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The document provides a comprehensive overview of hydrocarbons, including their classification, structure, and properties. It contains various questions and answers related to aliphatic and aromatic hydrocarbons, their reactions, and physical and chemical properties. Additionally, it discusses methods of preparation and conformations of hydrocarbons.
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0% found this document useful (0 votes)
63 views57 pagesChapter 2
The document provides a comprehensive overview of hydrocarbons, including their classification, structure, and properties. It contains various questions and answers related to aliphatic and aromatic hydrocarbons, their reactions, and physical and chemical properties. Additionally, it discusses methods of preparation and conformations of hydrocarbons.
Uploaded by
girirajsaxena5Copyright
© © All Rights Reserved
We take content rights seriously. If you suspect this is your content, claim it here.
Available Formats
Download as PDF or read online on Scribd
/ 57
Hydrocarbons
(Aliphatic and Aromatic Hydrocarbons)
. scanty | Level-1
2./| | GENERAL INTRODUCTION, CLASSIFICATION AND STRUCTURE
1. In cyclopropane, cyclobutane and cyclohexane, the common group is :
(@) — [2 (b) — CH, — (© —CH, @ — =
2. Among the following, which is not a hydrocarbon ?
(a) CNG (b) LPG (c) Paraffin wax (4) Polyester
3. Select the odd one :
(a) polythene (b) polypropylene (c) polystyrene —(d)._ buna-s
4. As the molecular mass of hydrocarbons increases, the ratio of number of H and C atoms :
(a) decreases (b) increases (©) remains same — (d)_ none of these
5. Which of the following does not necessarily represent a hydrocarbon ?
I | |
(@) >c=c—C— ) ¢ o-¢ © $ (@ H-c=c
6. Among the values of bond angles given below, which is not possible for a hydrocarbon ?
(a) 120° (b) 109° (©) 180° (@) 90°
7. Which of the following is not a class of hydrocarbons ?
(a) Paraffins (b) Olefins (© Arenes (d)_ None of these
8. The structure of isobutyl group in an organic compound is :
(a) Hs ScH—CH, — (b) CH, —CH—CH, —CH,
CHs # — I
CH
|
(©) CH, —CH, —CH, —CH, — (@) CH, —C—
|
CHy lit
eB Elementary Organic Chemistry for Medical
9. How many secondary hydrogens are there in the following alkane ?
CH3\,
HCH,
cH, > CHCH .CH2CH
(a 1 (b) 2 © 4 @ 9
10. How many compounds with the formula C7Hy¢ (heptanes) contain a single tertiary carbon
atom ?
(a) 2 (b) 3 (©) 4 (@) 5
11. What is the simplest alkane, that is, the one with the smallest molecular weight, which
possesses primary, secondary and tertiary carbon atoms ?
(a) 2-methylpropane (b) 2-methylbutane
(©) 2-methylpentane (a) 3-methylpentane
12. Pick out the alkane which differs from the other members of the group :
(a) 2,2-dimethylpropane () pentane
(©) 3-methylbutane (d) 2,2-dimethylbutane
22 | ALKANES
[A] General Introduction
13. The formula of Marsh gas is :
(@) CH, (b) C2H6 (© CoH, (@) CH,
14. Initially, alkanes were also named as paraffins due to :
(a) low chemical reactivity (b) solid state nature
(©) high chemical reactivity (d) none of these
15. In alkanes approximate value of C—C and C—H bond lengths respectively are :
(a) 154 pm, 112 pm (b) 154 pm, 154 pm
(©) 112 pm, 154 pm (a) 112 pm, 112 pm
16. Geometry of carbon atoms in alkanes is :
(a) linear (b) triangular (c) tetrahedral (d) any of these
[B] Methods of Preparation
Veprove
Lo C 0 a
17. C—O K® —eleetolvsis, (4); Major-product (A) is :
(Major)
©D 90D 6D eOPrO Hydrocarbons —_
Br
18. 2 ae Product(A)is; (A) WED
Ae
@) eS (b) OX) © CO @ 2
19. How many different Grignard reagents may react with alcohol (Excluding stereoisomer) to
give n-butane? ¢ ~c-C-comy¥ cH a Sie
f@1 (b) 2 © 3 c @ 4
20. In the reaction CH; —CH, —OH ©“, [p}; Product [P] will be :
GUAR
(a) HxC=CH, (b) CH3CH3CH,CH, (©) CH,CH3 (a) CH,;CH=CHCH,
21. In the given reaction, reagent [RI is :
CH, —CH, —Br “®), cH, —cH, —D
(a) BugSnD/In (b) LiAID,
(©) Mgyether followed by D0 (@) All of these
22. Methane and ethane both can be prepared in one step from which of the following
compounds?
