assignment i

ASSIGNMENT

FACULTY OF INDUSTRIAL SCIENCES AND TECHNOLOGY

COURSE : ORGANIC CHEMISTRY

COURSE CODE : BSB/BSP1133

STUDENTS NAME :

MATERIC NO. :

ASSIGNMENT : I

COURSE COORDINATOR :

PROGRAMME CODE : DUK

CONFIDENTIAL BSB/BSP/1415II/BSB/BSP1133

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(OBJECTIVE QUESTIONS)

1. Identify the most electronegative atom.

(A) N (B) Mg (C) I (D) S

2. Which of the compounds below have bonds that are predominantly ionic?

(A) NaBr (B) NH3 (C) CF4 (D) Both A and C

3. Which of the following molecules can form hydrogen bonds?

I. Ethers II. Amines III. Phenols IV. Alcohols

(A) I and II (B) II and III (C) II, III and IV (D) All of them

4. A molecule of acetone (CH3COCH3) contains ________ sigma bonds and ________ pi bonds.

(A) 8, 2 (B) 7, 1 (C) 9, 1 (D) 10, 2

5. Propose a structure for NBr3 that is consistent with this information.

(A) Tetrahedral (B) Trigonal planar (C) Trigonal Pyramid (D) Bent

6. Which one of the following is most soluble in hexane (C6H14)?

(A) CH3OH (B) CH3CH2CH2OH (C) CH3CH2CH2CH2OH (D) CH3CH2CH2CH2CH2OH


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7. Give the IUPAC name for the following structure:

(A) 8-methyl-4-(2,3-dimethylpropyl)octane

(B) 2-methyl-5-(1,2-dimethylpropyl)nonane

(C) 6-methyl-5-(1,2-dimethylpropyl)nonane

(D) 2-methyl-5-(2,3-dimethylpropyl)decane 8. Identify the compound with the lowest boiling point.

(A) CH3CH2OCH2CH3 (B) CH3CH2CH2CH2OH (C) CH3CH2CH2CH2NH2 (D) CH3CH2CH2CH2Cl

9. Which of the following has the highest boiling point?

(A) CH3CH2CH2CH2CH2CH3 (B) CH3CH2CH2CH(CH3)2 (C) (CH3)2CHCH(CH3)2 (D) CH3CH2CH(CH3)CH2CH3

10. Which of the following is the least soluble in H2O?

(A) CH3OCH3 (B) CH3CH2OH (C) CH3CH2Cl (D) CH3CH2CH3

11. Give the number of nonbonding pairs of electrons in HOCONH2.

(A) 3 (B) 5 (C) 6 (D) 10

12. What is the weakest intermolecular force present in liquid ethanol?

(A) ion-ion (B) dipole-dipole, specifically hydrogen bonding (C) dipole-dipole, but not hydrogen bonding (D) Van der Waal forces


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13. Aliphatic alkane (C16H34) undergoes cracking to produce (C3H8) and what is the other compound?

(A) C13H28

(B) C13H26

(C) propene

(D) C13H24

14. Use the Cahn-Ingold-Prelog (CIP) rules to arrange the following groups in order of increasing priority (lowest priority at the left):

CH2OH CH(OMe)2CH=O CO2H

(I) (II) (III) (IV)

(A) I > II > III>IV (B) IV>III>II > I (C) I > III > II > IV (D) IV > II > III > I

15. Assign the configuration of molecule as below:

HO OH

F H

(A) R - Configuration (B) S - Configuration (C) not chiral (D) meso compound

16. The following two molecules are:

BrH

C2H5

C2H5

BrH

Br

C2H5

H

C2H5

BrH

(A) identical (B) structural isomers (C) enantiomers (D) diastereoisomers


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17. How are the following molecules, CH3CH2CH2CHICH3 and CH3CH2CH2CH2CH2I related?

(A) Enantiomers (B) non-superimposable mirror images (C) Diastereoisomers (D) Constitutional isomers

18. Pick out the staggered conformation(s) for butane:

H

H3C H

CH3

HH

CH3

H H

HH

H

H CH3

H

HH3C

CH3

H H

H

CH3H

CH3

(I) (II) (III) (IV)

(A) I and II (B) II and III (C) III and IV (D) All of the above

19. Which of the following represent the same compound?

(I) CH3CH2CH2=CH2CHCH2 (II) CH3CH2CH2CH=CHCH3 (III) CH2=CHCH2CH2CH2CH3 (IV) CH3CH=CHCH2CH2CH3

(A) I and II (B) I and III (C) II and IV (D) I and IV

20. How many structural isomers are there for heptane, C7H16?

(A) 5 (B) 7 (C) 9 (D) 11

21. Which one of the following substances would be the most soluble in CCl4?

(A) C10H22

(B) CH3CH2OH

(C) NaCl

(D) H2O


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22. Nitroethane exhibits

H3CH2C N

O

O

H3CH2C N

O

O

(A) equilibrium (B) resonance (C) constitutional isomer (D) none of these

23. Which of the following statement about atoms and subatomic particles is

correct?

