Sign in
12thPass logo
New chatPYQ LibraryDoubtsRank report
Sign in to see Recents

Your guest activity stays on this device

Sign in to save progress →
Sign in

Alcohols Phenols and Ethers question

2006 · Shift 0 · Q25
Guest · filters and generic practice availableBrowsing as a guest · PYQ filters and generic practice are available. Sign in only for personalised features and saved progress.
  1. PYQ Library
  2. /JEE Main
  3. /Chemistry
  4. /Alcohols Phenols and Ethers
  5. /2006 · Shift 0 · Q25

Alcohols Phenols and Ethers question

2006 · Shift 0 · Q25

JEE MainChemistryAlcohols Phenols and EthersMCQ+4 / −1
Among the following the one that gives positives iodoform test upon reaction with I2{I_2}I2​ and NaOHNaOHNaOH is
  1. A
    AIEEE 2006 Chemistry - Alcohols, Phenols and Ethers Question 151 English Option 1
  2. B
    PhCHOHCH3PhCHOHC{H_3}PhCHOHCH3​
  3. C
    CH3CH2CH(OH)CH2CH3C{H_3}C{H_2}CH\left( {OH} \right)C{H_2}C{H_3}CH3​CH2​CH(OH)CH2​CH3​
  4. D
    C6H5CH2CH2OH{C_6}{H_5}C{H_2}C{H_2}OHC6​H5​CH2​CH2​OH
View written solutionFree

Correct answer: B

  1. Condition for iodoform test

    A compound gives a positive iodoform test with I2/NaOHI_2/NaOHI2​/NaOH if it contains either:

    • a methyl ketone group: RCOCH3RCOCH_3RCOCH3​, or
    • a secondary alcohol of type: RCH(OH)CH3RCH(OH)CH_3RCH(OH)CH3​

    because such alcohols are oxidized under the reaction conditions to methyl ketones.

  2. Check each option

    From the given options, the visible structures are:

    • B: PhCH(OH)CH3PhCH(OH)CH_3PhCH(OH)CH3​
    • C: CH3CH2CH(OH)CH2CH3CH_3CH_2CH(OH)CH_2CH_3CH3​CH2​CH(OH)CH2​CH3​
    • D: C6H5CH2CH2OHC_6H_5CH_2CH_2OHC6​H5​CH2​CH2​OH

    (Option A is blank in the prompt, so we evaluate the listed structures.)

  3. Option B: PhCH(OH)CH3PhCH(OH)CH_3PhCH(OH)CH3​

    This is a secondary alcohol of the type: RCH(OH)CH3RCH(OH)CH_3RCH(OH)CH3​ where R=PhR = PhR=Ph.

    On oxidation, it forms: PhCOCH3PhCOCH_3PhCOCH3​ which is a methyl ketone.

    Therefore, it gives a positive iodoform test.

  4. Option C: CH3CH2CH(OH)CH2CH3CH_3CH_2CH(OH)CH_2CH_3CH3​CH2​CH(OH)CH2​CH3​

    This is 3-pentanol. The carbon bearing OHOHOH is attached to two ethyl groups: CH3CH2CH(OH)CH2CH3CH_3CH_2CH(OH)CH_2CH_3CH3​CH2​CH(OH)CH2​CH3​

    It is not of the form RCH(OH)CH3RCH(OH)CH_3RCH(OH)CH3​. On oxidation it gives pentan-3-one: CH3CH2COCH2CH3CH_3CH_2COCH_2CH_3CH3​CH2​COCH2​CH3​ which is not a methyl ketone.

    So, negative iodoform test.

  5. Option D: C6H5CH2CH2OHC_6H_5CH_2CH_2OHC6​H5​CH2​CH2​OH

    This is a primary alcohol. It is not ethanol and not of the required form.

    So, it does not give iodoform test.

  6. Conclusion

    The compound that gives positive iodoform test is: B\boxed{B}B​

PreviousNext

More from Alcohols Phenols and Ethers

  • Acid catalyzed hydration of alkenes except ethene leads to the formation of2005 · MCQ
  • The best reagent to convert pent -3- en-2-ol into pent -3-en-2-one is2005 · MCQ
  • Acetyl bromide reacts with excess of CH3​MgI followed by treatment with a saturated solution of NH4​Cl given2004 · MCQ
  • Among the following compounds which can be dehydrated very easily is2004 · MCQ
  • During dehydration of alcohols to alkenes by heating with conc. H2​SO4​ the initiation step is2003 · MCQ
  • An ethar is more volatile than an alcohol having the same molecular formula. This is due to2003 · MCQ
  • Benzene is treated with oleum to produce compound (X) which when further heated with molten sodium hydroxide followed by acidification produces compound (Y). The compound Y is treated with zinc metal to produce…2025 · MCQ
  • Given below are two statements : Statement I : Dimethyl ether is completely soluble in water. However, diethyl ether is soluble in water to a very small extent. Statement II : Sodium metal can be used to dry diethyl ether and not ethyl…2025 · MCQ