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    605208-Spectroscopy

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    47 views15 pages

    Spectros

    Uploaded by

    gaurav kumar
    Spectroscopy file pdf.

    Copyright:

    © All Rights Reserved
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    eae Cay BMT) Single Correct Type Infrared Spectroscopy 1. Hooke’s law relates the restoring force, fto the displacement q as (@) f=-Kq, (0) £=Kq (f= Kq? @) f=-Kq@? ‘The intensity ofan absorption band is always proportional to the (a) Atomic population (&) Molecular population of the initial state (c) Molecular population of the final state (@ Temperature The vibrational stretching frequency of diatomic molecule depends on (a) Force constant (b) Masses of two atoms (© Bothaandb (None Force constant is expressed in (@)Dynescar! (by dyneAt — (e) Nar! @Al For HCL, = 1.63 x 10-77 kg, the observed frequency ¥ = 2890 om™! or v= 8.67% 10"3 Hz. The force constant K is (a) 4.83 mdyn At (0) 8.43 dynes cnr? (©) 483 port (@Bothaandc q for NO, CO, HCl is 0.048 A, 0.05 A, 0.10 A. Thus q is _(@) Larger when the force constant is srmaller (b) Smaller when the force constant is smaller (©) Larger when the force constant is larger (d@) None Since the nuclei in a polyatomic molecule do not always vibrate in a simple harmonic ‘manner, there arises (@) Harmonicity (b) Anharmonicity in molecular vibrations (c) Fundamental frequencies @all The frequency of vibration of H, is 4159 cm! and dissociation energy is 4.5 eV. Assuming that it vibrates as a SHO, its vibrational quantum number corresponding to dissociation energy, Dis (8 (10 ©7 @6 10. ll. 12. 13, 14. ‘The vibrations, without a centre of symmetry are, active in (a) Infrared but inactive inRaman —_(b) Raman but inactive inIR (c) Ramanand IR (d) None ‘The frequency of vibration ofa bond is a function of (a) Force constant of the bond (b) Masses of the atoms involved in bonding (c) Bothaandb (@ Bond order The order of decreasing vibrational frequency for C—Cl, C- Br, C—C, C—O andC His (a) C-H, C-C, C-O, C- Cl, C-Br (b) C-Cl, C-Br, C-C, C-H, C—O (c) C-O, C-H, C-Br, C—Cl, C-C (d) C-Br, C- Cl, C-C,C-0,C-H The increasing order of stretching frequencies for C= C, C= C andC—Cis (a) C-C>C=C>CsC (b) CaC>C=C>C-C (©) C-C>C=CC=C Ethanol and glycol in CCl, exhibit broad O—H str. near 3350 cuz in IR spectra.On dilutic with CCL,, the spectrum of glycos does not charge but that of ethanol exhibits a sharp bat at 3600 cm in addition to band at 3350 cme because (2) Intermolecular H-bonding is concentration dependent (b) Intramolecular H-bonding is not affected on dilution (c) Bothaandb (d) None : Inthe IR spectrum of aroyl chloride, a weak band near 1750 cnt results from (a) inductive effect (b) Fermi resonance between C = O band and first overtone (c) conjugation effect @all Compound, C,H,, shows absorption at 1380 cm“! Itis (a) Pentene (b) Cyclopentane (c) Pentyne @Al Ketenes absorb in IR at a very high frequency (2150 cm) because (a) The inner Cis sp-hybridised (b) The more s character in a bond, the stronger it is (c) Inner C is sp? hybridised (4) Botha and b 17. 20. 21, 22. 23. 24. 25. ay EDUCATION ga Ring strain in lactone (cyclic ester) or a lactam (cyclic amide) (@) Increases carbonyl stretching frequency (b) Decreases carbonyl stretching frequency (c) Increases C=C frequency (@) Decreases C=C frequency Ina-haloketones (a) Two C=O stretching bands are observed (B) One band has normal frequency (c) Other band is at higher frequency due to eclipsed interaction between halogenatom and C=O group (d) Allstatements are correct Acompound C,H, decolorises Br, in CCl, and gives a white precipitate with Tollen’s reagent. It has sharp band at 3300 cm! and weak bands at 3085, 2110 cm. It is (a) Phenylacetylene (b) Phenyl propylene (c) Phenyl ethylene (@) Octene A compound of