Organic chem2 - Synthesis of 1-chloro-3-ethyl-5-nitrobenzene

In summary, the process of synthesizing 1-chloro-3-ethyl-5-nitrobenzene involves using benzene, chloroethane, acetyl chloride, NaCl, Cl2, AlCl3, FeCl3, NH2NH2, Zn, KOH, HNO3, H2SO4, and HCl. The steps include a Friedel-Crafts reaction, followed by reactions with Cl2 and FeCl3, nitration with HNO3/H2SO4, and clemmenson reduction. However, this process will result in a structural isomer of the desired product due to the lack of consideration for directing abilities of the reagents.
  • #1
placebooooo
5
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Homework Statement


Synthesize 1-chloro-3-ethyl-5-nitrobenzene. Assume you have benzene, chloroethane, acetyl chloride, NaCl, Cl2, AlCl3, FeCl3, NH2NH2, Zn, KOH, HNO3, H2SO4, and HCl.

Homework Equations



none.

The Attempt at a Solution


I started with benzene. I did a Friedel-crafts on benzene. Then, I reacted with Cl2 and FeCl3. Then I reacted with HNO3/H2SO4 to give the nitro group. Finally, I did a clemmenson reduction to get rid of the carbonyl. Does this sound right? My concern is, will the nitro group be affected by the reduction at the end?
 
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  • #2
If you would do the clemenson reduction before nitration?
 
  • #3
It sounds right as in you didnt do anything that you would blow you up. But no, this won't give you the product you want. it will give you a structural isomer of it. While adding the reagents, you forgot about their directing ability. Try again.
 

What is the purpose of synthesizing 1-chloro-3-ethyl-5-nitrobenzene?

The purpose of synthesizing 1-chloro-3-ethyl-5-nitrobenzene is to obtain a specific organic compound that can be used for various applications in fields such as pharmaceuticals, materials science, and agrochemicals.

What are the steps involved in the synthesis of 1-chloro-3-ethyl-5-nitrobenzene?

The synthesis of 1-chloro-3-ethyl-5-nitrobenzene involves several steps, including the nitration of benzene, the reduction of the nitro group, and the chlorination of the ethyl group. Each step requires specific reagents and conditions to ensure the desired product is obtained.

What are the key reagents used in the synthesis of 1-chloro-3-ethyl-5-nitrobenzene?

The key reagents used in the synthesis of 1-chloro-3-ethyl-5-nitrobenzene include nitric acid, sulfuric acid, sodium nitrite, acetic acid, hydrochloric acid, and iron powder. Other reagents may also be used depending on the specific reaction conditions.

What are the potential hazards associated with the synthesis of 1-chloro-3-ethyl-5-nitrobenzene?

Some potential hazards associated with the synthesis of 1-chloro-3-ethyl-5-nitrobenzene include the use of strong acids, flammable solvents, and toxic intermediates. It is important to follow proper safety protocols and wear appropriate protective gear when conducting this synthesis.

What are the uses of 1-chloro-3-ethyl-5-nitrobenzene?

1-chloro-3-ethyl-5-nitrobenzene has various uses in different industries. It can be used as a starting material for the synthesis of other organic compounds, such as dyes and pesticides. It can also be used as a reagent in organic reactions, and as a building block for the production of materials like polymers and plastics.

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