as Resonence Educating for better tomorrow TARGET : JEE (ADVANCED) 2015 DAILY PRACTICE PROBLEMS Course : VIJETA & VIJAY (ADP & ADR) —_Date : 14-04-2015, TEST INFORMATION DATE : 15.04.2015, PART TEST-01 (PT-01) Syllabus : Mole concept, Equivalent Concept, lonic equilibrium, Electrochemistry, Inorganic Nomenclature, Periodic table, Chemical bonding and Coordination compounds. DPP No. # 03 (JEE-ADVANCED) Total Marks : 170 Max. Time : 139 min. Single choice Objective (~1 negative marking) Q.1 to Q.15 (3 marks 2% min.) [45, 37%] Multiple choice objective (~1 negative marking) Q.16 to @.21 (4 marks, 3 min.) [24, 18] Assertion and Reason ('-1' negative marking) Q.22 to 0.24 (3 marks'2% min.) _[09, 09] Comprehension (~1 negative marking) Q.25 to Q.32 (3 marks 2% min.) [24,20] Single Digit Subjective Questions (no negative marking) Q.33 to Q.40 (4 marks 2% min.) _[32, 20] Double Digits Subjective Questions (no negative marking) Q.41 (4 marks 2% min.) [04, 2%] Match the column (4 vs 4) (no negative marking) Q.42 to Q.45 (8 marks, 8 min.) [32,32] 4. Which of the following compounds might be useful to the chemist trying to increase the optical purity of the (@ sample ? OK a) Ho” 2. Sumoftotal number of chiral centres (x) and total number of pairs of enantiomers (y) for following structure is : ol 2 B)3 o-4 Os 3. Determine the absolute configurations of the chiral centres in the following compound. (Aa=Rib=S (B)a=Rib=R (a=S;b=8 4. The binaphthol (Bnp) is: Z (A) an optically active compound having chiral centre a (B) an optically inactive compound 28 (©) ameso compound (D) an optically active compound without having chiral centre arpa Oi CS Tot SH BER War Ci Wa Tay Ro Rae ay RESONSNCE brennan Em ucating for better tomorrow areas TEGO TON EEG WHOS BSE SESS] CON, USSICART5. The element(s) of symmetry present in the following molecule is/are on, 4 on, 4 on, 4 () Alternating axis of symmetry Wy Plane of symmetry (Ill) Axis of symmetry (IV) Centre of symmetry (A) Land It (8) land ill (C)I, Wand tl (D)1, 11 Mhandiv 6. Which ofthe following structure has incorrect IUPAC name Me. Me “ ° 2-Brome-5,5dimethylyclopent-2-en-1-one Br No, cHo. ® 6-Methoxy-t-ntrocyctohex-t-ene Z ofl 6-(Cyclobut-2-eny))hex-2-ene CONH, Br oO TS 2-Bromo-6-nitrosobenzenecarboxamide 2 7. Howmany possible isomeric alkenes give 2,2-Dimethylpentane on catalytic hydrogenation as (BS cs (os 8. Onder of enolic content ©: oO ; en 0 90 P Q Ay R s UY 1 Ss JUL ()P>Q>R>S @P>S>R>Q_ C)R>S>P>Q_—D)S>R>P>Q 9% Write the total number of benzenoid structural isomers of molecular formula C,H,O, which can give Fehling test 2 (6)3 C4 1 Me Me Mey te Me Me 10. Me Me No, No, o a Dipole moment of above compound will be (1-441: 1-6.87D @1-6870; 11-41 (C)1-4.11D 5 1-4.11D0 (D)1-6.87D;1-0D eoipeate OWICe © GS Tovar KAGE EPR Wot ly Wal, Talat Road, Kola Ry SEE Resonance} cating for better tomorrow carereeTSGS ZOD ZIG TOD 255 SSSR] CU USSICER ISOC TPT CUETO11. Which of the following compound is most stable ? ® oh? me » ££ Pe 42. Which statement about the following equilibrium is true ? pow + no = (A) The equilibrium favours the products (C) Waters the weaker acid (0) t-Butoxide is stabilized by resonance 7 43. Which of the following has lowest pk, value? “Ore ®) Oy-er-O) © oS >} O20 44, The heat of hydrogenation for 3-methylbutene and 2-pentene are ~30 kcal/mol and ~28 keal/mol respectively. The heats of combustion of 2-methyibutane and pentane are ~784 kcal/mole and ~782 kcal/mol respectively. All the values are given under standard conditions. Taking into account that combustion of both alkanes give the same products, what is AH (in kcal/mol) for the following reaction under same condtions ? ~~ ees (ayo @-4 ©-2 2 MeN: :NMe, 4,84lrathyamino) hapihalene Its basic strength is 10” more than 1, 1-dimethyl amino napthalene. Reason for high basic strength is (A) Resonance (©) Steric inhibition of Resonance (©) Ortho effect (©) Hyperconjugation 46. (C,H,0,) is molecular formula of many acids containing an aromatic ring also, (A) The total numberof carboxylic acids (with one benzene ring) is 4 (B) Out the three Toluic acids, the ortho isomer is the strongest acid. (C) All these Toluic acids are weaker acids than benzoic acid. (©)Allthese are weaker acids than H,CO. Garprate ice TC Tost ASH BT PIR War Gy Wa Tay Ron Roe oly Resonance} ducating for better tomorrow47. 