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2008·CY

2008·CY
Test Paper Code: CY Maximum Ma.rks: 300

Time: 3 Hours 1.

2.

3.

4.

6. S.

7.

B.
III.

INSTRUCTIONS The question-cum-answer booklet has 40 pages and has 44 questions. Please ensure that the copy of the queslion-cum-answer booklet you have received contains all the questions. Write your Roll Number, Name and the name of the T•• tCentre in the appropriate space provided on the right side. Write the answers to the objective questions against each Question No. in the Answer Table for Objective Questions, provided on Page No. 9. Do not write anything else on this pa.ge. Each objective question has 4 choices for its answer: (A), '(6), (C) and (D). Only ONE of them is the correct answer. There will be negative marking for wrong answers to objective questions. The following marking scheme for objective questions shall be used: (a) For each correct answer, you will be awarded 3 (Three) marks. (b) For each wrong answer, you will be awarded ·1 (NegaUve one) mark, (c) Multiple answers to a question will be treated as a.wrong answer. (d) For each un-attempted question, you will be awarded 0 (Zero) mark: (e) Negative marks for objective part will be carried over to total marks. Answer subjective questions only In the space provIded after each question. Do not write more than one answer for the same question. In case you sHamp! a Subjective question more than once, please cancel the an.WllIr(s) you consider wrong. OthelW!ae, Ihe In,Wlr appearing Iilst only wlll be evaluated. All anlwerl mUll be written In blue/black/blueblack. Ink only. Sketch pen, pencil or Ink of .. ny othlr colour thould not be used. All rough work .hould be done In thlt aplce provided and .eorld Qut finally, NOIUppllmentlry .hut. will be pro'llded to the

READ INSTRUCTIONS ON THE LEFT . SIDE OF THIS PAGE CAREFULLY ROLL NUMBER

1

1

-

,-

'r..'
-~
~

Name:

II
.

Test Centre:

DO not write

your Roll Number or Name anywhere else In this questlon~ cum-answer booklet.

I have read all the instructions and shan abide by them.

I

Signature of the Candldata

1G, CUp bo.rd,

100tabl", ,lIde rul., ciliculator, c.llular phon., plg.r and electronic gldgetl In Iny form Ire MOT .Uowed. ,1. Th. qu •• tlon-cum-Inl:w.r booklet mUlt be r.tumld In It•.• ntlrety to the Invlgllator bflfore
leaving the examination hili. Do not remove PIQI from this booklet. R.flr to uleful dltl on the rIver".

candld,t ...

I have verified the Information filled by the candidate above.

Iny

12.

~!.,

t.

j

••

111.1

•••

~ •••

~~I

.~.It

i.~

••••

~~,.

i

-

II~~

JII.~

It,_

Signature of the InvlgHator

Useful Data

h ""6.6 x 10-34 J s c :;:: x 10 3

8 m ;-1
K-1 g-' for water 0.059 V at 298 K

. F= 96500 C mar'
Cp

= 4.2 J

(2.303RT)IF=

Density of ice and water at O°C and I atm are 0.9 g/cc and 1.0 glee, respectively. In (1/3)
=

-

-1.1; In (1/2) = -0.69; In (2/3) = -0.41: In 2 = 0.69

/

~,

• •

IMPORTANT NOTE FOR CANDIDATES Questions 1·30 (objective questions) carry Ihre_e marks each and questions 31·44 , (subjective questions) carry (ffl.een marks each. Write the answers to the objective questions in the Answer Table(pr Obiective Questions rovided on a e9 onl . The correct statement describing the relationship between

Q.l

x
IS

y

z

(A) X and Yare resonance structures and Z is a tautorner (8) X and Yare tautorners and Z is a resonance structure (C) X, Y, and Z are all resonance structures (D) X, Y and Z are all tautorners
Q.2

Among the following,

the correct statement concerning

the optical activity is

CA) a molecule containing two or more chiral centres is always optically active
(8) a molecu Ie conta in ing just one ch i ral cen Ire is al ways optic a Ily act ive (C) a mol ecule possess ing alterna ting ax iS of s y rnm et ry is a ptica IIy acti ve (D) an optically active molecule should have at least one chiral centre Q.3 The correct order of acidity among

W
N

H

I

QW
N H
I

Me

H

,N,

H

(i)
IS

Oi)

(iii)

