theoretical yield of amine

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 help with prelab

The experiment is attached and involves the reduction of a nitro group to an amine

The Chemicals are:

     200 mg of m-nitroacetophenone

     400 mg of granular tin

     4 mL of 6M hydrochloric acid

     30% sodium hydroxide

Need help with the prelab which requires...

A. Write the balanced equations for both half-reactions of the redox and then the overall balanced redox equation

B. Determine the limiting reagent and the theoretical yield of amine

PROCEDURE:
1) Set up a water bath by placing a beaker of water on a hot plate set high enough to bring the water to
boil. (A steam bath may be used instead.)
2) Accurately weigh about 200 mg of m-nitroacetophenone and 400 mg of granular tin directly into
a 50 mL Erlenmeyer flask. Record each mass exactly.
3) Add 4 mL of 6M hydrochloric acid to dissolve. Cover the mouth of the flask loosely with a
stopper.
4) Heat the reaction mixture for 25-30 minutes or until all the tin has dissolved, whichever occurs first.
Transcribed Image Text:PROCEDURE: 1) Set up a water bath by placing a beaker of water on a hot plate set high enough to bring the water to boil. (A steam bath may be used instead.) 2) Accurately weigh about 200 mg of m-nitroacetophenone and 400 mg of granular tin directly into a 50 mL Erlenmeyer flask. Record each mass exactly. 3) Add 4 mL of 6M hydrochloric acid to dissolve. Cover the mouth of the flask loosely with a stopper. 4) Heat the reaction mixture for 25-30 minutes or until all the tin has dissolved, whichever occurs first.
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
NO₂
NH₂
aq. HCI
+ Sn
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.
+ 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 NO₂ NH₂ aq. HCI + Sn 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. + 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.
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