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Organic chemistry questions for jee advanced

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33 views12 pages

Selfstudys Com File

Organic chemistry questions for jee advanced

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akash9069pnp
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BIOMOLECULES 11. Which statement correctly completes the statement ? Except for glycine, which is achiral, all the amino acids present in proteins (a) are chiral, but racemic (b) have the L configuration at their a carbon (©) have the R configuration at their « carbon (@) have the S configuration at their a carbon 2, Assume that a particular amino acid has an isoelectric point of 6.0. Ina soluti ‘which of the following species will predominate ? Seen R R ol | (a) H,NCHCOH (b) HANCHCO,H i i (© HyNCHCO} (@ H,NCHCO; 3. values for the three ionizable groups X, Y and Z of glutamic acid are 4.3, 9.7 and 2.2 HO,C—CH, —CH —CO, x | 2 4+NH ‘The isoelectric point for the amino acid is + (@) 7.00 (b) 3.25 © 495 © 5.95 10. I An amino acid may be represented by general formula HN-CH~COOH. IfR = -CH,C,Hs then it is phenylalanine (Phe) and if R =CH, then it is alanine (Ala). Find the sequence of, reagents from those given below to synthesize Phe- Ala. CH, CH, I () ZNHCHCO,H (2) H,NCHCO,CH2C.Hs CH{CoHs CHyCgHs | (3) ZNHCHCO,H (4) HyNCHCO,CH,C,Hs (@) Land2 (b) Land 4 (© 2and3 (@) 3and4 |Iso-electric point of alanine is (pH = 6). At which pH, maximum concentration of zwitter ion of alanine will be present ? (a) pH> 6 () pH<6 (© pH=6 (@) pH=7 ° I NH, ~ CH -C- NH-CH, -CO,H I CHS Identify the amino acid obtained by hydrolysis of the above compound: (a) Glycine (b) Alanine (©) Both (a) and (b) (d) None of these At iso-electric point : (a) cone. of cation is equal to conc of anion (b) Net charge is zero. (©) Maximum cone. of di-polar ion (Zwitter ion) will be present (d) Alll of the above ‘Which of following amino acid has lowest iso-electric point ? (a) Glycine (b) Alanine (© Aspartic acid (4) Lysine Find iso-electric point of given amino acid CH, ef —CO,H pK, =22 oH 4d @ 33 @) 59 © 96 @us Find iso-electric point of the given amino acid ° I H-0~€-CH, ~CH, ~CH-COH (OK, NH K-49) Ox, @ 55 ) 65 @3 @s 12, 13. 14, 15. 16. 17. 18. 587 ae = Nite ae ~ C=C HES (A) By Product (B) of given reaction is : (a) Glycine (b) Alanine (©) valine (d) Leucine Which amino acid does not contain chiral centre ? (a) Valine (b) Leucine (© Glycine (@) Iso-leucine ‘Which of the following is Sanger reagent ? (@) 2,4-Di-nitro flurobenzene (b) Phenyl isocyanate (© 2, 4-Di-nitro chlorobenzene (d) 2, 4-Di-nitro iodobenzene A D-carbohydrate is : * (a) Always dextrorotatory, (b) Always laevorotatory (©) Always the mirror of the corresponding L-carbohydrate (d) None of these Which L-sugar on oxidation gives ai optically active dibasic acid (2 COOH groups) ? cHo CHO Ho cHo H OH H OH OH OH HO—j—H (@ HO Fo Bol. OH @ H——0H HO H H on OH yo tg cH, cH,OH cHoH Gicn cH = N—NH—Ph | ¢—.N—NH—Ph Ho —}—H The given osazone can be obtained by : H—}—0H H—f-0n cH,OH (a) D-glucose (b) D-mannose (© Dildose @ Both (a) & (b) Which of the following pair gives same phenyl osazone ? (a) D-Glucose and D-Allose (©) D-Glucose and D-Alfrose (©) D-Glucose and D-Mannose (@) D-Glucose and D-Talose Which of the following is the Fischer projection of L-threonine (also known as (2S, 3R)- 2-amino-3-hydroxybutanoic acid) ? CO,H CO2H COjH H.N-LH @ "H-bon CHy 19. 20. 21. 22. 