Page 1
2637, Hudson Lane, Behind Khalsa College, Near G.T.B. Nagar Metro Station Gate No. 3 & 4, New Delhi – 110009
Mob. 011-47455430, 08860929430, e-mail: info@asfinstitute.com, www.asfinstitute.com
Organic Spectroscopy
1. The correct order of the
1
H NMR chemical shift values (d) for the indicated hydrogens (in
bold) in the following compounds is:
(I) (II)
(III) (IV)
(a) I > II > III > IV (b) II > I > III > IV (c) III > II > I > IV (d) II > III > VI > I
2. The correct order of the fundamental vibrational frequency of the following diatomic
molecules is:
(a)
1
H
35
Cl >
1
H
37
Cl >
2
D
35
Cl (b)
2
D
35
Cl >
1
H
37
Cl >
1
H
35
Cl
(c)
1
H
37
Cl >
1
H
35
Cl >
2
D
35
Cl (d)
1
H
37
Cl >
2
D
35
Cl >
1
H
35
Cl
3. Which of the following compound show only two signals in
1
H NMR and a strong IR
bond at ~ 1690 cm
-1
:
(a) (b)
(c) (d)
4. The correct order of
1
H NMR chemical shift (d) values for the labeled methyl groups in
the following compound is:
(a) Me
1
< Me
2
< Me
3
< Me
4
(b) Me
3
< Me
4
< Me
1
< Me
2
(c) Me
3
< Me
1
< Me
4
< Me
2
(d) Me
2
< Me
4
< Me
3
< Me
1
Page 2
2637, Hudson Lane, Behind Khalsa College, Near G.T.B. Nagar Metro Station Gate No. 3 & 4, New Delhi – 110009
Mob. 011-47455430, 08860929430, e-mail: info@asfinstitute.com, www.asfinstitute.com
Organic Spectroscopy
1. The correct order of the
1
H NMR chemical shift values (d) for the indicated hydrogens (in
bold) in the following compounds is:
(I) (II)
(III) (IV)
(a) I > II > III > IV (b) II > I > III > IV (c) III > II > I > IV (d) II > III > VI > I
2. The correct order of the fundamental vibrational frequency of the following diatomic
molecules is:
(a)
1
H
35
Cl >
1
H
37
Cl >
2
D
35
Cl (b)
2
D
35
Cl >
1
H
37
Cl >
1
H
35
Cl
(c)
1
H
37
Cl >
1
H
35
Cl >
2
D
35
Cl (d)
1
H
37
Cl >
2
D
35
Cl >
1
H
35
Cl
3. Which of the following compound show only two signals in
1
H NMR and a strong IR
bond at ~ 1690 cm
-1
:
(a) (b)
(c) (d)
4. The correct order of
1
H NMR chemical shift (d) values for the labeled methyl groups in
the following compound is:
(a) Me
1
< Me
2
< Me
3
< Me
4
(b) Me
3
< Me
4
< Me
1
< Me
2
(c) Me
3
< Me
1
< Me
4
< Me
2
(d) Me
2
< Me
4
< Me
3
< Me
1
2637, Hudson Lane, Behind Khalsa College, Near G.T.B. Nagar Metro Station Gate No. 3 & 4, New Delhi – 110009
Mob. 011-47455430, 08860929430, e-mail: info@asfinstitute.com, www.asfinstitute.com
5. The
1
H NMR spectrum of a compound with molecular formula C 3H7NO shows the
following features:
Chemical shift (ppm) 6.50 2.25 1.10
Shape broad singlet quartet triplet
Which of the following is in agreement with this information:
(a) (CH3)2C = NOH (b) CH3COCH2NH2 (c) CH3CH2CONH2 (d) HCON(CH3)2
6. The two fine–structure components of a nuclear magnetic resonance transition are
observed at chemical shifts of 2.142 and 2.208 ppm in a 300 MHz NMR spectrometer.
