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1.

Which of the following compounds is the most reactive towards nitration with a mixture of conc. `HNO_(3)` and conc. `H_(2)SO_(4)` under identical conditions?A. `C_(6)H_(6)`B. `C_(6)H_(5)NO_(2)`C. `C_(6)H_(5)CH_(3)`D. `C_(6)H_(5)CCl_(3)`

Answer» Correct Answer - C
`-NO_(2)` and `-C Cl_(3)` groups are strongly deactivating while `-CH_(3)` group is weakly activating.
2.

When phenol is heated with zinc dust the major product formed isA. benzaldehydeB. phenolphthaleinC. benzeneD. biphenyl

Answer» Correct Answer - C
`C_(6)H_(5)OH+Znoverset(Delta)toZnO+C_(6)H_(6)`
3.

Given the major product of the following reaction : A. B. C. D.

Answer» Correct Answer - A
4.

Select the final product of following sequence of reaction A. B. C. D.

Answer» Correct Answer - A
5.

+HCHOoverset(HCl)to (A) ("Final product")`A. B. C. D.

Answer» Correct Answer - C
6.

Phenol on heating with `NaNO_(2)` and a few drops of conc. `H_(2) SO_(4)` gives :A. p- NitrophenolB. p - NitrosophenolC. o- NitrophenolD. m- Nitrosophenol

Answer» Correct Answer - B
7.

The major product of the reaction is : A. B. C. D. none of thses

Answer» Correct Answer - B
8.

Major product of the reaction is : A. B. C. D.

Answer» Correct Answer - D
9.

The major product fromed in the reacation A. B. C. D.

Answer» Correct Answer - B
10.

The major product fromed in the reacation `C_(6) H_(5) - overset(o+)N-=N overset(ө)Cl+ H_(3) PO_(2) + H_(3) PO_(2) + H_(2)O to` is:A. `C_(6)H_(5) OH`B. `C_(6)H_(5)Cl`C. `C_(6)H_(6)`D. `C_(6)H_(5)C_(6)H_(5)`

Answer» Correct Answer - C
11.

The final product of the given reaction sequence : A. B. C. D.

Answer» Correct Answer - A
12.

Which of the following compounds will form a yellow-coloured oily compound on treatment with `NaNO_(2)` and HCl at `0-5^(@)C` ?A. B. C. D.

Answer» Correct Answer - B
13.

Aniline react with `NaNO_(2)` and dil. HCl at `0-5^(@)C` to from :A. p-nitro anilineB. 2, 4,6-trinitroatanilineC. benzene diazoniumD. benzene

Answer» Correct Answer - C
14.

The major product fromed in the reaction : A. B. C. D.

Answer» Correct Answer - A
15.

Which of the following is foomed as a product when m-dinitrobenzene is treated with `(NH_(4))_(2)S` ?A. B. C. D.

Answer» Correct Answer - B
16.

Which one of the following aryl amine undergoes diazotisation most readily ?A. B. C. D.

Answer» Correct Answer - C
17.

Which one of the following substrate will not form benzyne when treated with `NaNH_(2)` ?A. `C_(6)H_(5)CI`B. C. D.

Answer» Correct Answer - D
18.

underset (Hr_(2))overset(Br_(2))to Xunderset(H_(3)PO_(2))overset(NaNO_(2)//Hcl(0-5^(@)C))to Y` The end product Y is :A. B. C. D.

Answer» Correct Answer - C
19.

In the given reaction sequence `C_(6)H_(5)NO_(2)overset(Sn//HCl)to A overset(NaNO_(2) + HCl)to B overset(Cu CN//HCN)toCunderset(Delta) overset(H_(2)O///overset(o+)H)toD` which one is not correct ?A. A is `C_(6) H_(5)NH_(2)`B. B is `C_(6) H_(5)- overset(o+)N -=N overset(ө)Cl`C. C is `C_(6) H_(5) CH_(2)CN`D. D is `C_(6) H_(5) COOH`

Answer» Correct Answer - C
20.

underset (Conc. H_(2)SO_(4))overset(Conc. HNO_(3))toP underset(Delta)overset(Sn, Conc. HCl)toQ` The product Q is :A. B. C. D.

Answer» Correct Answer - C
21.

Consider the following sequence of reaction `C_(6)H_(5)NH_(2)underset(Delta)overset(Ac_(2)O)toA underset(H_(2)SO_(4))overset(Conc.HNO_(3))to underset("Major")B overset(aq.H_(2)SO_(4))to underset("Major")C` The major final product (C) is :A. B. C. D.

