PRIS RHR ARLE EELS HARE TE HE RENE TIONAL ow Che 9 % = % i; © % 3 a = =< Study Centre : " €M. College(2106), Balasore Enrollment No: 186043187 Name : LIPSITA DAS Programme Code: BDP (B.Sc) 2" Year Course Code > CHE - 05 OA: BEET ETE EE EEE EEO SER EERE HERS HEE TE RR HES NEE ESBr Tutor Marked Assignment CHE-05: Organic Chemistry Course Code: CHES ‘Assignment Code: CHE-05/TMA/2020 Maximum Marks: ‘This assignment is based on all the four Blocks of the entire course. Please answer in your own words; do not copy from the course material. (@) Give the IUPAC names of the following compounds: @ cH, CH,CHCHCH, by i) cH,cH,OcHCrICH, CH, b) Explain the type of hybridisation present in ethyne using suitable diagrams. Explain asymmetric synthesis using suitable examples. Draw and explain the energy profile associated with ring flipping of chair conformation of cyclohexane. Give reasons for the following: (2, 2-Dimethylpropane has higher melting point than pentane. (ii) B-carotene is red in color. iii) The region of IR. spectrum between 675 em” and 1250 cm" is called fingerprint region. ‘What is tautomerism? How is it different from resonance? (a) Explain the following: (Wurtz reaction, has limited synthetic applications. ii) Alkanes are relatively unreactive or do not react with most of the common reagents. Gi) Physical constants like boiling points, densities, ete. of alkanes generally increase with increase in the number of carbon atoms. (6) Give one example each of the following reactions: (@ —Sabatier-Senderens reaction. Gi) Decarboxylation of the carboxylic acid (@) Explain Saytzeff rule giving suitable example (b) Give mechanism of the following reactions: (Birch reduction (i) Wittig reaction Gi) Dehydrohalogenation of alkyl halides (@) What is difference between Markownikofi’s and anti Markownikoff"s rules? Explain with a suitable example. (a) Explain the following: @ The theoretical value of evolved, when hydrogens are added to benzene, is quite high as compared to the experimental value. (ii) _Nitrobenzene does not undergo Friedel-Crafts alkylation. 00 All questions are compulsory. Marks for the questions are shown within brackets on the right hand side. 2 @) () 6) (QH2H) 6) GB) Q@) Q @) oO @10. 12, 13, 14, 17, 18, 19, 20. (0) What do you understand by para-directing activators, para-direeting deactivators and meta-directing deactivators? (@) Explain the following: ( 1-Position in naphthalene is more reactive than the 2-position towards electrophilic substitution, Gil) Pyrrole is more basic than pyridine, (b) Predict the products of the following reactions: i) Oxidation of propylbenzene ii) Friedel-Crafts acylation of pyrrole iii) Friedel-Crafts alkylation of pyridine (@) Taking a suitable example, write the mechanism of an Sx2 reaction. Explain the effect of the structure of alkyl halides over the reaction rate. : () Explain why allylic halides are very reactive under Sy1 conditions. Explain the following: (a) p-Nitrophenol has higher boiling point and solubility in water than o-nitrophenal. (b) — Oxiranes are more reactive than open chain ethers. ‘Complete the following reactions: () — GH,OH + SOCl—§> (i) 2-Butanol _H'/heat —_— @CHCLOH (ii), A ors ScH, © cus-cre 0, aK, Hf (iii) Phenol w) (RMoX ry (mH H0 (@) How would you carry out the following conversions: « (i) Ketone to alkane (i) Alcohol to aldehyde (ii) Ketone to aleohol (6) What is mixed aldol condensation? Write its mechanism Explain the importance and preparation of chloramines T and dichloramiine T. (@) Differentiate between lactones and lactides. Give one method of preparation of each of them. (©) How can you convert 2-butanone to 2-methyl-2-hydroxybutanoic acid? Discuss the mechanism of Hofmann rearrangement. (@) Why do nitroalkanes behave as weak acids? 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