(iv)

(A) (i) < (ii) < (iii) < (iv) (8) (iv) < (i ii) < (i) < (ii) (C)(ii) < (i) «iii)«iv) (D) (i.i) < (iv) < (i) < (iii)

51114 Energy/o7-Cy-A-1A

CY-J

/40

Q.4

The major product obtained in the following reaction
(i) Mel

(ii) Ag20, H20 (iii) /).
IS

CA)

(8)

(e)

(D)

Q.5

The major product of the following reaction anhyd ..AICI]

+

is
(A)

(8)

CH3 CH) CHJ

(e)
HA;J<C C CH) H3

(D)

V

tHJ

CY-2/40

S/114 Energ.y/07-Cy-A-1B

Q.6

The major product obtained in the following

reaction

o
~OH

U~H
is
(A)

PhCH2Br

(B)

o

U~OH

~CH2Ph

(C)

(D)

o

U
~OH
Q.7 R-( - }-2-Bromooctane (A) optically

H6'CH2Ph

on treatment with aqueous KOH mainly gives 2-octano! that is

active with' R' configuration (B) optically active with'S' configuration (C) a racemic mixture (D) a meso compound

CY-3/40

Q.8

The major product obtained

in the following

reaction

N--OH 'I
OMe
IS

(A)n

~~U·
o

H

CB)
.. H
~N

II

p ..
OMe
"X:::::.

I

h

.

OMe

V

h

0

(C) an equirnolar mixture of H
I

N~ .

o

lA

+

OMe

a

N

H.'p.I ~
I

OMe

h

o

..

'

(D)

.
N

I· V.
~

OMe

O.).__H

CY-4/40

Q.9

IS

Me

(e) Me~Me
Ph

(D) Me»~e

CY· 5 140

Q.IO

The products of the following reaction

2.
are
(A)

CHO
.6

NalsOH

()

0
HO~

and

Na180~

~I

(8)

0
H180~

I~I

and

Nao~

~

.

(e)
Nao~ and
H180~

0

"
o

~

I

(D)

HO~

0·11

When one mole of ice is converted to water at O"C and 1 atm. the work done (L atm) is
(A)I.lxIO-4 (8) 2,.0 x 10-J (C) 2.,0 x 10-4 (D) 1.1 x 10-5

0·12

When 100 g of water is reversibly entropy (J K-1;) of the universe is
(A) -0.31 (B) 0.31

heated from SO°C to 75°C at

J

atm,

the change

In

(C) 0

(D)

3.1

Q.13

For a zero order reaction, units of the rate constant is expressed as

CY-6/40

Q.14

1 x 10-6 moles of the enzyme carbonic anhydrase dehydrates per second. The turnover number of the enzyme is
(A)NAx6xlO-S (8)(

H2CO) to produce 0 .. mol of CO2 6

o

1/6) x 10-s

(C)(6 Q .15

x

I05)INA

(0)6 x

io'

Gi yen that the most probable speed of speed (m S-I) under the same conditions is
(A) 1224 (8) 1128

oxy gen gas is 1000 m s-I, the mean/average
(C) 886 (D) 816

Q .16

I f the electrons were s pi n 3/2 parti des, instead of sp in 1/2, then the number of electrons that can be accommodated in a level are (A)2
(8) 3
(C)

4

(D) 5

Q.17

For a particle in a cubic box, the total number of quantum numbers needed to specify its state are
(A) I (8) 2

(C) 3

(D)9 for a one component system

Q.18

The maximum is (A) 1

number of phases that can co-existin equilibrium

(8) 2

(C) 3

(D) 4

Q.19

With increasing pressure, the temperature

range over which the liquid state is stable,

(A) decreases (8) increases (C) remains constant (D) decreases till the critical. pressure and then increases Q.20 The conductance at infinite dilution follows the order
(8) Na· > u' > K' (D) K· > Na > U'"

(A) u' > Na+ > K"'" (C)K+ >Lt » Na"

Q.21

The V -shape of S02 is due to the presence of (A) two a- and one n-bonds (8) two 0- and two n-bonds (C) two a-bonds and one lone pair of electrons (D) twoo- and two rt-bonds, and one lone pair of electrons

