Organic Chemistry Trivia: Alcohols, Phenols & Ethers Quiz

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Zohra Sattar Waxali, PhD (Chemistry) |
Chemistry
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Dr. Zohra Sattar Waxali earned her doctorate in chemistry and biochemistry from Northwestern University, specializing in the metallomes of cardiac cells and stem cells, and their impact on biological function. Her research encompasses the development of arsenoplatin chemotherapeutics, stapled peptide estrogen receptor inhibitors, and antimicrobial natural products.
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  • 1/15 Questions

    Phenol on nitration with conc. HNO3 form:

    • 2-nitrophenol
    • 4-nitrophenol
    • 3-nitrophenol
    • 2,4.6-nitrophenol
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About This Quiz

Ready to tackle some organic chemistry? Dive into the world of alcohols, phenols, and ethers with our engaging quiz! This comprehensive assessment will challenge your understanding of the structure, properties, and reactions of these fascinating compounds.

In this quiz, you'll encounter a diverse range of questions covering key topics like naming conventions, functional groups, and chemical behavior. Whether you're brushing up on your chemistry knowledge or preparing for an exam, the Alcohols, Phenols & Ethers Quiz is designed to help you identify your strengths and areas needing improvement. Each question provides valuable insights to reinforce your learning and enhance your understanding of these essential compounds.

Take this quiz to see how well you know alcohols, phenols, and ethers, and gain confidence in mastering this crucial segment of organic chemistry!

Organic Chemistry Trivia: Alcohols, Phenols & Ethers Quiz - Quiz

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  • 2. 

    The process of converting alkyl halides into alcohols involves:

    • Addition Reaction

    • Substitution Reaction

    • Dehydrohalogenation Reaction

    • Rearrangement Reaction

    Correct Answer
    A. Substitution Reaction
    Explanation
    The process of converting alkyl halides into alcohols involves substitution reaction. In this reaction, the halogen atom of the alkyl halide is replaced by a hydroxyl group (-OH) to form an alcohol. This substitution reaction occurs through the nucleophilic attack of a hydroxide ion (OH-) on the carbon atom bonded to the halogen. The halogen is displaced and replaced by the hydroxyl group, resulting in the formation of an alcohol.

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  • 3. 

    Among the following four compounds: (i) Phenol (ii) Methylphenol (iii) meta-nitrophenol (iv) para-nitrophenol The decreasing acidity order is:

    • (iv) > (iii) > (i) > (ii)

    • (iii) > (iv) > (i) > (ii)

    • (i) > (iv) > (iii) > (ii)

    • (ii) > (i) > (iii) > (iv)

    Correct Answer
    A. (iv) > (iii) > (i) > (ii)
    Explanation
    The correct answer is (iv) > (iii) > (i) > (ii). This is because the acidity of a compound is determined by the stability of its conjugate base. In this case, para-nitrophenol (iv) has the highest acidity because the nitro group stabilizes the negative charge on the phenoxide ion through resonance. Meta-nitrophenol (iii) is next in acidity because the nitro group can still stabilize the negative charge, although to a lesser extent. Phenol (i) is less acidic than the nitrophenols because it lacks any electron-withdrawing groups to stabilize the negative charge. Methylphenol (ii) is the least acidic because the methyl group does not have any electron-withdrawing effect.

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  • 4. 

    Propene on hydroboration-oxidation produces:

    • CH3CH2CH2OH

    • CH3CHOHCH2OH

    • CH3CH2CHO

    • CH3CHOHCH3

    Correct Answer
    A. CH3CH2CH2OH
    Explanation
    Propene on hydroboration-oxidation undergoes anti-Markovnikov addition, where the boron atom adds to the less substituted carbon atom, resulting in the formation of an alcohol. In this case, the less substituted carbon atom is the terminal carbon, so the boron atom adds to it. After oxidation, the boron atom is replaced by a hydroxyl group (OH), resulting in the formation of CH3CH2CH2OH, which is the correct answer.

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  • 5. 

    The reaction of sodium benzene sulfonate  with NaOH followed by acidification gives:

    • Phenol

    • Benzoic Acid

    • Benzene

    • 1,2-dihydroxy benzene

    Correct Answer
    A. Phenol
    Explanation
    When sodium benzene sulfonate reacts with NaOH, it forms sodium phenoxide. This is because the sodium ion from NaOH replaces the hydrogen ion in the sulphonate group, resulting in the formation of sodium phenoxide. When this solution is acidified, the phenoxide ion accepts a proton from the acid, forming phenol. Therefore, the correct answer is Phenol.

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  • 6. 
    Order the following compounds from most to least reactive: - ProProfs

    Order the following compounds from most to least reactive:

    • III > IV > I > II

    • I > IV > III > II

    • II > I > III > IV

    • IV >III > I > II

    Correct Answer
    A. IV >III > I > II
    Explanation
    The given answer suggests that compound IV is the most reactive, followed by compound III, compound I, and finally compound II. This order is determined by the reactivity of the compounds, with compound IV being the most reactive and compound II being the least reactive.

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  • 7. 

