Alcohol




An organic substance formed when a hydroxyl group is substituted for a hydrogen atom in a hydrocarbon. The type of alcohol used in alcoholic beverages, ethanol, derives from fermenting sugar with yeast. After alcohol is ingested, the body converts it to sugar-based fuel. Alcohol acts as a central nervous system depressant, and it may be part of solutions used as preservatives, antiseptics, or medications.



(Structure of alcohol molecule)

Alcohols Preparation
Alcohols are derived from many types of compounds. The alcohol hydroxyl can be converted to many other functional groups. This makes alcohols useful in synthesis.

  1.  Hydration or oxidation of alkenes : anti-Markovnikov hydration ( + H2O, H3PO4, 250oC )
  2. Oxymercuration of alkene : Markovnikov hydration ( THF, NaBH4)
  3. Reduction of carbonyl compound (+NaBH4 , H3O+)  NaBH4 is not sensitive to moisture and it does not reduce other common functional group, so it’s safer to use, easier to handle. Aldehyde → primary alcohol Ketone → secondary alcohol
  4. Reduction of carboxylic acid and ester are reduced to give primary alcohols. (LiAlH4, ether) LiAlH4 is used because NaBH4 is not effective.
  5. Reduction of carbonyl compound by Grignard Reagents (+RMgX, ether, H3O+) Grignard reagents react with carbonyl compounds to yield alcohols.
  6. Reduction of ester by Grignard reagent (+ RMgX, ether )







Ethanol
Ethanol is one of the important alcohols. It is manufactured on a large scale by two main processes :

a.     From sugars and starch by fermentation.
b.     From petroleum fractions by hydration.


Making ethanol by fermentation
Man used this process for thousands of years to make ethanol from sugar and starch. Yeast is added to sugar or starch and left in a warm place for several days in the absence of air. The fermentation process is anaerobic, which means it takes place in the absence of oxygen. Yeast releases biological enzymes, which break down the sugars and starch into glucose. In the fermentation process, the enzyme called zymase slowly decomposes the glucose to form ethanol and carbon dioxide. When the concentration of ethanol formed reaches about 15%, yeast is killed off and the fermentation stops. Hence, it is impossible to produce pure ethanol by natural fermentation. The ethanol is then purified by fractional distillation.

Making ethanol by hydration
This process is called catalytic hydration, the direct hydration of ethene. Ethene is obtained from the cracking of petroleum fractions. An additional reaction combines ethene with water to produce ethanol. The ethanol produced is condensed to form a liquid and the unreacted ethene is recycled.

Physical properties of alcohol
1.     It is a liquid at room conditions.
2.     It is colourless.
3.     It has a sharp smell.
4.     It is completely miscible with water.
5.     It has a low boiling point.
6.     It is highly volatile.

Chemical properties of alcohol
1.     Combustion
Ethanol is a very flammable substance. Complete combustion of ethanol produces carbon dioxide and water.
2.     Oxidation reaction occurs when a substance combines with oxygen.
3.     Dehydration involves the removal of water from a compound.

Uses of alcohols

Fossil fuels
 -  they burn very cleanly, producing only carbon dioxide and water.  Ethanol is considered a renewable fuel as it can be made from renewable sources such as sugar cane.  

Perfumes
-  ethanol is the least toxic of the alcohols it is used in perfumes to stop the plant and animal extracts from going off.  


Solvent
-  ethanol is the safest of the alcohols it is often used to dissolve chemicals that are insoluble in water. Examples include perfumes, cosmetic s and  vegetable essences such as vanilla extract.


Cleaner
-  to get rid of bacteria and oil and also in mouth wash.

Antiseptic
-  alcohol is safer for use on the skin, because it works at a lower concentration (65-80 percent)


(Antiseptic)
Sedative
-  preparing patients for surgery