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Jee 2014 Booklet4 Hwt Hydrocarbons

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(1)

DATE : IITJEE : MARKS :

10

TIME : 25 MINUTES

NAME : TEST CODE : HDC [1]

ROLL NO. START TIME : END TIME : TIME TAKEN:

STUDENT’S SIGNATURE : PARENT’S SIGNATURE :

 This test contains a total of 10 Objective Type Questions.  Each question carries 1 mark. There is NO NEGATIVE marking.

Choose the correct alternative. Only one choice is correct.

1. 2-chloro-3-methylbutane is treated with sodium in ethereal solution, then it will give

(A) 2, 4-dimethylhexane (B) 3, 5-dimethylhexane

(C) 2, 3, 5, 5-tetramethylhexane (D) 2, 6-dimethyloctane

2. Wet ether is not used as a solvent in Wurtz reaction, because the water present in it.

(A) hydrolyses RX to ROH (B) reduces RX to RH

(C) destroy the Na metal (D) reacts with R – R

3. A mixture of 1-chlorobutane and 2-chlorobutane when treated with alcoholic KOH gives.

(A) 1-butene (B) 2-butene (C) iso-butylene (D) mixture of 1-butene + 2-butene

4. The major product formed when a 3, 3-dimethyl butan-2-ol is heated with concentrated sulphiric acid, is :

(A) 2, 3-dimethyl-2-butene (B) 2, 3-dimethyl-1-butene

(C) 3, 3-dimethyl-1-butene (D) cis and trans isomers of 2, 3-dimethy-1-butene 5. Aqueous solution of an organic compound, ‘A’ on electrolysis liberates acetylene and CO2at anode. ‘A’ is

(A) potassium acetate (B) potassium succinate (C) potassium citrate (D) potassium maleate

6. Pure methane can be produced by

(A) Wurtz reaction (B) Kolbe’s electrolytic method (C) soda lime decarboxylation (D) reduction with H2

7. What would be the product formed when 1-bromo-3-chlorocyclobutane reacts with two equivalents of metallic sodium in ether?

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

8. Acetylene can be obtained by the reaction

(A) HCOOKElectrolysis (B) CHI3Ag

(C) Conc. H SO2 4

3 2 443 K

CH CH OH (D) Be C2 H O2 

9. Ozonolyis of an organic compounds gives formaldehyde as one of the products. This confirms the presence of

(A) two ethylenic double bonds (B) a vinyl group

(C) an iso-propyl group (D) an acetylenic triple bond

10. Ozonolysis of an organic compound A produces acetone and propionaldehyde in equimolar mixture. Identify A from the following compounds.

(2)

DATE : IITJEE : MARKS :

10

TIME : 25 MINUTES

NAME : TEST CODE : HDC [2]

ROLL NO. START TIME : END TIME : TIME TAKEN:

STUDENT’S SIGNATURE : PARENT’S SIGNATURE :

 This test contains a total of 10 Objective Type Questions.  Each question carries 1 mark. There is NO NEGATIVE marking.

Choose the correct alternative. Only one choice is correct. 1. Identify B and D in the following sequence of reactions.

(A) Methanol and bromoethane (B) Ethyl hydrogen sulphate and alcoholic KOH

(C) Ethyl hydrogen sulphate and aqueous KOH (D) Ethanol and alcoholic KOH

2. One mole of a symmetrical alkene on ozonolysis gives two moles of an aldehyde having a molecular mass of 44 u. The alkene is:

(A) propene (B) 1-butene (C) 2-butene (D) ethene

3. Which of the following is the predominant product in the reaction of HOBr with propene?

(A) 2-bromo-1-propanol (B) 3-bromo-1-propanol

(C) 2-bromo-2-propanol (D) 1-bromo-2-propanol 4. In the series, 2 3 4 2 4 2 CH I NaNH HgSO 2 2 H SO , H O C H   X Y Z the compound Z is :

