6.1.3 Carboxylic acids and esters

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48 Terms

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functional group of carboxylic acid

-cooh

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how to name carboxylic acid

suffix oic acid and takes priority

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if there is carboxylic aid and alcohol present how to name

use alcohol prefix carbonyl and oic acid as suffix

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what takes prioirty when naming 

carboxylic acid,aldehyde,ketone

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solubility of carboxylic acids in water

they are soluble as form hydrogen bonds with water molecules

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polarity of carboxylic acids

polar molecules since electrons are drawn from the carbon atoms in the carbonyl groups towards the more electronegative oxygen atoms

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how does solubility of carboxylic acids change as get bigger 

as they get bigger they get less soluble as length of non polar hydrocarbons chain length increases lowering interaction between carboxylic acid molecule with water molecule

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how can carboxylic acids be prepared

oxidation of primary alcohols or aldehydes under reflux using acidified pottasium dichromate or hydrolysis of nitrile compounds,hydrolysis of esters

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what type of acids are carboxylic acids

weak acids

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what happens to carboxylic acids in water 

partially dissociate into a carboxylate ion and a H+ ion

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reaction of carboxylic acid to carboxylate ion and H+ ion

the reaction is reversible but equilibrium lies to left as most of molecules dont dissociate

<p>the reaction is reversible but equilibrium lies to left as most of molecules dont dissociate</p>
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neutralisation reaction of carboxylic acids

react with bases in a neutralisation reaction to produce a salt

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reaction of carboxylic acis with metal

salt and hydrogen

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reaction  of carboxylic acid with carbonates 

forms salt,carbon dioxide and water

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reaction of carboxylic acid with metal oxides/hydroides/base

form salt and water

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what is the salt called from carboxlic acid

carboxylate salt

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how is carboxylate salt shown 

negative ion first then positive showing charge

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functional group of esters

COO

<p>COO</p>
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how to name ester

the alcohol becomes the prefix and the carboxylic acid gains the -oate suffix

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name of ester for methanoic acdid and ethanol

ethyl methanoate

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esterifcation reaction

ester formed by reacting an alcohol with a carboxylic acid in the presence of strong acid

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conditions for esterification

-H+ catalyst - conc H2SO4

warm-reflux

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example of esterification

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as esterifcation is reversible what needs to be done

you need to seperate out product as it forms

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how to seperate small esters compared to large 

small are very volatile so just warm mixture and distil of the ester

large esters are harder to form so heat under feflux and use distillation to seperate

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acid anhydrife

formed from removing a molecule of water from 2 carboxylic acid molecules

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functional group of acid anhydride

O=C-O-C=O

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example of acid anhydrides formed

<p></p>
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how to name acid anhydride

take away acid and add anhydride

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esters formed from acid anhydride

acid anhydride react with alcohol to make esters

warm

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example of formation of ester from acid anydride and alcohol

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what is the other product of acid anydride and alcohol

carboxylic acid

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how is carboxylic acid and ester seperated from acid anydride reaction

distillation

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advantage of acid anhydride producing ester 

non reversible

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hydrolysis of ester with acid

the ester is heated under reflux with a dilute acid, such as HCl or H2SO4, to produce a carboxylic acid and an alcohol.

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acid hydrolysis of ethyl ethanoate

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hydrolysis of ester with alkali

When the ester is heated under reflux with a dilute base like NaOH, the products are a carboxylate salt and alcohol. This method is generally irreversible due to the stability of the carboxylate salt.

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alkali hydroylsis of ethyl ethanoate

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how are acyl chlorides fromed `

when carboxylic acid reaccts with sulfur dichloride oxide/thionly chloride SOCl2

oh group replaced by cl

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formation of acyl chloride equation

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functional group of acyl chloride

COCl

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what do acyl chloride names end in

-oyl chloride

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general acyl halide reactons

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reaction of acyl chloride with watter 

produces a carboxylic acid

<p>produces a carboxylic acid</p>
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reaction of acyl chloride with alcohol

produces ester

<p>produces ester</p>
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reaction of acyl chloride with ammonia

produces a primary amide

<p>produces a primary amide</p>
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reaction of acyl chloride with amine 

oroduces a secondary amide

<p>oroduces a secondary amide</p>
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reaction of acyl chloride with phenol

produces ester

<p>produces ester</p>