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Topic 6: Organic Chemistry I
6.6 Alcohols
6.6.2 Reactions of Alcohols
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What are the three types of reactions alcohols undergo?
Oxidation, substitution, elimination
The type of alcohol reaction depends on its structure and the
reagent
Primary alcohols oxidize to aldehydes and then
carboxylic acids
.
Match the reagent with the product of an alcohol reaction:
Acidified potassium dichromate ↔️ Aldehyde/Ketone/Carboxylic acid
Phosphorus halides (PCl5/PCl3) ↔️ Haloalkanes
Concentrated sulfuric acid ↔️ Alkenes
What type of alcohol reaction produces alkenes?
Elimination
What are the three main types of reactions alcohols undergo?
Oxidation, substitution, elimination
Primary alcohols oxidize to aldehydes and then to carboxylic
acids
Concentrated sulfuric acid is used in the elimination reaction of alcohols to form
alkenes
.
Order the reactivity of hydrogen halides in reactions with alcohols from highest to lowest.
1️⃣ HI
2️⃣ HBr
3️⃣ HCl
The oxidation of a primary alcohol with acidified potassium dichromate produces an aldehyde, a ketone, or a carboxylic
acid
What product is formed when ethanol reacts with PCl5?
Chloroethane
Ethanol is oxidized to ethanal and then to ethanoic acid using acidified
potassium dichromate
.
What type of product is formed when a secondary alcohol is oxidized?
Ketone
Tertiary alcohols are resistant to
oxidation
.
Match the alcohol type with its oxidation product:
Primary alcohol ↔️ Aldehyde/Carboxylic acid
Secondary alcohol ↔️ Ketone
Tertiary alcohol ↔️ No reaction
Alcohols undergo dehydration reactions to form
alkenes
What is formed when ethanol is dehydrated with concentrated sulfuric acid at 180°C?
Ethene
The dehydration of ethanol to ethene requires a strong acid to protonate the
hydroxyl
group.
Alcohols react with hydrogen halides in a substitution reaction to form
haloalkanes
What product is formed when ethanol reacts with HBr in the presence of concentrated sulfuric acid and heat?
Bromoethane