18. 19. 20. 2 Select the correct statement(s) about the following reaction 0) (R) Thalidomide derivative ay (A) Itis anisomerisation reaction. (®)Itis a racemisation reaction (C) The reaction is passing through the process of enolisation. (©) land tare tautomers. Which of the following has correct IUPAC name ? WA cose team é NA F FAL F so ® 4,4-Dichloro~4-mereaplo-2-methyl-§-trifluoromethylheptane-3-sulphonic acid H Gol © © 3-Formyi-4-methyl-5-oxopentanoic acid oH ¢g Ethylmethylbenzene—t,2-dicarboxylate 3 ‘Mark the compound given below which have atleast one meso stereoisomers. (A) Cyclopentane-1, 3-dicarbaldehyde (©) Hexane-1,2,3,4,5,6-hexol (C)2,3,4,5,6-pentahydroxyhexanal (0)2,3-Dihydroxybutanedioic acid i oH, Choose the correct option/s according to the given compound. on 7 (A) Total stereoisomers are five. (8)All stereoisomers are optically active. (©)All stereoisomers are optically inactive (0) Four stereoisomers have plane of symmetry & one has centre of symmetry Which of the following are (configurational) enantionmers of (P) ? Br H. cl e) H cH, oH, Hy, - H, a 4 t ct H a cH, 8) (C) (0) : 5 Ge an Oe 1 O 7 6, cu, oH, & arpa ice TCS Tot SH BER ar CW Tay Ro Rae ly EOS Resonance} ducating for better tomorrow22. 23. 24. Statement: Trihydroxyglutaric acid (HOOC — (CHOH), - COOH) exist in four stereoisomeric form, two of which are optically active while other two are meso forms. Statement-2 : It contains two asymmetric and one pseudoasymmetric carbon atoms. (A) Statement-1 is true, Statement-2 is true; Statement-2 is correct explanation of Statement-1 (8) Statement-1 is true, Statement-2 is true; Statement-2 is NOT correct explanation of Statement-1 (©) Statement-t istrue, Staterient-2isfalse. _ (D) Statment -1 is false, Statement-2 is true. Statement-1 : There is evidence for existence of N-methylacetamide in two structural form | and Il as shown below. Hi. CH. HOH CAN rong aM fon, 1 0 Statement-2 : Rotation about C-N bond is restricted due to resonance. (A) Statement-1 isirue, Statement-2 is true; Statement-2 is correct explanation of Statement-1 (©) Statement-t is true, Statement-2 is true; Statement-2 is NOT correct explanation of Stalement-1 oe ote HO Ne H Me Statement-t : Ais optically active & B is optically inactive, Statement-2 : A has centre of symmetry. (A) Statement-1 is True, Statement.2 s True; Statement-2is a correct explanation for Statement-1 (@) Statement-+ is True, Statement-2is True; Statement-2 is NOT a correct explanation for Statement-1 (©) Statement-1 is True, Statement-2is False. _(D) Statement-t is False, Statement-2is True. Comprehension #1 25. 28. 27. The compound shows below in the diagram, on treatment with acid catalyst isomerizes and equilibrium is established among the stereoisomers, CH-GH-GH-CH, where XH or cH, ax The equilibrium mixture contains all the three stereoisomers of this compound. Specific rotation of pure dextro isomer is +62” while the specific rotation of the equilibrium mixture is + 22°. Also the equilibrium mixture contains 20% of the meso isomers, Answer the following three qeustions based on the above information, The percentage purity of the equilibrium mixture is (A) 28% (835% (©)46% (0) 54% The percentage of racemic mixture present in the equilibrium mixture is (A) 35% (©) 45% (©)65% (0) 80% Composition of equilibrium mixture is (A) 20% meso, 58% dextro and 22% laevo _—_(B) 20% meso, 60% dextro and 20% laevo (©) 20% meso, 54% dextro and 26% laevo (0) 20% meso, 30% dextro and 50% laevo Comprehension #2 A research scholar synthesised the compound A in the laboratory cH, ‘0 Ais CH, UK CHI-COOH He wanted to study this compound in acidic medium and kept for some time with heating. After an hour, when isolated the compound, to this surprise, he got the mixture of two compounds B, C. He studied their properties and compound them with A [Corporate Office + OG Tower, AG & 62, PIA, Neat Gly Wall, Jhalawar Road, Kola (a) jie yaw resonance oT TE TED SOU BEET TOOD SB SST CO URIOAR TOOT PTCORIOR Resonance} Educating for better tomorrow28. 