CHEMISTRY HOUSE

04052024 Test Ranker Batch

ORGANIC CHEMISTRY
(for JEE-Mains & Advanced 2025)
Time : 1 : 00 Hr. Max. Marks :42
* Each question + 4 (for correct answer) & - 1 (for wrong answer)
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01. An optically active compound (A) {CnH2n O} produce red colour with Ceric Ammo-
nium nitrate. (A) in Lucas test gives turbidity in 8 minutes. The structure of (A) is:
OH
(a) (b)
OH

OH
OH
(c) (d)
Me
02. 1-pentene on reaction with CHFClBr in presence of Me2CHCH2O–K+ gives mainly :
Cl F
(a) Br (b) Cl

Br
OH
(c) (d)
F Cl

03. One mol of hydrocarbon (A) CnH2n–4 on ozonolysis gives one mol of O O and
2 moles of an aldehyde (B). Excess Mesitylene on reaction with (B) in presence of
H+ gives :
Me Me Me Me

CH2
Me Me
(A) on reaction with excess HBr in presence of peroxide followed by reaction with
Na-ether gives :

CH2 CH2
(a) (b) (c) (d)
CH2 CH2

04. 3-methyl pentane on photomonobromination gives a mixture of ‘n1’ no. of isomers.

The mixture on fractional distillation gives ‘n2’ number of fractions of which ‘n3’
number of fractions are optically active.
3

Calculate the value of  in .

i=1
i

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05. 2 mol of Acetophenone is treated with 11 mol of I2 and 12 mol of KOH to give 2 mol
of an organic salt (S1) , n1 moles of inorgainc salt (S2), n2 moles of a yellow ppt. At
the end of the reaction n3 moles of I2 and n4 moles of KOH remain unreacted. (S1) on
reaction with CnH2n + 1I gives a compound of molecular weight 220.
4
2
Calculate the value of n –  in
i =1
i .

06. Consider the following compounds

(A) EtOH (B) EtCH2OH (C) EtCH(OH)Et (D) Et3C–OH
(E) Me2CHOH (F) EtOEt (G) Me3C – OH (H) Me(CH2)3 OH
(I) MeOEt
‘n1’ number of compounds give red colour with Ceric Ammonium nitrate.
‘n2’ number of compounds do not produce turbidity in Lucas Test.
‘n3’ number of compounds are capable to give iodoform Test.
‘n4’ number of compounds produce turbidity in Lucas test within 5-10 minutes.
‘n5’ number of compounds produce turbidity in Lucas test immediately.
‘n6’ number of compounds can show metamerism.
6

Calculate the value of  in .

i=1
i

07. In how many of the following reactions primary alkyl halide is obtained as major
product.
(i) 1-butene + HCl/Peroxide  (ii) 2-butene + HBr/Peroxide 
(iii) isobutene + DBr/Peroxide  (iv) Ethylalcohol + NaCl 
(v) Ethyl Benzene + NBS  (vi) Cyclohexene + NBS 
(vii) Methyl cyclohexane + Br2/Sunlight 
(viii) 2-methyl-2-butene + HI/Peroxide 
(ix) 2-methyl-2-butene + HBr/Peroxide  (x) Styrene + DCl/Peroxide 

COCH2Cl

08. 1 mol of consumes ‘n1’ mol of Cl2 and ‘n2’ mol of NaOH to

CH(OH)CH 3
give 1 mol of salt (S) along with ‘n3’ mol of a pleasent smelling liquid (L) used as
anaesthetic. (S) on heating with sodalime gives 1,2-diphenyl ethane. ‘n4’ moles of
(L) on reaction with excess silver powder gives ‘n5’ moles of gas (G) and when ‘n5’
moles of gas (G) is passed in red hot tube 18 moles of benzene is obtained assuming
60% yield in this last reaction and in other reactions 100% yield.
2
Calculate the value of n4 – n1n2n3 .

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