(a) CoH, (b) CH,0 (©) CHBr (@) CH3CH,0H
23. 2-chloro-3-methylbutane is treated with sodium in etherial solution, then it will give :
(a) 2,4-dimethylhexane (b) 3,5-dimethylhexane
(c) 2,3,4,5-tetramethylhexane (d) 2,6-dimethyloctane
24, CHMgBr +D,0—-> (A), Product (A) of the reaction :
(a) CHy (b) CH3D (©) CHD. (d) CHD;
cl
25. O —™*_, How many products will be formed in the given reaction ?
ayes
(a) 1 (b) 2 () 3 (d) 4
MgBr
26. P2® , (4); Product (A) is:
@ ae ©) GO ae @ A&A
27. By which of the following reagents butanoic acid can be converted into butane ?
He /a (b) NaOH/Cao (© CH3MgBr (d)_Allof these Ey a Elementary Organic Chemistry for i)
28. Which among the following alkanes can be prepared by metal carbides ?
(a) Hexane (b) Cyclohexane (©) Methane (d)_ Isobutane
29. Which one of the following is reduced with Zn-Hg/HCl to give the corresponding
hydrocarbon?
(a) Ethylacetate fb Butan-2-one (©) Acetamide (d) Acetic acid
30. (CH3)3CMgClon reaction with D,0 et
(a) (CH3)3COD (b) (CDs) 3CH (©) (CH3)3CD (d) (CH3)2CHCHD
31. Which of the following alkane will be formed in high yield by Wurtz reaction ?
(XY 0) OK I ope >)
32. How many products will formed in the following reaction ?
CH, —Cl+CH, —CH, —cI—_,
dry ether
(a) 1 (b) 2 LA d@) 4
33. Which among the following reagents conv€rts alkyl halide into oo
(a) Bu3SnH (b) Na/dry ether (©) R2Culi (d) All of these
34. In the given reaction,
°
Il
CeHs —C—CH3 2s CH —CH —CHs, Reagent [R] will be :
(a) LiAIH (b) NaBH (©) Bu,SnH LEN NH,/OH
a) : aBH, ©) BugSnl 2—NH
35. (CH)3CMgClon reaction with D0 produces :
(a) (CHg).CD (b) (CH3)3COD on (d) (CD3),;0D
36. Methyl bromide is converted into ethane by hess it in ether medium with :
(a) Al (b) Zn (© Na (d) Cu
37. Which among the following alkanes can not be prepared by reduction of alkyne ?
a Nata (b) Isobutane (©) Neopentane @ Ethane
38. Which of the following liberates methane on treatment with water ?
(a) Silicon carbide (b) Calcium carbide
(©) Beryllium carbide (d) Magnesium carbide
r
39. 5. a pane A); Ais:
Br Br
© IZ A oe
Br
Br
© wo @o Bx Hydrocarbons in
40. Identify the product Y in the following reaction :
CH,—CH,—CO0.
Ca A> x 2s yy
CH,—CH,—Coo” ae
(a) pentane (b) cyclobutane AY escopentane (@)_cyclopentanone
[C] Physical and Chemical Properties
Physical Properties
411. Which of the following has the lowest boiling point?
(a) CH3(CH2) 4CHs (b) CH,CHCH, CHCH,
cH |
3 ce
Jef caecHeHct, (@) CHgcH,CHICH CH,
CH3 CHs
42. Which of the following has the greatest solubility in CH.;CH ,CHCH 3?
(a) CHj0H (b) CHjO-Na* (© CNH, ap (CHg)3CH
43. Compare heat of combustion of (i), (ii) and (iii) :
@) AN Gi) a (iil) ANZ
(a) i>ii>iti (b) ii>i>iii © iti>i>ii (@) ii>iti>i
44. Compare heat of combustion of (i), (ii) and (iii):
CH, CH, CH,
CH;
@ cr co) i
CH. H.