Calculate the coupling constant:
(a) 19.8 Hz (b) 0.066 Hz (c) 6.6 Hz (d) date is insufficient
7. A C5H12O2 compound has strong infrared absorption at 3300 to 3400cm
-1
. The
1
H NMR
spectrum has three singlets at d 0.9, d 3.45 and d 3.2 ppm with relative areas 3:2:1.
Addition of D2O to the sample eliminates the lower field signal. The
13
C NMR spectrum
shows three signals all at higher field than d 100 ppm. Which of the following
compounds best fits this data:
(a) 1, 5-pentanediol (b) 1, 3-dimethoxypropane
(c) 2, 2-dimethyl-1, 3-propanediol (d) 2, 4-pentanediol
8. The
1
H NMR spectrum of a compound A shows a doublet and a septet. Which one of the
following statements is true:
(a) The spectrum is consistent with A containing CH 3CH2CH2 group.
(b) The spectrum is consistent with A being (CH3)2 CHCl.
(c) The spectrum is consistent with A containing a CH3CH2 group.
(d) The spectrum is consistent with A being (CH3)2CCl2.
9. A compound of formula C5H12 gives one signal in the
1
H NMR and two signals in the
13
C
NMR spectra. The compound is:
(a) Pentane (b) 2-methylbutane
(c) 2, 2-dimethylpropane (d) Cannot tell without more information
10. The most appropriate spectroscopy for the identification of a nitrile group is:
(a) IR (b)
1
H NMR (c) UV (d) ESR
11. Compound I gives a strong infrared absorption at 1730 cm
-1
.
1
H NMR spectrum indicates
that it has two types of hydrogen atoms; one H atom appearing as signlet at d = 9.7 ppm
and 9H atoms appearing as a singlet at d = 1.2 ppm. The structure of I is:
(a) (b) (c) (d)
Page 3
2637, Hudson Lane, Behind Khalsa College, Near G.T.B. Nagar Metro Station Gate No. 3 & 4, New Delhi – 110009
Mob. 011-47455430, 08860929430, e-mail: info@asfinstitute.com, www.asfinstitute.com
Organic Spectroscopy
1. The correct order of the
1
H NMR chemical shift values (d) for the indicated hydrogens (in
bold) in the following compounds is:
(I) (II)
(III) (IV)
(a) I > II > III > IV (b) II > I > III > IV (c) III > II > I > IV (d) II > III > VI > I
2. The correct order of the fundamental vibrational frequency of the following diatomic
molecules is:
(a)
1
H
35
Cl >
1
H
37
Cl >
2
D
35
Cl (b)
2
D
35
Cl >
1
H
37
Cl >
1
H
35
Cl
(c)
1
H
37
Cl >
1
H
35
Cl >
2
D
35
Cl (d)
1
H
37
Cl >
2
D
35
Cl >
1
H
35
Cl
3. Which of the following compound show only two signals in
1
H NMR and a strong IR
bond at ~ 1690 cm
-1
:
(a) (b)
(c) (d)
4. The correct order of
1
H NMR chemical shift (d) values for the labeled methyl groups in
the following compound is:
(a) Me
1
< Me
2
< Me
3
< Me
4
(b) Me
3
< Me
4
< Me
1
< Me
2
(c) Me
3
< Me
1
< Me
4
< Me
2
(d) Me
2
< Me
4
< Me
3
< Me
1
2637, Hudson Lane, Behind Khalsa College, Near G.T.B. Nagar Metro Station Gate No. 3 & 4, New Delhi – 110009
Mob. 011-47455430, 08860929430, e-mail: info@asfinstitute.com, www.asfinstitute.com
5. The
1
H NMR spectrum of a compound with molecular formula C 3H7NO shows the
following features:
Chemical shift (ppm) 6.50 2.25 1.10
Shape broad singlet quartet triplet
Which of the following is in agreement with this information:
(a) (CH3)2C = NOH (b) CH3COCH2NH2 (c) CH3CH2CONH2 (d) HCON(CH3)2
6. The two fine–structure components of a nuclear magnetic resonance transition are
observed at chemical shifts of 2.142 and 2.208 ppm in a 300 MHz NMR spectrometer.
