Q. No. 3 Which of the following has the highest normal boiling point? Option 1 Iodobenzene Option 2 Bromobenzene Option 3 Chlorobenzene Option 4 Fluorobenzene Correct Answer 1 Explanation As the size of the halogen atom increase van der waal forces increases, boiling point increases. Size of the halogen mass density.
Q. No. 4 Which of the following are arranged in the decreasing order of dipole moment?
Option 1 CH3 Cl,CH 3 Br,CH 3 F
Option 2 CH3 Cl,CH 3 F,CH 3 Br
Option 3 CH3 Br,CH 3 Cl,CH 3 F
Option 4 CH3 Br,CH 3 F,CH 3 Cl Correct Answer 2 Explanation acc to EN of RF> RCl . But due to the small size. F ion cannot accommodate the ve charge. So less polar they R Cl .
Q. No. 5 Assertion : The carbon halogen bond in an aryl halid e is shorter than the carbon halogen bond in all alkyl halide. Reason : A bond formed of an sp 3 orbital should be shorter than the corresponding bond involving an sp 2 orbital. Option 1 If both assertion and reason are correct and reason is the correct explanation of assertion. Option 2 If both assertion and reason are true but reason is not the correct explanation of assertion. Option 3 If assertion is true but assertion is false. Option 4 If reason is true but assertion is false. Correct Answer 3 Explanation bond of aryl halide is shorter than the C X bond of an alkyl halide, due to the +M effect of X which forms a partial double bond.
Q. No. 7 Assertion : Alkyl iodide can be prepared by treating alkyl chloride/bromide with NaI in acetone. Reason : NaCI/NaBr are soluble in acetone while NaI is not. Option 1 If both assertion and reason are correct and reason is the correct explanation of assertion. Option 2 If both assertion and reason are true but reason is not the correct explanation of assertion. Option 3 If assertion is true but assertion is false. Option 4 If reason is true but assertion is false. Correct Answer 3 Explanation NaCl/NaBr (ionic) are insoluble in
(non corlless polar). Q. No. 8 The number of possible enantiomeric pairs that can be produced during monochlorination of 2methyl butane is : Option 1 3 Option 2 4 Option 3 2 Option 4 1 Correct Answer 3 Explanation
i and iii having a chiral carbon (*), each chiral molecular can produce a pair of enantiomers (R and S).
Q. No. 9
Option 1
Option 2
Option 3
Option 4
Correct Answer 2 Explanation Anti addition.
Passage Text Addition of X 2 on alkene is electrophilic addition reaction. Reaction proceed through the formation of 3membered cyclic halonium ion. Nucleophile X attacks from backside of cyclic halonium ion hence total reaction is anti addition reaction. If this reaction proceed in polar solvent then solvent itself acts as nucleophile.
Mechanism :
Q. No. 1 0 Which of the following statements is incorrect?
Option 1 Symmetrical trans alkene gives 2 products on reaction with Br 2/CCl 4
Option 2 Symmetrical cis alkene gives 2 product on reaction with Br 2/CCl 4 Option 3 Trans alkenes give erythro product Option 4 Cis alkenes gives thero product Correct Answer 3 Explanation cis Antiaddition racemic trans Antiaddition meso TAM
Q. No. 1 1
Option 1
Option 2 Option 3
Option 4
Correct Answer 2 Explanation More substituted alkene is mo re reactive.
Q. No. 1 2
Option 1
Option 2
Option 3
Option 4
Correct Answer 4
Explanation Addition of X 2 to an alkene in electrophilic add ition (Anti), if polar solvent is taken, solvent itself acts as a nucleophile.
Q. No. 1 3 How many of the following reaction, leads to the formation of diastereomers. Correct Answer b, d, e, f. Is Integer Type ☒ Explanation Products of those runs will have two chiral centres. An org. compounds should have at least two chiral centres to produce diasteromers.
Q. No. 1 4 When but 3en ol reacts with aq. HBr, the product formed is Option 1 3 bromobut 1 ene Option 2 1 bromobut 2 ene Option 3 A mixture of both a and b Option 4 2 bromobut 2 ene Correct Answer 3 Explanation
Q. No. 1 5 Match the Following No. Column A Column B Column C Id of Additional Answer 1 HBr.RCOOR Anti CH3 CH= CH 2 Markovnikov’s addition 2 HBr Markovnikov’s CH3 CH= CH 2 addition 3 NBS,hv Side chain C6 H 5 CH 3 substitution 4 Br/FeBr 3 Aromatic C6 H 5 CH 3 substitution Explanation Go through the hydrocarbon’s properties.