3 cH, 3
(a) i>ii>iii (b) ii>i>iii (©) iii>i>ii (d) iti>ii>i
45. Which of the following has largest heat of combustion ?
(a) Ethyl cyclopentane (b)_ Ethyl cyclohexane
(© Ethyl cyclobutane Ethyl cycloheptane
46. Which of the following molecules has the most negative heat of combustion in kcal/mole ?
Methane (b) Ethane (©) Propane (d@) Butane
47. Which of the following alkane is not liquid at room temperature ?
(@) CsHiz 0) CyoHz2 © Cy7Ha6 DO Cathio
48. Arrange the following in decreasing order of their boiling points :
(D) n-Butane (I) 2-Methylbutane
(IID n-Pentane (IV) 2,2-Dimethylpropane
(a) I> I> I> IV (b) I> I> IV >1 (©) IV> I> >I Ys I> I>IV>1 Elementary Organic Chemistry for Me
49. Which compound has the highest boiling point ?
2-Methylpentane (b) 2,3-Dimethylbutane
(©) 2,2-Dimethylbutane (@ Methane
50. Which cycloalkane has the greatest ring strain ?
Cyclopropane —(b) Cyclobutane —()_Cyclopentane —(d)_Cyclohexane
Chemical Properties
cl, ‘ a
51. C) + — >> ? Major product of the reaction is :
a a
| | al Cl
(@ CH,(CH2)4CH2 (I) oC av)
cl
cl cl
°
cl
(a) 1 a © m (@) W
52. How many dichlowféted products, including stereoisomers, can be isolated when ($)-2-
chlorobutane reacts with Cl, /hv ?
CH,CH,
Cl
Ch H
CH,
(S)-2-chlorobutane ta
(a) 1 (b) 2 © 3 as
53. The complete combustion of CH, gives :
(a) CO+Hy (b) CO+N, 26 002 +110 (@ CO+N,0
54. Pyrolysis of alkanes is known as :
(a) reforming (b) cracking (© isomerisation (4) All of these
5. Ke, 7 (X) number of monochloro products (including stereoisomer) is :
(a) 2 OS: 3 © 4 @ 5
56. How many products are formed from the monochlorination of ethylcyclohexane? Ignore
stereoisomers ?
: _ CH,CH,
ore () 8 @ 5 @9 @® u
2 Hydrocarbons En
57. During the free radical chlorination of methane, which of the following reactions has the
lowest collision frequency?
(a) Cle+*CH;—>CH,Cl (b) Cle+Cl, Cl, +Cl*
(© *CH3 +CH,—>CH, +*CH, (@) *CH, +Cl,—>CH,Cl + C+
58. The reaction Br, +CH4Br—"»CH,Br, +HBr was carried out. Which of the following
mechanism steps is productive, but relatively unlikely to occur?
(a) Bre-+CH3Br—>HBr+*CHBr (b) Bre-+*CH Br—>CH,Br,
(©) Bre +Br2 —>Br, +Br¢ (@ Bre+*CH3 —>CH3Br
59. Which of the following reactions is a termination step in the free radical chlorination of
methane?
(a) Cl, +Cle—Cle+Cly (b) Cl, —>2cl+
(© *CHg +Cl*e—>CH,Cl (d) CH, +Cle—>HCl+*CH
60. Which of the following is a chain propagation step in the free radical chlorination of methane?
CH, +Cle—>*CH, +HCl (b) Cl, —>2cle
(©) Cle +*CH; —>CH3Cl (d) *CHy +CHy—>CH, +*CH3
61. How many distinct dichlorination products can result when isobutane is subjected to free
radical chlorination?
@1 (b) 2 43 @ 4
62. How many distinct monochlorinated products, including stereoisomers, can result when the
alkane below is heated in the presence of Cl,?
(@ 2 () 4 © 5 oo 8
63. C222 Produers is:
me iene
ie (b) oO
© Cc (ad) Co aaa | Elementary Organic Chemistry for Medical
[D] Conformations
64. Which of the following is the most stable conformation of bromocyclohexane?
Br
H Br
I sit Br Iv H
H
H Br
(a) I (b) 1 (c) I @ 1
65. Which of the following correctly ranks the cycloalkanes in order of increasing ring strain per
methylene?
(a) cyclopropane < cyclobutane < cyclohexane < cycloheptane
(b) cyclohexane < cyclopentane < cyclobutane < cyclopropane
(c) cyclopentane < cyclobutane < cyclopentane < cyclopropane
(d) cyclopentane < cyclopropane < cyclobutane < cyclohexane
(e) cyclopropane < cyclopentane < cyclobutane < cyclohexane
66. In the following the most stable conformation of n-butane is :
a CH;
3 ICH, Clls CH;
H H KH CH3,
BES oy y
H H H HH H ” ~H
CH, CH; HCH H
67. Which of the oe conformers for ethylene glycol is most stable ?
‘on fe H
H. H
H iH H HH
68. The structure of isobutyl group in an organic ZS is:
2 on CH, () Cis —GI— Clty — CH,
CH;
|
(©) CH3 —CH, —CH, —CHy — @ orm
CH
69. With respect to the conformers of ethane, which of the following statements is true ?
(a) Bond angle changes but bond length remains same.
