MUadda.com SE - IV (B66) PREEMPT = 2516-20) 7 Re- Prat, “ORG CHEMISTRY SH- 2o0l¢ Q.P. Code : 527502 oc-Ir (2 Hours) {Total Marks :g0 : (1) All Questions are compulsory (2) Attempt all subquestions together. 1. (a) Give the identification tests for 2 n-Propanol, _Benzaldehyde (>) Give distinguishing tests for 3 (i) Acetophenone and benzophenone (ii) Ethanol and phenol (iii) Aniline and nitrobezene (©) _ Complete the following reactions (Any ten) 3 . AH 2 Gi) Gemetylberade acl a 7 v) Na0n) Cc H/o Gil) Phtwel 1 Naor} con” HP? = (iv) Prenemthverne 0 Pekrusinn dvehnnmte 115% : . or 2 ww) Prebeldehyde + nibeettene 21, & (Wi) Pepameyl cnlade 4 t- butensl — Wi) Acekiphmme oxime ane, (viii) Bagh Wo-tene 82}, 0¢ x 4 4 ao Aniline Nanmthel tow tet 6 og ©) Pepanamide SRB 26 (xi) PRY aed ITURN OVER MUadda.comMUadda.com woseppe( iy wios"eppe a 2. @) 2. (b) {c) 3. (a) » g © 4. (a) 2 Answer any twe of the following :~ (i) Give the mechanism involved in the conversion of benzoyl chloride .'o to aniline by curtius reaction. (i) Write the product formed and mechanism involved when xe diphenylbutane - 2, 3-diol treated with acid. (iii) Suggest two different pathways to bring about convey on of benzaldehyde to cinnamic acid. Attempt the following conversion. 4 (i) Benzene to anthracene (ii) Phenol to salicyldehyde (i) State the types of strains present in cyclopropane, 1 (i) __ Explain energy profile diagram for various confatiters of cyclohexane. 2 Complete the following reactions. e 4 KH ) Chelepegylmetng! Webong! ov Ace (ii) Tao welts of tiny) ike see, Noche, ws (iii) Arce bidehygde Ss Pheng! hydwrine ——___———> . or Gy) Prpamaie ne@P + eral LtLher Write the mechanism of je following reactions with suitable examples 4 (any two) S @) Dieckmang$ondesation (ii) Benzil-bedZilic acid rearrangement (ii) Stevenig rearrangement Explain electySphilic substitution on phenol with reference to nitration and 3 brominatiop®¥eactions. of A following conversions (any two) 4 t-Butyl alcohol to trimethylactic acid Ali) Salicyldehyde to catecho! (iii) Diethylmalonate to propionic acid ITURN OVER MUadda.comMUadda.com 3 ‘ (b) Complete the following reactions & ) GHeen = cncHeH fb Conc), ; > o (iy | 2- Cyanereghrrtene Soe Ere Giiy Awesle Nal Ligon, —_—_ iv) pe negh d Ramey v1 HC . = © @__ Drawall possible conformers of n-butane > 1 ¢ (i) Comment on optical activity of cis- rand ag ,2-dimethyleyclohexane 2 = & 5. (a) Give the final product and mechanism of theycton 4 2 @ MST Se, = S on (ii) 2 atta of wee’ * 2 (b) Complete the following patil? Identify A,B,C,D. = s ced E a E Cag. & | baleen g « SY © a ayy" ok @ compound's is soluble in saturated NaHCO, with effervescence (©) Give twg\nethods of syntheses of methylphenylether and discuss its reactions 3 ith (TURN OVER MUadda.comMUadda.com 4 6. (a) What are & - haloketones? Write a note on a rearrangement involving a- -4 haloketones with base. Mention clearly about the intermediates formed and their stability. (b) Write the products formed when cyclohexanone reacts with 4 (i) Ph,P=CHCH, (ii) 2,4-DNP (iii) Al - isopropoxide (iv) K,Cr,0, (c) Write the products of reaction of anthracene with 3 (i) Na/Isoamyl alcoho! , H* A (ii) HNO,-H,SO, Gii) H,SO, woseppe( iy wios"eppe a MUadda.com