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Organic Compounds Containing Oxygen

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Every question from past board papers on Organic Compounds Containing Oxygen, newest paper first. Open any question for its full worked answer.

NEET UG 2025 question paper (official, booklet 45)

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  1. The correct order of decreasing acidity of the following aliphatic acids is :

    4 marks · See worked answer →

  2. The major product of the following reaction is :

    Reactant: Ph-CO-CH2CH2-CN; (i) \(\mathrm{CH_3MgBr}\) (excess); (ii) \(\mathrm{H_3O^+}\)

    Reactant PhCOCH2CH2CN with reagents, and four product structures: (1) Ph-C(CH3)(OH)-CH2CH2-CN; (2) Ph-C(CH3)(OH)-CH2CH2-C(=O)CH3; (3) Ph-C(CH3)(OH)-CH2CH2-C(CH3)2OH; (4) PhCO-CH2CH2-C(=O)CH3

    4 marks · See worked answer →

  3. Identify the suitable reagent for the following conversion.

    Methyl benzoate (Ph-COOCH3) \(\to\) benzaldehyde (Ph-CHO)

    Methyl benzoate to benzaldehyde conversion

    4 marks · See worked answer →

NEET UG 2024 question paper (official, booklet S6)

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  1. Identify the correct reagents that would bring about the following transformation.

    [structure transformation shown in figure: ring-CH\(_2\)-CH=CH\(_2\) \(\rightarrow\) ring-CH\(_2\)-CH\(_2\)-CHO]

    reaction scheme: ring-CH2-CH=CH2 to ring-CH2-CH2-CHO

    4 marks · See worked answer →

  2. Match List I with List II.

    List I (Reactions): A. [structure: bicyclohexylidene \(\rightarrow\) 2 cyclohexanone] B. [structure: benzene \(\rightarrow\) benzophenone] C. [structure: cyclohexanol \(\rightarrow\) cyclohexanone] D. [structure: ethylbenzene \(\rightarrow\) potassium benzoate]

    List II (Reagents/Condition): I. benzoyl chloride / Anhyd. \(AlCl_3\) II. \(CrO_3\) III. \(KMnO_4\)/KOH, \(\Delta\) IV. (i) \(O_3\) (ii) \(Zn\)-\(H_2O\)

    Choose the correct answer from the options given below:

    List I reaction structures and List II reagents

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  3. Which one of the following alcohols reacts instantaneously with Lucas reagent?

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  4. Major products A and B formed in the following reaction sequence, are

    [scheme: 2-methylcyclohexanol (OH and \(H_3C\) on adjacent ring carbons) \(\xrightarrow{PBr_3}\) A (major) \(\xrightarrow[\Delta]{alc.\ KOH}\) B (major), see figure]

    reaction scheme with PBr3 then alc. KOH and the four A/B product-pair options

    4 marks · See worked answer →

NEET UG 2023 question paper (official, booklet G6)

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  1. Complete the following reaction :

    cyclohexanone [A] \(\xrightarrow{HCN}\) cyclohexanone cyanohydrin (1-hydroxycyclohexanecarbonitrile) [B] \(\xrightarrow[\Delta]{conc.\ H_2SO_4}\) [C]

    [C] is ________.

    reaction scheme and four structure options

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  2. Identify product (A) in the following reaction :

    3-(3-acetylphenyl)-substituted cyclohexyl methyl ketone: a cyclohexane ring bearing an acetyl group, joined to a benzene ring bearing an acetyl group (meta), \(\xrightarrow[\text{conc. HCl}]{\text{Zn-Hg}}\) (A) + 2H\(_2\)O

    reactant structure, reagent and four structure options

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  3. Consider the following reaction and identify the product (P).

    \(\mathrm{CH_3-CH(CH_3)-CH(OH)-CH_3}\) (3 - Methylbutan-2-ol) \(\xrightarrow{HBr}\) Product (P)

    reactant and four structural-formula options

    4 marks · See worked answer →

  4. Consider the following reaction :

    \(\mathrm{C_6H_5-CH_2-O-C_6H_5 \xrightarrow[\Delta]{HI} A + B}\) (benzyl phenyl ether)

    Identify products A and B.

    reaction and four options with benzene-ring structures

    4 marks · See worked answer →

  5. Which amongst the following will be most readily dehydrated under acidic conditions ?

    four skeletal structures (options 1-4)

    4 marks · See worked answer →

  6. Identify the major product obtained in the following reaction :

    2-acetylbenzaldehyde (benzene ring with ortho -COCH\(_3\) and -CHO) + 2\([\mathrm{Ag(NH_3)_2}]^+\) + 3 \(^-\)OH \(\xrightarrow{\Delta}\) major product

    reactant and four structure options

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NEET UG 2022 question paper (official, booklet R6)

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  1. \(RMgX + CO_2 \xrightarrow{\text{dry ether}} Y \xrightarrow{H_3O^+} RCOOH\)

    What is Y in the above reaction ?