(A) CH3CH2CH = CH2(B) CH3COCH3 (C) CH3CHO (D) CH3CH2CH2CHO

5. In the following sequence of reactions, the alkene affords the compound ‘B’

3 2

O H O

3 3 Zn

CH CHCHCH  A B The compound B is :

(A) CH3CH2CHO (B) CH3COCH3 (C) CH3CH2COCH3 (D) CH3CHO

6. The treatment of CH3Mg X with CH C C H3   produces : (A) CH3CHCH2 (B) CH C C3  CH3 (C) 3 3 H H | | CH   C C CH (D) CH4 7. In the reactions, 2 3 2 Lindlar catalyst / H Na / NH H

B



RC CR



A

(3)

8. Which one of the following gives, on ozonolysis, both aldehydes and ketones?

(A) Me2C = CHMe (B) Me2C = CMe2 (C) MeCH2C Me

 

CMe2(D) MeCH Me

 

CHCHMe 9. An alkene on vigorous oxidation with KMnO4 gives only acetic acid. The alkene is :

(A) CH3CH2CH = CH2(B) CH3CH = CHCH3 (C) (CH3)2C = CH2 (D) CH3CH = CH2

10. Which of the following reactions will yield, 2, 2-dibromopropane?

(A) CH3 C CH 2HBr  (B) CH CH3 CHBr HBr 

(4)

DATE : IITJEE : MARKS :

10

TIME : 25 MINUTES

NAME : TEST CODE : HDC [3]

ROLL NO. START TIME : END TIME : TIME TAKEN:

STUDENT’S SIGNATURE : PARENT’S SIGNATURE :

 This test contains a total of 10 Objective Type Questions.  Each question carries 1 mark. There is NO NEGATIVE marking.

Choose the correct alternative. Only one choice is correct. 1. Ozonolysis products of an olefin are 2

2 CHO CH CHO | and | CHO CH CHO Olefin is : (A) (B) (C) (D)

2. Propene on reaction with hypochlorous acid to give :

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

3. 2-methylbutane on reacting with bromine in the presence of sunlight gives mainly :

(A) 1-bromo 3-methylbutane (B) 2-bromo 3-methylbutane

(C) 2-bromo 2-methylbutane (D) 1-bromo 2-methylbutane

4. A is :

(A) meso diol (B) racemic diol (C) Both (A) and (B) (D) None of these

5. The non-aromatic compound among the following is :

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

6. Which one of these is not true of benzene?

(A) It forms only one type of monosubstituted product

(B) There are three carbon-carbon single bonds and three carbon-carbon double bonds

(C) The heat of hydrogenation of benzene is less than the theoretical value

(D) The bond angle between the carbon-carbon bonds is120.

7. Which of the following species is aromatic?

(5)

8. According to Huckel’s rule an aromatic compound must possess :

(A) (4n  1) electrons (B) (4n2) electrons

(C) 4n electrons (D) (4n  3) electrons

9. Identify the substitute group, that acts as ortho-para director, during electrophilic substitution in aromatic compounds.

(A) NH2 (B) NO2 (C) SO H3 (D) N2

10. Phenyl magnesium bromide reacts with methanol to give :

(A) a mixture of anisol and Mg(OH)Br (B) a mixture of benzene and Mg(OMe)Br

(6)

DATE : IITJEE : MARKS :

10

TIME : 25 MINUTES

NAME : TEST CODE : HDC [4]

ROLL NO. START TIME : END TIME : TIME TAKEN:

STUDENT’S SIGNATURE : PARENT’S SIGNATURE :

 This test contains a total of 10 Objective Type Questions.  Each question carries 1 mark. There is NO NEGATIVE marking.

Choose the correct alternative. Only one choice is correct.

