UPH, B.Sc.

ll year, V" Semester - Chemistry -

Siddharth University [61]
H-bonding).
Q.21 Calculate the multiplicityof methyl and methylen protons In ethyl chloride.
Sol. The multiplicity of methyl (-CH, ) band is determined by the number of protons in
the adjacent methylene (-CH, -)group, which is equal to 2+1 =3. Similarly, the mutiplicity
of methylene (-CH,- ) band is determined by the number of protons in the acjacent
-CH, group, which is 3+1=4, Thus there will be a triplet due to methyl protons nd
quartet due to methylene protons..
Q22Why the aromaticprotons are deshielded more than the ethylenic protons
although both types of protons are attached to sp hybridised carbons ?
Sol". In case of benzene ring, loops of T-electrons are delocalised cylindrically over tne
aromatic ring. These loops of electrons are caused to circulate in presence of the applied
field producing ring currents. This induced current is diamagnetic at the centre of the ring
and is paramagneticoutside the ring. Hence the aormatic protons, around the periphery or
the ring, experience a magnetic field much greater in magnitude than the applied field and
so resonate at lower values of the applied field than the ethylenic protons.
Multiple Choice Questions
Q.1 An NMR spectrum is a plot of
(a) Detector signal versus magnetic field as a variable oscillator frequency.
(b) Magnetic field versus radiofrequency
(c) Detectro signal versus magnetic field at constant oscillator frequency .
(a) Increasing radiofrequency against an increasing magnetic field.
Q.2 The efficienty of shift reagnet depends upon
(a) Ability of the analyte to form a Lewis acid-base complex
(b) Distance between the complexing functional group and lanthanide reagent
(c) Types of functional group and structural features present in organic molecules
(d) All
Q.3 The resonance frequency of different nuclei, say ' r c p sharply differ
from one another becuase of different
(a) Nuclear g-factor, &n (b) Nuclear magnet, B,
(c) Magnetic levels (d) All
Q.4 The nuclei population difference, A, (governed by Boltzmann's law) varies
(a) inversely to absolute temperature (b) Directly to field strength
(c) both (a) and (b) (d) None of these
Q.5 It the total population of the nuclei is 1,000,000 and the strength of the
erternal field 1350o Gthen the population difference of proton nuclei be
tween two magnetic states 300 Kis
(a) 6 (b) 5
(d) 9
(c) 8
Q.6 The relation between v,HÍ and y in N.M.R. is given by

(a) u (b) U= Ho
210y
2T
(d) u
2ryHo
(62] UPH, B.Sc. il year, IVh Semester - Chemistry Siddharth University

Q.7 How many NMR signals would be given by the compound (CH;),CHCH,CH, :
(a) 3 (b) 4 (c) 5 (d) 2
Q.8 Which substance is taken as a standard for'recording chemical shift ?
(a) Dimethylsilane (b) Tetramethylsilane
(c) Trimethylsilane (a) Methylsilane
2.9 Among CH4,CçH CH,CH CN and CH,(CN)2, the magnitude of coupling con
stant lowest for
(a) CH,CN (b) CH(CN),
(c) CH, (a) CoH,CH,
Q.10 The pair of compounds which can be distinguished by NMR spectrosocopy are :
(a) CH,CH,0 and CH,0- CH, (b) CH,CH,CH,OH and CH,CH(OH),CH,
(c) CH,CH,CHO and CH COCH, (d) All of these
Q.11 The NMR spectroscopy is useful for the detection of:
(a) hydrogen bonding (b) aromaticity
(c) geometrical isomers (d) All of these
Q.12 Only one signal is present in the PMR spectra of:
(a) C,H4,C,HG (b) CH,CsHi2
(c) CGHig.C,H,0 (d) All of these
Q.13 How many Hertz does 1 ppm correspond to for an PMR spectrometer oper
ating ata radiofrequency of 60 MHZ and 100 MHz ?
(a) 6 Hz, 10 Hz (b) 60 HZ, 100 Hz M
(c) 100 Hz, 60 Hz (d) None
Q.14 A proton H, is coupled to four equivalent protons H, . The multiplicity and
the relative intensity of lines in the signal H, is:
(a) Doublet, 1:4 (b) Triplet 1:4:6
(d) Quartet 1 : 4:6:4
(c) Quintet, 1 : 4:6:4:1
PMR spectrum are : Ac
Q.15 The compounds showing only a single peak in its
Dibromoethane (IV),
etone (I), Ether (III), Methyl acetate (III),
Chlorobromoethane (V).
(a) I, II, IV (b) I, IIL, V
(c) I, II, V (d) II, I, V
PMR because aldehydic
Q.16 The aldehydic protonappears much downfield inthe
proton is
(a) Strongly shielded
(b) It lies in the deshielding zone of the carbonyl group
(c) It ocCors at 10 8 ppm (d) All of the above
Q.17 The actual value of nuclear spin depends on
(a) Mass number (b)atomic number
(c) Both (a) and (b). (d) Shielding effect
form of hydrogen
Q.18 Ifa proton is linked to some electronegative atom in the
bond, absorption willoccur :
(a) unchanged (b) upfleld
(c) downfield (d) can not say
 uD4 B.SC. Il year, IVn Semester - Chenistry - Siddharth University (63]

o.19 Ifthe chemical shift on the &scale is 4.4, that on scale woule be :
(a) -4.4 (b) 1/4,4
(c) 5.6 (d) -5.6
Q.20 How many NMR signals are expected from the following compound :
CH,