Answer» Correct Answer - C
22.

Examine given sequence of reaction carefully : `overset(Sn+HCl)to A overset(HNO_(2))to Boverset(H_(2)O)toCunderset(100^(@)) overset(Conc. H_(2)SO_(4))toD underset("excess")overset(Br_(2)+ FeBr_(3))toE` Converstion of B to C is which type of reaction ?A. electrophilic aromatic substitution reactionB. nucleophilic aromatic substition reactionC. free radiual substitutionD. nucleophilic acyl substitution reaction

Answer» Correct Answer - B
23.

Examine given sequence of reaction carefully : `overset(Sn+HCl)to A overset(HNO_(2))to Boverset(H_(2)O)toCunderset(100^(@)) overset(Conc. H_(2)SO_(4))toD underset("excess")overset(Br_(2)+ FeBr_(3))toE` Formation of A from nitrobenzene cannot be achieved from :A. `Zn +HCl`B. `Fe + HCl`C. `NaBH_(4)`D. `Li AlH_(4)`

Answer» Correct Answer - C
24.

Chlorination of benzene in the presence of halogen carrier is an exampole of :A. aromatic nuleeophilic substictutionB. aromtic electrophilic substituionC. aromatic anuclephilic additionD. aromatic electrophilic addition

Answer» Correct Answer - b
25.

Which of the following species is aromatic ?A. B. C. D.

Answer» Correct Answer - c
26.

In the shalogenation of aromatic nucleus, the halogen carrier, is used to generate the species :A. `CI^(.)`B. `CI^(+)`C. `CI^(-)`D. `CI`

Answer» Correct Answer - b
27.

Rank the following compound in decreasing order of reaction reactivity in electrophilite aromatic substitution reaction : A. ` 3 gt 1 gt 2gt 4`B. ` 4 gt 3 gt 2 gt1`C. ` 3 gt 1 gt 4 gt 2 `D. `1 gt 3 gt 4gt 2`

Answer» Correct Answer - C
28.

Arrange the following groups in order of decresing 0- and p- directing strength : `overset(..)(NH_(2)),-CI,overset(* *)underset(* *)(-OH),-R`A. `-CIgtoverset(* *)underset(* *)(-OH)gt-Rgtoverset(* *)(-NH_(2))`B. `overset(* *)(-NH_(2))gt-Rgt-CIgtoverset(* *)underset(* *)(-NH_(2))`C. `overset(* *)(-NH_(2))gtoverset(* *)underset(* *)(-OH)gt-CIgt-R`D. `overset(* *)(-NH_(2))gtoverset(* *)underset(* *)(-OH)gt-Rgt-CI`

Answer» Correct Answer - d
29.

The correct order of decresing reactivity of anisole (I), benzene (II) and nitrobenzene (III) towards aromatic substitution with a given electrophile isA. `(II)lt(III)lt(I)`B. `(III)gt(II)gt(I)`C. `(II)gt(I)gt(III)`D. `(I)gt(III)gt(III)`

Answer» Correct Answer - D
The `-OCH_(3)` group of anisole is moderately activating while the `-NO_(2)` group of nitrobenzene is strongly deactivating.
30.

Devise a series of reaction to convert benzene into meta - chlorobromobenzene. Select rangent and condition from following table listing them in the order of use. A. 1 them 2 them 6B. 2 them 8 then 4 then 3 them 9C. 8 then 4 then 10 then 2 then 2 then 3 then 9D. 8 then 2 then 4 then 3 then 9

Answer» Correct Answer - D
31.

The products formed are :A. `CH_(3)-overset(O)overset(||)(C)-CHO`B. `CHO-CHO`C. `CH_(3)-overset(O)overset(||)(C)-overset(O)overset(||)(C)-CH_(3)`D. HCOOH

Answer» Correct Answer - `(a,b)`
32.

Which of the followin groups is called benzo?A. `C_(6)H_(5)underset(|)overset(|)(C)-`B. `C_(6)H_(5)overset(|)(C)H-`C. `C_(6)H_(5)CH_(2)-`D. `C_(6)H_(5)-`

Answer» Correct Answer - A
Benzo is a trivalent group derived from tuluene. (2) is benzal (3) is benzyl and (4) is phenyl.
33.