CY - 7 140

Q.22

The correct order of the mean bond energies in the binary hydrides is (A) CH4 > NH3 > H20> HF (C) HF > H20 > CH4 > NH3 (8) NHJ > CH4 > H20> HF (D) HF > H20 > NH3 > CH4 locations of a

Q.23

In CsCI structure, the number of Cs'" ions that occupy second nearest neighbour Cs+ ion is (A)6
(B) 8

(C) 10

(D) 12

Q.24

In the process
234

92

u

230

90

Th

+

X

X is

CA) (C)

(l

particle

p'" emission

(8) P particle (0 )yem ission

Q. 25

For tetrahedral co mplexes, whi ch a lw ay s exh ibit high spi n states, the maxi m urn C F S E (crystal field stabilization energy) is

CA) -8 Dq
Q.26

(8) -12 Dq

ee)

-16 Dq

(D) -20 Dq

The most abundant element in earth's crust is (A) aluminium (8) iron (C) silicon are preferably (D) oxygen identified from the stretching

Q.27

Metal-carbon multiple bonds in metal carbonyls frequency of CA) carbon-oxygen bond (C) metal-oxygen bond

(8) metal-carbon
(D) carbon-carbon

bond bond

Q.28

J n genera l, magnet ic mome n t of paramagnet ic com plexes vari es wit h te m perature as (8) T
(C) T-2 (D) T-1

Q.29

The compound

having an S-S single bond is

0.30

In a reaction, Na!S~03 is converted to Na2S406. The equivalent reaction is (mol. wt, ofNa2S20) = M).
(A) M . (B) M/4
(e) M/2

weight of Na2S203

for this

(D)

M/J

CY-8/40

Answer Table for Objective Questions
Write the Code of your chosen answer only in the 'Answer' column against each Question No. Do not write anything e,lse on this page. Question No.
01

Answer

I
'I

Do not write In this column

' Question No.
16 17 18
I
:

Answer

Do not write in this column

02
03 04 05 06 07 08 09 10 11 12 13 14 15

19 20 21 22 23

,

24 25 26
I

27
28 29 30

FOREVALUATIONONL
No. of Correct Answers No. of Incorrect Answers

Y
Marks
,

(+)

Marks

(-)
)

Total Marks in Question Nos. 1-301 (

5/114 Energy/07-Cy-A-2A

Q.3J

(a)

Identify A, Band C in the following reaction sequence.

A

B

Me
Me

~·e

M0

OHC

I

II

KOH EtOH

c
(9)

(b)

Identify D in the following reaction and suggest a suitable mechanism Me~Me H2N·OH

for its formation.

o

0

HCI ElOH

(6)

CY-IOI40

5/114

Energ.y/01-CY-A.~c2B

Q.32

(a)

Explain with the help of mechanisms, epoxide formation reactions.

the observed

stereoselectivity

in the following

mCPBA

N -bromos ucc in imide
H3C~ 30% NaOH(aq.)

o

(9) (6)

(b)

Explain on the bas is of conformational analysis cyclohexane is optically inactive at room temperature.

why

( I R,2S)-1 ,2-dimethy 1_

CY·12/40

CY~13/40

Q.13

(a)

Identify E, F and G in the following synthetic transformation.

d'M.
o
(b)

.E

NaBH4 MeOH

F

(i)

G (9)

Anoptica1iy active compound H (CSH60) on treatment with H2 in the presence of Lindler's catalyst gave a compound I (C,HaD). Upon hydrogenation with H2 and Pd/C, compound H gave J (CsH 120). Both I and J were found to be optically inactive. Identify H, I and J. (6)

CY~14/40

CY-1S/40

Q.34

(a)

reagent. Methylation of K with Me2S04 and NaOH affords an octamethyl derivative of K, which upon acidic hydrolysis gives a 1:1 mixture of2,3,4,6wtetra O methylwDw glucose and 2,3,4wtriwOwmethylwDwglucose. Disaccharide K is also hydrolysed by the enzyme maltase. Identify K and L with proper stereochemistry. (9)
w w

A disaccharide K gives a silver mirror with Tollen's reagent. Treatment of K with MeOHIHCI gives a monomethyl derivative L, which does not react with Tollen's

(b) Identify M and N in the following reaction sequence.
(i)

03

M

cat. KCN

[ii) Zn/AcOH

N
(6)

CY 16/40
w

5/114 Energ.y/07-cy-A-3

CY-17/40

Q.35 In the following reaction sequence,identity the conversion of P -+ Q and R -+ S.
(i) (CH)COhO CH)COONa ~COOH

P, Rand S. Suggest suitable mechanisms for

p

(ii)W

V

H2, PdlC
MeOH

R

0) SOCI2
(Ii) AICI), heat

s
(15)

Q

CY-J8/40

CY-19/40

Q.J6

(a) Consider the reactions
(I)

Cr2072-

+ H202
B

A

CrO(02n

room temp ..

unstable

crO42crOi-?