29. 30. A 8 c Reaction with NaHCO, 160, Noreaction _Noreaction Blue litmus red No No Naot No No Yellow ppt [Ag(NH) I No No Sitvermimor Hint: A 8°", B+ 0] Compound B is ° ° ® ck ® Chen © (O) None ‘OH CH.-OH Compound C is ° 1 t= HOH (a ® ou -bcn, (®)CH;-CH,-CH=O (C) i (0) CHy-CH=O Bis formed due to (A) Cleavage of C-O bond followed by esterification between -COOH & -OH present. (®) Decarboxylation of -COOH group (C) Oxidation of -CH,COOH into~COOH ()None Comprehension #3 Tartaric acid [HO,CCH(OH)CH(OH)CO,H] was an important compound in history of stereochemistry, Two naturally occuring forms of tartaric acid are optically inactive. One optically inactive form (P) has a metting point of 210-212°C and can be separated into two optically acitve forms, whereas other optically inactive form (Q) cannot be resolved futher. Optically inactive form Qis at. 32. 33. 34, (D) none of these A optically inactive form P is (A) Optically inactive due to internal compensation. (B) Optically inactive due to presence of plane of symmetry, (C) Optically inactive due to external compensation. (O) Optically inactive due to intramoleuclar hydrogen bonding, Total number of optically active forms of following compound. Ph cH, Ho Ph Allegra, a common prescription drug with the structure shown below, is given for the treatment of seasonal allergies, How many stereogenic carbon does Allegra possess ? GH. ~aGOOH CH, Fe, HOY) on arpa Oi CS Tot SH BER War Ci Wa Tay Ro Rae ay Resonance} ducating for better tomorrow36. 36. 37. 38. 39, 40. a. 42. a HAC; oH: (1) NaOCL, ‘OH i 3 J (2H 8) The total number of isomeric products formed is What is the number of all the structural isomers of octane with five carbons in their principal chain ? How many optically active compounds are possible in the following reaction ? + Gin rmonechlometce product (S) HM ct, eto cx Lan, + Hore coon fs tem) (eal) (tml) How many xbond are pesentin compoud A? A smallest, optically active, acyclic alkane can obtained by catalytic hydrogenation of any of the five structural isomers of an alkene. How many of these alkenes are chiral ? Calculate sum of X and Y in the given molecules, X= Number of molecule having plane of symmetry ; Y’ lumber of molecule having centre of symmetry BI HL 0H woe . 0% i) i oH 0, oH > sn Ww » xx XX H.C "CH, oo co Mid a ‘A2M solution of glyceraldehyde (HOCH.-CHOH-CHO) was placed in a polarimeter tube of length 100 mm. Using the sodium D line, a rotation of 7.2° was found in clockwise direction at constant temperature, Determine the specific rotation of the compound. Match the column Column (Molecule) Column-l (Property) cH, a” >= “ () Chiral atom is present 8 0, ® “XD (@) Molecule is chiral on () CH, (f) Plane of symmetry is present Oa on (6) Centre of symmetry is present Resonance} Educating for better tomorrow [Corporate Office + OG Tower, AG & 62, PIA, Neat Gly Wall, Jhalawar Road, Kola (a) jie yaw resonance oT TE TED SOU BEET TOOD SB SST CO URIOAR TOOT PTCORIOR43. Column-4 (Compound) (A) NaHICO, solution (Naso, (C) dil. HCI g ) cH{O)-$-c1, KOH ° Match the column (I) and (I). Column(!) Molecule @) O-p ® | CH-CH, ©) ©) MM Column (Compound) a (8) oO 2O-O [i \ © ® 8 Column-ll (used for separated between) © 7\4 &\ yp (@) Water insoluble amides & water insoluble amines () CHy-CH,-OH and CH;-CH=O (6) Water insoluble carboxylic acids from water insoluble phenols Column (il) pKa of conjugate acid os (95.33 (9 10.65 (9) 10.95 Column-l (PK, values) 13.60 @621 (93.35 (8.80 Resonance remensss Educating for better tomorrow le [Corporate Office + OG Tower, AG & 62, PIA, Neat Gly Wall, Jhalawar Road, Kola (a)