Race Final

Pre-Medical 2011RACE # 01 CHEMISTRYSpecial Questions

Your Target is to secure Good Rank in Pre-Medical 2011 1 / 4

AIPMT MAINS

Q.1 Write correct order of acidic strength of following compounds:

(i) (a) HOCCHNO||

O

22 ---- (b) HOCCHF||

O

2 ----

(c) HOCCHPh||

O

2 ---- (d) HOCCHCH||

O

23 ----

(ii) (a) COOH (b) COOH (c) COOH(iii) (a) F–CH2–CH2–O–H (b) NO2–CH2–CH2–O–H

(c) Br–CH2–CH2–O–H (d) HOCHCHNH 223 ----Å

Q.2 Write increasing order of basic strength of following:

(i) (a) R–NH2 (b) Ph–NH2 (c)

O||

NHCR 2--

(ii) (a)

NH2

NH3Å

(b)

NH2

Cl(c)

NH2

CH3

(d)

NH2

H

Q.3 Write correct order of acidic strength of following compounds:

(i) (a)

COOHCl

(b)

COOHBr

(ii) (a)

C–O–H

OMe

O

(b)

C–O–H

OMe

O

(c)

C–O–HOMe

O


TARGET : PRE-MEDICAL 2011

Q.4 Arrange the given phenols in their decreasing order of acidity:

(I) C6H5–OH (II) F OH (III) Cl OH (IV) O2N OH

Select the correct answer from the given code:(A) IV > III > I > II (B) IV > II > III > I (C) IV > III > II > I (D) IV > I > III > II

Q.5 Write the canonical structures of each of the following :

(a) R–CO–CH = CH2 (b) CH3O–CH = CH– 3NMeÅ

(c)

O

O

(d) N

Q.6 Identify electron donating groups in resonance among the following :

(a) – CONH2 (b) – NO2 (c) – OCOCH3 (d) – COOCH3

(e) – CHO (f) – NHCOCH3

Q.7 Identify electron withdrawing groups in resonance among the following :

(a) – COOH (b) – CONHCH3 (c) – COCl (d) – CN

(e) – O – CH = CH2 (f)

Q.8 Which of the following pairs has higher resonance energy :

(a) CH3COOH and CH3COONa (b) CH2 = CH – QO and CH2 = CH – OH

(c) and (d) and

(e) and CH2 = CH – CH = CH – CH = CH2

Q.9 Which of the following pairs has less resonance energy :

(a) -23CO and HCOO– (b) and CH2 = CH – -

2CH

(c) and CH2 = CH – CH = CH2 (d) and CH2 = CH – 2HCÅ

(e) and


TARGET : PRE-MEDICAL 2011Q.10 Which of the following pairs has higher resonance energy :

(a) and

(b) CH2 = CH – O – CH = CH2 and CH2 = CH – NH – CH = CH2

(c) HNCHCH2Q

-= and HNCHHNQ

-=(d) CH2 = CH – F and CH2 = CH – Br

Q.11 In which of the following pairs, indicated bond is of greater strength :

(a) -=- BrCHCHCH3 and

Br|

CHCHCH 33®--

(b) and -- ClCHCH 23

(c)

=-= 22 CHCHCHCH and 2 2 3CH CH CH CH= - -

(d)

=-= 22 CHCHCHCH and -= 22 NOCHCH

(e) and

Q.12 In which of the following pairs, indicated bond having less bond dissociation energy :

(a) and = 22 CHCH

(b) º- CHCCH3 and

ºCHHC

(c) and

(d) and

Q.13 C1 – C2 bond is shortest in

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


TARGET : PRE-MEDICAL 2011Q.14 CH3O – CH = CH – NO2 I

CH2 = CH – NO2 II

CH2 = CH – Cl III

CH2 = CH2 IV

Which of the following is the correct order of C – C bond lengths among these compounds :

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

Q.15 Compare the C–N bond-length in the following species:

(i) (ii) (iii)

Q.16 Rank the following sets of intermediates in increasing order of their stability.

(i) (a)

CH2Å

OH(b)

CH2Å

OH(c)

CH2Å

OH

(ii) (a) Å

-- 223 CHCHCF (b) Å- 23 CHCF (c)

Å

3CF

(iii) (a) 3CF

Å(b) 3CCl

Å

(iv) (a) CF3(b) CCl3

(v) (a) (b) (c) (d)

(vi) (a)

CH2

CH3

Å

(b)

CH2

CH2Me

Å

(c)

CH2

CH Me2

Å

(d)

CH2

CMe3

Å



AIPMT MAINS

Q.1 Match the names of carboxylic acids in column I with pka value in column II.

Column I Column II(A) Benzoic acid (P) 4.17

(B) Ethanoic acid (Q) 4.14

(C) o-methyl benzoic acid (R) 4.74

(D) p-fluorobenzoic acid (S) 3.91

Q.2

O N2 NO2

I

x y

Br zNO2

Correct order of bond length is :-

(A) z > y > x (B) x > y > z (C) y > x > z (D) x > z > y

Q.3 Ph N2

+ is more stable than R N2

+ because :-

(A) in Ph N2

+, +ve charge undergoing delocalisation in the ring.

(B) Ph having –I effect whereas R having + I effect

(C) in Ph group carbon is more electron defficient w.r.t carbon in R group

(D) All are incorrect

Q.4 Which order of acid strength is wrong :-

(A)

COOH

SO H3

>

COOHCH3

(B)

NO2

COOH

>

COOH

(C)

COOH

OCH3

>

COOH

(D)

Cl

COOH

>

COOH

Q.5 Arrange the following compounds in order of C–N bond length :-

(A) Me Me

NO2

(B)

MeMe

NO2

(C)

Me

Me

NO2

(D) Me

NO2

Me


TARGET : PRE-MEDICAL 2011Q.6 Arrange in order of C–H bond energy

HH–CH–CH–C–CH3

H H

aH–CH2d

c be

CH2

Hf

Q.7 Which of the following pairs is stronger acid. Suggest a suitable explanation in each case.

(i)

Me

H

H

COOH and

H

H

Me

COOH(ii)

O N2

H

H

COOH and

H

H

NO2

COOH

Q.8 Following compound contains three C=C, arrange these in stability order :

H

C=C–C=C–H

H

CH3 CH3c

b aCH3 CH3

Q.9 Arrange the following in increasing order of acid strength.