(b) Both bond angle and bond length change. Hydrocarbons
(©) Both bond angle and bond length remain the same.
(d) Bond angle remains the same but bond length changes.
70. Conformation arises due to rotation around :
(a) carbon-carbon double bond
4 Carbon-carbon single bond
71. Which is a conformer of pentane ?
CH,
H CH
@y H
CH,
CH,
Bane
Oy CH,CH,
H
72. The most stable conformation of 1,2-dibromoethane is :
H
Br H
(a) coy
Br H
H
H
H. D\oBr
oo
(b) carbon-carbon triple bond
(@) all of these
CH,
Ht H
(b)
CHS CH
H
CH;
H
H Nr
CH,CHg
H
H
(b)
H Br
H Br
H
HBr
@
Hes Be
H H
73. Increasing order of stability among the three main conformations (i.e. eclipse, anti, gauche) of
2-fluoroethanol is :
(a) eclipse, anti, gauche
(©) eclipse, gauche, anti
74. Which conformation of 2-methylbutane is the most stable ?
/s H
CH
(b) anti, gauche, eclipse
(a) gauche, eclipse, anti
CH,
ny
CH; Ty Elementary Organic Chemistry for Medical
CH, CH;
CH. CH m CHy
© H H @ 4 CH,
A H
Miscellaneous
75. Major constituent of LPG is :
(a) butane (b) propane (©) ethane (d)_ methane
76. Which of the following has highest knocking property ?
(a) Aromatic hydrocarbons (b) Olefins
(©) Branched chain paraffins (@) Straight chain paraffins
77. Which one of the following compounds has maximum octane number ?
(a) n-hexane (b) n-heptane
(©) 2,2-dimethyl pentane (d) 2,2,4-trimethylpentane
78. Anti-knocking compound used for unleaded gasoline is :
(a) BXT (b) TBA (© MTBE (a) _all of these
79. Liquid hydrocarbons can be converted to a mixture of gaseous hydrocarbons by :
(a) cracking (b) distillation under reduced pressure
(©) hydrolysis (@) oxidation
ER] atkenes
[A] General Introduction
80. Alkenes are also called :
(a) paraffins (b) olefins (©) azulenes (@)_ none of these
81. An alkene necessarily contains :
(a) C—H bond (b) C—Cbond
(©) H—C—H bond (@) C=Cbond
82. x-bond in alkenes involves :
(a) one sand two p-orbitals (b) tow sand two p-orbitals
(©) only two p-orbitals (@) either of these
83. Bond angle and hybridization at olefinic carbon is :
(a) 120°, sp? (b) 120°,sp?
(© 109°28', sp? (@ 109°28', sp?
P Hydrocarbons be
[B] Methods of Preparation
84. What is the major product of the following Ey reaction?
heat
CH3CHCH ,CH;+HO~ —“-»Product(s)
(b) CH; —CH, —CH, —CH3
CH, CH,
BNea= 78
o HZ Nu
85. Pyrolytic elimination reaction is given by :
(a) quaternary ammonium hydroxide (b) acetates
(©) amine oxides (d) all of these
86. The reagent used to convert an alkyne into alkene is :
(a) Zn—Hg/HCl —(b) Pd/H (©) Zn/HCl (d) Sn/HCl
87. Which of the alkyl chlorides listed below undergoes dehydrohalogenation in the presence of a
strong base to give 2-pentene as the only alkene product?
(a) 1-chloropentane (b) 2-chloropentane
(c) 3-chloropentane (@)_1-chloro-2-methylbutane
88. When 2-butyne is treated with H ,/Pd—BaSO 4; the product formed is :
(a) cis-2-butene (b) trans-2-butene —(c)_ 1-butene (d) 2-hydroxy butane
89. Alkene can be prepared by which chemical reaction ?
(a) Substitution (b) Only elimination
(©) Only addition (d) Addition as well as elimination reaction
90. Hoffmann elimination reaction is given by :
OH Pe
(a) CH3 —CH, —CH—CH3 (b) CH; —CH—C—CH3
CH3 CH;
(c) CHy—CH,—CH—CHy (@) all of these
e
CH, | CH
8
CO,H
91. xk —2H0H_, (a) Sess, (B) + ©).
