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Class XI

PREPARED BY:ER. VINEET LOOMBA

(B.TECH. IIT ROORKEE)

TARGET : JEE Main/Adv

ADVANCED LEVEL PROBLEMS

ALPwww.vineetloomba.com

60 Best JEE Main and Advanced Level Problems (IIT-JEE). Prepared by IITians.

HYDROCARBONS

HYDROCARBON

HYDROCARBONS

Q.1 In the given reaction

C7H12 (A) HCl

(A) is:

(A) (B) (C) (D) All of these

Q.2 1-Methylcyclopentene can be converted into the given compound

by the use of which of the following reagents?(A) BD3 followed by HCOOH (B) BH3 followed HCOOD

(C) BD3 followed by HCOOD (D) BH3 followed by HOCD||

O

Q.3 Identify (P) in the following reaction:

+ 2 OH/H 2 (P)

(A) (B) (C) (D)

Q.4 The reaction of E-2-butene with CH2I2 and Zn–Cu Couple in either medium leads to formation of

(A) (B) (C) (D)

Q.5 (E)-3-bromo-3-hexene when treated with CH3O� in CH3OH gives

(A) 3-hexyne (B) 2-hexyne (C) 2,3-hexadiene (D) 2,4-hexadiene

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Q.12 O-xylene on ozonolysis will give

(A)

CHO|CHO

& CHOCCH||

O

3 (B) OCCH

|OCCH

3

3

& CHOCCH||

O

3

(C) OCCH

|OCCH

3

3

&

CHO|CHO

(D) OCCH

|OCCH

3

3

, CHOCCH||

O

3 &

CHO|CHO

Q.13 Acetone/OH

)eq1(OO

2

4s X.

Identify ‘X’.

(A) (B)

(C) (D) Reaction will not occur

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Q.14 22

2

O,CuCl

HOH,PdCl Z.

Identify Z.

(A) (B)

(C) (D) All are correct

Q.15223

33

CHCHCHCCCH||

CHCH

)water/Acetone(

.)equiv1(OO 4s A ; Identify AAA

(A) 223

33

CHCHCHCCCH||||

OHOHCHCH

(B)

OHOH||

CHCHCHC—CCH||

CHCH

223

33

(C)

OHOH||

CHCHCHC—CHCH||

CHCH

323

33

(D) Reaction will not occur

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Q.16 1-Penten-4-yne reacts with bromine at – 80°C to produce:(A) 4,4,5,5-Tetrabromopentene (B) 1,2-Dibromo-1,4-pentadiene(C) 1,1,2,2,4,5-hexabromopentane (D) 4,5-dibromopentyne

Q.17 Compound (A) on oxidation with hot KMnO4 / OH� gives two compound

3

3

CH|

COOHCHCH & 3223 CHCHCHCCH

||O

compound A will have structure.

(A)

33

3223

CHCH||

CHCHCCCHCH (B)

33

3223

CHCH||

CHCHCHCCHCHCH

(C)

3

33

CH|

CHCCCHCH (D)

33

33

CHCH||

CHCHCCCHCH

Q.18 Consider the following reaction

(A) C6H12 /OH/KMnO4 C5H10O

In the above reaction (A) will be

(A) CH3–CH2–CH2–CH2–CH=CH2 (B)

3

223

CH|

CHCHCHCHCH

(C)

3

223

CH|

CHCHCHCHCH (D)

3

2223

CH|

CHCCHCHCH

Q.19 KOHalcoholic product

Major product is:

(A) (B) (C) (D)

Q.20 Number of required O2 mole for complete combustion of one mole of propane –(A) 7 (B) 5 (C) 16 (D) 10

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Q.21 How much volume of air will be needed for complete combustion of 10 lit. of ethane –(A) 135 lit. (B) 35 lit. (C) 175 lit. (D) 205 lit.