molecular formula C,H,0 has a strong infrared absorption band near 1690 cur. The most likely structure for the compound is (2) C,H,CH,CHO & Cs ony ZH, © no-{_)-cHt= cH, (@C,H,COcH, The wave mumber of IR absorption i ..nn is the reduced mass. (2) directly proportional to (© inversely proportionalto (©) independent of + @ directly proportionalto square of The number of vibrational degrees of freedom in C,H,CH, will be (39 (b) 15 @I1s (a) 40 ‘Which ofthe following molecules will not show infrared spectrum? @H, (®) HCL (©) CH, @HO ‘The phosphorescence spectrum of the excited species is due to (@ Singlet to triplet transitions (b) Triplet to singlet transitions (©) Vibration modes (d) Electron spin transitions Among the isomers of C,H, given below, the compound which exhibits absorption band at 3300 cor and 2220 cm” in the IR spectrum, is (@) 1,3-butadiene (b) J-butyne (©) 2-butyne-—(d) cyclobutene 26. 27. 28. 29. 30. 31. Monomeric saturated aliphatic carboxylic acids show carbonyl stretching frequencyn 1760 cr while saturated aliphatic ketones near 1720 cnt! because: (@) Mesomeric (M) effect is dominant in acids over the inductive (1) effect . (®) I effect is dominant in carboxylic acids over the mesomeric effect (c) J effect in ketones is dominant over the M effect. (d) M effect in ketones is dominant The exceptionally low carbonyl stretching frequency (1650 cm7!) in 2, 4, cycloheptatricnone is due to (a) Conjugation effect (b) Steric effect (0) Field effect (@ Electronic effect ‘The correct order of IR stretching frequency of the C=C in the following olefins is OF O= P= I 0 mm (@I>0>Im0 (bo) 0>II>1 (©) M>M>1 (a) DI>1I>i ‘The bond that gives the most intense band in the infrared spectrum for its stretching vibrati is , (@C-H (b) N-H (0-H @sH The IR stretching frequencies (cm) for the compound X areas follows: 3300-3500 (s, br); 3000 (m); 2225 (s); 1680 (s). oo NC ‘OH x ‘The correct assignment of the absorption bands is () Voor) = 3300-3500; Vecq = 3000; Vicy = 2225; Yoo) =1680 (8) Vo = 3000; Ycyy = 3300-3500; Vioyy = 2225; Veco) = 1680 (©) Voom = 3300-3500; Ycyr =3000; Vieyy = 1680; Veo) = 2225 (© Yow = 3000; Vic) =3300-3500; Vicyy = 1680; Vico, = 2225 Inthe IR spectrum of p-nitrophenyl acetate, the carbonyl absorption band appears at (@) 1670 cnr! (b) 1700 cm (c) 1730 cm (@) 1760 en! In the IR spectrum, carbonyl absorption band for the following compound appear at nn) Cory Oo o (2) 1810cnr! —.(6)1770 ene" — (6) 1730emr! —4) 1690 em Arrange in the decreasing order of carbony! frequency 9 5 9 Ot ote @ an (ml) a) @IV>I>I>M@)I>1V>M>N6)IV>0 I> (d) I>IV>1>01 R Spectroscopy The "HNMR spectrum of CH,OCHCICH,Cl will exhibit {) A three proton doublet. One proton singlet and a two proton doublet (b) A three proton singlet. One proton singlet and a two proton doublet (©) Athree proton singlet. One proton triplet and atwo proton doublet (@)A three proton triplet. One proton triplet and a two protontriplet Anorganic compound with molecular formula C,H,Cl, exhibits only one signal in the 'XI NMR spectrum The compound is (a) 2, 2-dichloropropane (b) 1, 2-dichloropropane (c) 1, 3-dichloropropane (@) 1, 1-dichloropropane "H-NMR opectrum of compound with molecular formula C,HNO, shows 8 530 (broad, 1H), 4.10 (q, 2H), 2.80 (d, 3H), 1.20(¢, 3H) ppm. The structure ofthe compound that is consistent with the above data is (@) CH,NHCOOCH,CH, (b) CH,CH,NHCOOCH, () CH,OCH,CONHCH, (4) CH,CH,OCH,CONH, Which of the following has three types ofhydrogens in the following compounds (@) Br-CH=CH, (0) CH, - CH, - CH, (©) CyH,CH, (@) CH, — CH, ~ CH(CH,)- NO, Only one signal is present in the PMR spectra of @CHy CH, (b) CiHeCsHyy (0) CyH,g, CHO (4) All How many Hertz does 1 ppm correspond to for an PMR spectrometer operating at a radiofrequency of 60 MHz and 100 MHz? (@)6 Hz, 10Hz — (b) 60 Hz, 100 Hz (c) 100 Hz, 60 Hz (d@) None 40. 41. 42. 43, 44. 