Calculate the coupling constant:
(a) 19.8 Hz (b) 0.066 Hz (c) 6.6 Hz (d) date is insufficient
7. A C5H12O2 compound has strong infrared absorption at 3300 to 3400cm
-1
. The
1
H NMR
spectrum has three singlets at d 0.9, d 3.45 and d 3.2 ppm with relative areas 3:2:1.
Addition of D2O to the sample eliminates the lower field signal. The
13
C NMR spectrum
shows three signals all at higher field than d 100 ppm. Which of the following
compounds best fits this data:
(a) 1, 5-pentanediol (b) 1, 3-dimethoxypropane
(c) 2, 2-dimethyl-1, 3-propanediol (d) 2, 4-pentanediol
8. The
1
H NMR spectrum of a compound A shows a doublet and a septet. Which one of the
following statements is true:
(a) The spectrum is consistent with A containing CH 3CH2CH2 group.
(b) The spectrum is consistent with A being (CH3)2 CHCl.
(c) The spectrum is consistent with A containing a CH3CH2 group.
(d) The spectrum is consistent with A being (CH3)2CCl2.
9. A compound of formula C5H12 gives one signal in the
1
H NMR and two signals in the
13
C
NMR spectra. The compound is:
(a) Pentane (b) 2-methylbutane
(c) 2, 2-dimethylpropane (d) Cannot tell without more information
10. The most appropriate spectroscopy for the identification of a nitrile group is:
(a) IR (b)
1
H NMR (c) UV (d) ESR
11. Compound I gives a strong infrared absorption at 1730 cm
-1
.
1
H NMR spectrum indicates
that it has two types of hydrogen atoms; one H atom appearing as signlet at d = 9.7 ppm
and 9H atoms appearing as a singlet at d = 1.2 ppm. The structure of I is:
(a) (b) (c) (d)
2637, Hudson Lane, Behind Khalsa College, Near G.T.B. Nagar Metro Station Gate No. 3 & 4, New Delhi – 110009
Mob. 011-47455430, 08860929430, e-mail: info@asfinstitute.com, www.asfinstitute.com
12. The functionality that shows a typical characteristic peak at 2250 cm
-1
in IR is:
(a) (b) CHO (c) NCO (d) N3
13. Consider a
1
H NMR spectrum in which a quartet and a doublet appeared at 9.72 and 2.40
ppm, respectively. Which of the following compounds is the most probable one:
(a) CH3COCH3 (b) CH3CH2CHO (c) CH3CHO (d) CH3CH2CH2OH
14. The order of decreasing chemicals shift in
1
H NMR for the underlined hydrogens is:
(I) H3C – CH2 – CH3 (II) H3 C – O – CH2 – CH3
(III) Cl 2 – CH – O – CH2 – CH3 (IV) Cl – CH2 – O – CH2 – CH3
(a) II > III > I > IV (b) II > III > IV > I (c) III > II > I > IV (d) III > IV > II > I
15. The number of normal modes of vibration in the benzene molecule is:
(a) 6 (b) 30 (c) 12 (d) 36
16. An organic compound (MF: C8H10O) exhibited the following
1
H NMR spectral data: d
2.5 (3 H,s), 3.8 (3H, s), 6.8 (2 H, d, J 8 Hz), 7.2 (2 H, d, J 8 Hz) ppm. The compound
among the choices is:
(a) 4-ethylphenol (b) 2-ethylphenol
(c) 4-methylanisole (d) 4-methylbenzyl alcohol
17. The
1
H NMR spectrum of 1, 4-dimethoxybenzene will have:
(a) Ten singlets (b) Two singlets
(c) Two doublets and one singlet (d) Two doublets and two singlet
18. Appropriate
1
H NMR chemical shifts (d) for the protons A-D for the following compound
are:
(a) A–6.8; B–5.7; C–3.9; D–2.1ppm (b) A–6.8; B–5.7; C–2.1; D–3.9ppm