HO S3

OH OH

COOH

CH – H2 H – CH2

(e)

(d) (c)

(b)

(a)(f)

(A) c < f < d < a < b < e (B) f < d < c < b < e < a

(C) f < c < d < b < e < a (D) c < d < f < a < b < e

Q.10 Select true statement (s) :

(A) Resonance affects bond length

(B) cis-1-bromo-1,2-difluoro ethene and Z-1-bromo-1,2-difluoro ethene are geometrical isomers

(C) In CH2

COH

COH

O

O

most acidic H is connected directly to oxygen not to carbon.

(D) Boiling point of OH

is less than OH

OH


TARGET : PRE-MEDICAL 201111. Which of the following is the correct order of acidic nature.

(I) Å

O

NH H

(II) ÅN

H H(III)

ÅN

H H

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

12. Write correct order of acidity of a, b & c marked in structure of vitamin B6

CH OH2HO(a)

NCH3

CH OH2

(b)

(c)

13. Write correct order of acidic strength as a to d.

NHO

NH

H HO

HH

(c)

(b)(a)

(d)

14. Write the correct order of pKa of marked position C–H bond in following compound.

OHHHH

T

S

H HRH

Q

H P

15.HO

OH

SH

O

ac

b

Find out order of acidic strength of a, b, c.

16. Four compouds are given in column I, match these with their pKa1 values given in column II.

Column I (Compound) Column II (pKa1)

(A) CH3COOH (P) 4.87

(B)COOHCOOH

(Q) 4.76

(C) ClCH2COOH (R) 2.86

(D) CH3CH2COOH (S) 1.2


TARGET : PRE-MEDICAL 201117. Which of the following is most stable carbocation.

(A)

OEt

(B)

OEt

(C)

OEt

(D)

OEt

18. For the following compounds, arrange the labelled proton in increasing order of their ease ofdeprotonation :

(A)

C C–Hº 3

CH2

H 1H2 (B)

H3

NH2

H C2

H1

O

(C)

OO

OH1

CCH2

H3

2H

ANSWER KEY OF RACE # 01

Q.1 (i) a > b > c > d (ii) c > b > a (iii) d > b > a > c

Q.2 (i) a > b > c (ii) c > d > b > a

Q.3 (i) b > a (ii) c > b > a

Q.4 (c)

Q.6 (c), (f)

Q.7 (a), (b), (c), (d), (f)

Q.8 (a) II (b) I (c) I (d) I (e) I

Q.9 (a) II (b) I (c) I (d) II (e) I

Q.10 (a) I (b) II (c) II (d) I

Q.11 (a) I (b) I (c) I (d) II (e) II

Q.12 (a) I (b) I (c) I (d) I

Q.13 (D)

Q.14 (A)

Q.15 iii > ii > i

Q.16 (i) c > a > b (ii) c > a > b (iii) a > b (iv) b > a (v) c > b > a > d

(vi) a > b > c > d


1. Pick an ether which can not be prepared by direct Williamson's synthesis :-(1) CH3CH2CH2–O–CH2CH2CH3 (2) Ph–O–CH2CH3

(3) (CH3)3C–O–C2H5 (4) CH3CH = CH–O–CH = CH2

2. Column I Column II(reaction) (name of reaction)

(A) 2C6H5CHO 20%NaOH¾¾¾¾® (P) Benzoin condensation

(B) C6H5CHO + HCHO 20%NaOH¾¾¾¾® (Q) Cannizzaro reaction

(C) 2C6H5CHO 2 5KCN / C H OH¾¾¾¾¾¾® (R) Cross cannizzaro reaction

(D) C6H5CHO + (CH3CO)2O3CH COONa

D¾¾¾¾¾® (S) Perkin reaction

3. Column I (reaction) Column II (reagent)

(A) Wolf–kishner reduction (P) NaCN/C2H5OH

(B) Witting reaction (Q) (C6H5)3P = CH2

(C) Benzoin condensation (R) conc. NaOH

(D) Cannizzaro reaction (S) NH2NH2/KOH

4. The product expected from the reaction

HIO4

excessCH –CH–CH–CH –CHO2 2

OH OH OH

(1) H–C–CH –CHO + HCOOH + HCHO2

O(2) HOOC – CHOH – CHOH – COOH + HCOOH

(3) HOOC–CH2CH2COOH + HCOOH + HCHO (4) HOOC–COOH + HCOOH + HCHO

5. Select true statement (s)(1) Every alcohol which gives red colour during Victor Meyor test will give turbidity only on heating with

Lucas reagent

(2) Propanol and isopropanol can be differentiated by idoform test

(3) Butanol and isobutanol can be differentiated by Lucas test

(4) Both iso-pentyl alcohol and neopentyl alcohol give product with same functional group with

HÅ / KMnO4

6. In the given reaction sequence ( )

( )3

2

i Oii Zn / H O

¾¾¾¾¾® (P) OH/D (Q). Compound Q is :-

(1)

CH OH2

COO–

(2) CHO (3)

CHO

(4) OH

CHO

7. Decarboxylation will take place on heating :-(1) Methyl malonic acid (2) Succinic acid(3) 2, 2-dimethyl acetoacetic acid (4) In all cases


AIPMT MAINS



8. CH2 = CH23PhCO H¾¾¾¾® A 3H OÅ

¾¾¾® B ( )3PI ,

2 eqD¾¾¾® C

Structure of C is :-

(1) CH –CH2 2

OH I

(2) CH2=CH2 (3) CH –CH2 2

O(4)

CH –CH2 2

I I

9.C–CH3

O Zn Hg

Conc. HCl-¾¾¾¾® P NBS¾¾¾® Q alc. KOH¾¾¾¾® R

HBrperoxide

¾¾¾¾® S ( )3 2CH CuLi¾¾¾¾¾® T; T is :-

(1)

O

CH3

CH3

(2)

O

CH3

CH CH2 3

(3)

CH2

(4)