Q. No. 1 6 Which of the following reactions involve free radical as intermediate? Option 1 ☐
Option 2 ☒
Option 3 ☒
Option 4 ☒
Explanation a Aromic electrophilic substitution.
Q. No. 1 7 Assertion : Chlorination of Allylic hydrogen is difficult than vinylic hydrogen. Reason : Allyl radical is stabilized by resonance. Option 1 If both assertion and reason are correct and reason is the correct explanation of assertion. Option 2 If both assertion and reason are true but reason is not the correct explanation of assertion. Option 3 If assertion is true but assertion is false. Option 4 If reason is true but assertion is false. Correct Answer 4 Explanation Chlorination of Allylic hydrogen is easy as it form allyl radica l (more stable)
Q. No. 1 8 Acetone Assertion : CH32 CH Cl+ NaI CH 32 CH I+ NaCl Reason : Acetone is polar protic solvent and solubility order of sodium halides decreases dramatically in order NaI > NaBr > NaCl . The last being virtually insoluble in this solvent and a 1 0 and 2 0 chloro alkane in acetone is completely driven to the side of Iodoalkane by the precipitation. Option 1 If both assertion and reason are correct and reason is the correct explanation of assertion. Option 2 If both assertion an d reason are true but reason is not the correct explanation of assertion. Option 3 If assertion is true but assertion is false. Option 4 If reason is true but assertion is false. Correct Answer 3 Explanation
Q. No. 1 9
Option 1
Option 2
Option 3
Option 4
Correct Answer 1 Explanation
Form through benyl C""" .
Q. No. 20
Stereochemistry of the product are : Option 1 Diastereomers Option 2 Meso Option 3 Racemic mixture Option 4 Pure enantiomers Correct Answer 3 Explanation cis+ transaddition Racemicmixture .
Q. No. 21 An organic compound C 3H7Br(A) with alcoholic KOH forms C 3H6 which decolorizes Br 2 in CCl 4 but does not gives a white precipitate with ammonical AgNO 3. (A) on reaction with KCN forms a product which on reduction with Na/C 2H5OH produces nbutyl amine. Hence, the compound (A) is Option 1 npropyl bromide Option 2 isopropyl bromide Option 3 1, 1 dibromopropane Option 4 none of these Correct Answer 1 Explan ation Follow retro synthesis Start with the final product
It is an alkene, has no acidic ‘H’.
Q. No. 22 A compound ‘A’ has molecular formula C 5H9Cl. It does not react with bromine in CCl 4. On treatment with strong base, it produces single ‘B’ (C 5H8) and reacts with Br 2(aq). Ozonolysis of ‘B’ produces a compound C 5H8O2. Which of the following is structure of A? Option 1
Option 2
Option 3
Option 4
Correct Answer 2 Explanation
An unsaturated
Alkyl halide, but do not react with Cl 2 means, it is saturated compound isomers an Q. No. 23
Mark out the possible product. Option 1 ☒
Option 2 ☒
Option 3 ☐
Option 4 ☐
Explanation Ring expansion and direct substitution.
Q. No. 24 Which of the following pair is correctly matched? Option 1 Reaction Product ☒ RX + AgCN RNC Option 2 RX + KCN RCN ☒
Option 3 RX + KNO 2 ☐
Option 4 RX + AgNO 2 R ON=O ☐ Explanation
Q. No. 25 Assertion : Treatment of chloromethane with a saturat ed solution of AgCN gives ethyl isocyanides as the major product. Reason : Cyanide (CN ) is an ambident nucleophile. Option 1 If both assertion and reason are correct and reason is the correct explanation of assertion. Option 2 If both asse rtion and reason are true but reason is not the correct explanation of assertion. Option 3 If assertion is true but assertion is false. Option 4 If reason is true but assertion is false. Correct Answer 2 Explanation Correct reason for assertion: AgCN is a covalent compound in switch connecting atom is ‘N’ C N .
