Does Alcohol React with Acid to Produce Salt or Ester?

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Discussion Overview

The discussion centers on whether alcohol reacts with acids (excluding carboxylic acids) to produce salts or esters. Participants explore the nature of these reactions, particularly focusing on specific examples and chemical structures.

Discussion Character

  • Exploratory
  • Technical explanation
  • Debate/contested

Main Points Raised

  • One participant expresses uncertainty about the reaction of alcohol with non-carboxylic acids, questioning whether it produces salt or ester.
  • Another participant notes that ethanol can form esters with inorganic acids but emphasizes that this may not apply universally to all alcohols and acids.
  • A participant inquires about the specific compound C17H35CO2NA, seeking clarification on its structure and identity.
  • One contributor suggests that the compound appears to be a salt rather than an acid.
  • A later reply identifies C17H35CO2NA as sodium stearate and describes a potential reaction with alcohol and inorganic acid, detailing the formation of stearic acid and stearate ester under certain conditions.

Areas of Agreement / Disagreement

Participants do not reach a consensus on the general behavior of alcohols with non-carboxylic acids, and multiple viewpoints regarding specific reactions and outcomes remain present.

Contextual Notes

Some participants express limitations in their knowledge, particularly regarding organic chemistry, which may affect the depth of the discussion.

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.

--
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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