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Alcohols are a class of organic compounds characterized by the presence of a hydroxyl (-OH) functional group attached to a carbon atom. Alcohols undergo various reactions such as oxidation, reduction, esterification , dehydration, substitution reaction to yield various compounds which are of important use. In this article, we’re going to look into the reactions of alcohols along with their chemical equations and understand their applications for various uses. Table of Content What is Alcohols in Chemistry?In chemistry, alcohols are group of organic compounds which has presence of hydroxyl (-OH) functional group attached to carbon atom. They are commonly represented as R-OH. Classification of AlcoholsAlcohols are classified based on the number of carbon atoms directly bonded to the carbon bearing the hydroxyl group:
Common Reactions of AlcoholsAlcohols exhibit various reactions, including oxidation, dehydration, and esterification, among others. Oxidation of AlcoholsOxidation of Alcohol gives Aldehyde or ketone as product depending upon the type of alcohols. The oxidation reaction for different types of alcohols is given below: Primary Alcohols Oxidation Primary alcohols when oxidized, the hydroxyl group (—OH) is changed to an aldehyde (RCHO), after adding an oxygen atom ([O]) in this case water (H2O) is produced. Afterward, the aldehyde itself oxidizes further by another oxygen atom ([O]) to give carboxylic acid (RCOOH).
Secondary Alcohol Oxidation In the case of secondary alcohols, it is a chemical change of hydroxyl (-OH) group into a ketone (RCOR) by an oxygen atom ([O]) and water (H2O), is formed as byproduct.
Tertiary Alcohols Oxidation Tertiary alcohols do not undergo oxidation reactions under mild conditions. Dehydration Reaction of AlcoholDehydration reactions are one of the methods to remove a hydrogen molecule from an alcohol molecule through which the alkene is formed. This process normally uses acid catalysts such as sulfuric acid when it is being carried out. The hydrogen atoms of the hydroxyl (-OH) groups of the alcohol molecules participate inside the reaction through joining with hydroxyl group from a neighboring alcohol molecules to form a water molecule, leaving in the back of a carbonyl (-C=O) linkage between the carbon atoms of the authentic alcohol molecule.
The result of dehydration of different types of alcohol is mentioned below:
Esterification ReactionsWhen alcohol reacts with carboxylic acids in the presence of an acidic catalyst, it is called esterification · In an esterification reaction, an ester is obtained as a product and water. Hydroxyl group (-OH) of an alcohol in some cases is functionalized with a carboxyl group (RCOOH).
Acid-Catalyzed Reactions of AlcoholsAcid-catalyzed reactions of alcohols involve the use of an acid catalyst to facilitate various chemical transformations of alcohol molecules. Dehydration of Alcohols to AlkenesAcid-catalyzed dehydration of alcohols leads to the removal of a water molecule to form an alkene. This reaction is typically carried out using a strong acid catalyst, such as sulfuric acid (H2SO4) or phosphoric acid (H3PO4)
Conversion of Alcohols to Alkyl HalidesHydrogen halides (HCl, HBr, HI) or thionyl chloride (SOCl2) in the presence of a typical Lewis acid catalyst such as zinc chloride (ZnCl2) react with alcohols to form alkyl halides. This transformation is an important step in organic synthesis as it helps to create alkyl halides- important intermediates for many reactions including nucleophilic substitution and elimination.
Alcohols in Organic SynthesisAlcohols are active and focused reagents within organic synthesis introduced in numerous reactions to generate complicated chemicals. They are routinely used to reduce double bonds, introduce functional groups or alter existing ones by Grignard reactions, reduction reactions, and other transformations, respectively. Use of Alcohols in Grignard ReactionsAlcohols are usually used as starting materials for the synthesis of the Grignard reagents. They are organo-magnesium compounds, which are the most reactive analogs of conventional organometallic reagents. Grignard reagents are found to add nucleophilicity to larger number of electrophiles, including carbonyl compounds, derive from ketones, aldehydes, etc. Such type of mechanism for the syntheses of carbon-carbon bonds are useful for building new compounds and to be used within the framework of organic chemistry.