23. Among the three compounds shown below, two yield the same product on reaction with warm HNO,. The exception is : CHO CHO CHO HO —}—H HO. H HO. H @u Fe © eft @ None of these H ‘OH H OH CH,OH CH CH,OH ‘The optical rotation of the a- form of a pyranose is + 150.7®, that ofthe f- form is + 52.8°. In solution an equilibrium mixture of these anomers has an optical rotation of + 80.2°. The percentage of the a-form in equilibrium mixture is : (@) 28% (b) 32% © 68% @ 72% ‘Which of the following represents the anomer of the compound shown ? HOCH, Lo. Ht HOH H oH HC OH HOCH, 9-H oO. 9H @ HOH Hl OH 1H on H oH © HO @ None of these HOCH, HOH Which set of terms correctly identifies the carbohydrate shown ? 0. CH.OH HOH on HO (OH (2) Pentose (2) Pentulose (3) Hexulose (4) Hexose (5) Aldose © Ketose (© Pyranose (8) Furanose (@) 2,68 ©) 26,7 15,8 (@) Asset of terms other than these For the complex conversion of D-glucose into the corresponding osazone, the minimum number of equivalents of phenyl hydrazine required is : @ two (©) three (© four @) five ‘Which one of the following compounds will form an osazone derivative ? (@) CH,CH,COCH,OH (b) CH,COCH,CH,OH (© CH,CH,CHOHCH,0H (d) CHyCH,COCH,0CH, 26. 27. 28. 29. Which of the following structure is L-arabinose? CHO CHO CHO CHO HO——H HoH yo 1-4 —t-on HO—}-H (@ H—}~OH @) H—}-0H (HO-]—-H @ H—-]—OH H OH HO H HO H H OH (CH,OH CHJOH cH,OH CH,OH ‘Which one of the statements concerning the equilibrium shown is true ? Hogs {to wots to HO — HO fe St ee oH noe Mon nO (@) The two structures are enantiomers of each other. They have equal but opposite optical rotations and recemize slowly at room temperature (b) The two structures are enantiomers of each other. They racemize too rapidly at room temperature for their optical rotations to be measured (©) The two structures ate diastereomers of each other. Their interconversion is called ‘mutarotation (d) The two structures are diastereomers of each other. Their interconversion does not require breaking and making bonds, only a change in conformation ‘The configurations of the chirality centres in D-threose (shown) are : cHO Ho —}—-# Hon CH,OH (@) 2R, 3R (b) 2k, 38 (© 28,3R @ 25,38 Rapid interconversion of a-D-glucose and f-D-glucose in solution is known as : (@) racemization (b) asymmetric induction (©) fluxional isomerization @ muarotation Identify the correct set of stereochemical relationships amongst the following monosaccharides I-IV. OH OH OH on Q OMe on, OMe, OH OH on Me Me OFF OH H HL H @ a @ ay (a) Land Il are anomers ; II and IV are epimers (b) Land II] are epimers ; If and IV are anomers (©) Land I are epimers ; I and IV are anomers (@) Tand Il are anomers ; | and Il are epimers 590 30. 31, 32, 33. 34. 35. 36. 37. 38, ‘What is the structure of L-glucose ? ‘CHO CHO CHO HO H H OH H OH H OH HO H HO H 16 of the ® no no On on O on con (2) Non se HO H H OH HO H CH,OH CH) - OH CH - OH What is the structure of L-glyceraldehyde? H 4 (b) HO }— cHOH cH=0 (@) Both (a) and (b) ¢-oH HO—}—H_, the given is enol form of : a —}—on H—}—on cH,oH (@) D-glucose (D-mannose (©) D-fructose —(d) All ofthese Deglucose: A+B; Aand Bare: (a) D-mannose & D-mannitol (&) D-mannose & D-Fructose (©) DeAllose & D-Altrose (@ D-Glucose & D-ldose Stereoisomers of aldoheptose is (a) and stereoisomers of ketoheptose is (b). Ratio of a/b is: : 1 4 1 A is © 4 7 @5 OF oy @> D-Glucose "> (A); Product (A) is: (@) DGluconicacid (6) D-Glucitol (©) D-Fructose _—_(@) D-Glucaric acid D-glucose & D-fructose can be differentiated by (a) Fehling solution (b) Tollens reagent (c) Benedict test (@) Br,/H,0 DeGlucose exist in x different forms, The value of x (stereoisomer) @2 3 4 @s D-Mannose 2 p.Glucose#X= (4) ; Product (A) of above reaction is (@) D-glucose (0) Defructose. (©) Dtalose (@ Didose 39. Which of the molecules below will react with Ag* ? Ho Ho 9H Ho C20H HN g @ HO OCH, a NHCH,CH2 HO. HO: : o, te, ty. aH, HO. HO. 2 +O HO- -OCH3 cxonf?, a OH), On wT canes op HO. ‘OH OH bid ‘OH (@) @, Gili) and (vy) (b) Gi) and (iv) (©) Gv) and (vi) @) CO, (ii), Gil) and (wi) HO HO. HO 0. HO ‘OH HO on HO’ oe B. HO, HO HO HO. ee HO. eee 41. 