CH3

10. Column I Column II(reaction) (name of the reaction)

(A) C6H5CHO + NaOH ® C6H5COONa + C6H5CH2OH (P) Rosenmund's reaction

(B) C6H6 + CH3Cl 3

Anhyd.AlCl

¾¾¾® C6H5CH3 (Q) Kolbe's Schmidt reaction

(C) RCOCl + H2 4Pd / BaSO¾¾¾¾® RCHO (R) Friedel-Crafts reaction

(D) C6H5OH + NaOH + CO2HeatH+¾¾¾® COOH

OH

(S) Cannizzaro's reaction

11. Column–I (products obtained Column–II (Compounds that give on oxidation with HIO4) product by HIO4 oxidation)

(A) PhCH = O + CH3COCH3 (P) Cyclopentane–1, 2–diol

(B) O = CH(CH2)3CH = O (Q) Ph–CH–C(CH )3 2

OH OH

(C) O + H C = O2(R)

OH

CH OH2

(D) 2H2C = O + HCOOH (S) Glycerol

12. Column–I Column–II

(A)

HOHHOH

(P) CCl4 + aq. NaOH

(B) CH3CH2CH = CH2 ¾® CH3CH2CH2CH3 (Q) O3 / H2O

(C)OH

¾® OH

COOH(R) KMnO /OH(cold)4

(D) C H –CH=C2 5

CH3

CH3

C H –C–OH + CH –C–CH2 5 3 3

O O

(S) H2/Pd


TARGET : PRE-MEDICAL 201113. Match List-I with List-II and select the correct answer using the codes given below the lists :-

List-I (Compound) List–II (Used for separated between)(A) NaHCO3 solution (P) CH3CH2NH2 and (CH3CH2)2NH

(B) NaHSO3 (Q) Amides and amines

(C) dil. HCl (R) CH3CH2OH and CH3CHO

(D) H C3 S–Cl, KOH

O

O(S) Carboxylic acids from phenols

14.3

Naliq. NH

¾¾¾¾® (A) 3

2

OZn(H O)

¾¾¾¾® (B) 3 2Ph P CH (2 mole)=¾¾¾¾¾¾¾® (C)

Product (C) in above reaction is :-

(1) 1,4–hexadiene (2) 1,4–Pentadiene (3) 1,3–butadiene (4) 1,4–heptadiene

15. There are four alcohols P, Q, R, S which have 3, 2, 1, zero alpha hydrogen atoms, which will not giveany color in Victor Meyer test :-

(1) P (2) Q (3) R (4) S

16.

CHO

CH OH2

H OH + HCN A + B

A & B are :-(1) Meso compounds (2) Diastereoisomers (3) Enatiomers (4) Both (1) & (2)

17. Column I Column II

(organic compounds oxidised by HIO4) (products of HIO4 oxidation)

(A) CH CH CH–CH–CH CH3 2 2 3

OH OH

4HIO¾¾¾® (P) 2H2C = O + HCOOH

(B) PhCH CH–CH–CH2 3

OH OH

4HIO¾¾¾® (Q) 2CH3CH2CH = O

(C)CH – CH2 2

OH OH4HIO¾¾¾® (R) 2H2C = O

(D)CH – CH – CH2 2 2

OH OH OH

HIO4

(S) PhCH2CH = O + CH3CH = O

18. CH3CH2CH3 2Clhn¾¾® A 2Br

hn¾¾® B ; A and B are :-

(1) CH3CH2CH2Cl and CH CH–CH –Cl3 2

Br

(2) CH CHCH3 3

Cl

and CH CHCH Cl3 2

Br

(3) CH CHCH3 3

Cl

and CH CH–CH –Br3 2

Cl

(4) CH CHCH3 3

Cl and CH – C – CH3 3

Cl

Br


TARGET : PRE-MEDICAL 201119. A compound with molecular formula C6H14O4 does not give litmus test and does not give colour with 2,4–

DNP. It reacts with excess MeCOCl to give a compound whose vapour density is 117. Compound A containshow many hydroxy groups?(1) 1 (2) 2 (3) 3 (4) 4

20. The given product can not be formed by which set of reactants in the presence of AlCl3 catalyst

C

OCH3

CH3

CH3

(1) + Cl – C

O

CH3

CH3

CH3

(2) C–Cl

OCH3

CH3

CH3

+

(3) C

O+ CH Cl3

CH3

CH3

(4) CO

CH + CH Cl3 3

CH3


Q.1 (A ® P), (B ® R), (C ® S), (D ® Q)

Q.2 (B)

Q.3 (D)

Q.4 (C)

Q.5 D > C > A > B

Q.6 e > a > c > b > f > d

Q.7 (i) II (ii) I

Q.8 b > a > c

Q.9 (D)

Q.10 (A), (B), (C), (D)

Q.11 (A)

Q.12 a > b > c

Q.13 a > c > b > d

Q.14 S > Q > P > T > R

Q.15 a > b > c

Q.16 (A ® Q), (B ® S), (C ® R), (D ® P)

Q.17 (C)

Q.18 (A) 2 < 1 < 3 (B) 3 < 1 < 2 (C) 3 < 1 < 2

1. Which is the major product of the following reaction ?

N

N

H

H HCl

1 mole¾¾¾® Product

(1) N

N

H

H

HÅ

Cl–

(2) N

N

H

HH

Cl–Å (3) N

N

H

H

Cl

(4) N

N

H

H

Cl

2. Among the isomeric amines select the one with the lowest boiling point :-

(1) NH

CH3

(2) NHCH3 (3) NCH3

(4)

NH2

3. A solution of optically active 1–phenylethanol racemizes in acidified aqueous medium. It is dueto :-(1) Enolization (2) Carbonium ion formation(3) Carbanion formation (4) Reversible oxidation-reduction

4.

Br

3AgNO¾¾¾¾® (A)

Which statement is incorrect in respect of the above reaction ?