    4 marks · See worked answer →

  2. Given below are two statements :

    Statement I :

    The acidic strength of monosubstituted nitrophenol is higher than phenol because of electron withdrawing nitro group.

    Statement II :

    \(o\)-nitrophenol, \(m\)-nitrophenol and \(p\)-nitrophenol will have same acidic strength as they have one nitro group attached to the phenolic ring.

    In the light of the above statements, choose the most appropriate answer from the options given below :

    4 marks · See worked answer →

  3. Match List - I with List - II.

    List - I (Products formed): (a) Cyanohydrin (b) Acetal (c) Schiff's base (d) Oxime

    List - II (Reaction of carbonyl compound with): (i) \(NH_2OH\) (ii) \(RNH_2\) (iii) alcohol (iv) HCN

    Choose the correct answer from the options given below :

    4 marks · See worked answer →

  4. Given below are two statements :

    Statement I :

    The boiling points of aldehydes and ketones are higher than hydrocarbons of comparable molecular masses because of weak molecular association in aldehydes and ketones due to dipole - dipole interactions.

    Statement II :

    The boiling points of aldehydes and ketones are lower than the alcohols of similar molecular masses due to the absence of H-bonding.

    In the light of the above statements, choose the most appropriate answer from the options given below :

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  5. Given below are two statements :

    Statement I :

    In Lucas test, primary, secondary and tertiary alcohols are distinguished on the basis of their reactivity with conc. HCl + \(ZnCl_2\), known as Lucas Reagent.

    Statement II :

    Primary alcohols are most reactive and immediately produce turbidity at room temperature on reaction with Lucas Reagent.

    In the light of the above statements, choose the most appropriate answer from the options given below :

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  6. Which one of the following is not formed when acetone reacts with 2-pentanone in the presence of dilute NaOH followed by heating ?

    four skeletal structures of enones

    4 marks · See worked answer →

NEET UG 2021 question paper (official, booklet M4)

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  1. What is the IUPAC name of the organic compound formed in the following chemical reaction ?

    Acetone \(\xrightarrow[\text{(ii) } H_2O, H^+]{\text{(i) } C_2H_5MgBr,\ \text{dry Ether}}\) Product

    4 marks · See worked answer →

  2. The product formed in the following chemical reaction is :

    2-(methyl-substituted) cyclohexanone bearing \(CH_2-C(=O)-OCH_3\) and \(CH_3\) groups \(\xrightarrow[C_2H_5OH]{NaBH_4}\) ?

    keto-ester cyclohexanone reacting with NaBH4/C2H5OH and four product structures

    4 marks · See worked answer →

  3. Match List - I with List - II.

    List - I : (a) benzene \(\xrightarrow[\text{Anhyd. }AlCl_3/CuCl]{CO,\ HCl}\) (b) \(R-CO-CH_3 + NaOX \rightarrow\) (c) \(R-CH_2-OH + R'COOH \xrightarrow{\text{Conc. }H_2SO_4}\) (d) \(R-CH_2COOH \xrightarrow[\text{(ii) }H_2O]{\text{(i) }X_2/\text{Red P}}\)

    List - II : (i) Hell-Volhard-Zelinsky reaction (ii) Gattermann-Koch reaction (iii) Haloform reaction (iv) Esterification

    Choose the correct answer from the options given below.

    benzene ring with CO, HCl, Anhyd AlCl3/CuCl arrow (List I item a)

    4 marks · See worked answer →

  4. The intermediate compound 'X' in the following chemical reaction is :

    toluene \(+ CrO_2Cl_2 \xrightarrow{CS_2} X \xrightarrow{H_3O^+}\) benzaldehyde

    Etard reaction scheme and four structure options

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NEET UG 2020 question paper (official, booklet E1)

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  1. Reaction between acetone and methylmagnesium chloride followed by hydrolysis will give :

