2016 Tarm-Rant (3e4-Wa-I1) ara da ae attrac WA -aa Tareft fate sqeet (grat sel soe 39 ag eerien elon agra Sara He) a wel 4 ga one we Ru ay & Gh feet Gi sti Hi A wd 4) safean a ga uta weil a 2 E1 ye Gen 1 otk 5 afard ¢ an ar weil 4 a wets ave a n-d-am Uw er Gen die veil} ae i) were we/am fare fad sem see ar faq me 81 sei} ae aah oie aren 4 fare or afte, fear aga soak yaaa 4 fear en 8 sik ga re a ee WBE WH-ae-TK (Ao Flo Uo) yer wt sited fifée eer feet srt srfees wifeea are ee aac ora Pre ey fea me sae ane ots wal fret sel cra @, Rial otal a wet ar ae 2 & fee fee ae eam HA aan 21 va oe sigftaa 3 a, dea an werach wale Hee set A wow € aft sam @, di sige atest ar aaa Ahm cen Saal AAfée Afar ett & werel Aer AER A seh sis ea 8 fea me wea a see a A AIT A STE fe a are aT Ta i we-we-se gfe Fare GS 7a sg ye aaa ye aM a ia: are (2) Identify the intermediate (X) and the products (¥) and (2) in the given reaction: 15 Go (X) ee a Cae 2) 1) Amy! nitrate (we ok fis ard 1 Re-2-om % are gm Al fafaafattrem A faa Fife Discuss the stereospecificity of addition of singlet and triplet carbenes to cis-2-pentene. 10 MH SSC-D- CHS 3 [pro(@) fa ater 4 (x) A yea Are : H2SO4/FeSO, () CoHsNHg + CgHsNOy + (9) > faite ° f NHpNH Sioa) Identify (X) in the reactions given below : 10 HyS04/FeSO, () ColisNHg + CgHgNOg + (XJ) —“—*———*_> Quinotine 9 NH NH x) @ ae) 3. (a) fra eater aw ony fea see arate at? O- a. . How will you carry out the following conversion? 10 CH3 CH3 A ee — ‘Br (b) We wo Wo ato Uo At a a zie % ae afien A send A AP aoe A fatear ffs) Discuss the stereoselectivity of products in the reaction of MCPBA with cis- and trans-butene. 10 (co) Fe afters 1 ger sere ar yaigae aifre cen Beenfata a age Are : @ CHal Zn-Cu (i) Hy¢—cH=cH—cH,0n SOC2 1) NHJOH iil) CoH — C= (iii) eg eal Olaircis Hy Predict the major products in the following reactions and write the mechanism : 10%3=30 i 0 XC (ii) Hyc—cH=cH—cHon S082, 1)NI (iti) Cgtts—c=0 NAOH 2) PCls M-ESC-D- CHM 25 44. (@) (i) Wase a aaa ara} wy a dees SAK A sere om Ba 41 sa A eat ta BRET a acy Fae Stobbe condensation of acetophenone with succinic acid gives two products. Write their structure and stereochemistry. 10 (@) Pra tee ates fra 4 Alcl, % ae aie we a raza (sngdR) sara 31 wal Hea a ge ify Ue acrgU fH omy Sea HA gH at Phenyl acetate reacts with AICI, in an inert solvent to give two isomers. Write their structures and indicate how you will separate them. 5 () Fa Al ties, sate a Wash A aise Se) gear aren aaTgC : aogpand 5 r-) w (ii) (iii) (iv) (vy) Classify the following as aromatic, non-aromatic and anti-aromatic. Give reasons 10 e070 O @ (i) (iii) (iv) () (o) Taga Teresa ara % ae aaa AA Gis ah 5 ay are sah yaa, wits ara % Faq 3 ay aaa 81 afters A ae a aren Ase Glucose on periodic acid oxidation gives 5 molecules of formic acid, whereas fructose gives only 3 molecules of formic acid. Explain with reactions. 10 (@) fra wait % farm fafa vel a aga Aa: ° @ c > aART-6 (i) Hy) — aia Write various steps for the following conversions : 15 opm (i) EN —> Biphenyl ‘M-ESE-D-ERM [28 5 [P.T.0.5. (a) (b) ( (a) (e) ‘ws—B / SEcTION—B Sereda 4 ene eegon & 1,5-five & Reereiite yafiara & form qead-eieta Ram nega afae) gi THe We alo saan} wa wwe aif Give the Woodward-Iloffmann rule for sigmatropic rearrangement for 1,5-shift involving hydrogen in pentadiene. Ilustrate with FMO approach. 