(i) Identify A and B. (ii) What is the role ofH202 in (I) and how does A favour the formation ofCr3+?
(iii)

What is the role ofH20l in (II) and how does B favour the formation

(9)

-

(b) With the help of equations, illustrate the role of a cis-J ,2-diol in the titration of boric add with sodium hydroxide. (6)

CY-20/40

,

CY-21 /40

Q.37 (a)

Draw the structure of anionic Ca(II)~EDTA chelate. How many rings are formed in the chelate and specify the number of atoms in each ring? (9) (6)

(b) Based on VSEPR theory draw the most stable structure ofCIF3 and XeF4•

CY-22/40

CY~23/40

0...38

(a)

Identify A, Band C in the following reaction scheme
A

c

Blue solution of transition metal salt

Colourless solution of complex

J H,S
No precipitate Black precipitate
(9) B

(b) From the Ellingham diagram given below, identify the metal oxide that can be reduced at a lower temperature by carbon. Justify ..

trc-«
(6)

CY-24/40

CY-2S/40

Q.39

(a)

For the complexes [FeF6]'- and [Fe(CN)613-. 0) show the hybridization using VB (valence bond) theory (ii) calculate the CFSE (crystal field stabilization energy) Identify the dark blue complex formed when [Fe(CN)o] account for the origin of its colour.
3-

(9) is treated with FeS04 and (6)

(b)

CY-26/40

CY-27/40

QAO

(a)

Consider the equilibrium B (g) + C (g) At a constant pressure of 1 atrn, A dissociates to the extent of 50% at 500 K. Calculate .8.Go (kJ mol ") for the reaction. (9)

(b)

Consider the following redox system Q

+ 2W

+

2e'

F!J "'" 0.699 V (6)

Calculate the pH of the solution at 298 K, if the redox potential of the system is

0.817 . V

CY~28/ 40

CY·29/40

Q.41

(a)

A stream of oxygen molecules at 500 K exits from a pin-hole in an oven and strikes a slit that selects the molecules travelling in a specific direction. Given that the pressure outside the oven is 2.5 x 10-1 atm, estimate the maximum distance at which the slit must be placed from the pin-hole, in order to produce a collimated beam of oxygen. (Radius of O2 "" 1.8 X 10-10 m) (9) Liquid water is to be circu lated to transfer. heat from a source to a sink at I atm. Considering this arrangement as a Camot engine, calculate the maximum theoretical efficiency that can be expected from the system.

(b)

(6)

CY-30/40

CY-31/40

0.42

(a)

Using Heisenberg's uncertainty principle, derive an expression ground state energy of a particle of mass m in a one dimensional

for the approximate box of length L.

(9)

(b)

The rate of a chemical reaction doubles when the temperature is changed from 300 K to 3 10K. Calcu late the acti vati on energy (kJ mo I-I) for the reacti on.

(6)

CY-32 I 40

Q.43

(a)

Consider the reaction bJl Assuming at STP. ideal behaviour,
O O ", -

606.9 kJ rno!' is completely oxidized
(9)

calculate tlU when I mol ofCH4

(b)

A photochemical reaction was carried out using a monochromatic radiation (490 nrn) of intensity 100 W. When the sample was irradiated for 30 min, 0.3 mol of the reactant was decomposed. Estimate the quantum efficiency assuming 50% absorption.

(6)

CY·34/40

CY-35/40

Q.44 (a) Given that

c -c
p

= «2TV
--;;-

v

where a = _.'

V aT p

(OV) . and

1( = __ 1 V

.1(0.ap V)

T

for a pure substance, show that C p - Cv = R for I rnoI of an ideal gas. (b) Find the eigenvalues of the following 3 x 3 matrix given that 2 is one of the eigenvalues. Compute the determinant of the matrix using the eigenvalues.

(9)

CY-36/40