(c) A–5.7; B–6.8; C–3.9; D–2.1ppm (d) A–5.7; B–6.8; C–2.1; D–3.9ppm
19. Compound A and B exhibit two singlets, each in their
1
H NMR spectra. The expected
chemical shifts are at d:
(A) (B)
(a) 6.9 and 2.1 for A; 7.7 and 3.9 for B (b) 7.7 and 3.9 for A; 6.9 and 2.1 for B
(c) 6.9 and 3.9 for A; 7.7 and 2.1 for B (d) 7.7 and 2.1 for A; 6.9 and 3.9 for B
Page 4
2637, Hudson Lane, Behind Khalsa College, Near G.T.B. Nagar Metro Station Gate No. 3 & 4, New Delhi – 110009
Mob. 011-47455430, 08860929430, e-mail: info@asfinstitute.com, www.asfinstitute.com
Organic Spectroscopy
1. The correct order of the
1
H NMR chemical shift values (d) for the indicated hydrogens (in
bold) in the following compounds is:
(I) (II)
(III) (IV)
(a) I > II > III > IV (b) II > I > III > IV (c) III > II > I > IV (d) II > III > VI > I
2. The correct order of the fundamental vibrational frequency of the following diatomic
molecules is:
(a)
1
H
35
Cl >
1
H
37
Cl >
2
D
35
Cl (b)
2
D
35
Cl >
1
H
37
Cl >
1
H
35
Cl
(c)
1
H
37
Cl >
1
H
35
Cl >
2
D
35
Cl (d)
1
H
37
Cl >
2
D
35
Cl >
1
H
35
Cl
3. Which of the following compound show only two signals in
1
H NMR and a strong IR
bond at ~ 1690 cm
-1
:
(a) (b)
(c) (d)
4. The correct order of
1
H NMR chemical shift (d) values for the labeled methyl groups in
the following compound is:
(a) Me
1
< Me
2
< Me
3
< Me
4
(b) Me
3
< Me
4
< Me
1
< Me
2
(c) Me
3
< Me
1
< Me
4
< Me
2
(d) Me
2
< Me
4
< Me
3
< Me
1
2637, Hudson Lane, Behind Khalsa College, Near G.T.B. Nagar Metro Station Gate No. 3 & 4, New Delhi – 110009
Mob. 011-47455430, 08860929430, e-mail: info@asfinstitute.com, www.asfinstitute.com
5. The
1
H NMR spectrum of a compound with molecular formula C 3H7NO shows the
following features:
Chemical shift (ppm) 6.50 2.25 1.10
Shape broad singlet quartet triplet
Which of the following is in agreement with this information:
(a) (CH3)2C = NOH (b) CH3COCH2NH2 (c) CH3CH2CONH2 (d) HCON(CH3)2
6. The two fine–structure components of a nuclear magnetic resonance transition are
observed at chemical shifts of 2.142 and 2.208 ppm in a 300 MHz NMR spectrometer.
Calculate the coupling constant:
(a) 19.8 Hz (b) 0.066 Hz (c) 6.6 Hz (d) date is insufficient
7. A C5H12O2 compound has strong infrared absorption at 3300 to 3400cm
-1
. The
1
H NMR
spectrum has three singlets at d 0.9, d 3.45 and d 3.2 ppm with relative areas 3:2:1.
Addition of D2O to the sample eliminates the lower field signal. The
13
C NMR spectrum
shows three signals all at higher field than d 100 ppm. Which of the following
compounds best fits this data:
(a) 1, 5-pentanediol (b) 1, 3-dimethoxypropane
(c) 2, 2-dimethyl-1, 3-propanediol (d) 2, 4-pentanediol
8. The
1
H NMR spectrum of a compound A shows a doublet and a septet. Which one of the
following statements is true:
(a) The spectrum is consistent with A containing CH 3CH2CH2 group.
(b) The spectrum is consistent with A being (CH3)2 CHCl.
(c) The spectrum is consistent with A containing a CH3CH2 group.
(d) The spectrum is consistent with A being (CH3)2CCl2.
