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Carboxylic Acids old

Bee stings contain formic acid
Vinegar is a dilute solution of ethanoic acid.

Carboxylic acids can occur naturally :

When alcohols are oxidised they can produce a type of acid known as a carboxylic acid.  

one example of a carboxylic acid is ethanoic acid . This is also known as Acetic acid and is the acid found in vinegar.

Other examples of carboxylic acids are methanoic acid ( also known as formic acid)  which is found in the sting of Ants and Bees.

If a bottle of wine is left open to the air for too long, the alcohol ( ethanol) in it gets oxidised ( to ethanoic acid) and can become acidic and tastes unpleasant.


Making carboxylic acids in the laboratory

We can make carboxylic acids in the laboratory by  mixing an alcohol with an oxidising agent and heating it up.  The first four minutes of this video show the apparatus used. Notice that the condenser is mounted vertically on top of the flask. Why do you think it is mounted vertically?

answer

Notice the colour changes which take place as the reaction proceeds.


Acids we eat

Ethanoic acid is the acid in vinegar

Molecular model â€‹â€‹looks like a dog with a wheel for legs. 
ethanoic acid is the acid found in vinegar, 
Vinegar is roughly 3 to 9 percent ethanoic acid by volume. 
It is also known as acetic acid
It can be used to treat ear infections.

citric acid is found in citrus fruits such as lemons, oranges and grapefruits.

 citric acid otherwise known as 2hydroxy propan-1,2,3 tricarboxylic acid. this molecule has three carbocyclic acid functional groups. it can be found in citrus fruits.

EDTA is used as a preservative in foods

this molecule is used in food additives as a preservative to keep it fresh. the EDTA molecule can bond with metal ions found in food. these metal ions would otherwise catalyse the oxidation on fats in food.

Making pineapple from vomit

 In this video you will see how a foul smelling carboxylic acid can be changed into the sweet smell of pineapple. The reaction involves a carboxylic acid combined with an alcohol to form an ester.

1. What is the name of the carboxylic acid that smells like vomit? :ethyl butanoate.

2. What is the name of the alcohol used? :ethyl 

3. What other ingredient is needed to help the esterification reaction? :sulphuric acid

4. What apparatus is used to get the carboxylic acid to combine with the alcohol? condenser

5. What is the name of the product formed? an ester

6. What does this product smell like? pineapple

7. How is the product separated from the reactants? distillation 

8. What is reflux? the process of boiling a liquid so that any vapour is liquefied and returned to the stock

9. What is distillation? distillation is separation of components of substances.

acid + alcohol = ester + water

Name that Ester!

 This animation from Richard Thornley explains how to name esters produced by the process above.

Terylene is a polymer formed by multiple condensation reactions. The Ester group is formed many times and so it is known as Polyester.

why are polyesters useful? 

​​Polyester is often used in outerwear because of its high tenacity (strong and stretchy) and durability. It is a strong fibre and consequently can withstand strong and repetitive movements. Its hydrophobic (which means water hating) property makes it ideal for garments and jackets that are to be used in wet or damp environments. Coating the fabric with a water-resistant finish intensifies this effect. sails for boats are made like this. In the climbing environment a lot of the ropes used are made of polyester. To do this they need to be very resistant to all the stress that goes through them. After all they have to survive the stress of a man falling on them and being rubbed agenst the rock walls.

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