(A) The proton and the neutron have identical masses.

(B) An atomic nucleus contains equal numbers of protons and neutrons.

(C) A neutral atom contains equal numbers of protons and electrons.

(D) The neutrons mass is equal to that of a proton plus an electron.

24. A secondary carbon is bonded directly to:

(A) 2 hydrogens (B) 2 carbons (C) 3 carbons (D) 4 carbons

25. Which configuration is shown by the compound below?

(A) R-configuration (B) S-configuration (C) R, S both (D) meso compound

26. Which of these elements is chemically similar to oxygen?

(A) Iron

(B) Nickel

(C) Sulpher

(D) Potassium

27. Give the number of protons (p), electrons (e), and neutron (n) in 37Cl.

(A) 17 p, 17 e, 20 n

(B) 17 p, 37 e, 17 n

(C) 17 p, 17 e, 37 n

(D) 37 p, 17 e, 20 n

Br

CH3

Br

H3C


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28. Metal and metal atoms combine to form

(A) ionic compound

(B) metalloid compound

(C) covalent compound

(D) non-polar compound

29. In the Lewis dot structure of nitrogen

(A) one bonding electron and 3 non-bonding pairs

(B) two bonding and 6 non-bonding pairs

(C) three bonding and one nonbonding pairs

(D) None of all above

30. When an atom neither gains and nor loses an electron, it is called

(A) highly electronegative

(B) a cation

(C) an anion

(D) inert

31. What is the order of decreasing energy of the orbitals within a single energy

level?

(A) d > s > f > p

(B) s > p > d > f

(C) p > s > f > d

(D) f > d > p > f

32. The geometry and bond angle of the ether (CH3COCH3) are best described as

(A) Trigonal pyramidal, 107 (B) Tetrahedral, 109.5 (C) Bent, 111 (D) Trigonal planar, 120

33. Which of the following hydrocarbons does not have isomers?

(A) C2H4 (B) C3H8 (C) C3H6 (D) none of all above


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34. For which of the compounds below are Cis-Trans isomers possible?

(i) CH2=CH-CH2-CH3 (ii) CH3-CH2-CH=CH-CH2-CH3 (iii) CH3-CH=CH- CH2-CH3

(A) (i) and (ii) (B) (ii) and (iii) (C) All three (D) None of all above

35. Which of the following molecules has the shortest carbon-carbon bond length?

(A) H-CC-H

(B) H2C=CH2

(C) CH3-CH3

(D) All the same

36. In the periodic table vertical line indicates a group, so it showing

(A) Two electrons of atom

(B) Core electron of atom

(C) Valence electron of atom

(D) None of all above

37. Electronic configuration of 126C is...

(A) 1s2, 2s2, 2p2

(B) N+1

(C) B-1

(D) All of the above

38. What is the orbital combination in bromine gas?

(A) 2s-3s orbital

(B) 3s-3p orbital

(C) 3p-3p orbital

(D) 2sp3 orbital

39. In sp2 hybridization of carbon atom consist of

(A) 1s-2p orbital and one pz unhybridized orbital

(B) 1s-2p orbital and one py unhybridized orbital

(C) 2s-2p orbital and one py unhybridized orbital

(D) 1s-3p orbital and one py unhybridized orbital


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40. How many neutrons are there in an atom of lead, Pb, whose mass number is

208?

(A) 82

(B) 208

(C) 126

(D) 290

41. Which structure has delocalized electrons?

(A) +NO2

(B) O2

(C) CO

(D) none of above

42. The phrase like dissolves like refers to the fact that __________.

(A) polar solvents dissolve nonpolar solutes and vice versa

(B) solvents can only dissolve solutes of similar molar mass

(C) condensed phases can only dissolve other condensed phases

(D) polar solvents dissolve polar solutes and nonpolar solvents dissolve

nonpolar solutes

43. The dissolution of water in octane (C8H18) is prevented by __________.

(A) repulsion between like-charged water and octane molecules

(B) hydrogen bonding between water molecules

(C) van der Waal forces between octane molecules

(D) dipole-dipole attraction between octane molecules

44. The p-orbital of a methyl carbocation +CH3 contains _____ electrons.

(A) 1 (B) 3 (C) 4 (D) none of the above

45. Which of the following does not play a role in the determination of bond

length?