Q.22 When n-butane is heated in the presence of AlCl3/HCl it will be converted into –(A) Ethane (B) Propane (C) Butene (D) Isobutane

Q.23 The reacting species of alc. KOH is –(A) OH– (B) OR+ (C) OK+ (D) RO–

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Q.36 Which of the following reagents cannot be used to locate the position of triple bond in CH3–CC–CH3

(A) Br2 (B) O3 (C) 2

2Cu (D) KMnO4

Q.37 CH3–CH2–CCH CH3CC–CH3

A and B are –(A) alcoholic KOH and NaNH2 (B) NaNH2 and alcoholic KOH(C) NaNH2 and Lindlar (D) Lindlar and NaNH2

Q.38 B OH/OH

THF/BH

22

3

OH3 A

A and B are –

(A) Both (B) Both

(C) (D)

Q.39 B

OHOH

THFBH

,22

3 CH3–CCH 424 SOH/HgSO A

A and B are –

(A) 3323 CHCCH,CHOCHCH

||O

(B) CHOCHCHCHCCH||O

2333

(C) CH3CH2CHO (both) (D)

O||

CHCCH 33 (both)

Q.40 CH3CH=CH2

OH/OH

DB

22

62product X

X is –

(A)

OH|

DCHCHCH 23 (B)

D|

OHCHCHCH 23

(C)

OD|

CHCHCH 33 (D) none is correct

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Q.41 CH2=CH–CH=CH2 BrCCl3 product. The major product is –

(A) Br–CH2–CH=CH–CH2–CCl3 (B)

Br|

CClCHCHCHCH 322

(C)

3

22

CCl|

BrCHCHCHCH (D) None is correct

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Q.42 Mixture of one mole each of ethene and propyne on reaction with Na will form H2 gas at S.T.P. –(A) 22.4 L (B) 11.2 L (C) 33.6 L (D) 44.8 L

Q.43 Dehydration of 2, 2, 3, 4, 4–pentamethyl–3–pentanol gave two alkenes A and B. The ozonolysis products of A and B are -

(A) A gives3333 )CH(CCC)CH(

||O

and HCHO

B gives 3323 )CH(CCHCCH

||O

and HCHO

(B) A gives3333 )CH(CCC)CH(

||O

and HCHO

B gives

3

333

3

CH|

)CH(CCCCH|||CHO

and HCHO

(C) A gives 2333 )CH(CHCC)CH(

||O

and HCHO

B gives3323 )CH(CCCH)CH(

||O

and CH3CH2CHO

(D) None of these

Q.44 CHCH 22

4

ClCu

ClNH product

Product is –(A) Cu–CC–Cu (B) CH2=CH–CCH (C) CHC–Cu (D) Cu–CC–NH4

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Q.45 Alkene A OH/O 23

33 CHCCH||O

+ CH3COOH +

O||

COOHCCH3

A can be –

(A) (B) 33

23

CHHCCHCCH||

)CH(C

(C) Both correct (D) None is correct

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Q.46 2Rreagent 1Rreagent

R1 and R2 are –(A) Cold alkaline KMnO4, OsO4/H2O2 (B) Cold alkaline KMnO4, HCO3H(C) Cold alkaline KMnO4, CH3–O–O–CH3 (D) C6H5CO3H, HCO3H

Q.47

3

3

CH|CH||CH|CH

4KMnOalkaline A, which is true about this reaction?

(A) A is meso 2, 3–butan–di–ol formed by syn addition(B) A is meso 2, 3–butan–di–ol formed by anti addition(C) A is a racemic mixture of d and l, 2, 3–butan–di–ol formed by anti addition(D) A is a racemic mixture of d and l 2,3–butan–di–ol formed by syn addition

Q.48 + CH3MgBr OH3 A 42SOH.Con B

Zn/OH/O 23 C

A, B and C are – A B C

(A)

(B)

(C)

(D)

Q.49 A

A can be –(A) Conc. H2SO4 (B) alcoholic KOH (C) Et3N (D) t-BuOK

Q.50 BrCH2–CH2–CH2Br reacts with Na in the presence of ether at 100 °C to produce –

