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Alcohols Phenols and Ethers Test - 44

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Alcohols Phenols and Ethers Test - 44
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  • Question 1
    1 / -0
    Trans - cyclohexane -1,2- diol can be obtained by the reaction of cyclohexene with :
    Solution
    As shown in the above image peroxy formic acid results in the formation of trans diols.

  • Question 2
    1 / -0
    Based on above isomers answer the following.
    Which isomers on dehydration with conc. $$H_2SO_4$$ give alkene which is capable to show geometrical isomerism?

    Solution
    (a) (Refer to Image 1)
    Shows geometrical isomers.
    (b) (Refer to Image 2)
    More stable alkene,
    Shows geometrical isomers.
    (c) (Refer to Image 3)
    Will show geometrical isomer.

  • Question 3
    1 / -0
    Product $$(X)$$ of this reaction is:

    Solution
    Benzaldehyde acts as a protecting group.

  • Question 4
    1 / -0
    Based on above isomers answer the following.
    Which isomer on dehydration with conc. $$H_3PO_4$$ undergo maximum rearrangement?

    Solution
    Rearrangement keeps occurring until the carbocation formed is stable. 
    Stability order $$3^o>2^o>1^o$$
    Hence, option $$C$$ is correct.

  • Question 5
    1 / -0
    Reaction of $$R-2-$$butanol with $$p-$$toluenesulphonyl chloride in pyridine followed by reaction with $$LiBr$$ gives:
    Solution
    $$R-2$$ $$- butylbromide$$
    The above reaction mechanism follows $$S_N1$$ mechanism.
    $$-O-pTs$$ is a good leaving group thus a carbocation formed, which gives the product in same stereochemistry as of Reactant.

  • Question 6
    1 / -0
    Product of the reaction is :

    Solution

    $$H$$ and $$OH$$ added are in a cis configuration. Since this is syn hydration, it follows Anti-Markovnikov's Rule.

  • Question 7
    1 / -0
    Final product $$A$$ is:

    Solution
    Refer to Image 
    This is pinacol reaction. This reaction occurs in presence of Conc. $$H_2SO_4$$ (acidic medium). Adjacent diols under goes this reaction.

  • Question 8
    1 / -0
    Propene $$CH_{3} - CH = CH_{2}$$ can be converted into $$1$$-propanol by oxidation. Indicate which sets of reagents amongst the following is ideal to effect the above conversion?
    Solution
    $$CH_3-CH=CH_2\xrightarrow[]{B_2H_6}CH_3-\underset{H}{\underset{|}{C}}H-\underset{BH_2}{\underset{|}{C}H_2}\xrightarrow[]{H_2O_2} CH_3-CH_2-CH_2OH$$
    This reaction is called as hydroboration-oxidation.
  • Question 9
    1 / -0
    Select the best method for the preparation of the following compounds :

    Solution
    $$MCPBA$$ (Meta-chloro perbenzoic acid) is used as an oxidizing agent to produce epoxides. Grignard reagents are used to produce alcohols from epoxides.
  • Question 10
    1 / -0
    $$CH_3-CH_2-CH_2-CH_2-
    \overset{CH_3}{\overset{|}{\underset{CH_3}{\underset{|}{C}}}}-CH_2-CH_2-OH\xrightarrow[\Delta]{H^+}\underset{(major)}{(A)}$$
    Product (A) is:
    Solution

    Carbocation rearrangement in acidic medium takes as shown

    refer to image

    order of stability of carbocation – teritiary>secondary>primary

    More substituted alkene will formed as major product.

    Option B is correct.

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