10 fre ofifea 4 gear sere (x) aan Wa ea aaa A en A aren ifire : eas Ofer 7) Write the major product (X) in the reaction given below and explain its formation : 10 CH3 Fa GaSe ges) am Pra waicer 38 ath? ge enfrt oai a feria : (ea + N- 102 How will you carry out the following conversion? Write the steps involved in it: 10 Cees NOp CH (CHg)p—C=C—(CH),CH, % #ifsan ait ala NH * aa teha 9 oa A Baten A faa Ff Discuss the stereospecificity of reduction of CH (CH ),—C=C—(CH2)CH to alkene with sodium and liquid NH. 10 3-ahh-2,3-srehfaeirer A teatetfers KOH % ara afer A aaa aval fafa geri a aa) sere A srtfire aiea a Fawr mega ATE) Write various products formed from the reaction of 3-bromo-2,3-dimethyl- pentane with alcoholic KOH. Indicate the relative. yield_of the products.__10.__ M-ESC-O-C#M| 25 66. (a) Pata ae aie A wear Ase, a air ya A afte aera ae aa 8) APB ht feafati a sea A (J CH,COCH,CH, (i) CHgCOCH,CH,CH(CH), (ii) CH,COCH CHC (CH). (iv) CgHsCOCH,CH, Among the following, identify the compound which can undergo Norrish type II reaction, Write the mechanism ; 10 () CH,COCH,CH, (i) CHgCOCHjCH,CH(CHg), (iii) CHCOCH,CHC(CH,)3 (iv). CgHsCOCH,CH, (b) fre afte & fae aed an daa genet ar ach Afar : 9 . a Write the intermediate and possible products for the following reaction: 10 hy 325 nm () UgeiFi-6,6 wa ahha A Gree SA arch gage A aca ferftaa! sash BR aren aM 2? Write the structures of repeating units of Nylon-6,6 and Terylene. How are they prepared? 10 (@) So Go to Al sac terme dora & wake % fry seerh afte A Fee Ase Discuss the forces responsible for the stability of double helical structure of DNA. 10 (e) IR Bag ar sai wes fea wa Zar 1,3-areaceaaA Srgeite Hl A yeaa ST WaT 8? How can cis and trans-1,3-cyclohexane divl Le distinguished using IR spectra? 10 ‘M-ES6-D-EAM| 25 me7. () fH affeansit § yea ser A veahie sik ae Frain A face ase CoH Cols * (pice ec mens > ou bn Ss 1) NH ) oO 2) KOH, 4 Identify the major products in the following reactions and discuss their formation : 1s Colts Colts , (i) HsCs—¢—0—cH, > bu bu b (i) Ca. 1) NaH, 2)KOH, A” (b) Fre A weedeat offen % sare ferflre, + () CH,=CH—CH=CH—CH=CH, (i) CH,—CH,—CH=C=CH,, (ii) 2CH,=CHy Write the product for the electrocyclic reaction of the following : 15 () CH,=CH—CH=CH—CH=CH, (i) CH,—CH,—CH=C=CH, (ii) 2CH,=CH, (co) Pedi Avant & arate ag a he Ae wd SEA Caer gare BI aM =A fae feifeae) Give any two types of synthetic rubber and write the preparation of monomeric units. 10 (a) fra afte % fae 1-22, 1:88, 413, 5-81 TH 6-95 % sachfied cara ‘fire Ari a ghia fam : HL _,Cooch,CHg cai Assign the observed chemical shift values of 1-22, 1-88, 4-13, 5:81 and 6-95 for the following compound : 10 H_cooci,,cH eae. WC oH M-ESC-O-CHM [25 88. (a) RR 48 fee SO A Aa 229 nm 2? wee & fee wT aif: aw (ii) (i) eq (ty : 2 pale OU @) 8 Which of the following structures has imax 229 nm? Give the calculations of each : 15 @ Q (ii) 2G (iti) o (iv) l (o) Fra 8 aca ahs Mt 1 A fran wer ax HAT 8, BAA ea AIM) m/e ATi afte eat tien tet A fate Aa: () CH,CH,CH,CH,CHO (i) CH,CHOHCH,CH,CH, (iti) CH3CH,COCH,CH, (iv) CHyCOOCH,CHCH, Identify the compound, which can give M*-1 peak among the following. Discuss its fragmentation pattern with m/e values 10 (i) CH,CH,CH,CH,CHO (i) CH3CHOHCH,CH,CH, (ii) CHgCH,COCH,CH, (iv), CHyCOOCH,CH,CHy ‘M-ESE DERM 2S 9 [Pno,(o) Fra A wets oi acemratt ar ark clifire, goa seta oh ffi sry site wees Heal A HEA FARE, = () Afafecta (i) peereresia (ii) sages Draw structures, label equivalent protons and indicate the number of signals in each of the following () Mesitylene (i) _p-ethylbenzene (iii) Isopropylbenzene (2) fra aitieansit 4 aa are qea seme (xX) at Tee OC 8:02 xy 7 PO \ SURES OT eon! on “aC PDA xy HT Identify the major product (X) formed in the following reactions I NBs ae) acy POOADS ix) 1H om on wa U-ESC-O-CHM| 25 15 7BS-410