(1) Product is aromatic (2) Product has high dipole moment

(3) Product has less resonance energy (4) Product is soluble in polar solvent

5. Among the given reactions only one reaction favours backward reaction. It is :-

(1) N

+ CH3CO2H �� NHÅ

+ CH3–CO2– (2)

NH

+ CH3CO2H �� N

H

Å

H

+ CH3–CO2–

(3) NHÅ

+ NH

�� N

+ N

H

Å

H

(4) Ph–NH3

Å +

NH

�� Ph–NH2 + N

H

Å

H



AIPMT MAINS


TARGET : PRE-MEDICAL 20116. Which has maximum dipole moment :-

(1) (2) (3)

CO=

(4)

CO=

7. Which of the following would not rearrange to a more stable form ?

(1) + (2) +

H (3) + (4) +

8. Which does not involve a Carbocation ?

(1) (CH3)3CCl + AgNO3 ¾® (2) (CH3)3COH + HCl ¾®

(3) (CH3)3CH + Cl2 + uv light ¾® (4) CH3CH = CHCH2OH + H3O+ ¾®

9.

CH3

CH3

(I)

CH2

CH3

(II)

CH3

CH3

(III)

Which of the following orders is correct for heat of hydrogenation of these compounds ?

(1) I > II > III (2) III > II > I (3) II > III > I (4) III > I > II

10. CH2 CH2

(I)

CH O–CH3 CH2

(II)

CH O–CH3 CH–C–OEt

(III)O

Which of the following orders of rotation barrier about the C=C bond, as indicated, is correct ?

(1) I > II > III (2) III > II > I (3) III > I > II (4) II > I > III

11. Match the column-I and column-II Column-I Column-II

(a) –C–O–H + NaHCO314

O ¾® (p) NH3

(b) –C–O–H + NaHCO3

O14

¾® (q)14CO2

(c) –C–O–H + NaO

¾® (r) CO2

(d) –S–O–H + NaNH2

O

O ¾® (s) H2



12. Ph–C–O–HO

3NaHCO¾¾¾¾® (A) gas

Ph–CºCH Na¾¾® (B) gas

Ph–OH 2NaNH¾¾¾® (C) gas

R–O–H NaH¾¾¾® (D) gas

Sum of molecular mass of gas A + B + C + D is :-

(1) 64 (2) 74 (3) 37 (4) 56

13. A hydrocarbon A (V.D. = 36) forms only one monochloro substitution product. A will be :-

(1) iso-pentane (2) neo-pentane (3) pentane (4) hexane

14.

CH3

HCH2

+ H2 Pd¾¾® Product of the above reaction will be :-

(1) Racemic mixture (2) Diastereomers (3) Meso (4) Constitutional isomers

15.

CH2

CH3

CH –CH2 3

H Br + Br2 300 C°¾¾¾® C

Which of the following compound will not be obtained as a product in the above reaction ?

(1)

CH3

H Br

CH –CH2 3

Br H (2)

CH3

H Br

CH –CH2 3

H Br(3)

CH3

H Br

CH2

H Br

CH3

(4)

CH3

Br H

CH –CH2 3

H Br

16. Which of the following has highest chlorine content ?

(1) Pyrene (2) DDT (3) Chloral (4) Gammaxene

17.

CH –OH2

CH–OH + CH MgBr3 xCH4

CH –SH2

(Excess).

What is the value of x in the above reaction ?

(1) 1 (2) 2 (3) 3 (4) 4

18. Which of the following alkanes will give single product on methylene insertion ?

(A) CH3–CH3 (B) CH3–CH2–CH3 (C) (CH3)4C (D) CH3CH2C(CH3)2CH3

(E) (CH3)2CHCH(CH3)2

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


TARGET : PRE-MEDICAL 201119. Among the following free radical bromination reactions, select those in which 2° halide is the major

product :-

(P) 2Br / hv¾¾¾® (Q) 2Br / hv¾¾¾® (R)

CH –CH2 3

2Br / hv¾¾¾®

(S) 2Br / hv¾¾¾® (T) 2Br / hv¾¾¾®

(U) 2Br / hv¾¾¾®(1) P, Q, R, S (2) P, R, U (3) P, R, S, T (4) P, Q, R, S, T

20. Select the chanin propogation steps in the free-radical chlorination of methane :-(a) Cl2 ¾® 2Cl• (b) Cl• + CH4 ¾® CH3Cl + H•

(c) Cl• + CH4 ¾® •3CH + HCl (d) H• + Cl2 ¾® HCl + Cl•

(e) •3CH + Cl2 ¾® CH3Cl + Cl•

(1) b, c, e (2) a, c, d (3) c, e (4) b, c, d21. Match the column :

Column-I Column-IIReaction Product

(a)

CH3

3

3 2

(1) BD :THF(2)CH CO T

¾¾¾¾¾® (p)

CH3

D T

(b)

CH3

3

3 2

(1) BT :THF(2)CH CO D¾¾¾¾¾® (q)

CH3

D

(c)

CH3

3

3 2

(1) BD :THF(2)CH CO H

¾¾¾¾¾® (r)

CH3

D

(d)

CH3

3

3 2

(1) BH .THF(2)CH CO D¾¾¾¾¾® (s)

CH3

T D

22.CH3

HCl¾¾® ; major product of the reaction is :-

(1) CH3

(2) Cl

(3)

Cl

(4)

Cl23. Compare rate of dehydration of a, b, c by conc. H2SO4.

(a) OH

(b)

OH

(c) OH

(1) a > c > b (2) a > b > c (3) b > a > c (4) b > c > a



24. + CC

H CO H2

CO H2H

D¾¾® 2HPd¾¾® , End-product of this reaction is :-

(1)

CO H2

CO H2

(2)

CH OH2

CH OH2

(3)

CH OH2

CH OH2

(4)

CH OH2

CH OH2

25. Bromination of (E)- butenedioic acid gives :-(1) (2R, 3S)-2, 3-dibromosuccinic acid(2) (2R, 3R)-2, 3-dibromosuccinic acid(3) a mixture of (2R, 3R) and (2S, 3S)-2, 3-dibromosuccinic acid(4) (2S, 3S)-2, 3-dibromosuccinic acid

26. Which of the followig is a major product of the reaction shown below ?

CH3

2

2

BrH O¾¾¾®

(1)

CH3

H

BrOH (2)

CH3

H

OHBr (3)

CH3

OH

BrH (4)

CH3

Br

OHH

27. Decreasing order of rate of reaction of molecules towards electrophilic addition reaction is :-

CH=CH2

NO2

CH=CH2

OH

CH=CH2

CH3

CH=CH2

NH2

(a) (b) (c) (d)(1) a > b > c > d (2) b > c > a > d (3) d > b > c > a (4) b > d > c > a

