Lpzxaz
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Hi please please help need an answer ASAP😭 I need to plan a multi step synthesis of n-ethylethanamide from ethanoyl chloride and chloroethane in just two steps! If anyone has ANY ideas please let me know
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charco
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(Original post by Lpzxaz)
Hi please please help need an answer ASAP😭 I need to plan a multi step synthesis of n-ethylethanamide from ethanoyl chloride and chloroethane in just two steps! If anyone has ANY ideas please let me know
Do you have any ideas of the species that you can form from the haloalkane by nucleophilic substitution. (hint: it must contain a nitrogen atom)
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ahow39409234-095
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I think you react chloroethane with ammonia to make ethanamine. Then you react the ethanamine with the ethanoyl chloride.
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(Original post by ahow39409234-095)
I think you react chloroethane with ammonia to make ethanamine. Then you react the ethanamine with the ethanoyl chloride.
we "nudge" the OP towards the answer, not just state it ...
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Lpzxaz
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(Original post by charco)
Do you have any ideas of the species that you can form from the haloalkane by nucleophilic substitution. (hint: it must contain a nitrogen atom)
Omg thanku for replying I literally am clueless! I currently have chloroethane to ethanoyl chloride to n-ethylethanamide but have no idea how the halogenoalkane (chloroethane) comes into this does it react with a carboxylic acid? I’m really not sure I’d appreciate any help
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Lpzxaz
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(Original post by charco)
we "nudge" the OP towards the answer, not just state it ...
(Original post by ahow39409234-095)
I think you react chloroethane with ammonia to make ethanamine. Then you react the ethanamine with the ethanoyl chloride.
Thanks for your reply! It has to be in two steps, and the product must be N-ethylethamide so would ethamime and ethanoyl chloride make this product?
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(Original post by Lpzxaz)
Thanks for your reply! It has to be in two steps, and the product must be N-ethylethamide so would ethamime and ethanoyl chloride make this product?
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Lpzxaz
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(Original post by charco)
we "nudge" the OP towards the answer, not just state it ...
Haha thanks, Could you let me know if this is right chloroethane to ethanoyl chloride to n-ethylethamide? Is that my general steps? And do you have any ideas what chloroethane has to do with this
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charco
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(Original post by Lpzxaz)
Haha thanks, Could you let me know if this is right chloroethane to ethanoyl chloride to n-ethylethamide? Is that my general steps? And do you have any ideas what chloroethane has to do with this
@ahow39409234-095 has already given you the answer...
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Lpzxaz
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(Original post by charco)
@ahow39409234-095 has already given you the answer...
Is that 2 steps though? I think he’s right but I was thinking of reacting the chloroethane with a carboxylic acid to make the ethanoyl chloride can you do that? Also I was supposed to know this from notes and what he answered isn’t in my notes so I’m thinking there’s another answer maybe?
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charco
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(Original post by Lpzxaz)
Is that 2 steps though? I think he’s right but I was thinking of reacting the chloroethane with a carboxylic acid to make the ethanoyl chloride can you do that? Also I was supposed to know this from notes and what he answered isn’t in my notes so I’m thinking there’s another answer maybe?
Yes, it's two steps.

"I was thinking of reacting the chloroethane with a carboxylic acid to make the ethanoyl chloride" - won't work
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Lpzxaz
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(Original post by charco)
Yes, it's two steps.

"I was thinking of reacting the chloroethane with a carboxylic acid to make the ethanoyl chloride" - won't work
Okay thanks my only question with this is though, the question was ‘using ethanoyl chloride and chlorethane’ with this answer ethylamine will be in the equation but ethanoyl chloride will not be in the equation it will be part of the step, is that okay? Normally the things that they’ve asked to make up the product end up actually being in the equation not the step. Hope that makes sense. So like I have the equation chloroethane —-> Ethylamine——> n-ethylethanamide. And ethanol chloride isn’t in there it’s part of step 2.
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(Original post by Lpzxaz)
Okay thanks my only question with this is though, the question was ‘using ethanoyl chloride and chlorethane’ with this answer ethylamine will be in the equation but ethanoyl chloride will not be in the equation it will be part of the step, is that okay? Normally the things the things that they’ve asked to make up the product end up actually being in the equation not the step. Hope that makes sense. So like I have the equation chloroethane —-> Ethylamine——> n-ethylethanamide. And ethanol chloride isn’t in there it’s part of step 2.
Be careful how you attack the picture ... it might fight back.
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(Original post by charco)
Be careful how you attack the picture ... it might fight back.
Sorry what do you mean? And was my answer correct? 😊
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(Original post by ahow39409234-095)
I think you react chloroethane with ammonia to make ethanamine. Then you react the ethanamine with the ethanoyl chloride.
You are a life saver!! Thank u so much 😊 the only question I have with this is the question asked for the product to be made from ‘ethanol chloride and chloroethane’ but with this answer it will be chloroethane ——> ethylamine ——> N-ethylethanamide. And ethanol chloride will be part of step 2 and not in the actual ‘equation’ is that okay? I’ve never have a multi step synthesis ask for a product to be made from compounds that have never ended up not being in the ‘equation’ and as part of the step.
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(Original post by Lpzxaz)
You are a life saver!! Thank u so much 😊 the only question I have with this is the question asked for the product to be made from ‘ethanol chloride and chloroethane’ but with this answer it will be chloroethane ——> ethylamine ——> N-ethylethanamide. And ethanol chloride will be part of step 2 and not in the actual ‘equation’ is that okay? I’ve never have a multi step synthesis ask for a product to be made from compounds that have never ended up not being in the ‘equation’ and as part of the step.
A multi-step synthesis means that you can use the materials you are given in any order.

"made from ‘ethanol chloride and chloroethane" does not mean that you react these together, just that you use them somewhere in the synthesis:

STEP 1: chloroethane + ammonia ==> ethanamine

STEP 2: ethanamine + ethanoyl chloride ==> N-ethylethanamide
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(Original post by charco)
A multi-step synthesis means that you can use the materials you are given in any order.

"made from ‘ethanol chloride and chloroethane" does not mean that you react these together, just that you use them somewhere in the synthesis:

STEP 1: chloroethane + ammonia ==> ethanamine

STEP 2: ethanamine + ethanoyl chloride ==> N-ethylethanamide
That makes sense! Thank you
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