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Indian National Chemistry Olympiad Equivalent solutions may exist Problem 1 Thermal and photolytic decomposition of Acetaldehyde
1.1
a)

Theory 2010

17 marks

d[CH 3CHO] = k[CH 3 CHO]3 / 2 dt d[CH 4 ] d[CO] = = k[CH 3 CHO]3 / 2 dt dt

(b)

Order = 3/2 Rate = 8 v

1.2

1.3

(a)

(b)

k [CH3 ] = 1 2k 4

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1/2 [CH3CHO]1/2 1/2 [CH3CHO]3/2 k k [CH3CO] = 2 1 k 3 2k 4
k d[CO] = k2 1 2k dt 4
1/2

(c)
[CH 3 CHO] 3/2

HBCSE, 30th January 2010

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Termination step: (iv)

Propogation steps : (ii) and (iii)

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CH4, CD4 and CO

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Indian National Chemistry Olympiad


1.4 (a) CH3CHO + h CH3 + CHO Rate = Iabs [CH3] = (Iabs/2k4)1/2 [CH3CHO]3/2 d[CO]/dt = k2 (Iabs / 2k4)1/2 [CH3CHO]3/2 (b)

Theory 2010

= 317.5 nm

1.5

(a)
E thermal = E 2 + 1 (E 1 E 4 ) 2

(b)

Ephotochemical = E2 E4

(b)

1.7

(a)

.1 w w
CH3CH2OH CH3CHO CH3COOH

Conc

(b)

[CH3CHO] = k5/k6 [CH3CH2OH]

HBCSE, 30th January 2010

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Time

5.879 104 mol dm3 sec 1

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1.6

(a)

Ethermal =196.46 kJ mol1

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Indian National Chemistry Olympiad Problem 2 Chemistry of coordination compounds


2.1 CuSO4 + 6H2O [Cu(H2O)6]2+ + SO42
White Blue solution

Theory 2010 19 marks

or balanced equation with [Cu(H2O)4]2+ entity [Cu(H2O)6]2+ Cu(OH)2 + 2OH


From dil NH3

Cu(OH)2
Blue ppt.

6H2O 2OH

+ 4NH3

[Cu(NH3)4]2+ +
Deep blue soln

2.2

b] completely filled d-level in Cu(I)

2.3

a] oxidation state of the metal. b] nature of the ligand. c] geometry of the complex.

2.4

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00

m
[NiCl4]2[NiCl4]2- is tetrahedral

[Ni(H2O)6]2+

[Ni(H2O)6]2+ is octahedral.

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Indian National Chemistry Olympiad


a] . IUPAC Name : 2.5

Theory 2010

Dichlorobis(ethylenediamine)cobalt(III) ion. Dichlorobis(ethane-1,2-diamine)cobalt(III) ion Dichloridobis(ethylenediamine)cobalt(III) ion. Dichloridobis(ethane-1,2-diamine)cobalt(III) ion

b]. Geometrical isomers:


+ +

en Cl Co Cl en en

Cl Co Cl en

c] cis-[CoCl2(en)2]+ is optically active.


+

en Cl Co Cl en

ks
Cl

Cl

2.6 [NiCl4]2-

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Ni2+ [Ar] 3d8

00

m w w
LP LPLP LP sp3
sp3 hybridization Tetrahedral Paramagnetic (2 unpaired electrons) Pt2+ [Xe] 5d8 [PtCl4]22

ar
LP LP dsp2

dsp hybridization Square planar Diamagnetic (no unpaired electrons)

HBCSE, 30th January 2010

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en Co en

d] Two optical isomers of cis-[CoCl2(en)2]+ :

LPLP

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Indian National Chemistry Olympiad

Theory 2010

2.7

A i) [CrF6]3ii) [Cr(H2O)6]3+ iii) [CrF6]2iv) [Cr(CN)6]3-

B o (cm-1) d) 15,000 c) 17,400 b) 22,000 a) 26,600 a) [Fe(CN)6]3 Fe(III) of Fe(III) : 6 35 b) Ni(CO)4 Ni(0) of Ni(II) : 4 36

2.8

Answer: Oxidation state Coordination No. EAN of central metal ion

2.9

m
dxy dyz, dxz octahedron

dx2 y2 dyz, dxz

ar
NH3 Pt NH3 NO2

dx2 y2

dz2

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dxy

ks
dxy C

dz2

a) b)

Tetragonally distorted octahedron contraction along z-axis

Tetragonally distorted octahedron elongation along z-axis

(i) by elongation along z-axis. (ii) dx2-y2 orbital.