9. A compound of formula C5H12 gives one signal in the
1
H NMR and two signals in the
13
C
NMR spectra. The compound is:
(a) Pentane (b) 2-methylbutane
(c) 2, 2-dimethylpropane (d) Cannot tell without more information
10. The most appropriate spectroscopy for the identification of a nitrile group is:
(a) IR (b)
1
H NMR (c) UV (d) ESR
11. Compound I gives a strong infrared absorption at 1730 cm
-1
.
1
H NMR spectrum indicates
that it has two types of hydrogen atoms; one H atom appearing as signlet at d = 9.7 ppm
and 9H atoms appearing as a singlet at d = 1.2 ppm. The structure of I is:
(a) (b) (c) (d)
2637, Hudson Lane, Behind Khalsa College, Near G.T.B. Nagar Metro Station Gate No. 3 & 4, New Delhi – 110009
Mob. 011-47455430, 08860929430, e-mail: info@asfinstitute.com, www.asfinstitute.com
12. The functionality that shows a typical characteristic peak at 2250 cm
-1
in IR is:
(a) (b) CHO (c) NCO (d) N3
13. Consider a
1
H NMR spectrum in which a quartet and a doublet appeared at 9.72 and 2.40
ppm, respectively. Which of the following compounds is the most probable one:
(a) CH3COCH3 (b) CH3CH2CHO (c) CH3CHO (d) CH3CH2CH2OH
14. The order of decreasing chemicals shift in
1
H NMR for the underlined hydrogens is:
(I) H3C – CH2 – CH3 (II) H3 C – O – CH2 – CH3
(III) Cl 2 – CH – O – CH2 – CH3 (IV) Cl – CH2 – O – CH2 – CH3
(a) II > III > I > IV (b) II > III > IV > I (c) III > II > I > IV (d) III > IV > II > I
15. The number of normal modes of vibration in the benzene molecule is:
(a) 6 (b) 30 (c) 12 (d) 36
16. An organic compound (MF: C8H10O) exhibited the following
1
H NMR spectral data: d
2.5 (3 H,s), 3.8 (3H, s), 6.8 (2 H, d, J 8 Hz), 7.2 (2 H, d, J 8 Hz) ppm. The compound
among the choices is:
(a) 4-ethylphenol (b) 2-ethylphenol
(c) 4-methylanisole (d) 4-methylbenzyl alcohol
17. The
1
H NMR spectrum of 1, 4-dimethoxybenzene will have:
(a) Ten singlets (b) Two singlets
(c) Two doublets and one singlet (d) Two doublets and two singlet
18. Appropriate
1
H NMR chemical shifts (d) for the protons A-D for the following compound
are:
(a) A–6.8; B–5.7; C–3.9; D–2.1ppm (b) A–6.8; B–5.7; C–2.1; D–3.9ppm
(c) A–5.7; B–6.8; C–3.9; D–2.1ppm (d) A–5.7; B–6.8; C–2.1; D–3.9ppm
19. Compound A and B exhibit two singlets, each in their
1
H NMR spectra. The expected
chemical shifts are at d:
(A) (B)
(a) 6.9 and 2.1 for A; 7.7 and 3.9 for B (b) 7.7 and 3.9 for A; 6.9 and 2.1 for B
(c) 6.9 and 3.9 for A; 7.7 and 2.1 for B (d) 7.7 and 2.1 for A; 6.9 and 3.9 for B
2637, Hudson Lane, Behind Khalsa College, Near G.T.B. Nagar Metro Station Gate No. 3 & 4, New Delhi – 110009
Mob. 011-47455430, 08860929430, e-mail: info@asfinstitute.com, www.asfinstitute.com
20. In the
1
H NMR spectrum recorded at 293 K, an organic compound (C 3H7NO), exhibited
signals at d 7.8 (1H, s), 2.8 (3H, s) and 2.6 (3H, s). The compound is:
(a) (b) (c) (d)
21. An organic compound exhibited the following
1
H NMR spectra data:
d 7.80 (2 H, d, J = 8 Hz), 6.80 (2 H, d, J = 8 Hz), 4.10 (2 H, q, J = 7.2 Hz),
2.4 (3H, s), 1.25 (3 H, t, J = 7.2 Hz)
The compound, among the choices given below is,
(a) (b)
(c) (d)
22. In NMR spectroscopy the product the nuclear ‘g’ factor (gN), the nuclear magneton (ßN)
and the magnetic field strength (B0) gives the:
(a) Energy of transition from a to ß state (b) Chemical shift
(c) Spin–Spin coupling constant (d) Magnetogyric ratio
23. Among the isomers of C4H6 given below, the compound which exhibits an absorption
band at 3300 cm
-1
in the IR spectrum, is:
(a) 1, 3-butadiene (b) 1-butyne (c) 2-butyne (d) cyclobutane.