    4 marks · See worked answer →

  2. Reaction between benzaldehyde and acetophenone in presence of dilute NaOH is known as :

    4 marks · See worked answer →

  3. Anisole on cleavage with HI gives :

    four product pairs drawn as benzene-ring structures (OH or I) plus CH3I/CH3OH/C2H5I/C2H5OH

    4 marks · See worked answer →

NEET UG 2019 question paper (official, booklet P1)

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  1. The structure of intermediate A in the following reaction, is :

    [Reaction: cumene (isopropylbenzene) \(\xrightarrow{O_2}\) A \(\xrightarrow[H_2O]{H^+}\) phenol + acetone]

    reaction scheme and four structure options

    4 marks · See worked answer →

  2. The compound that is most difficult to protonate is :

    four structures (H2O, CH3OH, CH3OCH3, PhOH) as options

    4 marks · See worked answer →

  3. The major product of the following reaction is :

    phthalic acid (benzene-1,2-dicarboxylic acid) + NH\(_3\) \(\xrightarrow{strong\ heating}\)

    reactant scheme and four structure options

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NEET UG 2018 question paper (official, booklet EE)

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  1. A mixture of 2.3 g formic acid and 4.5 g oxalic acid is treated with conc. H\(_2\)SO\(_4\). The evolved gaseous mixture is passed through KOH pellets. Weight (in g) of the remaining product at STP will be

    4 marks · See worked answer →

  2. In the reaction

    [phenol + CHCl\(_3\) + NaOH \(\rightarrow\) sodium salicylaldehyde (o-O\(^-\)Na\(^+\) C\(_6\)H\(_4\) CHO), shown as a structure]

    the electrophile involved is

    reaction of phenol with CHCl3 and NaOH giving sodium salicylaldehyde

    4 marks · See worked answer →

  3. Carboxylic acids have higher boiling points than aldehydes, ketones and even alcohols of comparable molecular mass. It is due to their

    4 marks · See worked answer →

  4. Compound A, C\(_8\)H\(_{10}\)O, is found to react with NaOI (produced by reacting Y with NaOH) and yields a yellow precipitate with characteristic smell.

    A and Y are respectively

    structures of compound A in options 1-4

    4 marks · See worked answer →

  5. The compound A on treatment with Na gives B, and with PCl\(_5\) gives C. B and C react together to give diethyl ether. A, B and C are in the order

    4 marks · See worked answer →

NEET UG 2017 question paper (official, booklet B)

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  1. Mixture of chloroxylenol and terpineol acts as :

    4 marks · See worked answer →

  2. The heating of phenyl-methyl ethers with HI produces.

    4 marks · See worked answer →

  3. Which one is the most acidic compound ?

    four phenol structure options

    4 marks · See worked answer →

  4. Of the following, which is the product formed when cyclohexanone undergoes aldol condensation followed by heating ?

    four product structure options

    4 marks · See worked answer →

  5. Consider the reactions :

    \(X\ (C_2H_6O) \xrightarrow{Cu/573\ K} A \xrightarrow{[Ag(NH_3)_2]^+,\ ^-OH,\Delta}\) Silver mirror observed; \(A \xrightarrow{^-OH,\Delta} Y\); \(A \xrightarrow{NH_2-NH-C(=O)-NH_2} Z\)

    Identify A, X, Y and Z

    reaction scheme for X, A, Y, Z

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NEET UG 2016 Phase 1 question paper (official, booklet A)

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  1. The correct statement regarding a carbonyl compound with a hydrogen atom on its alpha-carbon, is :

    4 marks · See worked answer →

  2. Which of the following reagents would distinguish cis-cyclopenta-1, 2-diol from the trans-isomer ?

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  3. The reaction

    [cyclopentanol, then NaH giving sodium cyclopentoxide, then Me-I giving methyl cyclopentyl ether; scheme shown in figure]

    can be classified as :

    reaction scheme: cyclopentanol + NaH -> sodium cyclopentoxide, + Me-I -> methyl cyclopentyl ether

    4 marks · See worked answer →

  4. The product formed by the reaction of an aldehyde with a primary amine is :

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NEET UG 2016 Phase 2 question paper (official, booklet ZZ)

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  1. The correct structure of the product \(A\) formed in the reaction [cyclohex-2-enone, \(H_2\) (gas, 1 atmosphere), Pd/carbon, ethanol \(\rightarrow A\)] is

    reaction scheme plus 4 product structure options

    4 marks · See worked answer →

  2. The correct order of strengths of the carboxylic acids [I, II, III shown] is

    three ring carboxylic acids I, II, III

    4 marks · See worked answer →