Thre resonance energy of benzene is approximatelyA. 18 kcal `mol^(-1)`B. 37 kcal `mol^(-1)`C. 54 kcal `mol^(-1)`D. 48 kcal `mol^(-1)`

Answer» Correct Answer - B
`Delta_(h)H^(ɵ)` of benzene is less than the expected value by `36 kcal mol^(-1)` Thus this is equal to its resonance energy.
34.

Calculate `Delta_(h)H^(ɵ)` for the addition of 1 mol of `H_2` to (i) benzene `(C_(6)H_(6))` and (ii) 1,3-cyclohexadiene `(C_(6)H_(8))` from frigure. Strategy (i): Target is to find `Delta_(h)H^(ɵ)` of the following reaction benzene `+H_(2)to1,3-`Cyclohexadiene Thus, look for the data involving these two compound. strategy (ii). We need to find `Delta_(h)H^(ɵ)` of the following reaction: `1,3-C_6H_8+H_2toC_6H_(12)` Thus, we look for the data involving these two compounds.

Answer» (a). `C_(6)H_(6)+3H_2toC_(6)H_(12)`, `Delta_(h)H^(ɵ)=-208Kgmol^(-1)`
(b). `1.3-C_6H_6+2H_2toC_6H_(12)`, `Delta_(h)H^(ɵ)=-232kJmol^(-1)`
Substracting second equation (b) from the first (a), we get
`C_6H_6+H_2to1,3-C_6H_6`, `Delta_(h)H^(ɵ)24kJmol^(-1)`
(ii). (a). `1,3-C_6H_6+2H_2toC_6H_(12)toC_6H_(12)`, `Delta_(h)H^(ɵ)-232mol^(-1)`
(b). `C_6H_(10)+H_(2)toC_6H_(12)`, `Delta_(h)H^(ɵ)-120kJmol^(-1)`
Subtracting second equation (b) from the first (a), we get
`1,3-C_6H_8+H_2toC_6H_(10)`, `Delta_(h)H^(ɵ)112kJmol^(-1)`
35.

Predict the product of the following reaction: Benzene `+H_2to`? Strategy: Adding 1 mol `H_2` to benzene is endothermic while adding 1 mol `H_2` to chlohexadiene is exathermic Thus, when benzene is reduced to diene, the cyclohexadiene is reduced all the way to cyclohexane before more benzene reacts.

Answer» According to the rate of hydrogenation and the number of moles of hydrogen used (3 mol `H_2` for every 1 mol of cyclohexane from benzene), for every one mole of benzene, one third of a mole of cyclohexane would be isolated and two third of a mole of benzene would be recovered.
36.

Using the following data, calculate the heat of combustion of cyclohexatrieneandalso find the resonance energy of benzene. `Delta_(C)H^(ɵ)` (Benzene)`=-789kcal mol^(-1)` Combustion contribution `(C-H)=-54.0kcal` Combustion contribution `(C-C)=-49.3kcal` Combustion contribution `(C=C)=-117.7kcal` Strategy: First write a balanced equation for the combustion of one mole of cyclohexatriene: Nowusing the structure, calculate the combution contribution for each bond and do the total for the molecule.

Answer» Three `C=C` bonds`=3xx(-117.7)=-353.1kcalmol^(-1)`
Three `C-C` bonds`=3xx(-49.3)=-147.9kcalmol^(-1)`
Six `C-H` bonds`=6xx(-54.0)=-324.0kcalmol^(-1)`
`overline(S um=-825.0kcalmol^(-1))`
Thus, the calculated heat of combustion for cyclohexatriene is `-825.0kcalmol^(-1)`
Defference`=[(-789.1 kcal mol^(-1))-(-825.0 kcal mol^(-1))]`
`=35.9 kcal mol^(-1)`
37.

Which of the following molecules is most suitable to disperse benzen in water?A. B. C. D.

Answer» Correct Answer - c
38.

Which sequence of steps describes the best synthesis of compound A. B. C. D.

Answer» Correct Answer - C
39.

How might one best accomplish the following synthesis ? A. (i) `C_(4)H_(9) + AlCl_(3) , (ii)HNO_(3) and heat , (iii) "excess of `H_(2)` and Pt catalyst"`B. (i) `HNO_(3) and heat , (ii)C_(4) H_(9) Cl + AlCl_(3), (iii) "excess of `H_(2)` and Pt catalyst"`C. (i) `C_(3) H_(7) COCl + AlCl_(3) , (ii)HNO_(3) and heat , (iii) "excess of `H_(2)` and Pt catalyst"`D. (i) `HNO_(3) and heat , (ii)C_(3) H_(7) COCl + AlCl_(3) , (iii) "excess of `H_(2)` and Pt catalyst"`

Answer» Correct Answer - C
40.