CO,H
Products (B) and (C) are: Elementary Organic Cher
(a) geometrical isomers (b) enantiomer
(©) positional isomer (d) structural isomer
92. In the given reaction,
OCOCH,
CH, —CH, —CH—CH,—*> [P]
Product [P] will be :
(a) 1-butene (b) 2-butene (©) 2-butanol (a) 1-butanol
[C] Physical and Chemical Properties
93. Decreasing order of heat of hydrogenation ?
ocr Ck mC
(a) 1>M>U (b) U>1>0 () W>I> (d) 1>M>1
94. Which of the following is most stable alkene ?
@\/ Lo © ~ @ >
95. Which of the following is most stable alkene ?
@>= ow Ly © \W/ @ —~4
96. Which of the following is least stable alkene ?
(a) Cr (b) Cr © Cc @ Cx
97. Arrange the following in decreasing order of a-hydrogen :
wy a
(a) i>ii>iii (b) ii>i>iii (©) ii>iii>i @ iti>ii>i
98. Which among the following alkenes will be most stable ?
(a) Ethene (b) 2-methylpropene
(©) 2,3-dimethyl-2-butene (d) 2-butene
99. Which of the following is most stable?
ay / w (4) ol @ €) >
100. Arrange the following in decreasing order of stability :
@ ae Gi) cA Gi CO
(a) i>ii>iii (b) ii>i>iii (©) iii>i>ii (d) iii>ii>i Hydrocarbons ie |
101. Which of the following is least stable alkene?
@ IK ©) A © Za @ oO
102. Which of the following alkene is more stable than 1-butene?
(a) Cis-2-butene _(b) Trans-2-butene —_()_Iso-butene (a) _Allof these
103. Compare heat of combustion :
() 2,3-dimethyl-2-butene (i) 2-methyl-2-butene
(iii) 1,3-butadiene (iv) 1,2-butadiene
(a) iti>iv>ii>i () iii>iv>i>ii (©) i>ii>iv>iii (@ i>ii>iii>iv
104. In which of the following alkenes will a hydrogen shift occur upon addition of HCI?
@ aK ©) Ce ee
105. Which among the following alkenes is most reactive for hydration reaction ?
(a) Ethene (b) Propene (c) 2-methylpropene (d) 1-butene
106. Alkene gives bromination reaction with formation of which among the following reaction
intermediates ?
(a) Free radical (b) Carbanion
(© Alkyl carbocation (@) Cyclic bromonium ion
107. Unknown compound (A) on oxidation with hot alkaline KMnO 4 gives only one compound
structure of which is given below,
COOH — (CH) 4 —COOH
compound (A) will be :
—(CH2)4—C=C—CH3
CH—(CH3)4—CH=CH
108. Consider the following reaction :
(0 Il ll
i ee Gece ae
ae
oO
(A) will be :
CH,
} ll ll
(a) CH, —C—CH, —C—CH, —C—CHy
Hy
cl °
] i}
(b) CH; —C—CH, — C—CH, —C—CH3 = Elementary Organic Chemistry for Medical
i Ga
(© CH, —C—CH, —C—CH, —C=CH)
CH
(d) All of these
109. The diene and dienophile, which gives compound (A), will be :
CH; CH;
(A)
(a) CH; —CH=CH —CH=CH—CH, andH,C=CH)
() See and H»C=CH
CH3 CH3
() H»C=CH—CH=CH, and CH; —CH=CH,
(@) CH; —CH=CH—CH=CH, and CH; —CH=CH,
110. Which energy diagram best describes the electrophilic addition of hydrogen halides to
alkenes?
7 el
cold KMnO, (dil)
———e
1 ™Oos Product. Identify products:
t
) () ae © (d)_ Both (a) and (b)
Re a
112. CHy —CH = CH, S> (4) 2 (@) 8 —*(C) ; Product (C) is:
CH;