(A) BrCH2–CH=CH2 (B) CH2=C=CH2 (C) (D) All of these

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Q.51 Which has least heat of hydrogenation –

(A) (B) (C) (D)

Q.52OH/NaOH/NaBH)2(

THF/OH/)OAc(Hg)1(

24

22 A. A is –

(A) (B) (C) (D)

Q.53 An organic compound of molecular formula C4H6, (A), forms precipitates with ammoniacal silver nitrate and ammoniacalcuprous chloride. ‘A’ has an isomer ‘B’, one mol of which reacts with one mol of Br2 to form 1, 4-dibromo-2-butene. Anotherisomer of A is ‘C’, one mole of C reacts with only 1 mol. of Br2 to give vicinal dibromide. A, B & C are

(A) CH3–CH2–CCH and CH2=CH–CH=CH2 ;

(B) CH3–CC–CH3 and CH3–CH=C=CH2 ; CH3–CC–CH3

(C) C=CH2 and CHCH|||

CHCH

2

2

; CH2 = CH–CH=CH2

(D) CH3–CC–CH3 and ; CH2 = CH–CH = CH2

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Q.54 CH3–CH=CH–CH3 x

product is Y (non–resolvable) then X can be – cis

(A) Br2 water (B) HCO3H(C) Cold alkaline KMnO4 (D) all of the above

Q.55 Electrophilic addition reaction is not shown by

(A)

3

32

CH|

CHCCH and Br2 (B) CHCH2 and HO–Cl

(C) CH3–CCH and CH3MgBr (D) CH2=CH2and dil. H2SO4 solution

Q.56 A mixture of CH4, C2H4 and C2H2 gaseous are passed through a Wolf bottle containing ammonical cuprous chloride. The gascoming out is(A) Methane (B) Acetylene(C) Mixture of methane and ethylene (D) original mixture

Q.57 In the presence of strong bases, triple bonds will migrate within carbon skeletons by the(A) removal of protons (B) addition of protons(C) removal and readdition of protons (D) addition and removal of protons.

Q.58 CH2=CH–CH=CH2 + CHCOOH||

CHCOOH

product X by reaction R. X and R are

(A) Diels Alder (B) Friedel-Crafts

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(C) Diels Alder (D) Friedel-Crafts

Q.59 For the ionic reaction of hydrochloric acid with the following alkenes, predict the correct sequence of reactivity as measuredby reaction rates:(I) ClCH=CH2 (II) (CH3)2.C=CH2 (III) OHC.CH=CH2 (IV) (NC)2C=C(CN)2(A) IV > I > III > II (B) I > IV > II > III (C) III > II > IV > I (D) II > I > III > IV

Q.60 The addition of bromine to 2-cyclohexenyl benzoate in 1,2-dichloroethane produces ____ dibromo derivatives:(A) 2 (B) 3 (C) 4 (D) 6

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Q.1 D Q.2 B Q.3 A Q.4 B Q.5 A Q.6 D Q.7 C

Q.8 C Q.9 A Q.10 C Q.11 D Q.12 A Q.13 B Q.14 A

Q.15 B Q.16 D Q.17 B Q.18 D Q.19 A Q.20 B Q.21 CQ.22 D Q.23 A Q.24 A Q.25 B Q.26 A Q.27 C Q.28 BQ.29 B Q.30 C Q.31 A Q.32 D Q.33 A Q.34 B Q.35 BQ.36 A Q.37 A Q.38 D Q.39 B Q.40 B Q.41 A Q.42 BQ.43 B Q.44 B Q.45 C Q.46 B Q.47 A Q.48 A Q.49 AQ.50 C Q.51 C Q.52 C Q.53 A Q.54 C Q.55 C Q.56 CQ.57 C Q.58 A Q.59 D Q.60 A

ANSWER KEY (vineetloomba.com)