28. O

O

O

3H OÅ

¾¾¾® (A) NaOH¾¾¾® (B) Kolbe electrolysis¾¾¾¾¾¾® (C)

Product (C) of above reaction is :-(1) H2C=CH2 (2) CH3–CºC–CH3 (3) HCºCH (4) CH3–CH=CH–CH3

29. Among the given halides, which one will give same product in both 1NS and 2N

S reaction :-

(Do not consider stereo)

(I) CH –CH–CH –CH–CH3 2 3

CH3

Br

(II) CH3

Cl

(III) Cl

(IV) CH –CH–Br3

Et(1) (III) only (2) (I) and (II) (3) (III) and (IV) (4) (I), (III) and (IV)


TARGET : PRE-MEDICAL 201130. Consider the following alcohols :

CH OH2CH OH2

O N2

CH OH2

CH O3

CH OH2

Br

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

The order of decreasing reactivities of these alcohols towards substitution with HBr is :-

(1) III > I > IV > II (2) III > I > II > IV (3) I > III > IV > II (4) I > III > II > IV

31. Which of the following reaction will not give ether as a major product ?

(1) CH3CH2Cl + Ag2O(dry) ¾® (2) (CH3)3CCl + CH3CH2O–Na+ ¾®

(3) CH CH Cl + Na O –3 2+ –

¾® (4) CH Cl + Na O –C–CH3 3+ –

CH3

CH3

32. Match the column-I and column-II

Column-I Column-II

Reaction Type of Reaction

(a)

Cl

aq.KOH¾¾¾¾® (p) 1NS

(b)

Cl

alc.KOH¾¾¾¾® (q) 2NS

(c)

Cl

2H O¾¾¾® (r) E1

(d)

OH

H+

D¾¾® (s) E2

33. Which of the following is most reactive towards 2NS reaction ?

(1)

CH3

Cl

(2)

Cl

(3)

Cl

Cl

(4)

Cl

NO2


TARGET : PRE-MEDICAL 201134. Consider the following anions

CF –S–O3–

O

O

C H –S–O6 5–

O

O O–

CH –C–O3–

O

(I) (II) (III) (VI)When attached to sp3 -hybridized carbon, their leaveing group ability in nucleophilic substitutionreaction decreases in the order :-(1) I > II > III > IV (2) I > II > IV > III (3) IV > I > II > III (4) IV > III > II > I

35. Match the column : Column-I Column-II E2 reactions Number of products(elimination bimolecular) (including stereoisomerism)

(a) CH3–CH2–CH2–CH2–Br alc.KOH¾¾¾¾® (p) 1

(b) CH –CH–CH –CH3 2 3

Br

alc.KOH¾¾¾¾® (q) 2

(c) CH –C–CH –CH3 2 3

CH3

Br

alc.KOH¾¾¾¾® (r) 3

(d) Ph–CH –CH–CH –CH2 2 3

Br

alc.KOH¾¾¾¾® (s) 4

36. R–OH+H–O–C– –NO2

O H+

¾¾® R–O–C– –NO2

O

Fastest rate of reaction will be when R is :-

(1) CH3– (2) CH3–CH2 – (3) CH –CH–3

CH3

(4) CH –C–3

CH3

CH3

37. Match the column-I and column-IIColumn-I Column-II

Reaction Products

(a)CH3

OH* 3

2 4

CH OHH SO Conc.¾¾¾¾¾® (p)

CH3

OCH3

14

(b)CH3

OH* 3

(1) NaH(2)CH I¾¾¾¾® (q)

CH3

CH3

(c)CH3

OH* 3

(1) HBr(2)Mg(3) CH I

¾¾¾¾® (r)CH3

OCH3*

(d)CH3

OH 14

3

(1)Na

(2)CH I¾¾¾¾® (s)

CH3

OCH3


TARGET : PRE-MEDICAL 201138. The correct order of rate of reaction towards nucleophilic addition reaction

CHO

NO2

CHO

CHO

OMe

CH –C–Et3

O

C–PhO

(a) (b) (c) (d) (e)

(1) a > b > c > d > e (2) a > b > d > c > e (3) a > d > e > b > c (4) a > b > e > d > c

39. Ph–CH=CH–C–CH3

O ¾® Ph–CH=CH–CO2H

Above conversion can be achieved by :

(1) KMnO4, D followed by H+ (2) I2/NaOH followed by H+

(3) H2/Pt (4) LiAIH4

40. H–C–DO

HO(50%)

-

¾¾¾® , Product of this Cannizaro reaction is :-

(1) D–CO2– + CH2DOD (2) H–CO2

– + D–CO2–

(3) D–CO2– + CH2DOH (4) D–CO2

– + CHD2OH


Q.1 4 Q.2 (A ® Q), (B ® R), (C ® P), (D ® S)

Q.3 (A ® S), (B ® Q), (C ® P), (D ® R) Q.4 1

Q.5 2, 3 Q.6 2

Q.7 1, 3 Q.8 2

Q.9 4 Q.10 (A ® S), (B ® R), (C ® P), (D ® Q)

Q.11 (A ® Q), (B ® P), (C ® R), (D ® S) Q.12 (A ® R), (B ® S), (C ® P), (D ® Q)

Q.13 (A ® S), (B ® R), (C ® Q), (D ® P) Q.14 2

Q.15 4 Q.16 2

Q.17 (A ® Q), (B ® S), (C ® R), (D ® P) Q.18 4

Q. 19 2 Q.20 3, 4

1. Which of the following pairs can be distinguished by Fehling's solution ?(1) Glucose and fructose (2) Glucose and sucrose(3) Methanal and ethanal (4) Propanone and benzaldehyde

2. Which of the following will give blue colour during the test for 'N' in sodium extract :-

(1) C6H5N2ÅCl (2) NH2CONH2 (3) NH2–NH2 (4)

SO H3

NH2

3. Which of the following is a natural polymer :-(1) Nylon (2) Teflon (3) PVC (4) Cellulose

4. Glucose and fructose form identical osazones because :-(1) They are monosaccharides (2) They are reducing sugars(3) They are epimers (4) Their configurations differ only at C–1 & C–2