Q. No. 26 Choose the correct statement(s) about the following reaction.
I. The major product of the reaction is butylmethyl ether. II. The major product of the reaction is 1butene. III. The major product is formed by S reaction mechanism. N2 IV. The major product is followed by E2 reaction mechanism. Option 1 I + III Option 2 II + IV Option 3 I + IV Option 4 IV Correct Answer 1 Explanation
Q. No. 27 The major substitution product of the following reaction is Option 1
Option 2
Option 3
Option 4
Correct Answer 4 Explanation S inversion of configuration. N2
Q. No. 28 Consider the following reaction
X and Y are respectively Option 1 Both nitroethane Option 2 Both ethyl nitrite ( EtONO
Option 3 X = EtONO and Y = EtNO 2
Option 4 X = EtNO 2 and Y = EtONON Correct Answer 3 Explanation
Q. No. 29 Alkyl halides react with dialkyl copper reagents to give Option 1 Alkenes Option 2 Alkyl copper halides Option 3 Alkanes Option 4 Alkenyl Halides Correct Answer 3 Explanation Corey House synthesis. Used to prepare unsymmetrical alkanes (add no. alkanes).
Q. No. 30 What would be the product formed when 1 Bromo 3chloro cyclobutane reacts with two equivalents of metallic sodium in ether Option 1
Option 2
Option 3
Option 4
Correct Answer 4 Explanation (internal Wurtz r n )
Q. No. 31 Which of the following alkanes cannot be synthesized by the Wurtz reaction in good yield? Option 1 ☒
Option 2 ☒
Option 3 ☐
Option 4 ☒
Explanation Wurtz r n is preferred to prepare symmetrical alkanes (even no.)
Q. No. 32 Which of the following alkyl halides is not suitable for Corey House synthesis of alkanes?
Option 1 CH 3I Option 2 Option 3
Option 4
Correct Answer 4 Explanation Smaller (1 0 and 2 0) alkyl halides are preferred in Corey House synthesis, as the 3 0 Alkyl halides gives elimination product.
Q. No. 33 Match the column : No. Column A Column B Colum Id of Wurtz Reaction Number of n C Additio dimerizatio nal n product Answer 1 CH Cl Na 1 3 dyether 2 CH Cl+CH CH Cl Na 3 3 3 2 dyether 3 CH Cl+CH CH Cl+CH CH CH Cl Na 5 3 32 322 dyether 4 H C=CHCH=CHCH Cl+CH CH Cl Na 6 2 232 dyether Explanation Refer Wurtz reaction
Q. No. 34 Assertion : Wurtz’s coupling reaction of alkyl halide is not suitable for an alkane containing an odd number of carbons in the parent chain. Reason : Wurtz’s Coupling reaction involves heating of alkyl halides with sodium metal in ethereal solution. Option 1 If both assertion and reason are correct and reason is the correct explanation of assertion. Option 2 If both assertion and reason are true but reason is not the correct explanation of assertion. Option 3 If assertion is true but assertion is false. Option 4 If reason is true but assertion is false. Correct Answer 2 Explanation Wurtz r n is preferred to prepare symmetrical alkanes (even no.)
Q. No. 35 If an ethereal solution containing 2 chloropentane and chloroethane is heated with sodium, how many different alkanes would result through Wurtz’s reaction? Correct Answer 6 Is Integer Type ☒ Explanation Wurtz reaction.
Q. No. 36
Option 1 (CH 3)2CHCOCH 3 Option 2
Option 3 (CH 3)2CHCOCH(CH 3)2 Option 4
Correct Answer 2 Explanation
Q. No. 37 i CH3 MgBr 2mol conc.H2 SO 4 CHCN3 """ A B,AandBare ii H3 O Option 1
Option 2
Option 3
Option 4
Correct Answer 4 Explanation
Q. No. 38 End product of the following sequence of reaction is Option 1
Option 2
Option 3
Option 4
Correct Answer 2 Explanation
Q. No. 40 Identify (Z) in the following reaction Option 1
Option 2
Option 3
Option 4
Correct Answer 1 Explanation
Br good heaving gp.
