12 Chemistry – Alcohol Test
1 / 24
Catalytic dehydrogenation of a primary alcohol produces:
This is wrong answer.
Yes. You are Correct.
When primary alcohols undergo catalytic dehydrogenation (using Cu or Ag catalyst at 573 K), they lose hydrogen and form aldehydes. For example: CH₃CH₂OH → CH₃CHO + H₂. Secondary alcohols form ketones, while tertiary alcohols resist this reaction.
2 / 24
Denatured alcohol is ethanol that has been:
Denatured alcohol is ethanol made unfit for drinking by adding poisonous substances like methanol, pyridine, or copper sulfate. This is done to avoid the high excise duty on alcohol meant for drinking, while making it available for industrial use.
3 / 24
Which reagent can be used to selectively oxidize a primary alcohol to an aldehyde without further oxidation to carboxylic acid?
PCC (Pyridinium Chlorochromate) is a mild oxidizing agent that oxidizes primary alcohols to aldehydes and stops at that stage. It does not further oxidize aldehydes to carboxylic acids, unlike strong oxidizing agents like KMnO₄ or K₂Cr₂O₇.
4 / 24
Tertiary alcohols show resistance to oxidation because:
Tertiary alcohols do not have a hydrogen atom attached to the carbon bearing the -OH group. Oxidation requires removal of this hydrogen along with the -OH group, which is not possible in tertiary alcohols without breaking C-C bonds.
5 / 24
When propan-2-ol is oxidized with acidified potassium dichromate, the product is:
Secondary alcohols oxidize to ketones and cannot be further oxidized easily (unlike primary alcohols which go to carboxylic acids). Propan-2-ol (isopropyl alcohol) oxidizes to propanone (acetone): CH₃CHOHCH₃ → CH₃COCH₃.
6 / 24
Oxidation of propan-1-ol with acidified K₂Cr₂O₇ produces:
Primary alcohols undergo oxidation to aldehydes first, which further oxidize to carboxylic acids under strong oxidizing conditions. Propan-1-ol oxidizes to propanal, then to propanoic acid with excess oxidizing agent like acidified K₂Cr₂O₇.
7 / 24
Dehydration of alcohols to alkenes follows which mechanism and rule?
Acid-catalyzed dehydration of alcohols proceeds through E1 mechanism (via carbocation intermediate) and follows Saytzeff’s rule: the more substituted alkene (more stable) is the major product when multiple products are possible.
8 / 24
When ethanol is heated with concentrated H₂SO₄ at 443 K, the major product is:
At 443 K (170°C), concentrated H₂SO₄ causes dehydration of ethanol to form ethene (ethylene). The reaction involves removal of a water molecule: C₂H₅OH → C₂H₄ + H₂O. This is an elimination reaction.
9 / 24
The Lucas test is used to distinguish between primary, secondary, and tertiary alcohols. Which alcohol reacts fastest with Lucas reagent (ZnClâ‚‚/HCl)?
Tertiary alcohols react immediately with Lucas reagent at room temperature, producing turbidity due to the formation of insoluble alkyl chloride. The reaction follows the order: tertiary > secondary > primary, based on carbocation stability.
10 / 24
Which of the following alcohols is most acidic?
Methanol is the most acidic among simple alcohols. Acidity decreases as the size of the alkyl group increases because alkyl groups are electron-donating (+I effect), which destabilizes the alkoxide ion (ROâ») formed after deprotonation.
11 / 24
Lower alcohols (C₁-C₃) are miscible with water because:
Lower alcohols can form hydrogen bonds with water molecules through their -OH groups. The small hydrocarbon part does not significantly interfere with this hydrogen bonding, making them completely miscible with water.
12 / 24
Which alcohol among the following has the highest boiling point?
Among isomeric alcohols, primary alcohols have higher boiling points than secondary, which have higher boiling points than tertiary alcohols. This is due to the extent of hydrogen bonding. Butan-1-ol, being a primary alcohol, has the most extensive hydrogen bonding.
13 / 24
Why do alcohols have significantly higher boiling points than alkanes of similar molecular mass?
Alcohols form intermolecular hydrogen bonds due to the presence of the -OH group. These hydrogen bonds are stronger than the van der Waals forces in alkanes, requiring more energy to break, thus resulting in higher boiling points.
14 / 24
Which alcohol is obtained when a Grignard reagent reacts with a ketone followed by acid hydrolysis?
Ketones have two alkyl groups attached to the carbonyl carbon. Addition of a Grignard reagent introduces a third alkyl group, producing a tertiary alcohol after hydrolysis.
15 / 24
Reaction of a Grignard reagent with acetaldehyde (CH₃CHO) followed by hydrolysis yields which type of alcohol?
Aldehydes (except formaldehyde) have one alkyl group. When a Grignard reagent adds to an aldehyde, the product after hydrolysis is a secondary alcohol with two alkyl groups attached to the carbinol carbon.
16 / 24
When a Grignard reagent reacts with formaldehyde (HCHO) followed by hydrolysis, what type of alcohol is formed?
Formaldehyde has no alkyl groups attached to the carbonyl carbon. When a Grignard reagent (RMgX) adds to formaldehyde, it produces a primary alcohol (RCHâ‚‚OH) after hydrolysis.
17 / 24
Reduction of acetone (CH₃COCH₃) with NaBH₄ produces which alcohol?
Acetone is a ketone. Reduction of ketones produces secondary alcohols. Acetone reduces to propan-2-ol (isopropyl alcohol): CH₃COCH₃ + 2[H] → CH₃CHOHCH₃.
18 / 24
Hydroboration-oxidation of an alkene is useful because it produces alcohols with which regioselectivity?
Hydroboration-oxidation is an anti-Markovnikov addition reaction. The -OH group adds to the less substituted carbon of the double bond, providing a way to make alcohols that cannot be easily obtained by direct hydration.
19 / 24
Acid-catalyzed hydration of propene primarily produces which alcohol?
Acid-catalyzed hydration of propene follows Markovnikov’s rule, where the H⺠adds to the carbon with more hydrogen atoms, and -OH adds to the more substituted carbon, producing propan-2-ol (CH₃-CHOH-CH₃).
20 / 24
Which of the following alcohols is an allylic alcohol?
Prop-2-en-1-ol (CHâ‚‚=CH-CHâ‚‚OH) is an allylic alcohol because the -OH group is attached to a carbon atom adjacent to a C=C double bond (allylic position).
21 / 24
In an alcohol molecule, the carbon atom bearing the -OH group exhibits which type of hybridization?
The carbon atom bearing the -OH group in alcohols is sp³ hybridized, forming four sigma bonds with tetrahedral geometry. The oxygen is also sp³ hybridized.
22 / 24
What is the IUPAC name of the compound CH₃-CH₂-CH(OH)-CH₃?
The longest carbon chain has 4 carbons (butane). The -OH group is on carbon 2, counting from the end nearest to the -OH group. Therefore, the IUPAC name is butan-2-ol.
23 / 24
Glycerol is an example of which type of alcohol based on the number of hydroxyl groups?
Glycerol (propane-1,2,3-triol) contains three -OH groups, making it a trihydric alcohol. Its structure is CHâ‚‚OH-CHOH-CHâ‚‚OH.
24 / 24
Which of the following alcohols is classified as a secondary alcohol?
Secondary alcohols have the -OH group attached to a carbon atom that is bonded to two other carbon atoms. In propan-2-ol (CH₃-CHOH-CH₃), the carbon bearing -OH is attached to two methyl groups.
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