Which is the best synthesis of A. B. C. D. All are correct

Answer» Correct Answer - B
41.

Which is best synthesis of A. `underset(FeBr_(3))overset(Br_(2))to underset(H_(2)SO_(4))overset(HNO_(3))to underset(H_(2)So_(4))overset(HNO_(3))to underset(CH_(3)OH)overset(CH_(3)overset(o+)Ooverset(ө)Na)to`B. `underset(H_(2)SO_(4))overset(HNO_(3))to underset(H_(2)SO_(4))overset(HNO_(3))tounderset(FeBr_(3))overset(Br_(2))to underset(CH_(3) OH)overset(CH_(3)overset(ө)Ooverset(o+)Na)to`C. `underset(H_(2)SO_(4))overset(HNO_(3))to underset(FeBr_(3))overset(Br_(3))tounderset(H_(2)SO_(4)) overset(HNO_(3))to underset(CH_(3) OH)overset(CH_(3)overset(ө)Ooverset(o+)Na)to`D. `underset(H_(2)SO_(4))overset(HNO_(3))to underset(FeBr_(2))overset(Br_(2))tounderset(CH_(3))overset(Noverset(o+)a overset()OCH_(3))to underset(H_(2)So_(4))overset(HNO_(3))to`

Answer» Correct Answer - A
42.

Which of the following procedures would be best for achieving for following reaction ? A. (i)`KHO and heat , (ii) CH_(3) - C -= C- Br`B. (i) `KMnO_(4) and heat , (ii) CH_(3) c -= overset(ө) , (iii)"excess" H_(2) O`C. (i) `MBS "in" CCl_(4) and heat (ii) CH_(3) -C -= overset(ө)`D. (i) `Mg "in ether" , (ii) CH_(3) - C -=overset(ө) , (iii) "excess" H_(3) PO_(4)`

Answer» Correct Answer - C
43.

The best method for the perparation of chlorobenzene is :A. B. C. D.

Answer» Correct Answer - A
44.

Which of the following produre would be the best for perparation of a phenyl benzyl ether `(C_(6) H_(5)OCH_(2)C_(6) H_(5))` ?A. `C_(6) H_(5)Cl + C_(6)H_(5)CH_(2)overset(ө)O`B. `C_(6)H_(5) overset(ө)O + C_(6)H_(5)CH_(2) - Cl`C. `2C_(6)H_(5)Cl + Na_(2)O`D. `2C_(6) H_(5)MgBr+ HCHO`

Answer» Correct Answer - D
45.

For this reaction ? , the best reactnats are :A. `C_(6)H_(5) Cl + C_(6) H_(5)-overset(O)overset(||)C- Cl, AlCl_(3)`B. `C_(6)H_(5)-overset(O)overset(||)C- CH_(3) + Cl_(2)., FeCl_(3)`C. `C_(6) H_(5) - Cl - C_(6)H_(5) + Cl_(2), FeCl_(3)` followed by oxidationD. none the yield the desired product

Answer» Correct Answer - B
46.

Birch reduction of nitrobenzne will produce :A. B. C. D.

Answer» Correct Answer - D
47.

`C_(6)H_(6)+CI_(2)overset(UVLight)rarr` Product In above reaction product is .A. `C_(6)H_(5)Cl`B. `o-C_(6)H_(4)Cl_(2)`C. `p-C_(6)H_(4)Cl_(2)`D. `C_(6)H_(6)Cl_(6)`

Answer» Correct Answer - D
When treated with chlorine in the presence of sunlight, benzene forms benzene hexachloride `C_(6)H_(6)Cl_(6)`:
`C_(6)H_(6)+3Cl_(2)overset(hv)toC_(6)H_(6)Cl_(6)` it is a free radical addition reaction.
48.

Gammexne is ,A. hexachlorobenzeneB. benzene hexachlorideC. p-dichlorobezeneD. chlorobenene

Answer» Correct Answer - b
49.

Benzene adds on ozone to form aA. Mono-ozonideB. diozonideC. triozonideD. polyozonide

Answer» Correct Answer - 3
It forms triozonide `C_(6)H_(6)(O_(3))_(3)` as it has three pi bonds.
50.

Which of the following cations are more stable than benzyl cation?A. B. C. D.

Answer» Correct Answer - A::C::D