(a) (b) © wf (d) CH3CH,CHMgBr
113. What reagents can best be used to accomplish the following transformation?
ae ee
(a) 1.BH3,THF 2.HO-,H20, (b) H*,H,0
(©) 1. Hg(OAc)2,H0/THF 2. NaBH, (a) 1.Hg(O,CCF,)2,CH3OH 2. NaBH, Hydrocarbons kn
114. Intermediate of hydration of alkene is :
(@) free radical (b) carbene (© carbocation (4). carbanion
e Br
115. ci —2, ; Product of the reaction is:
Hoy
(a) meso (b) racemic (© diastereomer _(d) structural isomer
116. In the given reaction,
HC. H
ry/Ce
Soa BA 1]; Produce [P] wil be :
H CH
(a) meso-2,3-dibromobutane (b) racemic mixture of 2,3-dibromobutane
(c)_ meso as well as racemic mixture (4) 1-bromo-2-butane
117. O —HCHSOH C4); Product (A) is :
H H OH H
oC oC 0X ©
: OH H . OH ‘OCH;
118. Consider the following reactions :
@ Hg(OAc). CH;
[Q] as major product © Ss cH —¢—ch—= ch, HOW/HSO., Ep
‘As major
CH, product
Products [P] and [Q] respectively are :
(a) 2,3-dimethyl-2-butanol and 3,3-dimethyl-2-butanol
(b) 2,3-dimethyl-2-butanol and 2,3-dimethyl-2-butanol
(c) 3,3-dimethyl-2-butanol and 3,3-dimethyl-2-butanol
(d) 3,3-dimethyl-2-butanol and 3,3-dimethyl-2-butanol
119. Which of the following product(s) is(are) formed when 1,2,4-trimethylcyclopentene is
hydrogenated?
¥ y y :
I I Mm Vv
(a) I (b) Tand II (© 0 (d) IandIv
OH
(@ HyP04,150°C
(i) CgHCOOOH
120. major product of the reaction is :
oO OH
‘CHO.
oe ef ef of
‘CHO. ier | Elementary Organic Chemistry for Medical
(BH
121, ao cucoon” [PI [Plis :
DD
(a) (b) G& (c) both (d) none of these
D 7c
122. CH, —CH=CH, "2", ; product of the reaction is :
(a) only 1,2-dibromopropane
(b) only 1-bromo-2-chloropropane
(©) only-2-bromo-1-chloropropane
(a) mixture of 1,2-dibromopropane and 1-bromo-2-chloropropane
Nas
128. ]} + + 2, major product of the reaction is :
Br
© Ae an(nes mer wee ody
@1 (b) © m @ Vv
124, Which among the following statements is correct for hydrogenation reaction ?
(a) Itis syn addition.
(b) Product formation takes place by formation of carbocation.
(©) Product formation takes place by formation of free radical.
(d) Reaction is endothermic.
125. The molecular formula of compound A is C)sH 4. Ozonolysis gives the following compound
and formaldehyde. Which could be compound A?
Gang _Ozonolysis + HCHO, (A) is:
(a)
126. An alkene having molecular formula CoH yg on ozonolysis gives 2,2-dimethylpropanal and
2-butanone. The alkene is :
(a) 2,2,4-trimethyl-3-hexene (b) 2,2,6-trimethyl-3-hexene
(©) 2,3,4-trimethyl-2-hexene (d) 2,2-dimethyl-3-hexene Hydrocarbons kes
Hp
127, In the reaction, CoH 2 755. sy:go9 ¥ CHa — CHO
What is (X) ?
(a) CH3 —CH,0H (b) CH; —O—CHg
(©) CH; —CH, —CHO (@) H,C=CHOH
128. CH, — a —CH =CH, +HBr —> (A) ; Predominantly (A) is :
CHg Br
|
(a) aie (b) CH, —C—CH,—CH3
CH CH
© ace (d@) eee
Br CHg CH; Br
129. Which of the following alkenes yield(s) 3-bromo-3-methylpentane as the major product upon
addition of HBr?
ZF Za Za
I 1 1 Vv
(a) Land Il only (b) Ilonly (© 1, land Illonly (4) all of them
130. Which of the following is a step in the mechanism of the reaction shown?
CH =CHCH, +HBr—e™* 5 cH ,CHCH3
Br
(a) CH)CHCH, +HBr (b) CH,CH CH, +HBr
|
Br
° e
(c) CH,CHCH, +HBr (d) CHjCH2CH, +HBr
|
Br
131. Acid catalysed hydration of alkenes except ethene leads to the formation of :
(a) 1°-alcohol (b) 2° or 3° alcohols
(©) mixture of 1° and 2° alcohols (a) mixture of 2° and 3° alcohols
132. Which alkene will give only optically active product upon catalytic hydrogenation (H ,/Pd)?
’
(a) (b) Gg © = @ Y Eo Elementary Organic Chemistry for Medical
133. When hydrochloric acid gas is treated with propene in the presence of benzoyl chloride, it
gives :
(a) 2-chloropropane (b) allylchloride —(c)_ no reaction (d)_ n-propyl chloride
CHa, ZA oo
134. C=C —*2 5(X) no. of products. Value of X is:
HZ Noy, “le
‘CH
(a) 0 (b) 1 () 2 @ 3
135. A Meso 2,3-dibromobutane, identify reactant (A) :
4
CS — , © @ al
HBr.