45. 46. 47. 48. tate ay ‘Compound C,H;,0 gave PMR spectrum consisting of two groups of lines (mnultiplets) with relative intensities in the ratio 3 : 2. Other compound of the same formula exhibited two lines with relative area of9 : 1. Compounds are (@)Diethylether (b)t-Butylaleohol (c)Bothaandb (4) None Distance between the centres of the peaks of doublet is called (@ Coupling constant (©) Spin constant (©) Spin-spin coupling (d)None ‘The PMR spectra of H,, CH,, C,H, and C,H, exhibit (@) Singlet (b)Doublet (©) Triplet @ Quintet A proton H, is coupled to four equivalent protons H,. The multiplicity and the relative intensity oflinesinthesignalH,is * (a) Doublet, 1:4 (b) Triplet 1:4:6 (©) Quintet, 1:4:6:4:1 (@) Quartet 1: The peaks expected in low-resolution NMR spectrum of vinyl chloride and ethyl cyclopropane are @3,5 ()5,3 (63 (4)3,6 ‘The NMR frequency in MHz of bare H! in a magnetic fiold of intensity 1.4092 tesla is (given gy, = 5.585, py = 5.05 x 10-27 77-1) (®)60MHz = (0) 120MHz_~—(«) 100MHz = (d) 1S MHz. Atroom temperature, the number of singlet resonances observed in the 1H NMR spectrum ofMe,CC(O)NMe, (N, N-dimethyl pivalamide) is @3 &)4 ©5 @2 Which of the following compounds is expected to show a sharp singlet for one of its proton at 5> 8ppm in !H NMR spectrum, given that this signal remains unaffected on shaking the solution throughly with D,O? (8) CH,CO,H (b) CH,CONHC,H, ()n-C,H,,C = CH @n-CgH,;CHO 1H NMR spectrum of [18]-annulene shows (a) only one peak at 57.2 (18H) _(b) only one peak at 5 5.0 (18H) (© two peaks at 5 9.0 (12 H) and 8 -3.0 (6H) (@) two peaks at 6 9.0 (6 H) and 53.0 (12 H) 49. 50. SL. 52. 53. 54. Coa ay AeNy J Compounds A.andB exhibit, two singlets, each in their 'H NMR spectra. The expected chemical shifts are w ior a ® - 70. wero i Me 0 (@) 6.9 and 2.1 for A; 7.7 and 3.9 for B(b) 7.7 and3.9 forA; 6.9 and 2.1 forB (©) 6.9 and 3.9 for A; 7.7 and 2.1 for B(d) 7.7 and2.1 for A; 6.9 and 3.9 forB An organic compound (MF; C,H, 0) exhibited the following 'H NMR special data: 52.5 (BH, s), 3.8 (3H, s), 6.8 (2H, d, J8 Hz), 7.2 (2H, d,J8 Hz) ppm. The compound, among the choices, is : (@4-ethyiphenol (b)2-ethylphenol _(c) 4-methylanisole (4) 4-methylbenzyl aleobol Appropriate 'HINMR chemical shifts (6) for the protons A-D forthe following compounds are > HG, _ ‘OCH; H oH B A (@)A-6.8;B-5.7; C-3.9; D-2.1 ppm _ (b) A-6.8; B-5.7; C-2.1; D-3.9 ppm (Q)A-5.7; B-6.8; C-3.9;D-2.1 ppm (d) A-5 8; C-2.1; D-3.9 ppm 1n 400 MIz !ILNMR spectrum of organic compound exhibited a doublet the two times ofthe doubletare at § 2.35 and 2.38 ppm. The coupling constant (J) value is (@®)3Hz ()6Hz (@9Hz (@12Hz In NMR spectroscopy, the product of Nuclear ‘g’ factor (g3.), the nuclear magneton (By) and the magnetic field strength (B,) gives the (e) energy of transition from.c. to B state (b) chemical shift (©) spin-spin coupling constant (d) magnetogyric ratio Am organic compound having the molecular formulae CH, , exhibited two singlets in the 1H NMR spectrum and three signals in the °C NMR spectrum the compound is Oh o “LS we 35c 56. 57. 58. 59. 61. 62. rag Go a J The !EINMR spectrum ofa dilute solution ofa mixture ofacetone and dichloromethane in CDCI, exhibitstwo singlets of | : 1 intensity. Molar ratio of acetone to dichloromethane inthesolutionis @3:1 1:3 @ia @1:1 No. ofsignals in !H'NMR inthe given molecules are . H, Lh a By (2)3, 4,4, 3 respectively (b) 2,6, 4, 2 respectively (©) 2, 4,6, 2 respectively (4)2,4, 2, 6 respectively ‘What willbe the change in value ofy(gyromagnetic ratio) if we double the applied magnetic field (@) It willremain same (&) Itwill get doubled (©) Itwilbecome half (@ Itwill become four times Chemical shift value of proton attached to hetero atom depends upon (A) Concentration @) Temperature (©) Solvent (D) External applied magnetic field ‘Which statement are correct (a) Both (A) and (B) () (A), B) and (C) (2) (A), B), (C)and@D) @ (A), (C) and (D) only APMR spectrometer operates at 300 MHz. Find the value of magnetic field. Given: gy 5.585 and By = 5.05 « 10-27 JT, (@) 7.05T (0) 6.38T © 158T ()5.93T HY, C8, F'9, P5! have nuclear spin equal to @12 @L @o (3/2 Inp-xylene, the ratio of methyl protons to ring protons is 6:4 while for mesitylene, itis (6:4 (b)3:2 (9:3 (6:3 Acompound ofmolecular formula C,H, ClO shows a romient band in its IR speotrum at 1690 cx, "HNMR spectrum revealed only two major typ;es of protons in the ratio of 5: 2. Which one of the following structures best fits the above data? @ € p-atxcoa @) a )-o-cx, © € p-00-a,c1 @ pcx cl 63. 64. Cag tay / EDUCATION gag An organic compound Q exhibited the following spectral data. IR 1760emr! THNMR: &(ppm): 7.2 (LH, d, J= 16.0 Hz), 5.1 (1H, mi), 2.1 (3H, s), 1.8 BH, d,J=7.0 Hz) BCNMR: 6(ppm): 170 (carbonyl carbon): Compound Qis oO PY w < ol Che Se ‘Me se eviaghaene seg ey Hos is shownbelow. IR spectrum shows medium intensity band at 3270 and 2180 pone’ Draw structure of compound. 5 13H, t) 8 2.8 (1H, s) 5 43 C1 : $ CH, qd) ° (@) CH;—CH, -C—O—C =C—-H (b) CH;—CH, -O—C—C=C—H On 0 0. olf a {) oO Ultraviolet Spectroscopy 65, 66. Compare solvent shift on the n> 1* transition ofacetone (@) H,0 = CH,OH = C,H,OH = CHCI,=C,H, (0) H,0> CH,OH > C,H,0H > CHCI, > C,H, (©) H,0 CH,0H o* Qo>o* (a>x* (S)n— 1a" (Dn nt & rt (b) 1-8, 2, 3-T, 4-P, 5-Q, 6-T @ 1-1, 2-P3-S, 4B, 5-Q, 6-T One or More Than One Correct Type H, te Orbtbea willshow (@) tautomerism (©) IR frequency around 1715 cnr? 9 2, we willshow HC CHS (a) quartet (6) 1 doublet Hy 3 PHCH,— OH wit show HC (@ triplet (©) septet (©)3 signals (@Nucleophilic substitution reaction (©triplet (@2 doublets (©) doublet @)singlet T, cy ‘Two doubles are shown by i (@)CH,-COOCH,CH(CH,), __(b) CH, -O-C-CH, -CH(CH,), © H-0-C-ctt, cH @ CH, -CH,-CH, CHF, Numerical Answer Type Total number of 'H NMR signals in the given compounds is AQ 0 Total number of 'H NMR peaks in the given compound CLHC - CH (OCH,CH), is . Total number of HNMR peaks inthe given compound is: OH Me ‘Total number of deshielded electrons inthe [18] annulene is__. (OH) value (in ppm) for different compounds A, B and C is 2.0, 5.0 and 11.0. The most acidic compound among A, B and Cis that which has 6 values, ; Total number of HNMR signals in the diammoniumEDTAis : ‘Total number of 'H Signalsin the zwitterion formofglycineis___. ‘The compound shows a proton-NMR peak at 240 Hz down field from the TMS peak in a spectrometer operating at 60 MHz. What are the value of the chemical shift in the ppm relative to TMS? Aproton has resonance 90 Hz downfield from TMS when the field strength is 1.41 Tesla (14,100 Gauss) and the osciollator frequency is 60 MEz. (a) What will be its shift in Hertz ifthe field strength is increased to 2.82 Tesla and the oscillator frequency to 120 MHz? (b) What will be its chemical shift in parts per million (8)? 10. The following compound, with the formula C,H,0,, isan ester. Give its structure and assign the chemical shift values. Calculate’,,., forthe following Eee a a as @® os, Ht H H oo © yeh — CH w © “HC” “COOH CH, H @ CH,CH,O CHy, © CH,COO OFEEF 12, Calculate’... for the following q CH; cH, c é i, \e_ 27 a) Com @) aa ay woke OB ¥ CHs Previous Year Question 1. ‘The number of normal modes of vibration innaphthalene is (@)55 (b) 54 ©48 (49 2, TRactivemolecule(s) is/are (@) CO, @cs, (@ocs (NO, 3, The umber ofproton NMR signals for the compounds P and Q, respectively, is 3 AS ™ one P a (a) 3 and4 (b) 3 and’s (©) 4and3 (@)Sand4 4, At an operating frequency of 350 MHz, the shift (in Hz) of resonance from TMS (tetramethylsilane) ofa proton with chemical shift of2 ppmis, 5 tr rv; ‘The CORRECT order of carbonyl stretching frequencies forthe following compounds is Forore (@I

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