5. a–Amino acids can be identified by :-(1) Baeyer reagent (2) Ninhydrin (3) Tollens reagent (4) NaSO3H

6. Match List-I with List-II

List–I List–II(a) a–D and b–D glucose (i) Enantiomers(b) D–glucose and (ii) Anomers

D–galactose(c) Erythrose and threose (iii) Epimers(d) D–glyceraldehyde and (iv) Diastereomers

L–glyceraldehyde

7. Which one of the following pairs is correctly matched:-

(1) Sucrose : reducing sugar

(2) Glucose : mutarotation

(3) Fructose : aldose sugar

(4) Sucrose : monosaccharide

8. The given structure of a-amino acid will exist at which pH ?

H N–C–H3

COOH

R

Å

(1) 7 (2) 14 (3) 2.1 (4) 12

9. Which of the following compounds does not reduce Tollen's reagent ?

(1) Glucose (2) Sucrose (3) Methanal (4) Formic acid

10. Among I : Tollen's reagent, II : Fehling solution, III : Br2 water, IV : Sanger's reagent, which can beused to distinguish between an aldose and ketose ?

(1) I only (2) III only (3) II, III and IV (4) I, II, III



AIPMT MAINS


TARGET : PRE-MEDICAL 201111. An organic compound 'A' with molecular formula C6H12O6 forms a yellow crystalline solid with C6H5–

NH–NH2 and on reduction with sodium gives a mixture of sorbitol and mannitol. The compound 'A'is :-

(1) Glucose (2) Fructose (3) Mannose (4) Sucrose

12. Glucose is said to have –CHO group but is does not react with :-

(1) Br2 water (2) Fehling solution (3) CH3OH (4) NaHSO3

13. The two forms D-glucopyranose obtained from the solution of D-glucose are called :-

(1) Isomers (2) Anomers (3) Epimers (4) Enantiomers

14. When acetylene is passed through conc. solution of Cu2Cl2 and ammonium chloride containing somedil. HCl and the substance formed reacts with dil. HCl at 160°C, it forms another substance whichthen polymerises. The polymer formed is :-

(1) Benzene (2) Polyisoprene (3) Neoprene (4) PMMA

15. In an amino acid, the carboxyl group ionises at pKa, = 2.34 and ammonium ion at pKa = 9.60. Theisoelectric point of the amino acid is at pH

(1) 5.97 (2) 2.34 (3) 9.60 (4) 6.97

16. Arrange CH2=CH–CH3, (I) CH2=CH–C6H5(II) and CH2=CH–Cl (III) in increasing order of ease ofcationic polymerization.

(1) III < II < I (2) I < II < III (3) III < I < II (4) II < I < III

17. Which functional group participates in disulphide bond formation in proteins ?

(1) Thioester (2) Thioether (3) Thiol (4) Thiolactone

18. When rubber is stretched and then released, it comes to its original state due to :-

(1) Cross links (2) Hydrogen bonding (3) Dipole-dipole foces (4) Covalent bonding

19. To make PVC a flexible plastic, the additive like di-n-butyl phthalate is added. It is called a/an

(1) Filler (2) Antioxidant (3) Stablizer (4) Plasticizer

20. A heterogeneous catalyst used in the manufacture of polythene by Zeigler method is

(1) TiCl4 + (C6H5)3Al (2) TiCl4 + (C2H5)3Al

(3) TiO2 (4) Titanium isopropoxide

21. Structures of alanine at pH = 2 and pH = 10 are respectively

(1) NH –CH–COOH3

+CH3

and H N–CH–COO2–

CH3

(2) H N–CH–COO2–

CH3

and NH –CH–COOH3

+CH3

(3) NH –CH–COOH2

CH3

both (4) NH –CH–COOH3

+CH3

both

22. Which of the following contain biodegradable polymers only ?

(1) PHBV, PMMA, PTFE (2) Starch, Dextron, Cellulose

(3) PVC, PAN, Nylon-6 (4) Bakelite, Decron, Neoprene

23. In which polymer strength of intermolecular forces are maximum ?

(1) Rubber (2) PVC (3) Nylon (4) Polystyrene

24. Which of the following sets contains only addition homopolymers ?

(1) Buna-S, PAN, Dacron (2) PMMA, PTFE, Neoprene

(3) Nylon-6, Polystyrene, Glyptal (4) Melmac, Bakelite, Polythene


TARGET : PRE-MEDICAL 201125. Among cellulose, poly (vinyl chloride), nylon and natural rubber, the polymer in which the

intermolecular force of attraction is weakest is :-

(1) Nylon (2) Poly (vinyl chloride) (3) Cellulose (4) Natural rubber

26. Vulcanization of rubber makes it

(1) Hard (2) More elastic

(3) Resistant to oxidation (4) All

27. Free amino acids obtained by the hydrolysis of aspartame i.e.

NH–CO

COOCH3

COOH

NH2

(1) NH2

COOH

(2) H N–C2

O COOH

NH2

(3) HO–CO COOH

NH2

(4) (1) and (3) both

28. Mixture of urea and Naphthalene can be separated by :-

(1) Filtration (2) Sublimation (3) Distillation (4) Recrystallisation29. Mixture of camphor and Naphthalene can be separated by :-

(1) Filtration (2) Sublimation (3) Distillation (4) Chromatography

30. Glycerol can be separated from spent-lye in soap industry by :-(1) Fractional distillation (2) Distillation under reduced pressure

(3) Steam distillation (4) Differential Extraction

31. Carbon and hydrogen can be detected by heating the compound with :-(1) Blue vitriol (2) Cuprous oxide (3) Cupric oxide (4) Lime water

32. Lassaigne's test is used for the detection of :-(1) Nitrogen (2) Sulphur (3) Halogen (4) All

33. During lassainge's test :-

(1) The element present in compound is converted from covalent form to ionic from(2) The element present in compound is converted from Ionic form to covalent form

(3) Halogen can not tested

(4) Presence of nitrogen gives red colour34. Sodium fusion extract does not contains :-

(1) Na2S (2) NaCN (3) NaCl (4) Na4[Fe(CN)6]35. Which of the following is Prussian blue coloured compound :-