24. Match the compounds P–S with their carbonyl stretching frequencies (cm
-1
) I–VI in IR
spectroscopy:
P. Acetone I. 1870
Q. Ethyl acetate II. 1800
R. Acetamide III. 1740
S. Acetyl chloride IV. 1700
V. 1660
VI. 1600
(a) P–IV, Q–III, R–I, S–VI (b) P–III, Q–VI, R–V, S–II
(c) P–IV, Q–III, R–V, S–II (d) P–II, Q–V, R–III, S–VI
25. Out of the following, the one which is not an excitation source for IR spectra is:
(a) Tungsten filament lamp (b) Nernst glower
(c) Deuterium lamp (d) Mercury arc.
Page 5
2637, Hudson Lane, Behind Khalsa College, Near G.T.B. Nagar Metro Station Gate No. 3 & 4, New Delhi – 110009
Mob. 011-47455430, 08860929430, e-mail: info@asfinstitute.com, www.asfinstitute.com
Organic Spectroscopy
1. The correct order of the
1
H NMR chemical shift values (d) for the indicated hydrogens (in
bold) in the following compounds is:
(I) (II)
(III) (IV)
(a) I > II > III > IV (b) II > I > III > IV (c) III > II > I > IV (d) II > III > VI > I
2. The correct order of the fundamental vibrational frequency of the following diatomic
molecules is:
(a)
1
H
35
Cl >
1
H
37
Cl >
2
D
35
Cl (b)
2
D
35
Cl >
1
H
37
Cl >
1
H
35
Cl
(c)
1
H
37
Cl >
1
H
35
Cl >
2
D
35
Cl (d)
1
H
37
Cl >
2
D
35
Cl >
1
H
35
Cl
3. Which of the following compound show only two signals in
1
H NMR and a strong IR
bond at ~ 1690 cm
-1
:
(a) (b)
(c) (d)
4. The correct order of
1
H NMR chemical shift (d) values for the labeled methyl groups in
the following compound is:
(a) Me
1
< Me
2
< Me
3
< Me
4
(b) Me
3
< Me
4
< Me
1
< Me
2
(c) Me
3
< Me
1
< Me
4
< Me
2
(d) Me
2
< Me
4
< Me
3
< Me
1
2637, Hudson Lane, Behind Khalsa College, Near G.T.B. Nagar Metro Station Gate No. 3 & 4, New Delhi – 110009
Mob. 011-47455430, 08860929430, e-mail: info@asfinstitute.com, www.asfinstitute.com
5. The
1
H NMR spectrum of a compound with molecular formula C 3H7NO shows the
following features:
Chemical shift (ppm) 6.50 2.25 1.10
Shape broad singlet quartet triplet
Which of the following is in agreement with this information:
(a) (CH3)2C = NOH (b) CH3COCH2NH2 (c) CH3CH2CONH2 (d) HCON(CH3)2
6. The two fine–structure components of a nuclear magnetic resonance transition are
observed at chemical shifts of 2.142 and 2.208 ppm in a 300 MHz NMR spectrometer.
Calculate the coupling constant:
(a) 19.8 Hz (b) 0.066 Hz (c) 6.6 Hz (d) date is insufficient
7. A C5H12O2 compound has strong infrared absorption at 3300 to 3400cm
-1
. The
1
H NMR
spectrum has three singlets at d 0.9, d 3.45 and d 3.2 ppm with relative areas 3:2:1.