1. Both methane and ethane may be obtained by a suitable one-step reaction from :

(A) CH3I (B) C2H5I (C) CH3OH (D) C2H5OH

2. Which of the following liberates methane on treatment with water?

(A) Silicon carbide (B) Calcium carbide (C) Beryllium carbide (D) Magnesium carbide

3. Which of the following will give three mono-bromo derivatives?

(A) CH3CH2CH2CH(CH3)CH3 (B) CH3CH2C(CH3)2CH3

(C) CH3CH(CH3)CH(CH3)CH3 (D) All the above can give

4. On halogenation, an alkane (C5H12) gives only one monohalogenated product. The alkane is :

(A) n-pentane (B) 2-methyl butane (C) 2, 2-dimethyl propane (D) cyclopentane

5. Which of the following reactions can be used to prepare methane?

(A) Clemmensen reduction (B) Wurtz reaction

(C) Reduction of CH2 = CH2 by LiAlH4 (D) Reduction of methyl iodide by using a zinc-copper couple

6. Hydrocarbon which is liquid at room temperature is :

(A) Pentane (B) Butane (C) Propane (D) Ethane

7. On mixing a certain alkane with chlorine and irradiating it with UV light, it form one monchloro alkane. The alkane could be :

(A) neopentane (B) propane (C) pentane (D) isopentane

8. Position of double bond in alkenes is identified by :

(A) ozonolysis (B) bromine water

(C) ammoniacal silver nitrate (D) None of these

9. Alkenes undergo :

(A) addition reactions (B) substitution reactions

(C) Both (A) and (B) (D) None of these

10. Cyclopentadienyl anion is :

(7)

DATE : IITJEE : MARKS :

10

TIME : 25 MINUTES

NAME : TEST CODE : HDC [5]

ROLL NO. START TIME : END TIME : TIME TAKEN:

STUDENT’S SIGNATURE : PARENT’S SIGNATURE :

 This test contains a total of 10 Objective Type Questions.  Each question carries 1 mark. There is NO NEGATIVE marking.

Choose the correct alternative. Only one choice is correct.

1. What are the produces obtained upon the ozonolysis of pent-2-ene?

(A) CH3CH2CHO (B) CH3CHO (C) CH3COCH3 (D) Both (A) and (B)

2. Alkene is :

(A) (B)

(C) (D)

3. on-ozonolysis gives :

(A) (B) (C) (D) None of these

4. Which one of the following has the smallest heat of hydrogenation per mole?

(A) 1-butene (B) Trans-but-2-ene (C) Cis-but-2-ene (D) Buta-1, 3-diene

5. Which of the following compounds is the most stable?

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

6. Which of the following reactions are not expected to give : 3 3 2 3 CH | CH C CH CH | CH   

in yields of more than 50% ?

(A) 2 4 3 H SO 3 3 3 CH | CH C C H CH | | CH OH      (B)

3 3

3 CH CO K 3 3 3 CH | CH C C H CH | | CH Br        (C) 3 Zn 3 3 acetone 3 CH | CH C C H CH | | CH Br

(8)

7. The reduction of 4-octyne with H2 in the presence of Pd/CaCO3 quinoline gives :

(A) trans-4-octene (B) cis-4-octene

(C) a mixture of cis-and trans-4-octene (D) A completely reduced product C8H18

8. Which of the following reactions will give an alkyne?

(A) CH CBr CHBr3 2 2Zn / alc. (B) CH CH CHBr3 2 2alc. KOH

(C) CH CHBr CH Br3 2 2 NaNH2 (D) All of the above

9. The product(s) obtained via oxymercuration (HgSO4 + H2SO4) of but-1-yne would be :

(A) CH3CH2COCH3 (B) CH3CH2CH2CHO

(C) CH3CH2CHO + HCHO (D) CH3CH2COOH + HCOOH

10. The final product in following sequence of reaction is :

2 3

NaNH CH Br

CH CH  A B

(A) CH2CH CH CH  2 (B) HC C CH  3

(9)

DATE : IITJEE : MARKS :

10

TIME : 25 MINUTES

NAME : TEST CODE : HDC [6]

ROLL NO. START TIME : END TIME : TIME TAKEN:

STUDENT’S SIGNATURE : PARENT’S SIGNATURE :

 This test contains a total of 10 Objective Type Questions.  Each question carries 1 mark. There is NO NEGATIVE marking.

Choose the correct alternative. Only one choice is correct. 1. Which of the following form alkynide?

