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Organic Chemistry Multiple Choice Questions and Answers – Infrared Spectroscopy – 2

(1) Why in the IR spectrum of Benzoyl chloride, a weak band near 1750 cm-1 is formed?
[A] Inductive effect
[B] Fermi resonance between C = O band and first overtone
[C] Conjugation effect
[D] Hyperconjugation effect
Answer: Fermi resonance between C = O band and first overtone
(2) Which compound having molecular formula C5H10 shows absorption at 1380 cm-1?
[A] 2-Methyl-1-butene
[B] Cyclopentane
[C] Pentyne
[D] Methylcyclobutane
Answer: Cyclopentane

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(3) Why ketenes absorb in IR at a very high frequency (2150 cm-1)?
[A] The inner C is sp hybridized
[B] The more s character in a bond, the stronger it is
[C] Inner C is sp2 hybridized
[D] Inner C is sp3 hybridized
Answer: Inner C is sp2 hybridized
(4) What is the effect of ring strain in lactone (cyclic ester) or a lactam (cyclic amide)?
[A] Increases carbonyl stretching frequency
[B] Decreases carbonyl stretching frequency
[C] Increases C = C frequency
[D] Decreases C = C frequency
Answer: Increases carbonyl stretching frequency
(5) A compound C8 H6 decolorizes Br2 in CCl4 and gives a white precipitate with Tollen’s reagent. It has sharp band at 3300 cm-l and weak bands at 3085, 2110 cm-l. What is this compound?
[A] Phenyl acetylene
[B] Phenyl propylene
[C] Phenyl ethylene
[D] Octene
Answer: Phenyl acetylene
(6) What is the relation between wave number of IR absorption and the reduced mass?
[A] Wave number is directly proportional to reduced mass
[B] Wave number is inversely proportional to reduced mass
[C] Wave number is independent of the reduced mass
[D] Wave number is directly proportional to square of reduced mass
Answer: Wave number is inversely proportional to reduced mass
(7) What is the number of vibrational degrees of freedom in C6H5CH3?
[A] 39
[B] 15
[C] 18
[D] 40
Answer: 39
(8) Which of the following molecules will not show infrared spectrum?
[A] H2
[B] HCI
[C] CH4
[D] H20
Answer: H2
(9) The phosphorescence spectrum of the excited species is due to which transition?
[A] Singlet to triplet transitions
[B] Triplet to singlet transitions
[C] Vibration modes
[D] Electron spin transitions
Answer: Triplet to singlet transitions
(10) Why Monomeric saturated aliphatic carboxylic acids show carbonyl stretching frequency near 1760 cm-1, while saturated aliphatic ketones near 1720 cm-1?
[A] Mesomeric (M) effect is dominant in acids over the inductive (I) effect
[B] I effect is dominant in carboxylic acids over the mesomeric effect
[C] I effect on ketones is dominant over the M effect
[D] M effect in ketones is dominant
Answer: I effect is dominant in carboxylic acids over the mesomeric effect

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