Addition of D2O to the sample eliminates the lower field signal. The
13
C NMR spectrum
shows three signals all at higher field than d 100 ppm. Which of the following
compounds best fits this data:
(a) 1, 5-pentanediol (b) 1, 3-dimethoxypropane
(c) 2, 2-dimethyl-1, 3-propanediol (d) 2, 4-pentanediol
8. The
1
H NMR spectrum of a compound A shows a doublet and a septet. Which one of the
following statements is true:
(a) The spectrum is consistent with A containing CH 3CH2CH2 group.
(b) The spectrum is consistent with A being (CH3)2 CHCl.
(c) The spectrum is consistent with A containing a CH3CH2 group.
(d) The spectrum is consistent with A being (CH3)2CCl2.
9. A compound of formula C5H12 gives one signal in the
1
H NMR and two signals in the
13
C
NMR spectra. The compound is:
(a) Pentane (b) 2-methylbutane
(c) 2, 2-dimethylpropane (d) Cannot tell without more information
10. The most appropriate spectroscopy for the identification of a nitrile group is:
(a) IR (b)
1
H NMR (c) UV (d) ESR
11. Compound I gives a strong infrared absorption at 1730 cm
-1
.
1
H NMR spectrum indicates
that it has two types of hydrogen atoms; one H atom appearing as signlet at d = 9.7 ppm
and 9H atoms appearing as a singlet at d = 1.2 ppm. The structure of I is:
(a) (b) (c) (d)
2637, Hudson Lane, Behind Khalsa College, Near G.T.B. Nagar Metro Station Gate No. 3 & 4, New Delhi – 110009
Mob. 011-47455430, 08860929430, e-mail: info@asfinstitute.com, www.asfinstitute.com
12. The functionality that shows a typical characteristic peak at 2250 cm
-1
in IR is:
(a) (b) CHO (c) NCO (d) N3
13. Consider a
1
H NMR spectrum in which a quartet and a doublet appeared at 9.72 and 2.40
ppm, respectively. Which of the following compounds is the most probable one:
(a) CH3COCH3 (b) CH3CH2CHO (c) CH3CHO (d) CH3CH2CH2OH
14. The order of decreasing chemicals shift in
1
H NMR for the underlined hydrogens is:
(I) H3C – CH2 – CH3 (II) H3 C – O – CH2 – CH3
(III) Cl 2 – CH – O – CH2 – CH3 (IV) Cl – CH2 – O – CH2 – CH3
(a) II > III > I > IV (b) II > III > IV > I (c) III > II > I > IV (d) III > IV > II > I
15. The number of normal modes of vibration in the benzene molecule is:
(a) 6 (b) 30 (c) 12 (d) 36
16. An organic compound (MF: C8H10O) exhibited the following
1
H NMR spectral data: d
2.5 (3 H,s), 3.8 (3H, s), 6.8 (2 H, d, J 8 Hz), 7.2 (2 H, d, J 8 Hz) ppm. The compound
among the choices is:
(a) 4-ethylphenol (b) 2-ethylphenol
(c) 4-methylanisole (d) 4-methylbenzyl alcohol
17. The
1
H NMR spectrum of 1, 4-dimethoxybenzene will have:
(a) Ten singlets (b) Two singlets
(c) Two doublets and one singlet (d) Two doublets and two singlet
18. Appropriate
1
H NMR chemical shifts (d) for the protons A-D for the following compound
are:
(a) A–6.8; B–5.7; C–3.9; D–2.1ppm (b) A–6.8; B–5.7; C–2.1; D–3.9ppm
(c) A–5.7; B–6.8; C–3.9; D–2.1ppm (d) A–5.7; B–6.8; C–2.1; D–3.9ppm
19. Compound A and B exhibit two singlets, each in their
1
H NMR spectra. The expected
chemical shifts are at d:
(A) (B)