    Among the following compounds, strongest acid is:

    • Organic Chemistry Trivia: Alcohols, Phenols & Ethers Quiz - Quiz

    • C6H6

    • C2H6

    • CH3OH

    Correct Answer
    A. CH3OH
    Explanation
    The strongest acid among the given compounds is CH3OH (methanol). Methanol is a weak acid but it is stronger than the other two compounds listed. C6H6 (benzene) is a nonpolar compound and does not have any acidic properties. C2H6 (ethane) is also a nonpolar compound and does not exhibit any acidic behavior. Methanol, on the other hand, can donate a proton (H+) and therefore has weak acidic properties.

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  • 8. 

    Monochlorination of toluene in sunlight followed by hydrolysis with aq. NaOH yields.

    • O- Cresol

    • M- Cresol

    • 2, 4- Dihydroxytoulene

    • Benzyl alcohol

    Correct Answer
    A. Benzyl alcohol
    Explanation
    The monochlorination of toluene in sunlight results in the formation of benzyl chloride. When benzyl chloride is hydrolyzed with aqueous sodium hydroxide (NaOH), it undergoes a nucleophilic substitution reaction to form benzyl alcohol. Therefore, the correct answer is benzyl alcohol.

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  • 9. 

    The reaction which involves dichlorocarbene as an electrophile is:

    • Reimer-Tiemann Reaction

    • Kolbe’s Reaction

    • Freidel–Craft’s Acylation

    • Kolbe–Schmidt Reaction

    Correct Answer
    A. Reimer-Tiemann Reaction
    Explanation
    The Reimer-Tiemann Reaction involves the use of dichlorocarbene as an electrophile. In this reaction, a phenol or an enolizable aldehyde or ketone reacts with chloroform in the presence of a base to form a carbonyl compound with a substituted hydroxyl group. The dichlorocarbene acts as an electrophile by attacking the carbon of the carbonyl group, leading to the formation of a new carbon-carbon bond. This reaction is commonly used for the synthesis of salicylaldehydes and salicylic acids.

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  • 10. 

    During dehydration of alcohols to alkenes by heating with conc. H2SO4, the initial step is:

    • Formation of an ester

    • Protonation of alcohol molecule

    • Formation of carbocation

    • Elimination of water

    Correct Answer
    A. Protonation of alcohol molecule
    Explanation
    In the dehydration of alcohols to alkenes, the initial step is the protonation of the alcohol molecule. This involves the transfer of a proton from the concentrated sulfuric acid (H2SO4) to the alcohol molecule, resulting in the formation of a protonated alcohol. This protonation makes the alcohol a good leaving group, allowing the formation of a carbocation. Therefore, the correct answer is the protonation of the alcohol molecule.

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  • 11. 
    Guess the compound A: - ProProfs

    Guess the compound A:

    Correct Answer
    A.
    Explanation
    Bromide ions (Br−) can function as nucleophiles in electrophilic aromatic substitution reactions. In the presence of an oxidizing agent, they can brominate the aromatic ring specifically at positions that are ortho to the hydroxyl group and para to the methyl group. The hydroxyl group (-OH) on the aromatic ring is an activating and ortho/para-directing group. Similarly, the methyl group (-CH33​) is also an activating group and directs substitution to the ortho and para positions. As a result, the combination of these substituents leads to preferential bromination at positions that are both ortho to the hydroxyl group and para to the methyl group.

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  • 12. 

    The haloform reaction does not take place with:

    • Acetone

    • 2-chloropropane

    • Ethanol

    • Methanol

    Correct Answer
    A. Ethanol
    Explanation
    The haloform reaction, a type of halogenation reaction, does not occur with ethanol because it lacks a methyl ketone group (CH3-CO-), which is essential for the formation of the haloform product. This reaction typically involves methyl ketones like acetone, not alcohols such as ethanol.

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  • 13. 

    The structure of iso-butyl alcohol is:

    Correct Answer
    A.
    Explanation
    The structure of iso-butyl alcohol is a branched chain compound with a hydroxyl group (-OH) attached to the second carbon atom in the chain. It has four carbon atoms in total, with three of them forming a linear chain and the fourth carbon branching off from the second carbon. The presence of the hydroxyl group makes it an alcohol.

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  • 14. 
    What are the products of the following reactions? - ProProfs

    What are the products of the following reactions?

    Correct Answer
    A.
  • 15. 

    Anisole reacts with Br2 in ethanoic acid, predominantly give:

    • Only p- bromoanisole

    • 2, 4, 6- tribromo anisole

    • Mixture of o- bromoanisole and p- bromoanisole

    • Only o- bromoanisole

    Correct Answer
    A. Only p- bromoanisole
    Explanation
    Anisole reacts with Br2 in ethanoic acid to predominantly give only p-bromoanisole. This is because the reaction follows an electrophilic aromatic substitution mechanism, where the bromine molecule acts as the electrophile. The bromine molecule attacks the benzene ring of anisole, and due to the presence of electron-donating methoxy group (-OCH3), the attack occurs at the para position, resulting in the formation of p-bromoanisole as the major product. The ortho position is less favored due to steric hindrance caused by the methoxy group. Therefore, the reaction predominantly produces only p-bromoanisole.

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Zohra Sattar Waxali |PhD (Chemistry) |
Chemistry
Dr. Zohra Sattar Waxali earned her doctorate in chemistry and biochemistry from Northwestern University, specializing in the metallomes of cardiac cells and stem cells, and their impact on biological function. Her research encompasses the development of arsenoplatin chemotherapeutics, stapled peptide estrogen receptor inhibitors, and antimicrobial natural products.

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