CH,
(a) 5 (b) 2
(c) 4 (d) 3
Q.21 Acompound with molecular formula CoHp gave the following NMR Signals
singlet 3.32,3H ,singlet 7.75,9H . The structure of thecompound is :
CH,
CH3 ,CH,
CH,
(a) (b)
CH3 CH3
CH, CH3
CH,CH,
() ()
H,C CH3
Q.22 Which of the following statements regarding NMR data of o-,m- and p
dibrombenzene is not correct ?
(a) o- dibromobenzene shows to peaks
(b) m- dibromobenze shows three peaks
(c) p- dibromobenze shows only one peak
(d) All the above statements are incorrect
Q.23 'Hc.rp have nuclear spin equal to :
(a) 1/2 (b). 1 (c) 0 (d) 3/2
Q.24 When the effective magnetic field experinced by the nucleus is less than that
of the applied field [Hr < H,] the nucleus is said to be :
(a) Deshielded (b) Shielded
(c) Relaxed (d) None
Q.25 In p-xylene, the ratio of methyl protons to ring protons Is 6 :4 while for
mesitylerne, it is
(a) 6:4 (b) 3 :2
(c) 9:3 (a) 6:3
 University
(64) UPH, B.Sc. ll year, IVh Semester- Chemistry - Siddharth

lines(
26 Compound CHo0 gave PMR spectrum consisting of two groups of
:2. Other compound of
multiplets) with relative intensities int he rationi 3 area of 9 :1. Compound
the same formula exhibited two lines with relative
are

(a) Diethy ether (b) t-Butyl alcohol

(c) Both (a) and (b) M (d) None of these
Q.27 HECTOR Spectrum is used to detect directly bonded
(a) 4cH (b) 12c 15C.
(c) 'HJH (d) All of these
Q.28 Main feature of an NMR spectrum include
(b) Peak intensities
(a) Chemical shifts
(c) Spin splittings (d) All of these
chloride and
229 The peaks expected in low-resolution NMR spectrum of inyl
ethyl cyclopropane are
(a) 3, 5 (b) 5,3
(c) 7,3 (d) 3, 6
Q.30 Four different types of protons are present in allyl bromide. The correct state
ment is/are
(a) Two enanthiomeric idenfical allylic protons
(b) To diastereotopic different protons
(c) Remaining protons (d) All are correct V
Q.31 NMR spectroscopy fall in the region of
(a) Radiowave (b) Microwave
(c) X-rays (d) For IR
Q.32 When a carbon is bonded to two hydrogens and to two different groups,
the two Hs are
(a) Diastereotopic protons (b) Enantiotopic protons
(c) Heterotopic protons (d) All
Q.33 Citric acid isa prochiral molecule.The molecule has
(a) A mirror plane of symmetry (b) Two enantiotopic CH,COOH chains
(c) Diastereotopic methylene protons () All
0.34 Distance between the centres of the peaks of doublet is called :
(a) Coupling constant (b) spin constant
(c) spin-spin coupling (d) None
o.35 The complicated spectra may become easy for interpretation by
(a) Using higher field strengths (Au/J10)
(b) spin-decoupling by double resonance
(c) Using shift reagents and substitution by D, (d) AlI M
Q.36 Signal (S) present in neopentane, (CH),C is/are
(a) 1 (b) 2 (c) 3 (d) 4
o.37 How many NMR SIgnals are formed for 2-chloro propene.
(a) 2 (b) 3
(c) 1 (d) None
UPH, B.Sc. Il year, Vth
Semester - Chemistry - Siddharth University [65]
a 28 TelI the number of NMR
signals in case of 1,2 dichloropropane.
(a) 2 (b) 3 (c) 4 (d) 5
o.39 Write the multiplicity of the signals in CH,CH,OCH, CH, in NMR
(a) Two triplets SpectroscoPY
(b) a triplet and a quartet
(c) two singlets
(a) two singlets and two triplets
0.40 Write the multiplicity of signals in CH,CH,OH in NMR
(a) singlet, triplet and quartet
spectroscopy.
(b) two triplets and a quinlet
(c) three singlets d) None of these
Q.41 In an organic compound, the proton linked to sp? hybridised carbonation is
more deshielded than that linked to
(a) sp hybridised carbon (b) sp² hybridised carbon
(c) Both (a) and (b) (d) None of these

Q.42 In ethyl benze, ((O-CH)-CH, )the tau value for CH, proton willbe . .
than those of CH, protons
(a) lower (b) higher
(c) much higher (d) not Sure
Q.43 Outof the olefinic, aldehydic and aromatic protons, the decreasing deshielding
has the order :
(a) olefinic > aldehydic >aronmatic (b) aldehydic > olefinic > aromatic
(c) aromatic > olefinic > aldehydic (d) olefinic > aromatic > aldehydic
9.44 Which of the following solvents can not be used in NMR spectrocopy ?
(a) CCl4 (b) CS, (c) CHCIH, (a) (cCl,),C= 0
Q.45 The spin is an integer 1,2,3 .for anucleus having
(a) even number of protons and neutrons (b) odd mass number
(c) even mass number and odd number of protons M
(d) None of these
Q.46 NMR spectra are observed in ...egion
(a) radio frequency M (b) microwave
(c) uv/vis (d) X-rays
0.47 Write the number of signals and their multiplicities for the NMR spectrum of
the compound, ClF,C-CH,CI
(a) one, triplet (b) two,singlet
(c) two, triplets (d) None of these
Q.48 Fro two sets of protons for CH, -CH, -CO- part of an organic compound,
the vlaue of J for these two sets will be :
(a) different (b) same
(c) may be same or different (d) None of these
Q.49 The signal(s) for a compound like 4-CH, -CH, -B willbe :
(a) two triplets (b) two singlets
(c) one singlet (d) One triplet