(1) K4[Fe(CN)6] (2) Fe4[Fe(CN)6]3 (3) Fe3[Fe(CN)6]4 (4) Fe2[Fe(CN)6]4

36. During test of Nitrogen, in place of blue colour, if red colour is formed then it shows presence of :-(1) N-only (2) N & S both (3) N, S & Cl (4) Only S

37. When Na2S is reacted with sodiumnitroprusside then which colour is appeared :-

(1) Blue (2) Violet (3) Red (4) Green38. Sodium fusion is carried out in excess of sodium :-

(1) To form large quantity of Na2S, NaCN, NaX(2) To decompose thiocyanate in to cyanide & sulphide

(3) To decompose thiocyanide in to cyanide & sulphide

(4) To make the solution reactive


TARGET : PRE-MEDICAL 201139. In lassaigne test before the test of halogen sodium extract is boiled with conc. HNO3 :-

(1) To convert Na2S in to H2S (2) To convert NaCN in to HCN(3) To convert NaX in to HX (4) Both A & B

40. Sodium fusion Extract + AgNO Yellow ppt3 ¾® InsolubleNH OH4 ; This test shows presence of :-

(1) F (2) Cl (3) Br (4) I41. Sodium extract is boiled with which acid before the test of halogen :-

(1) Conc. HNO3 (2) Conc. HCl (3) Conc. H2SO4 (4) Conc. HClO4

42. Which colour is appeared during the test of phosphorous by lassaigne's test ?(1) Yellow (2) Green (3) Blood Red (4) Prussian blue

43. Estimation of Nitrogen can be done by :-(1) Duma's method (2) Kjeldhal's method (3) Carius method (4) Both 1 & 2

44. In Kjeldhal's method for the estimation of nitrogen the formula used is :-

(1) %N = 1.4VW

N(2) %N =

1.4NWV

(3) %N = VNW

1.4(4)

1.4VNW

45. 0.295 gm of an organic substance in a quantitative analysis yielded 0.35 gm of BaSO4. Find thepercentage of sulpher in the substance :-(1) 18.52% (2) 182.2% (3) 16.29% (4) 175.2%

46. In carius method of Estimation of halogen 0.30 gm of organic compound gave 0.24 gm of AgBr.Find the percentage of bromine in AgBr :- [At mass of Br = 80; Ag = 108](1) 17.02% (2) 34.04% (3) 51.06% (4) 30.09%

47. The ammonia evolved from 0.5 gm of compound in Kjeldhal's estimation of Nitrogen, neutralises10 ml of 1M H2SO2 then find the percentage of Nitrogen in the compound :-(1) 26% (2) 56% (3) 11.2% (4) 13%

48. In Duma's method if 0.35 gm of an organic compound gave 50 ml of Nitrogen collected at300 K and 715 mm pressure then calculate percentage of Nitrogen in the compound (aqueous tensionat 300 K = 15 mm) :-(1) 14.96% (2) 17.46 (3) 10.96 (4) 25%

49. In 0.50 gm of organic compound treated to Kjeldhals method evolved NH3 that was absorbed in50 ml of 0.5 M H2SO4. The residual acid required 60 ml of 0.5 M NaOH solution for neutralisation.Then find the percentage of nitrogen is compound :-(1) 56% (2) 10% (3) 26% (4) 28%

50. In carius method 0.099 organic compound gave 0.287 gm AgCl Find out the percentage of chlorinein the compound will be :-(1) 28.6 (2) 71.07 (3) 35.4 (4) 64.2


Q.1 2 Q.2 3 Q.3 2 Q.4 3 Q.5 2 Q.6 3 Q.7 3 Q.8 3 Q.9 3 Q.10 1

Q.11 a-r; b-q; c-s; d-p Q.12 1 Q.13 2 Q.14 2 Q.15 4 Q.16 1 Q.17 3 Q.18 3

Q.19 2 Q.20 3 Q.21 a-p; b-s; c-q; d-r Q.22 3 Q.23 2 Q.24 2 Q.25 1 Q.26 4

Q.27 3 Q.28 3 Q.29 4 Q.30 1 Q.31 2 Q.32 a-q; b-s; c-p; d-r Q.33 4 Q.34 2

Q.35 a-p; b-r; c-q; d-s Q.36 1 Q.37 a-s; b-r; c-q; d-p Q.38 1 Q.39 2 Q.40 3

Q.1 Write IUPAC name of the followingcompounds :-

1. Br–CH –CH –CH–CH–CH2 2 3

Cl

CH3

2. CH –C–CH –CH–CH–CH –CH3 2 2 3

Cl

Br

CH3 F

3.

4.

5.

6. CH =CH–CH2

C C–CHº 3

C=CH2

CH3

7.

ClBr

I

8.CH3H C3

9.O

OH

10.

COOH

COOH

COOH

11. CH –C–CH –C–CH3 2 3

O

CH3

CN

12. CH – CH–CH COOH2 2

CHO CH3

13. MeMe

MeMeMe

14. H C – N – C – CH CH3 2 3

CH3

C H2 5CH3

15. Succinic acid

16. H N2 SO H3

17.

COCH3

18. CH –C–CHO3

O

19. CH2

20. H C2

C–OC H2 5

C–OC H2 5

O

O

Q.2 Which of the following shows functionalisomerism ?(1) CH3CH2Cl and CH3CH2Br(2) CH3CHBr2 and CH2BrCH2Br(3) C2H5OC2H5 and CH3OC3H7

(4) CH3CH2CHO and CH3COCH3

Q.3 Isopropyl alcohol, n–propyl alcohol are theexamples of :-(1) Tautomerism(2) Chain isomerism(3) Position isomerism(4) Functional isomerism


AIPMT MAINS



TARGET : PRE-MEDICAL 2011Q.4 Which of the following compounds show

functional isomerism :-(1) C2H6O (2) C3H8O(3) C4H10O (4) All

Q.5 Match the following :-Column–I Column–II

(A)Cl

& Cl (P) Homologues

(B)

OCH –CH2 3

&

OCH3

CH3(Q) Functional

isomers

(C)

