Scribd Logo
Upload

Welcome to Scribd!

  • 2 views

    Aldehyde

    Uploaded by

    LAKSHAY Sharma

    Copyright:

    © All Rights Reserved
    Download as PDF, TXT or read online from Scribd

    Aldehyde

    Uploaded by

    LAKSHAY Sharma
    2 views20 pages

    Copyright

    © © All Rights Reserved

    Available Formats

    PDF, TXT or read online from Scribd

    Did you find this document useful?

    Is this content inappropriate?

    Copyright:

    © All Rights Reserved
    Download as PDF, TXT or read online from Scribd
    Download as pdf or txt
    2 views20 pages

    Aldehyde

    Uploaded by

    LAKSHAY Sharma

    Copyright:

    © All Rights Reserved
    Download as PDF, TXT or read online from Scribd
    Download as pdf or txt
    You are on page 1of 20

    Important Question for Class 12

    Chemistry
    Chapter 12 – Aldehydes Ketones and Carboxylic Acids

    Very Short Answer Type Questions: 1 Mark

    1. Identify X:

    Ans: The compound named ‘X’ is benzoyl chloride.

    2. Identify ‘B’ and ‘C’ in the following reaction.


    Ans: The following reaction shows the conversion of benzene to acetophenone.
    The compound ‘B’ is acetyl chloride (CH3COCl) and the compound ‘C’ is
    anhydrous aluminium chloride (AlCl3 ) .

    3. Arrange the following compounds in the increasing order of their boiling


    points:

    CH3CH2CH2CH3 , CH3OCH2CH3 , CH3CH 2CHO, CH3COCH3 , CH3CH 2CH2OH

    Ans: The increasing order of boiling points in the compounds is:


    CH3CH2CH2CH3  CH3OCH2CH3  CH3COCH3  CH3CH2CHO  CH3CH2CH2OH

    4. Propanal is more reactive than propanone. Give reason.


    Ans: Due to the presence of alkyl groups on both sides of the carbonyl carbon,
    propanone is sterically more hindered than propanal, making it less reactive to
    nucleophilic attack. Both methyl groups have an electron-releasing tendency due to
    the -I effect. This is the reason why propanal is more reactive than propanone.

    5. According to the reactions:


    Observe the reactions and state why the compound A is oxidized whereas
    compound B is not oxidized by KMnO4 ?

    Ans: In the first reaction the side chain oxidation takes place due to the presence of
    an alpha hydrogen on the ethyl side chain, that it why it gets converted to an acid.
    In the second reaction, there is not alpha hydrogen present in the aryl alkane side
    chain, so no reaction will take place.

    6. Which among the following is the strongest acid?

    Ans: Benzoic acid (C6 H5COOH) is the strongest acid amongst the given acids. As
    OCH3 is an electron donating ring and  NO2 is an electron withdrawing group
    which can disrupt the resonance on the benzene ring causing it to be less acidic.

    7. Identify the reagent used in the following conversion.

    Ans: The reagent used in the given conversion is hydrazine (H2 NNH2 ) .
    8. Fluorine is more electronegative than Chlorine even then P-Fluorobenzoic
    acid is weaker acid than P-Chlorobenzoic acid. State the plausible reason for
    this.
    Ans: Both fluorine and chlorine are implicated in the I and M effects with the
    benzene ring (owing to the presence of lone electron pairs). While the I effect
    tends to increase acidic strength, the M effect tends to decrease it. Because
    fluorine is more electronegative than chlorine, it has a higher I effect. However,
    as compared to chlorine, it has a larger M effect (opposing factor). This could be
    due to the fact that the 2p orbitals of carbon and fluorine are similar in size,
    whereas the carbon and chlorine atoms' orbitals are not. As a result, p 
    fluorobenzoic acid is less potent than p  chlorobenzoic acid.

    9. Identify A and B in the following reaction.

    Ans: The reaction will be:

    Short Answer Type Questions: 2 Mark

    10. For the reaction:


    The position of equilibrium lies largely on the right hand side for most
    aldehydes and to the left hand side for most ketones. Find out the reason.
    Ans: For most crystalline aldehyde compounds, the position of SOH proton
    transfer SO ,  Na the equilibrium is predominantly to ONa OH the right hand
    busulphite addition side, and to the left for most ketones due to steric
    considerations. The hydrogensulphite addition product being water soluble it is
    changed back to its original state when a dilute mineral acid or alkali is added to it.

    11. Identify the following naming reactions and write the reagents used:

    Ans: In the above given reaction, acetaldehyde is converted to ethane. It is a Wolff


    – Kishner reduction and the reagents used are hydrazine (NH2 NH2 ) and potassium
    hydroxide (KOH) .

