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Chemical Reactions

Description: GATE CHEMISTRY, LIFE SCIENCE, CSIR NET, ENGINEERING
Number of Questions: 15
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Tags: GATE Chemical Reactions Chemical Reactions of Haloalkanes and Haloarenes
Attempted 0/15 Correct 0 Score 0

Assertion: Six p-orbitals in benzene combine to form three bonding and three antibonding molecular orbitals. Reason: Each bonding orbital contains a pair of electrons with opposite spins.

  1. Both A and R are true and R is the correct explanation of A.

  2. Both A and R are true but R is NOT the correct explanation of A.

  3. A is true but R is false.

  4. A is false but R is true.

  5. Both A and R are false.


Correct Option: B
Explanation:

According to the principle of LCAO, number of MO’s is equal to the number of combining AO’s; half of which are bonding and the rest of the half are antibonding. Thus, this option is correct.

Assertion: The potential energy barrier for rotation about C=C bond in 2-butene is much higher than that in ethylene. Reason: Hyperconjugation effect decreases the double bond character.

  1. Both A and R are true and R is the correct explanation of A.

  2. Both A and R are true but R is NOT the correct explanation of A.

  3. A is true but R is false.

  4. A is false but R is true.

  5. Both A and R are false.


Correct Option: D
Explanation:

This option is correct,  because the potential energy barrier for rotation about C=C bond in 2-butene is much lower (75.3 kJ/mole) than that in ethylene (167.4 kJ/mole).

Assertion: [10]-Annulene is an aromatic because it contains Huckel number of π-electrons. Reason: Steric interaction between internal hydrogen makes it non-planar.

  1. Both A and R are true and R is the correct explanation of A.

  2. Both A and R are true but R is NOT the correct explanation of A.

  3. A is true but R is false.

  4. A is false but R is true.

  5. Both A and R are false.


Correct Option: D
Explanation:

This option is correct,  because [10]-Annulene contains Huckel number of π-electrons (i.e., n=2) and thus it should be aromatic if planar. But due to severe non-bonded interactions between the internal hydrogens, the ring assumes non-planar geometry.

Assertion: Azulene is a non-benzenoid compound. Reason: It is planar, has a cyclic array of 10 π-electrons but does not contain benzene rings.

  1. Both A and R are true and R is the correct explanation of A.

  2. Both A and R are true but R is NOT the correct explanation of A.

  3. A is true but R is false.

  4. A is false but R is true.

  5. Both A and R are false.


Correct Option: A
Explanation:

This option is correct because azulene is a non-bezenoid aromatic compound and it contains 5 π-bonds or 10 π-electrons but does not contain benzene rings.

Assertion: The dipole moment of 1, 2-diphenylcyclopropenone is larger than that of benzophenone. Reason: 1, 2-diphenylcyclopropenone is a cyclic compound while benzophenone is an open chain compound.

  1. Both A and R are true and R is the correct explanation of A.

  2. Both A and R are true but R is NOT the correct explanation of A.

  3. A is true but R is false.

  4. A is false but R is true.

  5. Both A and R are false.


Correct Option: B
Explanation:

This option is correct,  because due to aromatic character, the π-electron of C=O group are completely transferred from C to O in 1, 2-diphenylcyclopropenonebut not in benzophenone.

Assertion: Friedel-Crafts reaction between benzene and acetic anhydride in the presence of anhydrous AlCl3 yield. Reason: Acetophenone formed poisons the catalyst preventing further reaction.

  1. Both A and R are true and R is the correct explanation of A.

  2. Both A and R are true but R is NOT the correct explanation of A.

  3. A is true but R is false.

  4. A is false but R is true.

  5. Both A and R are false.


Correct Option: C
Explanation:

This option is correct because CH3CO group in acetophenone being electron withdrawing reduces the electron density in the benzene ring-thereby preventing further electrophilic substitution.

Assertion: Cyclooctatetraene reacts with two equivalents of potassium to form a stable compound with formula 2K+ C8H82-. Reason: Cyclooctatetraene is non-aromatic but 2K+ C8H82- is aromatic.

  1. Both A and R are true and R is the correct explanation of A.

  2. Both A and R are true but R is NOT the correct explanation of A.

  3. A is true but R is false.

  4. A is false but R is true.

  5. Both A and R are false.


Correct Option: A
Explanation:

This option is correct,  because Cyclooctatetraene reacts with two equivalents of potassium to form a stable compound with formula 2K+ C8H82- and 2K+ C8H82- is aromatic.