OCH3

&

OHCH3

(R) Metamer

(D) CH –CH2 3CH –CH3 2 (S) Chain isomers

&

CH –CH2 2–CH3CH3

Q.6 Draw structure of the following compoundsand identify which of them will showgeometrical isomerism :-(1) But–2–enoic acid(2) Penta–1, 4–diene(3) 2–Phenyl propene(4) 1–bromo–1–chloro–2–fluoro–2–iodoethene

Q.7 Write IUPAC names and mention theconfiguration in the following :-

(1) C=CCH3

C H6 5

H C3

Cl

(2) C=C

H

CH–CH3

H

C H6 5

Cl

(3) C=CC H2 5

CH3

H C3

Cl

(4) C=CH

CH–CH3

NO2

HBr

Q.8 Draw structures that correspond with each of

the following names :-

(1) (E)–1, 3–pentadiene

(2) (2E, 4E)– 3–ethyl– 2, 4–hexadiene

(3) (2Z, 4E)– 3–ethyl–2, 4–hexadiene

(4) (E)– 1–deuterio– 2–chloropropene

Q.9 Geometrical isomerism is shown by :-

(1) C=CI

Br

H

H

(2) C=CI

Br

H

CH3

(3) C=CI

Br

H C3

H C3

(4) C=CCl

Cl

H

CH3

Q.10 How many geometrical isomers are possible for

the given compound :-

CH=N–OHCH3

(1) 2 (2) 4 (3) 6 (4) 8

Q.11 Which of the following statements are true for

geometrical isomers ?

(1) E, Z–nomenclature is used for all cases but

cis-trans does not

(2) Dipolemoment of trans is always less than

the dipolemoment of cis derivative

(3) cis form is more stable than the trans form

(4) cis-trans isomers are not mirror images

hence they are diastereomers

Select the correct answer from the codes given

below :-

(1) Only 4 (2) 1 and 2

(3) 1 and 4 (4) 1, 2, 3 and 4


TARGET : PRE-MEDICAL 2011Q.12 Assign R and S configurations to the Fischer

projection formula of following compouds :-

(a)

COOHHH C3

Br

(b)

HCHOHO

CH3

(c)

CHOHH CH C3 2

NH2

(d)

CH=CH2

CH CH 2 3HCO H2

(e)

BrC H 6 5H

CH CH2 3

Q.13 Which of the following have same value of

optical rotation ?

(a)

MeClH

Et(b)

ClHEt

Me

(c)

ClHMe

Et(d)

ClHH

CH CH CH2 2 3

(1) a, d (2) a, b (3) c, d (4) a, cQ.14 The non identical species are :-

(1)

CH3

OHHCH3

and

OHHCH3

CH3

(2)

CH3

OHHC H2 5

and

CH3

C H2 5HOH

(3) C=CCl

Br

CH3

CH3

and C=CBr

Cl

H C3

H C3

(4)

CH3

BrCl and

Cl

Br

H C3

Q.15.Which of the following combinations amongest

the four Fischer projections represents the same

absolute configuration ?

(I)

CH3

OHHCH=CH2

(II)

OHCH3H

CH=CH2

(III)

CH=CH2

OHCH3

H (IV)

HCH=CH2HO

CH3

(1) I and II (2) I and III

(3) I and IV (4) II and III

Q.16 The correct statement about the following set

of compounds :-

(I)

COOHNH2CH3

H(II)

COOHHCH3

NH2

(III)

CH3

COOHNH2

H

(1) The equimolar mixture of I & II has net

optical rotation zero

(2) I & III have same optical rotation

(3) II & III have same physical properties but

equal & opposite optical rotation

(4) II & III are idential compounds

Q.17 The number of optically active structural

isomers of C3H5Br3 is :-

(1) 1 (2) 2 (3) 3 (4) 4

Q.18 Which of the following statements is not

correct ?

(1) Molecules that are superimposable on their

mirror images are chiral

(2) Molecule that are not superimposable on

their mirror images are chiral

(3) A compound whose molecules are chiral

can exist as enantiomers

(4) A compound whose molecules are achiral

cannot exist as enantiomers


TARGET : PRE-MEDICAL 2011Q.19 Match the following :-

Column–I Column–II

(A)

CH3

OHHC H2 5

C H2 5

OHHCH3

(P) Identical

(B)

CH3

ClHC H2 5

C H2 5

HCH3

Cl(Q) Enatiomers

(C)

COOCH3

NH2HCH3

CH3

HNH2

OCOCH3

(R) Positional

isomers

(D)

CHOOHH

C H2 5

CH3

HHOCH CHO2

(S) Structural

isomersQ.20 The pair of structures represent -

CH3

CH3

ClH

H H

CH3

CH Cl2

HH

H H

(1) Enantiomers(2) Diastereomers(3) Structrual isomers(4) Two molecules of the same compound

Q.21 CH3

CH3

HH

H H

3

1

2

If C2 is rotated anticlockwise 120° aboutC2–C3 bond. The resulting conformer is :-(1) Partially eclipsed (2) Eclipsed(3) Gauche (4) Staggered

Q.22 The most stable conformation of isobutane is:-

CH –CH–CH3 3

CH3

(1)

CH3

CH3

HH

H H(2)

CH

H

CH3

H HH

(3)

H

H

CH3CH3

H H(4)

CH3

H

H

CH3 HH

Q.23 Number of conformational isomers of ethane

are :-

(1) 1 (2) 2 (3) 3 (4) Infinity

Q.24 Which one of the following is the most stable

conformer ?

(1)

CH3

CH3

HHO

H OH(2)

CH3

OH

CH3H

H OH

(3)

CH3

CH3

OHH

H OH(4)

OH

OH

CH3H

H CH3

ANSWER KEY OF RACE # 05Q. 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20A. 2 2 4 4 2 2 3 2 2 2 4 2 3 1 3 3 1 4 2Q 21 22 23 24 25 26 27 28 29 30 31 32 33 34 35 36 37 38 39 40A. 1 2 3 2 4 4 4 1 2 2 3 4 1 4 2 2 2 2 4 4Q. 41 42 43 44 45 46 47 48 49 50A. 1 1 4 4 3 2 2 1 1 2

Q. 6 (a) – (ii), (b) – (iii), (c) – (iv), (d) – (i)

Documents

Race Final