(a) 6.9 and 2.1 for A; 7.7 and 3.9 for B (b) 7.7 and 3.9 for A; 6.9 and 2.1 for B
(c) 6.9 and 3.9 for A; 7.7 and 2.1 for B (d) 7.7 and 2.1 for A; 6.9 and 3.9 for B
2637, Hudson Lane, Behind Khalsa College, Near G.T.B. Nagar Metro Station Gate No. 3 & 4, New Delhi – 110009
Mob. 011-47455430, 08860929430, e-mail: info@asfinstitute.com, www.asfinstitute.com
20. In the
1
H NMR spectrum recorded at 293 K, an organic compound (C 3H7NO), exhibited
signals at d 7.8 (1H, s), 2.8 (3H, s) and 2.6 (3H, s). The compound is:
(a) (b) (c) (d)
21. An organic compound exhibited the following
1
H NMR spectra data:
d 7.80 (2 H, d, J = 8 Hz), 6.80 (2 H, d, J = 8 Hz), 4.10 (2 H, q, J = 7.2 Hz),
2.4 (3H, s), 1.25 (3 H, t, J = 7.2 Hz)
The compound, among the choices given below is,
(a) (b)
(c) (d)
22. In NMR spectroscopy the product the nuclear ‘g’ factor (gN), the nuclear magneton (ßN)
and the magnetic field strength (B0) gives the:
(a) Energy of transition from a to ß state (b) Chemical shift
(c) Spin–Spin coupling constant (d) Magnetogyric ratio
23. Among the isomers of C4H6 given below, the compound which exhibits an absorption
band at 3300 cm
-1
in the IR spectrum, is:
(a) 1, 3-butadiene (b) 1-butyne (c) 2-butyne (d) cyclobutane.
24. Match the compounds P–S with their carbonyl stretching frequencies (cm
-1
) I–VI in IR
spectroscopy:
P. Acetone I. 1870
Q. Ethyl acetate II. 1800
R. Acetamide III. 1740
S. Acetyl chloride IV. 1700
V. 1660
VI. 1600
(a) P–IV, Q–III, R–I, S–VI (b) P–III, Q–VI, R–V, S–II
(c) P–IV, Q–III, R–V, S–II (d) P–II, Q–V, R–III, S–VI
25. Out of the following, the one which is not an excitation source for IR spectra is:
(a) Tungsten filament lamp (b) Nernst glower
(c) Deuterium lamp (d) Mercury arc.
2637, Hudson Lane, Behind Khalsa College, Near G.T.B. Nagar Metro Station Gate No. 3 & 4, New Delhi – 110009
Mob. 011-47455430, 08860929430, e-mail: info@asfinstitute.com, www.asfinstitute.com
26. The molecular active in rotational microwave, infrared absorption as well as rotational
Raman spectra is:
(a) CO2 (b) SF6 (c) HCl (d) H2
27. Which of the following absorptions is shown by 1, 3-butadiene in its UV absorption
spectrum recorded in n-hexane (
max
? is the molar absorptivity):
(a) ?max217nm(
max
? = 21,000) (b) ?max214nm(
max
? = 210)
(c) ?max253nm(
max
? = 50,000) (d) ?max250nm(
max
? = 500)
28. Match the compounds in List –I with the stretching frequencies (cm
-1
) of the principal
functional groups given in List –II:
List – I List – II
(1) (i) 2240
(2) (ii) 1795
(3) (iii) 1750
(4) (iv) 1725
(v) 1695
(a) 1-iii, 2-iv, 3-i, 4-v (b) 1-iii, 2-iv, 3-ii, 4-v
(c) 1-vi, 2-v, 3-ii, 4-i (d) 1-vi, 2-iii, 3-v, 4-i
29. Match the observed principal absorptions in the visible spectrum shown in List-I with the
bond shows this absorption in List –II:
List – I List – II
(1) ? ?
*
? (i) C–C
(2) n ?
*
? (ii) C–O
(3) n, p* (iii) C=O
(4) p, p* (iv) C=C
(a) 1-(i), 2-(ii), 3-(iii), 4-(iv) (b) 1-(i), 2-(iii), 3-(ii), 4-(iv)
(c) 1-(ii), 2-(i), 3-(vi), 4-(iii) (d) 1-(vi), 2-(ii), 3-(iii), 4-(i)
Read More