Assertion: A triplet carbene is more stable than a singlet carbene. Reason: In triplet carbene, carbon atom is sp-hybridized while in singlet carbene it is sp2-hybridized.

  1. Both A and R are true and R is the correct explanation of A.

  2. Both A and R are true but R is NOT the correct explanation of A.

  3. A is true but R is false.

  4. A is false but R is true.

  5. Both A and R are false.


Correct Option: B
Explanation:

This option is correct, because inter-electronic repulsions in triplet carbene are less than in singlet carbene,  since in triplet carbene, the two non-bonding electrons are present in different orbitals.

Which of the following statements is/are correct? A. Allene (CH2=C=CH2) is a planar molecule. B. [14]-Annulene is aromatic while [10]-annulene is not aromatic. C. The carbocation, F3C-C+ is less stable than the carbocation, F3C+.

  1. Only A

  2. Both A and B

  3. Both B and C

  4. A, B and C

  5. Both A and C


Correct Option: C
Explanation:

This option is correct,  because [14]-annulene is aromatic while [10]-annulene is not aromatic and the carbocation, F3C-C+ is less stable than the carbocation, F3C+ are the correct statements.

Carbon atoms of 1, 3-butadiene are numbered as shown below CH2=CH−CH=CH2 Which of the following statements regarding the above compound is incorrect? A. Carbon atoms 1 and 4 are sp2-hybridized. B. The single bond between C2 and C3 is of the same length as the carbon-carbon bond length in ethane. C. It is a conjugated diene.

  1. Only A

  2. Only B

  3. Only C

  4. Only B and C

  5. None of these


Correct Option: B
Explanation:

Due to resonance, C2-C3 bond has some double bond character,  and hence its bond length (1.46 Ǻ) is shorter than the C-C bond length in ethane (1.54 Ǻ).

Which of the following statements is/are false? A. The resonance energy of benzene is higher than its heat of hydrogenation. B. The greater stability of trans-but-2-ene can be explained on the basis of hyperconjugation effect. C. Dichlorocarbene (:CCl2) is a nucleophile.

  1. Only A

  2. Only B

  3. Only C

  4. Both A and C

  5. A, B and C


Correct Option: E
Explanation:

This option is correct,  because the resonance energy of benzene is lower (151 kJ/mole) than its heat of hydrogenation (208 kJ/mole), the greater stability of trans-but-2-ene can be explained on the basis of steric hindrance and Dichlorocarbene (:CCl2) is an electrophile.

Which of the following statements is/are correct?

  1. Simple carbocations are isoelectronic and isostructural with ammonium.

  2. Resonance necessarily always imparts stability to a molecule.

  3. Both 1 and 2

  4. Electromeric is a temporary effect and takes place at the demand of the attacking reagents.

  5. None of these


Correct Option: D
Explanation:

Electromeric effect is a temporary in nature because the molecule acquires its original electronic condition upon removal of the attacking reagent and takes place at the demand of the attacking reagents. Thus, this option is correct.

Which of the following statements is/are incorrect? A. Corey-House reaction can be used to prepare only alkenes with odd number of carbon atoms. B. Reforming involves conversion of aliphatic into aromatic hydrocarbons. C. The formation of alkenes by the action of zinc on alkyl halides is called Frankland reaction.

  1. Only A

  2. Only B

  3. Only C

  4. A and C

  5. A, B and C


Correct Option: A
Explanation:

This option is correct,  because Corey-House reaction can be used to prepare both alkenes with odd and even number of carbon atoms.

Which of the following statements is/are incorrect? A. In two step reaction, the rate determining step has the lowest energy of activation. B. All the carbon atoms in bicyclobutane are sp3-hybridized. C. Free radicals are produced by homolytic cleavage of covalent bonds.

  1. Only A

  2. Only B

  3. Only C

  4. A, B and C

  5. None of these


Correct Option: A
Explanation:

This option is correct,  because in two step reaction, the rate determining step has the highest energy of activation.

Assertion: N3- is weaker base than NH2-. Reason: The lone pair of electron on N-atom in N3- is in a sp2-orbital while in NH2- it is in a sp3-orbital.

  1. Both A and R are true and R is the correct explanation of A.

  2. Both A and R are true but R is NOT the correct explanation of A.

  3. A is true but R is false.

  4. A is false but R is true.

  5. Both A and R are false.


Correct Option: A
Explanation:

N3- is weaker base than NH2- because lone pair of electron on N-atom in N3- is in sp2-orbital while in NH2-, in sp3-orbital. Thus, this option is correct.

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