O 2N O2N H 1. (a) Conformation CH3 CH3 Cl– 4. [9] Bromination of ethane gives the following products. CH3 – CH3 + Br2 ( Excess) hv → Hence it must be most stable. due to two bulky methyl group are far apart From each other. 2. (c) When heated in the presence of hydrogen chloride gas and anhydrous AlCl3, n-alkanes are isomerized to branched chain alkanes. The primary product has one side chain of methyl. The reaction takes place as: Anhy. AlCl3 Tetrabromo
CH3 (CH2)4 CH3 HCl, D CH3 CH (CH2)2 CH3
CH3 2-methylane (major)
3. (d) 5. (d) Rotamers or conformers arises when there is a free
rotation along s - bond. CH3O Cl CH3O anhy + H H AlCl3 O2N –Cl– O2N Ethane H C C H H H
H H H H H H H
H H H H H H H Ethane H C C H H H 2 H H H H H H H 11. (a)
H H H H H Staggered Eclipsed
6. (a) Anti conformer is structure (I).
12. [2] Fully eclipsed conformer is structure (II). Skew or gauche conformer is structure (III). Partially eclipsed is structure (IV). Hence, the order of stability is: (I) > (III) > (IV) > (II) and that of P.E is (II) > (IV) > (III) > (I). Cl MgCl dry C H OH 7. (d) → + Mg ether → 2 5 Acid base Grignard reaction Reagent cyclopentane Number of sp2 hybridized carbon in A = 2 8. (a) Mo2O3 is an aromatisation reagent. CH3 CH3 13. (b) Angle strain doesn't govern the stability of a conformation CH2 CH3 Mo2O3 in acyclic compounds. 773K / 10 to 20 atm CH2 CH CH3 CH3O CH2 CH2Cl (i) AlCl3(H2O) 14. (d) →–AlCl4 9. [60] The structure of 1,1,1- Trichloroethane is: Cl H CH3O + CH2 Cl C C H Cl H Its staggered form can be represented as: CH3O 1, 2 shift of H– + CH2 H → Cl Cl H CH3O H H → Cl Dihedral angle = 60°. (Formation of five membered ring will takes place.) 10. (d) The correct matches for the chemicals to their Hence, (d) will be the major product. corresponding use/preparation or constituent are: Alcoholic potassium hydroxide (Alc.KOH): used for b-elimination Pd/BaSO4: Lindlar’s Catalyst BHC (Benzene hexa chloride): Obtained by addition reaction Polyacetylene: Electrodes in batteries. 3 15. [c]
16. (b)
17. (c)
18. (c)
–H+ CH3 CH = C CH3
19. (d) Hydrocarbon 'X ' is cyclohexa –1,4–diene
The reaction is given below: O O H+ O3 2 mole of H –C–CH2–C–H Ozonolysis CH3 Zn / H2O (C6H8) 21. (c) CH3 CH3 (Cyclohexa -1, 4 -diene) 20. (a) Reaction of alkene with H2SO4 at high temp. –SO3H CH3–CH2–CH–CH2–Br → H3C–CH2–C=CH2 (1) group is attached on alkene. At low temp. it will from 1-Bromo-2-Methylbutane 2-Methylbutene higher alkene. 4 Br 25. (b) The reaction takes place as: Ph H Br Br CH3–CH–CH3 → CH3CH=CH2 (1) Br2 C C Ph CH CH CH3 2-Bromopropane Propene H CH3 Br CH3–CH2–CH2–CH–CH3 → (1) Alc. KOH 2-Bromopentane (2) NaNH2
CH3–CH2–CH2–CH=CH2+CH3–CH2–CH=CH–CH2, Ph CH3 H2 Pent-1-ene Pent-2-ene C C Ph C C CH3 H H Lindlar’s cis & trans Catalyst CH3 CH3 Lindlar’s catalyst makes cis-alkene as the major product.
H3C–CH2–C–CH–CH3 → H3C–H2C–C–HC=CH2 (1) 26. [70]
H CH3 Br CH3 CH3 O CH3 Ozonolysis Zn CH3–CH=C CH3–C C 2-Bromo-3, 3-dimethyl 2-Bromo-3, pentane. 3-dimethyl pentane. 3,3-dimethyl Pentene. Hydrocarbon (X) CH3 CH3 O O 22. (a) The major product for the given reaction is explained CH3 in the following reaction mechanism. CH3–CHO+O=C [The CN group present in the reactant is written as CH3 C ≡ N] Hence molar mass of hydrocarbon (X) is 70. 27. [4] The number of possible isomeric products are: HO SH C≡N Cl Cl: Cl H+ +
S – (from HCl) HO H C≡N + Hydride Cl Shift
Cl Cl Cl Cl S
HO CN Cl + * * 1 product 23. (b) The reaction mechanism for the given reaction is Cl shown as, 3 Isomer
OH Br2 Br + 28. (d) The common name of 4-Methylpent-3-en-2-one is OH NaHCO3 Mesityl oxide. O O 29. [5] The structure of Mesityl oxide is O Br+ O Na + Br O H3C C CH C CH3
O CH3 O Hence, C–C sigma bonds are 5. 24. (a) 2-hexene on ozonolysis in the presence of water give O acetic acid and butanoic acid. 30. (d) Iodo form test → –C–CH3 ; Silver mirror test → Given by aldehydes O (i) O3 CH3COOH + CH3CH2CH2COOH O → (ii) H2O 3 CH3–CHO+CH3–CH2–C–CH2–CH3 Acetic acid Butanoic acid (B) (C) it is oxidative ozonolysis. (Acetaldehyde) (Pentan-3-one)