(A) (B) (C) (D) 2. 2 Hg / H 3 Ph C C CH A,       (A) (B) (C) (D)

3. Alkyne, C7H12, when reacted with alkanline KMnO4 followed by acidification with HCl gives a mixture of (CH3)2CHCOOH + CH3CH2COOH

The alkyne C7H12 is :

(A) 3-hexyne (B) 2-methyl-2-hexene

(C) 2-methyl-3-hexene (D) 3-methyl-2-hexyne

4. Which of the following statement is correct?

(A) Benzene has a tetrahedral geometry like an alkane

(B) Benzene is aromatic while naphthalene is not

(C) Benzene is and cyclohexane are both aromatic

(D) Benzene behaves more like and alkane than an alkene

5. Which among the following is aromatic?

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

6. Which of the following species will be aromatic?

(10)

7. Which of the following is expected to be aromatic?

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

8. C4H6 may contain :

(A) one double bond (B) two double bond (C) one triple bond (D) Both (B) and (C)

9. Compound (A) on oxidation with OsO4/NaIO4 gives Hexanedial. Structure of compound. (A) will be :

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

10. Cyclobutadiene is said to be :

(11)

DATE : IITJEE : MARKS :

10

TIME : 25 MINUTES

NAME : TEST CODE : HDC [7]

ROLL NO. START TIME : END TIME : TIME TAKEN:

STUDENT’S SIGNATURE : PARENT’S SIGNATURE :

 This test contains a total of 10 Objective Type Questions.  Each question carries 1 mark. There is NO NEGATIVE marking.

Choose the correct alternative. Only one choice is correct. However, questions marked with ‘*’ may have More than One correct option.

1. Acetylene reacts with hypochlorous acid to form :

(A) Cl2CH·CHO (B) ClCH2COOH (C) CH3COCl (D) ClCH2CHO

2. 2 (I) X 3 3 (II) H O / Zn 3 3 CH C C CH CH C C CH || || O O      

In the above reaction, X is :

(A) HNO3 (B) O2 (C) O3 (D) KMnO4

3. In the reactionC H CH6 5 3Oxidation A NaOH B Soda lim e .C Identify C is :

(A) C6H5OH (B) C6H6 (C) C6H5COONa (D) C6H5ONa

4. Gem dihalides on treatment with alcoholic KOH give :

(A) alkyne (B) alkene (C) alkane (D) All of these

5. 3 4 2 4 2 2 (I) BH (THF) HgSO 3 H SO (II) H O ,OH A CH C CH B Identify A and B.

(A) CH3CHO, CH3COCH3 (B) CH3CH2CHO, CH3COCH3

(C) CH3CH2CHO, CH3COCH2CH3 (D) HCHO, CH3COCH3

6. Degree of unsaturation in the following compound is :

(A) 1 (B) 2 (C) 3 (D) 4

7.

H , Ni2

O / H O / Zn3 2

4 6 1mole 4 8 3

A C H B C H CH CHO. Thus, A and B are :

(A) (B)

(12)

8. O / Zn, H O3 2

3 2

CHO A CH CO HCHO | CHO     Thus, A is. (A) (CH3)2CHCH = CHCH = CH3 (B) (CH3)2C = CH – CH = CH2

(C) CH CH CH CH CH CH CH3      2 (D) None of the above

*9. The reagent/s required for the conversion R CH1 CHR2R COOH1 HOOCR2is(are) :

(A) O3 followed by treatment with H2O (B) Bayer’s reagents

(C) Hot KMnO4/KOH followed by acidification (D) Lemieux reagent

10. Ethylidene dichloride is obtained by the reaction of excess of HCl with :

(13)

DATE : IITJEE : MARKS :

10

TIME : 25 MINUTES

NAME : TEST CODE : HDC [8]

ROLL NO. START TIME : END TIME : TIME TAKEN:

STUDENT’S SIGNATURE : PARENT’S SIGNATURE :

 This test contains a total of 10 Objective Type Questions.  Each question carries 1 mark. There is NO NEGATIVE marking.