(A) nuclear charge (B) the potential energy of electrostatic charges (C) mass of neutrons (D) electron charge


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46. The hybridization state of an alkyne carbon is:

(A) p (B) sp (C) sp2 (D) sp3

47. The angle ____ is commonly associated with linear molecules.

(A) 104 (B) 109.5 (C) 120 (D) 180

48. How many sigma bonds are there in CH2=C=C=C=CH2

(A) 4 (B) 6 (C) 8 (D) 10

49. Which statement is correct about the enantiomers of a chiral compound?

(A) All their chemical reactions are identical (B) Their physical properties are different (C) A racemic mixture will rotate the plane polarized light (D) They will rotate the plane of polarized light in opposite directions

50. Assuming roughly equivalent molecular weights, which of the following would have the lowest boiling point?

(A) An alkyl chloride (B) A quaternary ammonium salt (C) An alcohol (D) An ether

51. Identify the compound that does not have hydrogen bonding.

(A) CH3CH2CH2NHCH3 (B) CH3CH2CH2OCH3 (C) CH3CH2CH2CH2NH2 (D) CH3CH2CH2CH2OH

52. Which of the following has the shortest van der Waal's interaction between molecules of the same kind?

(A) CH3(CH3)CHCH2CH3 (B) CH3CH2CH2CH3 (C) (CH3)4C (D) CH3CH2CH2CH2CH3


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53. Which of these molecules have the lowest heat of combustion?

C C

H

H

H

H

C C

H

H

H

H

C CH HH H H CH3

(I) (II) (III) (IV)

(A) (II) and (III) (B) (I) and (IV) (C) (III) (D) All have the same value

54. Put the following molecules in the order of decreasing carbon-carbon bond length:

C C

H

H

H

H

C C

H

H

H

H

C CH HH H

a b c

(A) a, b, c (B) c, a, b (C) b, a, c (D) They are all the same bond length

55. In the following 3-Dimention methane molecule, all structure is correct

EXCEPT one which is not

(A) I and II (B) II only (C) III and IV (D) None of them

56. When the compounds below are listed in order of increasing boiling point (lowest to highest) what is the correct order?

1. Chloropropane 2. Propane 3. Propanoic acid 4. Propanol

(A) 4, 3, 1, 2 (B) 3, 4, 1, 2 (C) 4, 1, 2, 3 (D) 2, 1, 4, 3


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57. Which of the following molecules NOT contain conjugation?

(A) I and IV (B) I, II and III (C) I, III and IV (D) II, III and IV

58. How many carbon-carbon pi-bonds are in the molecule shown?

(A) 1 (B) 2 (C) 3 (D) 4

59. Identify the number of tertiary carbons in the following structure.

(A) 2 (B) 3 (C) 4 (D) 5

60. Determine the type of hydrogens in limonene.

Limonene (A) 2CH3, 4CH2, 1CH, 2C (B) 3CH3, 4CH2, 2CH, 3C (C) 1CH3, 3CH2, 2CH, 2C (D) None of above


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61. How many sigma-bonds are there in:

(A) 3 (B) 4 (C) 5 (D) 6

62. Which carbon(s) in the following molecule is (are) sp2 hybridized?

(A) 1, 4 and 5 (B) 2, 4 and 5 (C) 2, 3 and 5 (D) None of above

63. The plane polarize light is affected by

(A) all biomolecules

(B) identical molecules

(C) all polymers

(D) chiral molecules

64. Which of the following has the lowest solubility in CH3CH2CH2CH3?

(A) CH3OH (B) CH3NH2 (C) CH3OCH3 (D) (CH3)3CH

65. Which Lewis-dot structure represents an atom of fluorine in the ground state?


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66. Give the IUPAC name for the following structure:

(A) bicyclo[2.2.0]hexane (B) bicyclo[2.2.2]octane (C) bicyclo[2.2.3]nonane (D) bicyclo[4.3.1]octane

67. Assign the configuration of molecule as below:

(A) R - Configuration (B) S - Configuration (C) Racemic mixture (D) No R and S Configuration

68. Which is the least stable conformation of cyclohexane?

(I) Staggered (II) Boat (III) Chair (IV) All of above

(A) I (B) II (C) III (D) IV

69. Pick out the molecules which exist as (E)- and (Z)- configuration:

(A) BrFC=CClI (B) CH3CH2-IC=CFCH3 (C) CH3BrC=CHCl (D) All of above

70. Which the following statement is FALSE about butane?

(A) All bond angles are 109.5 (B) Each carbon is sp3 hybridized (C) The compound is combustible (D) The compound undergoes polymerisation to give polybutylene


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71. The tert-butyl carbocation is stabilised by

(A) resonance (B) hyperconjugation (C) steric hindrence (D) none of above

72. What is the electronic configuration of 40 20Ca+2.

(A) 1s2, 2s2, 2p6,3s2, 3p2 (B) 1s2, 2s2, 2p6,3s2, 4s2 , 3p6 (C) 1s2, 2s2, 2p6,3s2, 3p4 (D) 1s2, 2s2, 2p6,3s2, 3p6

73. Which of the following cycloalkanes has the least strain energy?

(A) Cyclopropane (B) Cyclobutane (C) Cyclopentane (D) Cyclohexane

74. Pick out the physical property that is different for a pair of enantiomers:

(I) Density (II) Melting point (III) Refractive index (IV) Optical


75. The number of 2nd shell (n = 2) the maximum number of electrons will be

(A) 2 (B) 8 (C) 18 (D) 32

76. Horizontally rows in the periodic table are celled

(A) groups (B) columns (C) period (D) none of them


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77. How many hydrogen atoms would combine a 4-carbon chain if it were an alkane, alkene and alkyne, RESPECTIVELY?