707
CHy HBr
136. cr [aon 125" Tz and rs are respectively :
HBr
Lier,
2
OH
a)
oD. OCH, OH OCH; oD.
CH; -~ CH, CH, CHy ‘CH ‘CH
(a) : : (b) ‘4 >
OH,
Br
CH, CH,
(©) in all reaction (a) in all reaction
CHy
137. ale AB! 2, Major product of the reaction is :
Br
CH:
CH CH Br Is CH;
@ oy o Cr © fi @ (Kar
Br
H,/Pd a
fiennaediaay :
138. ‘Oo BOW, 296 Tam” ?» Product of the reaction is :
A
OO
@ cr ) © 10) @
ve i A
0 —~n"
139. Alkene x98 5 YF? + To xis: Hydrocarbons kom
(a) ~~ ) ce
) Mine iG @ Cor
Ht 1.03
7 pes Os Sarr
140. nm 2 Hos , Product/s of the reaction is/are :
eo
oO
@ 07 + OR AO FS
°
(b) i eee $A.
a wh. al 6
OH OH
@ Dee + 0.
Nc = Bry/CCly
H H
(a) Erythro-2,3-dibromobutane
(b) Threo-2,3-dibromobutane
(©) 1:1 mixture of Erythro-2,3-dibromobutane and Threo-2,3-dibromobutane
(d) 2:1 mixture of Erythro-2,3-dibromobutane and Threo-2,3-dibromobutane
@)
SABO +n
141.
[P]; Product [P] is :
, Alkene (C) is:
CH,—CH,—CH,—CHg (n-butane)
(a) cis-2-butene (b) trans-2-butene —(c)_1-butene (d) ethene
143. Which of the following compounds with molecular formula CsHj9 yields acetone on
ozonolysis ?
(a) 2-methyl-2-butene (b) 3-methyl-1-butene
(©) Cyclopentene (a) 2-methyl-1-butene Elementary Organic Chi
144. What is the major organic product of the following reaction ?
i
OH OH H es
@ (lite a Oe ano (en @ (ca
8 §
145. A—HOEKMNOW/OH” CH, — CH—COOH + CH, — C—CH, —CH, —CH, compound (A)
Oxidation |
CH,
is:
(a) CH, —CH, —C= C—CH,—CH3
|
CH;CH3
(b) CH; —CH—CH=C—CH, —CH, —CH3
| |
CH CH;
(©) CH, Ge ete
CH;
(d) CH; —CH—C=C—CH—CH,
| |
CHy CHy
146. co NO /004
; Products of the reaction is :
CH,
(a) Vic diol (b) Vic dicarbonyl compound
° °
I Il
(©) CH —C—CHg and CH, —CHO (@) CH3 —C—CHg and CH, —COOH
147. Compound (A) on oxidation with OsO , /NalO 4 gives hexanedinal. Structure of compound (A)
will be :
CH.
@ oO 0) oO efr’ el]
148. Product of the given reaction,
CH
cH;
CH, —CH, —CH=CH, “25
will be : Hydrocarbons ken
OH OH
| |
(a) CH3 CHCH =CH (b) CH» CHCH =CH, (0) CHsCHaG cH @ CHscHaGcHo
° °
149. Among the following which alkenes will be oxidised by SeO.»?
(a) H»C=CHy (b) CH3CHCH =CH,
|
CH;