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dx2 y2 dz2 dyz, dxz
NH3 O2N Pt NH3 NO2

NH3

NH3

2.10

Cl

Pt Cl

NO2

O2N

Pt Cl

NO2

Cl

HBCSE, 30th January 2010

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Indian National Chemistry Olympiad Problem 3 Chemistry of isomeric benzenes


3.1 Z,Z,E -1,3,5-cyclohexatriene
2 1 5 3

Theory 2010 14 marks

(D)

3.2

H+ C

+
H

H+ E H

3.3

H COOH COOH H F

3.4

3.5
Br

Br

.1
Br Br Br Br Br Br

3.6

(b) Three

HBCSE, 30th January 2010

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Indian National Chemistry Olympiad


3.7
_ J + Li

Theory 2010

.. CHCl K

3.8
CH2Br

BrH2C

CH2Br

R R R

3.10

.1

00
O

HBCSE, 30th January 2010

R R R

R=COOEt

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Indian National Chemistry Olympiad Problem 4 s-Block Elements


4.1 a) only one valence electron b) large atomic size X X

Theory 2010 10 marks

4.2

Inhalation Exhalation or or

2 KO2 + 2 H2O 2 KOH + H2O2 + O2 KOH + CO2 KHCO3 4 KO2 + 2 CO2 2K2 CO3 + 3O2 2KOH + CO2 K2 CO3 + H2O

4 Li + O2 2 Li2O Cs + O2 CsO2

II

4.4

i)

Bond order = 1

4.5

Na + (x + y) NH3 [Na(NH3)x]+ + [e(NH3)y] OR Na + NH3 Na+ + e solvated / (am)

HBCSE, 30th January 2010

ii)

diamagnetic

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X

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4.3

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Indian National Chemistry Olympiad


4.6 b) It is paramagnetic in nature c) On standing this solution slowly liberates hydrogen resulting in the formation of sodium amide

Theory 2010
X X

4.7

c) half the number of tetrahedral

4.8

b) cyclohexane c) diisopropyl ether

X X X X X

4.9

a) ionization energy of alkali metal b) electron gain enthalpy of halogen d) sizes of cations and anions

4.10

LiF

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Indian National Chemistry Olympiad Problem 5 Carboxylic acid derivatives


5.1

Theory 2010 17 marks

R + NH2

.. _ :O: ..

.. _ :O:
+
R NH2

.. _ :O: .. R + .. OR'

.. _ :O:
+
R OR'

..

5.2

(c) Amide > Ester > Acid Chloride X

5.4

1650 cm-1 1750 cm-1 1800 cm-1

A C B

5.5 5.6

CH3CH2COCl Best C

.1
Poorest B
Cl NO2 COOCH3 Monochloro derivative (major)

5.7

.
NO2 COOH COOCH3 5 major

HBCSE, 30th January 2010

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5.3

Amide

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Indian National Chemistry Olympiad


5.8
OLi EtO I or Cl OMe OMe O

Theory 2010

or Br or OTs or N2+
8

5.9
O O OMe OMe MeO 10 O

O OH CO2Et OMe

.in ar ks
OMe
O

OMe

HO

5.11

(i)

(ii)

Both are S

HBCSE, 30th January 2010

Me

14

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Me

00

5.10

11

12

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Indian National Chemistry Olympiad


5.12
Me Me H O 15 H H O

Theory 2010

5.13
O S O Me Me O a N S O O H H b H 16 N O

5.14

00

m
O Me Me HN O 17 18 H H H

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O NH

w
N H

w
O H

Me

HBCSE, 30th January 2010

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H H

Me

NH

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Indian National Chemistry Olympiad Problem 6 Chemical Thermodynamics


6.1 2930 J

Theory 2010 17 marks

Kp = 0.7030

6.2

Kp = Kc

6.3

XCO = 0.342, XH2 = 0.458, XH2O = 0.092, XCO2 = 0.108

H1400 = 31258 J

6.6

6.7

T1 = 2060K T2 = 708 K

Compound 6.8
N2 (g) O2 (g) CO (g) CO2 (g) H2O (g)

HBCSE, 30th January 2010

Molar composition of gases after leaving the bed (Mol 10 4)


407.64 38.55 0.78 44.14 49.44

.1

Air intake (engine;m3s1) = VA = 4 9.902 103 m3s1 = 0.0396 m3s1

00

6.5

a) Kp will increase with increase in temperature

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6.4

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XCO = 34.95%, XH2 = 45.41%, XH2O = 9.59%, XCO2 = 10.06%

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Indian National Chemistry Olympiad Problem 7


7.1 V= 87.5 mL

Theory 2010 10 marks

7.2

CH3COOH + H2O H3O+ + CH3COO


Ka = [H3O+][ CH3COO]/[ CH3COOH]

7.3

[H 3O + ] =

Ka Ka 2 + 4KaC T

7.4

pH = 2.88

CH 3 COO + H 2 O OH + CH 3 COOH

b)

c)

[CH 3 COO ]eq = [CH 3 COONa ] + [H 3 O + ] [OH ]

[H 3 O + ] = Ka

d)

pH = 3.80

7.6

pH = 8.73

HBCSE, 30th January 2010

[CH 3 COOH]eq = C T [H 3 O + ] + [OH ]

CT [CH 3 COONa ]

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CH 3 COOH + H 2 O CH 3 COO + H 3 O +

7.5

a)

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