(A) 6, 8, 10 (B) 8, 10, 6 (C) 10, 8, 6 (D) 6, 10, 8

78. A reaction in which a carboxylic acid reacts with a base to form a salt and

water is called

(A) hydrolysis (B) esterification (C) hydrogenation (D) neutralization

79. Which of the following have the electron configuration of 1s2?

(A) H- (B) He (C) Li+ (D) All of above

80. Compound in which carbon use only sp hybrid orbitals for bond formation is

(A) cyclohexane

(B) cyclohexene

(C) O=C=O

(D) H2C=CH-C=CH2

81. What is the name used to represent the number of protons in the nucleus of

each atom of an element?

(A) Atomic mass units

(B) Isotope number

(C) Atomic number

(D) Mass number

82. Which molecule has the longest carbon-carbon bond(s)?

(A) Ethylene (B) Propene (C) Acetylene (D) Ethane


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83. Organic compounds containing a carbon-oxygen double bond include all of the following EXCEPT

(A) ester (B) amide (C) aldehyde (D) ethers

84. Which of the following compounds may exist as cis-trans isomers?

(A) 1-hexene (B) Cyclohexane (C) 3-hexanone (D) 3-hexene

85. Which one of the following compounds involves both ionic and covalent bonding?

(A) Cl2

(B) Na2SO4

(C) HCN

(D) KCl

86. Give the molecular formula of the compound represented by

(A) C5H10O

(B) C6H12O

(C) C7H10O

(D) C7H12O

87. If an element (X) has 80 protons and 120 neutrons, the number of electrons will be

(A) 40 (B) 80 (C) 200 (D) 120

88. The hybridisation state and shape of a carboanion is:

(A) sp2 and linear (B) sp3 and trigonal pyramidal (C) sp2 and trigonal planar (D) sp3 and tetrahedral


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89. Optically active molecules which rotate plane-polarized light in a counter clockwise direction are said to be

(A) dextrorotary (B) of R configuration (C) levorotary (D) of S configuration

90. A correct orbital diagram for the ground state of the O+ ion is

(A) 1s 2s 2p

(B) 1s 2s 2p

(C) 1s 2s 2p _

(D) 1s 2s 2p

91. Which of the following Newman projections is the least stable conformation of 2-Iodoethanol?

(A) II (B) III (C) II and IV (D) None of the above

92. Put the following molecules in order of decreasing carbon-carbon bond length:

C C

H

H

H

H

C CH H

I IIIII

(A) I > II > III (B) II > I > III (C) III > I > II (D) I > III > II


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93. Which of the following molecules contains sp2 hybridisation?

(A) I and II (B) I and III (C) II and III (D) All of them

94. Which of the following molecules have approximately a molecular weight of 186?

(A) I and II (B) II and III (C) I and III (D) All of them

95. Identify the hybridization of carbon atoms in below molecule

1 2 3 4

(A) sp3 sp

2 sp

2 sp

2

(B) sp2 sp

2 sp

2 sp

3

(C) sp3 sp sp

2 sp

(D) sp2

sp2 sp

2 sp


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96. The following two molecules are:

(A) identical (B) constitutional isomers (C) stereoisomers (D) not isomer

97. Draw the structure of bicycle [3.2.0] heptane:


98. Which of the following molecule(s) is an ester?

(A) I, II and III (B) II, III and IV (C) III and IV (D) None of them


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99. Which is the most stable conformation of cyclohexane?


100. Which statement about the water molecule is incorrect?

(A) The decrease in bond angle from the tetrahedral angle (109.5) is greater for H2O than for NH3.

(B) The bond angle for H2O is smaller than for NH3 because of the lone pair-lone pair repulsion in H2O.

(C) The effect of the very polar bonds in water is opposed by the effect of the 2 lone pairs of electrons.

(D) The O atom is sp3 hybridized.

(END OF ASSIGNMENT)

assignment i

Documents

c i d s

dimethylpropylnonane

dimethylpropylnonane

nabr b nh3 c cf4 d

dimethylpropyloctane

iiiiv b iviiiii

hydrogen bonding d van

chiral d meso compound