Q. No. 41 In the given reaction,
(X) may be: Option 1 ☒
Option 2 ☒
Option 3 ☒
Option 4 ☐
Explanation
Q. No. 42 Which of the following combinations give Option 1 ☒
Option 2 ☒
Option 3 ☐
Option 4 ☒
Explanation For acid derivatives 2 moles R Mg X is required to produce 3 0 alcohols, otherwise reaction stops at the formation of ketone.
Q. No. 43
What can be R in the above reaction sequence? Option 1 npropyl ☐ Option 2 nbutyl ☒ Option 3 sec butyl ☐ Option 4 Isopropyl ☐ Explanation
Q. No. 44
Find out value of ‘X’. Correct Answer 3 Is Integer Type ☒ Explanation
3 moles of R Mg X is consumed.
Q. No. 45 Which of th e following compounds give alcoh ol on reaction with RMgX?
Option 1 O2 ☒ Option 2 ☒
Option 3 R – O – H ☐ Option 4 ☒
Explanation
produces alkane.
Q. No. 46
Option 1
Option 2
Option 3 Option 4
Correct Answer 1 Explanation
3 moles of R Mg X is consumed.
Q. No. 47
Option 1
Option 2
Option 3
Option 4
Correct Answer 4 Explanation
Q. No. 48 Match the Following No. Column A Column B Column C Id of Additional Answer 1 PhMgBr+
2 PhMgBr+
3 PhMgBr+
4 PhMgBr+
Explanation
Q. No. 49 Total number of RMgX are consumed in the following reaction Correct Answer 8 Is Integer Type ☐ Explanation
1 + 4 + 1 + 2 = 8 mole RMgX
Q. No. 52
Value of x is: Option 1 2 Option 2 3 Option 3 4 Option 4 5 Correct Answer 1 Explanation 3 moles of R Mg X is consumed.
1 + 4 + 1 + 2 = 8 mole RMgX
Q. No. 53 Replacement of Cl of chlorobenzene to give phenol requires drastic conditions but chlorine of 2, 4 dinitrochorobenzene is readily replaced because
Option 1 NO 2 make ring electron rich at ortho and para Option 2 NO 2 withdraws e from meta positions Option 3 Denotes e at meta position Option 4 NO 2 withdraws e from ortho/para positions Correct Answer 4 Explanation M effect
Q. No. 54 Which chloroderivative of nitrobenzenes among the following would undergo hydrolysis, most readily with aqueous NaOH? Option 1
Option 2 Option 3
Option 4
Correct Answer 2 Explanation Aryl halide having EWG – an benzene ring is more reactive. M – effect M effect can operate through ortho, para positions only.
Q. No. 55 Propyl benzene reacts with bromine in presence of light or heat to give Option 1
Option 2
Option 3
Option 4
Correct Answer 2 Explanation (Free radical substitution) Q. No. 56 The reaction of 4 bromobenzyl chloride with NaCN in ethanol leads to Option 1 4bromo 2cyanobenzyl chloride Option 2 4cyanobenzyl cyanide Option 3 4cyanobenzyl chloride Option 4 4bromobenzyl cyanide Correct Answer 4 Explanation Alkyl halides > Aryl halides Due to +M effect of X on benzene ring.
Q. No. 57 Assertion : The presence of nitro group facilitates Nucleophilic substitution reaction in aryl halides. Reason : The intermediate carbanion is stabilized due to the presence of the nitro group. Option 1 If both assertion and reason are correct and reason is the correct explanation of assertion. Option 2 If both assertion and reason are true but reason is not the correct explanation of assertion. Option 3 If assertion is true but assertion is false. Option 4 If reason is true but assertion is false. Correct Answer 1
Explanation M effect of NO 2 gp
Q. No. 58 Match the Following No. Column A Column B Column C Id of Additional Answer
1 Sandmeyer C6H5N2Cl, CuCl/HCl, reaction heat
2 Balz Schiemann C6H5Cl, HBF 4, heat reaction
3 Hunsdiecker C6H5COOAg, reaction Br 2/CCl 4, heat
4 Finkelstein reaction CH 3HC 2CH 2Br,KI, Acetone, heat Explanation Go through the preparation method of Alkyl and Aryl halides
Q. No. 59 Match the Following No. Column A Column B Column C Id of Additional Answer 1 Electrophilic substitution Cation intermediate
2 Electrophilic substitution Cation intermediate 3 Nucleophilic substitution
4 Free radical substitution
Explanation
C : SN 2 2 0 – R – X D : free radical substitution
Q. No. 60 Which of the following is (are) true regarding intermediate in the addition elimination mechanism of the reaction below?
