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Hydrocarbons Test - 27

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Hydrocarbons Test - 27
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  • Question 1
    1 / -0
    What is AA ?

    Solution
    Reaction will complete with aldol-condensation mechanism.

  • Question 2
    1 / -0
    PhCCCH3Hg2+/H+APh - C \equiv C - CH_3 \xrightarrow[]{Hg^{2+}/H^+}A
    The product A is:
    Solution
    PhCCCH3Hg2+/H+PhCOCH2CH3APh - C \equiv C - CH_3 \xrightarrow[]{Hg^{2+}/H^+} \underset {A}{Ph-CO-CH_2-CH_3}
    The product A is propiophenone PhCOCH2CH3\displaystyle Ph-CO-CH_2-CH_3 as the intermediate carbocation (PhC+=CHCH3)\displaystyle (Ph-C^+=CH-CH_3) is stabilised by resonance with benzene ring. In this reaction a molecule of water is added to CCC \equiv C triple bond to from an enol which tautomerises to ketone.
  • Question 3
    1 / -0
    CH3CH2CH2CH2CCH2CH2CH2CH3CH_{3} - CH_{2} - CH_{2} - CH_{2} - \underset {\underset {CH_{2}}{\parallel}}{C} - CH_{2} - CH_{2} - CH_{3}.
    Solution
    Longest C chain containing C=C has 6 C as:
    CH36CH25CH24CH23CCH21   2CH22CH23CH34\overset { 6 }{ CH_{ 3 } } -\overset { 5 }{ CH_{ 2 } } -\overset { 4 }{ CH_{ 2 } } -\overset { 3 }{ CH_{ 2 } } -\overset { 2 }{ \underset { \overset { \parallel  }{ { C{ H }_{ 2 } }^{ 1 } }  }{ C }  } -\overset { 2' }{ CH_{ 2 } } -\overset { 3' }{ CH_{ 2 } } -\overset { 4' }{ CH_{ 3 } }
    Parent name: hex
    functional group: ene
    lowest locant number to double bond:1
    Substituent position:2
    Substituent name: propyl
    Therefore the name is: 2-propylhex-1-ene. Option A is correct.
  • Question 4
    1 / -0
    On monochlorination of 2methylbutane2-methylbutane, the total number of chiral compounds formed is:
    Solution
    Chiral compound:- A compound that contains an asymmetric center (chiral atom or chiral center) and thus can occur in two non superimposable mirror-image forms (enantiomers).

  • Question 5
    1 / -0
    Match the column I with Column II and mark the appropriate choice. 
    Column I Column II
    (A)nButane2Methylpropanen-Butane \rightarrow 2-Methylpropane(i)Free radical substitution
    (B)CH4+Cl2 hv CH3ClCH_4+Cl_2\xrightarrow [  ]{ hv }  CH_3Cl(ii)Wurtz reaction
    (C)RCOONa+SodalimeRHRCOONa + Soda\,lime \rightarrow RH(iii)Isomerisation
    (D)RX+Na ether RRRX + Na \xrightarrow [  ]{ ether }  R-R(iv)Decarboxylation
    Solution
    (A) nButane2Methylpropanen-Butane \longrightarrow 2-Methylpropane
    Isomerisation is a reaction where one organic compound converts to another compound with same molecular mass but different structures. 
    n-Butane and 2-Methylpropane, both are isomers and the reaction is isomerisation \rightarrow (iii) Isomerisation.
    (B) CH4+Cl2hνCH3ClC{H}_{4} + {Cl}_{2} \xrightarrow{h \nu} C{H}_{3}Cl
    The above reaction is Free radical substitution which takes place in presence of sunlight \rightarrow (i) Free radical substitution.
    (C) RCOONa++NaOH+CaOSodalimeRH+Na2CO3{RCOO}^{-}{Na}^{+} + \underset{Soda\,lime}{NaOH + CaO} \longrightarrow RH + {Na}_{2}C{O}_{3}
    The above reaction is known as Decarboxylation used to prepare hydrocarbons. Sodium salt of carboxylic acid releases CO2C{O}_{2} to form alkanes and Na2CO3{Na}_{2}C{O}_{3} \rightarrow (iv) Decarboxylation.
    (D) RX+NaetherRRRX + Na \xrightarrow{ether} R-R
    The above reaction is termed as Wurtz reaction which unites two alkyl halides to form one alkane in presence of sodium and ether \rightarrow (ii) Wurtz reaction.
  • Question 6
    1 / -0
    Chlorination of alkanes is a photochemical process. It is initiated by the process of:
    Solution
    Photochemical chlorination of alkane takes place by free radical mechanism which are possible by homolysis of ClClCl - Cl bond by sunlight.
    Cl2hνCl+Cl{Cl}_{2} \xrightarrow{h \nu} {Cl}^{\bullet} + {Cl}^{\bullet}
    $$C{H}_{3}-C{H}_{3} + {Cl}^{\bullet} \longrightarrow \,^{\bullet}{C{H}_{2}CH_3} + HCl$$
    $$Cl-Cl + \,^{\bullet}{C{H}_{2}CH_3} \longrightarrow Cl-{C{H}_{2}CH_3} + {Cl}^{\bullet}$$
  • Question 7
    1 / -0
    Cis-dicholoroethylene can be converted to trans-dicholorethylene by irradiations. During the interconversion.
    Solution
    Cis-dicholoroethylene can be converted to trans-dicholorethylene by irradiation. During the inter-conversion, only the π\pi bond is broken and reformed.  Rotation about CCC-C single bond converts cis isomer into trans isomer and vice versa.

  • Question 8
    1 / -0
    Which of the following has the lowest boiling point?
    Solution
    Boiling point increases with increase in molecular mass. For the compounds with the same molecular mass, boiling point decreases with an increase in branching.
    The molecular mass of 2-Methylbutane: 72gmol172\,g\,mol^{-1}
    The molecular mass of 2-Methylpropane: 58gmol158\,g\,mol^{-1}
    The molecular mass of 2,2-Dimethylpropane: 72gmol172\,g\,mol^{-1}
    The molecular mass of 2-Methylbutane: 72gmol172\,g\,mol^{-1}
    2-Methylpropane has the lowest molecular mass among all of the given compounds.
    Thus, 2-Methylpropane has the lowest boiling point among the given options.
  • Question 9
    1 / -0
    During halogenation of alkanes, the halogens and alkane show a specific trend. Which of the following statements is not correct?
    Solution
    Number of monohalogen products of alkane depends upon the number of different types of replaceable hydrogen atoms in the alkane, not on the halogen. So chlorine and bromine will give the same number of substitutions.
    So (D) is incorrect.
  • Question 10
    1 / -0
    Which one of the following IUPAC name is not correctly matched?
    Solution
    The parent chain consists of 6 carbon atoms in a cyclic structure.

    There is an isopropyl group present at carbon 1.

    Hence, the name of the structure is Isopropyl cyclohexane.

    Therefore, option C is not correctly matched.

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