Choose the correct alternative. Only one choice is correct.

1. The hydrocarbon which can react with sodium in liquid ammonia is :

(A) CH CH CH CH C CCH CH CH3 2 2 22 2 3 (B) CH CH C CH3 2

(C) CH3CH = CHCH3 (D) CH CH C CCH CH3 2  2 2

2. A compound (X) on ozonolysis followed by reduction gives an aldehyde C2H4O and 2-butanone, compound (X) is :

(A) 3-methyl pentene-2 (B) 3-methyl pentene-3 (C) 3-methyl hexane-3 (D) 3-ethyl pentene-3

3. How many bonds are present in naphthalene?

(A) 4 (B) 5 (C) 6 (D) 7

4. An organic compound with molecular formula C6H12 upon ozonolysis give only acetone as the product. The compound is :

(A) 2, 3-dimethyl-1-butene (B) 3-hexane

(C) 2-hexene (D) 2, 3-dimethyl-2-butene

(E) 3-methyl-1-pentene

5. The compound formed as a result of oxidation of ethyl benzene by KMnO4 is :

(A) benzophenone (B) acetophenone (C) benzoic acid (D) benzyl alcohol

6. Which of the following reactions will yield, 2, 2-dibromopropane?

(A) CH3 C CH2HBr (B) CH CH CHBr3  HBr

(C) CH CH 2HBr (D) CH3CHCH2 HBr

7. An alkene on reductive ozonolysis gives 2-molecules of cH2(CHO)2. The alkene is :

(A) 2, 4-hexadiene (B) 1, 3-cychlohexadiene

(C) 1, 4-cyclohexadiene (D) 1-methyl-1, 3-cyclopentadiene

8. Of the five isomeric hexanes, the isomer which can give two monochlorinated compound is :

(A) 2-methylpentane (B) 2, 2-dimethylbutane

(C) 2, 3-dimethylbutane (D) n-hexane

9. An alkene having the molecular formula C9H18 on ozonolysis gives 2, 2-dimethyl propanal and 2-butanone. The alkene is :

(A) 2, 2, 2-trimethyl-3-hexene (B) 2, 2, 6-trimethyl-3-hexane

(C) 2, 3, 4-trimethyl-2-hexene (D) 2, 2, 4-trimethyl-3-hexene

(E) 2, 2-dimethyl 1-3 heptene

10. Acid catalyzed hydration of alkenes except ethane lead to the formation of :

(A) mixture of secondary and tertiary alcohols (B) mixture of primary and secondary alcohols

(14)

DATE : IITJEE : MARKS :

10

TIME : 25 MINUTES

NAME : TEST CODE : HDC [9]

ROLL NO. START TIME : END TIME : TIME TAKEN:

STUDENT’S SIGNATURE : PARENT’S SIGNATURE :

 This test contains a total of 10 Objective Type Questions.  Each question carries 1 mark. There is NO NEGATIVE marking.

Choose the correct alternative. Only one choice is correct. 1. The number of di-substituted products of benzene is :

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

2. The reaction of toluene with chlorine in presence of ferric chloride gives predominantly :

(A) benzoyl chloride (B) m-chlorotoluene (C) benzyl chloride (D) o-and p-chlorotoluene

3. The treatment of benzene with benzoyl chloride in the presence of AlCl3gives :

(A) benzaldehyde (B) benzophenone (C) diphenyl (D) cyclohexane

4. Toluene can be converted into benzaldehyde by oxidation with :

(A) KMnO4/alkali (B) CrO2Cl2 (C) K2Cr2O7/H2SO4 (D) O2/V2O5

5. , A is :

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

6. Predict structure of X in following reaction is :

(A) (B) (C) (D) 7. Identify A and B. (A) (B) (C)

(15)

8. Friedel-Crafts acylation can be given by , X is : (A) R C Cl || O   (B) R C R || O   (C) R C H || O   (D) R O R 

9. Following compound is treated with NBS

Compound formed A is :

(A) (B)

(C) (D)

10. Propyne on passing through red hot copper tube forms :

References

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