I. The intermediate is aromatic. II. The intermediate is resonance stabilized anion. III. Electron withdrawing group on the benzene ring stabilize the intermediate Option 1 I only Option 2 II only Option 3 I and III Option 4 II and III Correct Answer 4 Explanation M effect
Q. No. 61 Which is the major product of the reaction of 2, 4 – dinitrochlorobenzene with methylamine? Option 1
Option 2
Option 3
Option 4
Correct Answer 3 Explanation
Q. No. 62 Arrange the following in increasing order of reactivity in aromatic Nucleophilic substitution reaction. Option 1 I < IV < III < II Option 2 IV < III < I < II Option 3 I < IV < II < III Option 4 IV < I < II < III Correct Answer 2 Explanation Reactivity : F > Cl > Br > I ArSN 2 electron with drawing gps (M) , The reactivity M operates only at O and P.
Q. No. 63 pnitrofluorobenzene is more reactive than its meta isomer in S NAr reaction with CH 3ONa because Option 1 Nitro group from para position is in resonance with lone pair of fluorine. ☐ Option 2 Nitro group from para position stabilizes the benzene carbanion ☒ intermediate. Option 3 Nitro group from para position exert greater electron withdrawing ☐ inductive effect than from meta position Option 4 Nitro group from para position gives less steric hindrance than from meta ☒ position to the attack of nucleophile.
Explanation M effect of NO 2
Q. No. 64 Consider the following S NAr treaction
The correct statement is (are) Option 1 Cl will be substituted because it is a better leaving group. ☐ Option 2 F will be substituted because nitro from para position facilitate this. ☒ Option 3 After substitution of one halogen, substitution of the second halogen would ☒ become further more difficult. Option 4 First chlorine and then fluorine would be substituted subsequently. ☐ Explanation Reactivity : F > Cl > Br > I ArSN 2 electron with drawing gps (M) , The reactivity M operates only at O and P.
M effect of NO 2 Q. No. 69 The use of the product obtained as a result of reaction between acetone and chloroform is Option 1 Hypnotic Option 2 Antiseptic Option 3 Germicidal Option 4 Anaesthetic Correct Answer 1 Explanation
Q. No. 76 When CHCl 3 is boiled with NaOH, It gives Option 1 Formic acid Option 2 Trihydroxy methane Option 3 Acetylene Option 4 Sodium formate Correct Answer 4 Explanation
Q. No. 78
Option 1 ☒
Option 2 ☒ Option 3 ☒
Option 4 ☒
Explanation
Q. No. 79 Which of the following is missing reagent in the following reaction sequence ?
+ Option 1 (CH 3)3CO K , Br 2 + Option 2 (CH 3)3CO K , HBr + Option 3 (CH 3)3CO K , Br 2/H 2O
Option 4 H2SO 4, Br 2 Correct Answer 1 Explanation Q. No. 80 C H Cl alc. KOH B(C H ) O3 C H O 59 58(CH ) S 582 A (No isomers) 3 2
Br24 ,CCl Br 24 ,CCl Negative test Positive test Which of the following is the structure of A ? Option 1
Option 2
Option 3
Option 4
Correct Answer 3 Explanation
Q. No. 81
Product of reaction is : Option 1
Option 2
Option 3 Option 4
Correct Answer 4 Explanation
Q. No. 82
Find out the structure of ‘A’ : Option 1
Option 2
Option 3
Option 4
Correct Answer 3 Explanation
Q. No. 83 Which of the following sequence of reagent is best suited for the reaction shown below ?
+ + Option 1 (i) CH 3MgBr, H 3O (ii) H / (iii) HBr/H 2O2 + + Option 2 (i) CH 3MgBr, H 3O (ii) H / (iii) HBr + Option 3 (i) CH 3MgBr, H 3O (ii) HBr + Option 4 (i) HBr/ROOR (ii) CH 3MgBr, H 3O Correct Answer 1 Explanation
Q. No. 84 The major product of the following reaction is
Option 1
Option 2
Option 3
Option 4
Correct Answer 2 Explanation