    The above reaction is a conversion of acetone to propane and this reaction is called
    as Clemmensen’s reduction using the reagent as Zn/Hg/HCl .

    12. Aldol condensation of a ketone in the presence of a dilute alkali gives 4-


    Hydroxy – 4 – methylpentan – 2 – one. Write the structure of the ketone and
    its IUPAC name.
    Ans: The reaction is given as:
    The ketone in the above reaction is acetone and its IUPAC name is propan-2-one.

    13. Which among the following compounds give Cannizzaro reaction and state
    the reason?

    Ans: Cannizaro reaction is given by aldehydes and not by ketones. It is given by


    the compounds having an alpha hydrogen bonded to the carbonyl carbon. So,
    amongst the above given compounds, acetaldehyde (CH3CHO) undergoes
    cannizzaro reaction. Benzaldehyde and acetone does not undergo cannizzaro
    reaction.

    14. Predict the products of the following reactions:

    Ans: The reaction of cyclopentanone with hydroxyl amine in acidic conditions


    forms cyclopentanone oxime.
    Ans: When an  ,   unsaturated aldehyde reacts with semicarbazide,
    (H2 NCONHNH2 ) , it forms semicarbazone as a product.

    15. The decreasing order of acidity of a few carboxylic acids is given below:
    C6 H5COOH  C6 H5CH2COOH  CH3COOH  CH3CH2COOH

    Explain the plausible reason for the order of acidity followed.


    Ans: The overall power to remove electrons from the atoms linked to the carboxyl
    group is known to change the strength of carboxylic acids. The acid will be
    stronger if the substituent group has greater electron-withdrawing capability. The
    electron-releasing group reduces the acidic intensity. The release of protons is
    hampered as a result. C6 H5 is a powerful withdrawing , therefore C6 H5COOH is a
    stronger acid than others. The CH3 group has a lesser electron-withdrawing power
    than CH 2 group. So, CH3COOH is a weaker acid as compared to C6H5CH2COOH .
    Similarly, CH3CH2COOH is weaker than CH3COOH and C6H5CH2COOH .
    16. An organic compound A, molecular formula C9 H10O forms 2,4-DNP
    derivative, reduces Tollens reagent and undergoes Cannizzaro reaction. On
    vigorous oxidation, it gives 1,2-benzene dicarboxylic acids. Identify A.
    Ans: The compound A will be 2-Ethylbenzaldehyde.

    The reactions can explain the following:

    17. Do the following conversion using suitable reagents in not more than two
    steps:
    a. Ethanol to 3 – Hydroxy butanal.
    Ans: The following conversion takes place as:
    b. Bromobenzene to 1 – phenyl ethanol.
    Ans: The following conversion takes place as:

    18. Compound A C4 H8Cl2 is hydrolysed to a compound B C4 H8O which forms


    an oxime with NH2OH and gives negative Tollens test. What are the
    structures of A and B. Write balanced chemical equations for the reactions
    involved.
    Ans: The balanced chemical equations are:

    19. Write the structure of the product and name the reaction.
    Ans: The above reaction is the Iodoform reaction

    The structure of the product is:

    20. Give reasons for the following:

    i. Iodoform is obtained when methyl ketones react with hypoiodite but not
    with iodide.
    Ans: During the production of iodoform, methyl ketones or acetone is oxidised to
    the acetate ion. Because Hypoiodite is a stronger oxidising agent, it can convert
    acetone to iodoform, whereas iodide ion is a reducing agent and so cannot operate
    as an oxidizer.

    ii. Hydrazones of aldehydes and ketones are not prepared in highly acidic
    medium.
    Ans: Hydrazine becomes protonated in the very acidic media and hence is unable
    to serve as a nucleophile. As a result, extremely acidic media is not used to prepare
    aldehydes and ketones.
    21. Both alkenes and carbonyl compounds give addition reactions. How do the
    addition reactions differ in both the cases and explain why?
    Ans: Because the double bond in alkenes connects two carbon atoms and there is
    no resulting polarity, electrophilic addition occurs, whereas nucleophilic addition
    occurs in aldehydes and ketones. The polarity of the carbonyl bond renders them
    susceptible to a nucleophile, an atom that gives electrons, in carbonyl compound
    reactions.

    22. Benzaldehyde gives a positive test with Tollens reagent but not with
    Fehlings solution. State the reason.
    Ans. Under normal circumstances, aldehydes that lack alpha hydrogens and so
    cannot form an enolate do not produce a positive test using Fehling's solution,
    which is a weaker oxidising agent than Tollen's reagent.