42. 43. ORGANIC Chemistry for UTJEE) OH 1H oH Which of the compounds (A-D) depicted above is NOT a hemiacetal linkage ? (@) Compound A —(b) Compound (c) Compound (4) Compound D (©) None of the above (they are all hemiacetals) Which of the following Fischer projection formula is same as D-Glyceraldehyde ? CH,OH CH,OH CHO CHO @ on——cHo — ) Hon © on--cH,0H @) H-}-cH,OH a B H CHO H HO What is the structure of the monomer from which the following polymer was made ? Ph Pho Ph Ph h @) Pr © PHS © me © Ph. Ah “The following structure represents a subunit of a hydrocarbon polymer that may be prepared by a radical polymerization method. Identify the monomer that has been polymerized to make this polymer chain. @mnrw WN OO FAO" Aw Choose the answer that has correctly identified the number of acetals and hemiacetals in isomaltose. 45. 47. 593, ou oH isomaltore H Acetal Hemiacetal Acetal_ Hemiacetal @ 0 ° 1 ° © 0 + @i1 1 Predict the product of the following reaction. HO, OH noun HO. OH HO HO, Ho, 0-7~ome 0-7~on1 ® 0. OH ® ho. OMe E i ‘OH 0. OH Which reagent/s can be used to distinguish glucose and fructose ? ( Bromine water (1) Tollen’s reagent (IID Schiff’s reagent @) @, QD and GD () MD and () —— © Only @ only amy Choose the peptide that matches the abbreviation Phe-Val-Ala. ° 9 ° 9 e ° an ee Iu nol H,N—CHC_N—CHC—N—CHC—OH Hn GieN_ ene N_ ceo I CH, rich, CHy Hy Gicty Gh cH. CH, i @ © 9° 9° 9 ° 9 °O a ee te ole ol H,N—CHC-N—GHC-N—CHC—OH HaNHC—N—CHE—N—CHC—OH CH, CH. HCH Gh Gt, Gat cH, CH © @ 594 ORGANIC Chemistry for UTJEE 48. Which of the following carbohydrate(s) would not undergo mutarotation in aqueous solution? CH,OH CH,OH, ea FPO, HOH 0. OH ‘0. OCH KOH ay a on rs OH ony oH oH @) Tonly ) 1, Mand IV only (©) Tima (@ Land itt only 49. The number of peptide bonds in the compound. Hs Hye NHNH N " HyeScHs @1 2 3 ws 50. Serine (HOCH,CH(NH )COOH) is an essential amino acid, The correct Fisher projection of serine is NH, # @ H—}—cH,0n © vome—| a, Coon 00H CH,OH coon (@ H——coon @ EN Hy HOH 1.]@][2]/@]s]ol4]ols]ole]lolzl@ls|o 9. | @ }a0.| [a1 | © [22-[ © [33.[@ faa [a5.[ @ [a6 17.| © [18.| @ | 19. | | 20. | @ | 21. | [22.[@ [23.[ © [2a] @ 25.| © [26.| © [27-| © [28.| @ |29.| @ [s0.| @ [31.| @ [32.1 @ 33.| @ | 34.| © | 35.| @ | 36.| @ [37.[ @ [38] & [39.| © |40.] ce ai.| © | 42.| © | 43.| © | 44.| @ [45.[ @ [46.| © | 47.] @ |48.] 0 | 49.| @ [so] @ ‘J BIOMOLECULES 595, 1, Match the Column (1) and Column (11). (Matrix) Molecule Configuration ‘CHO H oP OH @ @) R- (Rectus) CH,OH ‘CHO HO. + H &) @ S- (Sinister) CH,OH i H © —- been © D ais ro @ — - © L Ont ORGANIC Chemistry for ITJEE A CHOH oH, 5 ©, cK on F DEY OH oH One cyclic acetal form of D-galactose is shown above. ‘A. Which atom is the anomeric carbon ? (a) Atom A () Atom B (© Atom c (@) Atom D (@) Atom E (O AtomF B. Which name most completely describes this cyclic acetal form ? (@) @-D.Galactofuranose (b) B-P- Galactofuranose (© @D-Galactopyranose (@) B-D- Galactopyranose 3. How many compound which is given below is isomer of D-Glucose ? D-Mannose, D-Fructose, D-Gulose, D-Idose, D-Galactose, D-Arabinose, D-Ribose. 4. How many acidic group is present in given amino acid ? Seie-Hcaiyct 00,8 103 EE | 1. a-pyryb-qs;e-qsid-pr 2. A-fB-c 3.5 42

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