Ha ae cH,
(¢) CH,CCH =CH, (d) CH,CCH =CHC—CH,
| | |
CH, CH, CH,
150. CH; —CH=CH—CH3 oes ; Product of the given reaction is :
(a) CH; —CHO (b) CH, —COOH
aX
(© CH oc @ ao ao
OH OH 0-0
773 oycu,c
151. CH,—CH=C OYE (A) + (B), (A) and (B) are :
NcH, (ii) LiAlH,
1 1
(a) CH —CHO and CH; —C—CH, (b) CH,COOH and CH; —C—CH,
° OH
ll |
(©) CH; —CH,0H andCH,;—C—CH3 — (d) CH3 —CH,0H and CH; —CH—CHg
152. Which among the following alkenes will be most reactive for hydrogenation reaction ?
(a) H,C=CH, (b) CH, —CH=CH,
HC,
(©) CH; —C=C—CH, @ YC=CH,
| HC
CH3CH3
153. CH; —CH=CH— CH, 22> 2s ae, B, compound B is :
(a) CH; —CH, —CHO (b) CH; —CO—CH3
(c) CH3 —CH, —CO—CH; (d) CH; —CHO
KMn04/0H/4
154, (x) AMNOW/ON/, C.H190, Here X is :
Cotha 1.03
2. Zn, HCL
a
: + 3. KOH
a
H
ech Elementary Organic Chemistry for Medical
(a) CH3 —CH, —CH, —CH, —CH=
H, (b) oe
(©) CH; —CH, —
CH—CH=CH
CH;
2 (d) CH; —CH, —CH, —C =CHy
CH,
155. The predominant product formed when 3-methyl-2-pentene reacts with HOCI is :
a
CH;
CH;
(a) CH; —CH, ee (b) CHy —G—CHOHDGH,
CH, CH,
7 7 OH
() CHy —CH, —C—CH—CHg, (@) CH; —CH, —C—CHCI—CH,
CH, CH;
156. What are the products formed in the following reaction?
A
| 4 eq. Hp, Pd 7
a
y
eee cneeere master aaa
@ ~~ : ) ay
nba AG poe
oO
? Product of the synthesis is Hydrocarbons
(a) 7 a
0
158. Which of the following species is an intermediate in the reaction shown below ?
oO Bey/t0 oe
\
@ OQ 1) QO © OQ @ ©
Br, 3 + Br_
CHy yg A
159. + — + ?, Major product of the reaction is :
" OH
CH,OH CH, CH,
0 CY a a Chou
coir CHy
avy) Cr w
‘OH HO
@ 1 (b) IV (© m @ WV
CH,
br
160. or + Es 2, Major product of the reaction is
is
CH cH; CH; cH;
@ CK» ) Kou © CK @ Con
‘OH Br
161. Which reaction intermediate is formed when Br /CCl, reacts with cyclohexene?
Br = Br
@ CK "ow © cr @ Cpe
2 ‘Br EE a Elementary Organic Chemistry for Medical
162. Which of the following alkenes reacts with HCI at the slowest rate?
cH,
H
(a) CH,CHCH —CH, (b) CH,CH,C —CH, (c) CH,C =CH, oy P° = Kou,
|
Hy CH; CH,
163. What is/are the product(s) from the following reaction?
CH, = a
aD.
(a) Tonly (b) Tonly
(©) 1 Gminor) II (major) (@) 1 (major) I (minor)
164. What is the major product of the following reaction?
or
a,
Peroxide
Br
CH CH)Br CH;
‘CH;
@) ©) © : © (Kor
165. What is the major organic product of the following reaction ?
CH=CH,
>
cr :
CH=CH, CH,CH,
(@ cr 0) ci
CH,CH3 CH=CH,
o Cr ocr
166. What are the major organic products when the following molecule is treated with ozone, and
then with Zn/H,0 ?
oO
O Il 0
(a) #H-C—H ©) Ce CO at0
COOH
(} Cy »CH,0 @ on H' a OH
167. oO —*2, ; Product of the reaction is:
Hp
(a) meso (b) racemic (c) diastereomer (d) structural isomer Hydrocarbons in
168. Oo —P* (a) ; Product (A) is:
pp
D OD OD oe
d.
(a) OG (b) CL © CL @ ob
169. Which of the following product is not formed in the following reaction ?
+HBr—>
Br Br
Br *
170. “A HS 6 = (B); Product (B) of the reaction is:
Br
Bi
Peroxide
SH
SH SH
(a) (b) © qd)
171. \__/ —Selt Kins (4) ; Relation between (A) and (B) is :
Bi/Ch_, (py
(a) Diastereomers (b) Enantiomers _—_(c)__ Structural isomer (d)Different compound
172. Which of the following reactant is more reactive towards electrophilic addition reaction with
HBr.
~@ PA _yP ow) (> \ © r\e @ J
OCH; Ph OCH,
[D] Dienes
173. Compound (A) on hydrogenation consumed 2 mol. equivalents of hydrogen and produces a
saturated hydrocarbon. When A is treated with ozone, followed by reductive work up, two
products are isolated : formaldehyde and the diketone structure of which is given below :
HCHO + ae