    23. Write the structures of the products in the following reactions:

    Ans: The structure of the product in the above given reaction is:
    Ans: The structure of the product in the above given reaction is:

    The name of the product is cyclohexanone.

    Short Answer Type Questions: 3 Mark

    24. According to the given reaction:

    a. Write the structures of A and B.


    Ans: The structures of A and B are:
    b. Identify any two important features of this reaction
    Ans: The important feature of this haloform reaction is that they always give
    chloroform, bromoform and iodoform as products.

    25. According to the following reaction:

    Write the structures of A, B and C.


    Ans: The structures of A, B and C are:

    Compound A:
    Compound B:

    Compound C:

    26. Compound X, containing chlorine on treatment with strong ammonia


    gives a solid Y which is free from chlorine. Y on analysis gives C = 49.31% ,
    H = 9.59% and N = 19.18% and reacts with Br2 and caustic soda to give a basic
    compound Z. Z reacts with HNO2 to give ethanol. Suggest structures of X, Y
    and Z.

    Ans: The empirical formula of compound Y is C3H7 NO


    . Hence the molecular formula will be CH3CH2CONH2

    . It gives Hofmann’s bromamide reaction with bromine and caustic soda:

    CH3CH2CONH2 + Br2 + 4KOH  CH3CH2 NH2 + 2KBr + K2CO3 + 2H2O

    The compound Z is CH3CH2 NH2 it when reacts with HNO2 gives ethanol:

    CH3CH2 NH2 + HNO2  CH3CH2OH + N2 + H2O

    Compound X is a chlorine containing compound which in treatment with strong


    ammonia gives compound Y, therefore compound X is CH3CH2COCl .

    CH3CH2COCl + NH3  CH3CH2CONH2 + HCl

    27. Complete the following equation and write the structures of A, B, C, D, E,


    and F.

    A   CH3CH2CH2 Br   B   C   D   E 


    +
     
    2+
    P/Br2 Alc. KOH Br2 /CCl4 Alc. KOH Hg NH4OH/H F
    NaNH2 dil. H2SO4

    Ans: The complete equation involving the structures of the missing compounds
    are:
    28. A compound X (C2 H4O) on oxidation gives Y (C2 H4O2 ) . X undergoes
    haloform reaction. On treatment with HCN , X forms a product Z which on
    hydrolysis gives 2-hydroxypropanoic acid.

    a. Write down the structures of X and Y.


    Ans. The compound X is acetaldehyde and the compound Y is acetic acid and
    their structures are:

    Acetaldehyde:

    Acetic Acid:

    b. Name the product when X reacts with dilute NaOH .


    Ans: When compound X, acetaldehyde reacts with dilute sodium hydroxide
    then the product obtained is an aldol named 3 – hydroxy butanal.

    c. Write down the equations for the reactions involved.


    Ans: The equations involved are:
    Long Answer Type Questions: 5 Mark

    29. An alkene (A with molecular formula C7 H14 ) on ozonolysis yields an


    aldehyde. The aldehyde is easily oxidized to an acid (B). When B is treated
    with bromine in presence of phosphorous it yields a compound (C) which on
    hydrolysis gives a hydroxyl acid (D). This acid can also be obtained from
    acetone by the reaction with hydrogen cyanide followed by hydrolysis.
    Identify A, B, C and D and write the chemical equations for the reactions
    involved.
    Ans: The chemical equations for the reactions involved are:
    30. Five isomeric para-di- substituted aromatic compounds, A to E with
    molecular formula C8H8O2 were given for identification. Based on the
    following observations give the structures of the compounds.

    i. Both A and B form silver mirror with Tollens reagent, also B gives a positive
    test with FeCl3 .
    Ans: If both the compounds A and B form silver mirror with Tollen’s reagent then
    they have aldehydic group in their structures.

    Compound A is p-methoxybenzaldehyde and compound B is p-hydroxy phenyl


    acetaldehyde.

    ii. C gives positive Iodoform test.


    Ans: Compound C give positive Iodoform test so it will be, p-hydroxyphenyl
    methyl ketone.
    iii. D is readily extracted in aqueous NaHCO3 solution.

    Ans: Compound D must have an acid group in its structure as it is readily extracted
    in aqueous NaHCO3 . Therefore, compound D is p-methyl benzoic acid.

    iv. E on acid hydrolysis gives 1,4 – dihydroxy benzene.


    Ans: The chemical reaction is:

    Therefore compound E is p-hydroxyphenyl vinyl ether.

    You might also like