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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: ShinyDiamond on April 08, 2016, 11:32:17 AM

Title: Mechanism request
Post by: ShinyDiamond on April 08, 2016, 11:32:17 AM
Can somebody help me: the questions are in the picture attached below.
Title: Re: Help
Post by: sjb on April 08, 2016, 11:47:55 AM
O=C(O)c1ccccc1C(O)C2CCCCC2 to O=C2OC(C1CCCCC1)c3ccccc23

Do you recognise the reaction?
Title: Re: Mechanism request
Post by: ShinyDiamond on April 08, 2016, 12:06:06 PM
Hey sjb, whats that have to do with the mechanism for the reactions?
Title: Re: Mechanism request
Post by: Guitarmaniac86 on April 08, 2016, 12:26:44 PM
Hey sjb, whats that have to do with the mechanism for the reactions?

What type of reaction occurs when an alcohol and a carboxylic acid react together? This reaction can be both acid and base catalysed. The product formed is what?
Title: Re: Mechanism request
Post by: ShinyDiamond on April 08, 2016, 01:11:33 PM
Hey sjb, whats that have to do with the mechanism for the reactions?

What type of reaction occurs when an alcohol and a carboxylic acid react together? This reaction can be both acid and base catalysed. The product formed is what?

The reaction will go under certain mechanisms to give us the shown product , now to reach the final product we should know all reagents that help us to do the mechanisms actually there are 2 mechanisms
Title: Re: Mechanism request
Post by: ShinyDiamond on April 08, 2016, 01:20:59 PM
Keep in mind that they are all benzene rings in both reactant and product
Title: Re: Mechanism request
Post by: kriggy on April 08, 2016, 01:31:03 PM
Hey sjb, whats that have to do with the mechanism for the reactions?

What type of reaction occurs when an alcohol and a carboxylic acid react together? This reaction can be both acid and base catalysed. The product formed is what?

Yeah I dont realy think the reaction can be base catalyzed.. What happens when you mix carboxilic acid and base?

@ShinyDiamond: Please keep in mind that you need to show your own attempts to receive help.
Title: Re: Mechanism request
Post by: Guitarmaniac86 on April 08, 2016, 01:32:48 PM
Hey sjb, whats that have to do with the mechanism for the reactions?

What type of reaction occurs when an alcohol and a carboxylic acid react together? This reaction can be both acid and base catalysed. The product formed is what?

Yeah I dont realy think the reaction can be base catalyzed.. What happens when you mix carboxilic acid and base?

@ShinyDiamond: Please keep in mind that you need to show your own attempts to receive help.

My mistake on the base, I was thinking about the product which can be hydrolysed by base.
Title: Re: Mechanism request
Post by: ShinyDiamond on April 08, 2016, 03:56:17 PM
What happens when you mix carboxilic acid and base?
Answer: it will converts to carboxylate.

I will attach a modified reaction and please can somebody help me. English is not my mother language
Title: Re: Mechanism request
Post by: Babcock_Hall on April 08, 2016, 04:06:50 PM
ShinyDiamond,

You must show us your attempt or your thoughts before we can help you.  My interpretation of the "two ways" of the first part of the question is that they will give two distinct predictions about what will happen in the second part of the question, the part that involves an isotope.  In other words the isotope experiment will allow us to discriminate between the two ways.
Title: Re: Mechanism request
Post by: ShinyDiamond on April 08, 2016, 04:44:49 PM
Everybody please excuse me for not trying much, however this one mechanism that I tried. What do you think?
Title: Re: Mechanism request
Post by: Babcock_Hall on April 08, 2016, 06:29:53 PM
I would avoid intermediates which do not have a full Lewis octet.  Try protonating the carboxylic acid group, for example.
Title: Re: Mechanism request
Post by: sjb on April 09, 2016, 06:04:02 AM
Keep in mind that they are all benzene rings in both reactant and product

oops. Was concentrating on getting the SMILES right for the product and missed this. Still, the principle is the same.