Alcohol Reduction ReactionsReduction of alcohols can lead to the formation of alkanes or other reduced products, depending on the reducing agent used. Reduction of Alcohols to Alkanes Here, alcohols are reduced to alkanes by hydrogen gas under the circumstances involving suitable catalysts such as platinum (Pt), palladium (Pd), or nickel (Ni). The role of hydrogen gas (H2), which is the reducing agent, is to reduce the metal ions into metallic form. The process more often happens under high temperature and pressure.
Reduction of Alcohols to Alkenes Alcohols, too, can be converted into alkenes under specific set of conditions. A common technique employs reagents like concentrated sulphuric acid (H2SO4) and heat. This reaction is known as dehydration, where a molecule of water is removed from the alcohol molecule, and the alkene is formed as the product.
Special Cases and Reactions of PhenolsPhenols are the group of alcohol in which benzene group (-C6H5OH) attached to the -OH group. Unlike aliphatic alcohols with linear structures, phenols have unique structural features that give them distinctive chemical properties. Here are some notable reactions and characteristics of phenols, illustrated with chemical equations. Electrophilic Aromatic Substitution (EAS) of PhenolIn phenol, an electrophile (a molecule or ion that seeks electrons) reacts with the aromatic ring, replacing a hydrogen atom with the electrophile. This happens because the aromatic ring in phenol has many electrons, which makes it attractive to electrophiles. This reaction is known as electrophilic aromatic substitution. For example, consider the reaction of phenol with bromine (Br2) in the presence of a Lewis acid catalyst (FeBr3):
Nitration of PhenolsPhenolic compounds are capable of present process nitration reactions wherein the hydroxyl institution of the phenolic compound is changed by using manner of the nitro group (-NO2). This reaction is done with a mixture of nitric acid (HNO3) and sulfuric acid (H2SO4) acting as a catalyst.
Phenol Oxidation ReactionsPhenols go through oxidation reactions that result in the manufacturing of quinones, that are cyclic compounds containing two carbonyl organizations. Typically, this chemical transformation is done the use of sturdy oxidizing agents like chromic acid (H2CrO4) or Potassium permanganate (KMnO4).
Uses of Alcohol ReactionsThe reactions of alcohols find extensive applications in organic synthesis, pharmaceuticals, perfumes, and various industrial processes.
ConclusionIn conclusion, Alcohols are super important in chemistry because they can do lots of different reactions. These reactions help make all kinds of important stuff we use every day, like medicine and materials. Understanding how alcohols react is really important for figuring out how to make things in a more sustainable way
Sample Questions on Alcohol ReactionsQ1. What is the product obtained when 1-butanol is treated with concentrated sulfuric acid at high temperatures?
Q2. What is the product obtained when ethanol is oxidized with acidified potassium dichromate (K2Cr2O7) under reflux conditions?
Q3. Which of the following alcohols will not undergo oxidation with Jones reagent (chromic acid)?
Q4. When benzyl alcohol is treated with Lucas reagent (concentrated HCl and ZnCl2), which of the following is formed?
Q5. Which of the following alcohols is most easily dehydrated to form an alkene?
Q6. What is the product obtained when phenol is treated with bromine water?
Q7. What is the product obtained when 2-propanol undergoes oxidation using Jones reagent (chromic acid)?
Q8. Which of the following alcohols can undergo dehydration most readily?
Q9. When benzyl alcohol is treated with Lucas reagent (concentrated HCl and ZnCl2), what is the formed product?
Q10. What is the primary product formed when ethanol reacts with thionyl chloride (SOCl2)?
Rеaction of Alcohols Practice QuestionsQ1. What is the primary product formed when 3-methyl-2-butanol undergoes dehydration?
Q2. Which of the following reagents is commonly used in the oxidation of alcohols to aldehydes?
Q3. What is the major product obtained when 2-propanol reacts with concentrated hydrochloric acid (HCl) in the presence of zinc chloride (ZnCl2)?
Q4. Which of the following alcohols is most likely to undergo an esterification reaction with acetic acid?
Reaction of Alcohol FAQsWhat is the product of oxidation of alcohols?
What are the key characteristics of alcohols?
How do alcohols react with Grignard Reagent?
What are some common applications of alcohol reactions in industry?
What is the difference between primary, secondary, and tertiary alcohols?
How do you distinguish between primary, secondary, and tertiary alcohols?
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