Does Alcohol React with Acid to Produce Salt or Ester?

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SUMMARY

Alcohol reacts with acids to produce esters or salts depending on the specific alcohol and acid involved. Ethanol, for example, forms esters with inorganic acids. Sodium stearate (C17H35CO2Na) can react with an inorganic acid like HCl or H3PO4 to first produce stearic acid and subsequently, in the presence of excess acid, form a stearate ester and water. The reaction dynamics depend on the quantities of reactants and the presence of water, which can reverse the reaction.

PREREQUISITES
  • Understanding of organic chemistry basics
  • Familiarity with esterification reactions
  • Knowledge of inorganic acids such as HCl and H3PO4
  • Recognition of sodium stearate and its properties
NEXT STEPS
  • Study the mechanism of esterification reactions in organic chemistry
  • Research the properties and applications of sodium stearate
  • Learn about the role of water in reversible chemical reactions
  • Explore the differences between inorganic and carboxylic acids in organic reactions
USEFUL FOR

Chemistry students, organic chemists, and anyone interested in the reactions between alcohols and acids, particularly in the context of ester and salt formation.

icystrike
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I am uncertain if alcohol react with acid ( not carboxylic acid ) will produce salt or ester.
 
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Well I know that ethanol will form esters with inorganic acids, but I wouldn't make a generalization based on this. I would say that it depends on the alcohol and what type of acid you're dealing with.
 
Hi pzona! thanks for your reply.
How about C17H35CO2NA ?
 
Well I could probably look it up and give you an answer, but I haven't taken a college level organic chem course yet (just an overview class in high school), so I don't feel like I would be able to fully explain it in detail. I'll leave this to someone else who is a little more experienced.
 
Thanks anyway (= your help is greatly appreciated
 
icystrike said:
Hi pzona! thanks for your reply.
How about C17H35CO2Na ?

What is the actual structure here, this could be many different things, to be completely honest - do you have a name?
 
Besides, this looks like salt, not an acid itself.

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methods
 
icystrike said:
Hi pzona! thanks for your reply.
How about C17H35CO2NA ?

This is sodium stearate. In the presence of an acid the salt produces the carboxylic acid known as stearic acid. If you were to treat the sodium salt of the stearic acid (sodium stearate - a soap) with both alcohol and an inorganic acid, like HCl or H3PO4, you would first produce stearic acid. This would use an equivalent of acid. If you have more than an equivalent of acid present (and it only need be present in catalytic amounts) you would begin to produce a stearate ester and a molecule of water. This reaction would continue until the alcohol or the stearic acid were used up or if the water began to build up in sufficient amounts to reverse the reaction back to the starting materials.
 

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