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1.

Which of the following is most acidic?A. PhenolB. Benzyl alcholC. `m-`ChlorophenolD. Cyclohexanol

Answer» Correct Answer - C
Phenol are more acidic than aromatic alcohols such as benzyl alcohol and also more acidic than alcohols such as cyclohexanol. `Cl` at the `m-`position w.r.t. `OH` group exerts only I effect and thus `m-`chlorophenol is the stonger acid than phenol.
2.

Carbolic acid isA. `C_(6)H_(5)CHO`B. `C_(6)H_(6)`C. `C_(6)H_(5)COOH`D. `C_(6)H_(5)OH`

Answer» Correct Answer - D
In medicine phenol is called by the name carbolic acid. Phenol is used as an antiseptic and disinfectant. Aqueous solution of phenol is called carbolic acid.
3.

The best reagent to convert pent-3-en-2-ol into pent-3-en-2-one isA. Acidic permanganateB. Acidic dichromateC. Chromic anhydride in glacial acidD. Pyridinium chloro -chromate

Answer» Correct Answer - C
Chromic anhydride in glacial acetic acid is the best reagent to convert pent-3-en-2-ol into pent-3-en-2-one.
4.

A compound that easily undergoes bromination isA. PhenolB. ToluenceC. BenzeneD. Benzoic acid

Answer» Correct Answer - A
Compound that undergoes bromination easily is pheno. Due to presence of -OH group the ring becomes much more active in substitution rections. The bromination occurs due to availability of electrons on ortho and para position.
5.

In the following compounds, the order of acidity is:A. III > IV > I > IIB. I > IV > III > IIC. II > I > III > IVD. IV > III > I > II

Answer» Correct Answer - D
IVgtIIIgtIgtII
In (IV), `(-NO_(2))` at para exerts more `bar e`-withdrawing effect due to -R and -I effect, but in (III), `(-NO_(2))` at m-position exert only -I effect. So, (IV) is strong er than (III). Phenol (I) is stronger than (II) in which (Me) group exerts `bar e`-donating effect due to (+I and H.C.). Hene, the order of acidic character is as given above.
6.

The products of combustion of an aliphatic thiol (RSH) at 298 K are :A. `CO_(2)(g),H_(2)O(g)" and"So_(4)(g)`B. `CO_(2)(g),H_(2)O(l)" and"So_(4)(g)`C. `CO_(2)(l),H_(2)O(l)" and"So_(4)(g)`D. `CO_(2)(g),H_(2)O(l)" and"So_(4)(l)`

Answer» Correct Answer - d
7.

The products of combustion of an aliphatic thiol (RSH) at 298 K are:A. `CO_(2)(g),H_(2)O(g)` and `SO_(2)(g)`B. `CO_(2)(g),H_(2)O(l)` and `SO_(2)(g)`C. `CO_(2)(l),H_(2)O(l)` and `SO_(2)(g)`D. `CO_(2)(g),H_(2)O(l)`, and `SO_(2)(l)`

Answer» Correct Answer - B
RSH, e.g., `CH_(3)SH+3O_(2)(g)rarr CO_(2)(g)+SO_(2)(g)+2H_(2)O(I)`.
8.

Dow process is the industrial synthesis of phenol fromA. iodobenzeneB. bromobenzeneC. chlorobenzeneD. fluorobenzene

Answer» Correct Answer - C
`PhCl + 2NaOH underset(320 "atom")overset(360^(@)C)rarr H_(2)O + NaCl + underset("Sodium Phenoxide")(Phoverset(-)ONa^(+)) overset(H_(3)O^(+))rarr underset("Phenol")PhOH`
Chlorobenzene is hydrolysed by fusing with `NaOH` at `360^(@)C` and `320` atmospheric pressure.Phenol is obtained by acidification of sodium phenoxide.
9.

Which of the following is the most suitable method of removing the traces of water from ethanolA. Heating with Na metalB. Passig dry HCl through itC. Distilling itD. Reacting with Mg

Answer» Correct Answer - B
Traces of water from ethanol is removed by reacting with Mg metal.
10.

The decreasing order of acidic character of the following is: (I) (II) (III) (IV) A. `II gt IV gt III gt I`B. `I gt III gt IV gt II`C. `IV gt II gt I gt III`D. `III gt I gt II gt IV`

Answer» Correct Answer - C
Acid (IV) gt Phenol (II) gt Alcohols (I) gt Alkyne (III).
11.

Distinguish between the following pairs: a. (I)

Answer» a. (II) is unsaturated alcohol (allyl alcohol). When `Br_(2)//CCI_(4)` solution is added to it, orange colour of `Br_(2)//CCI_(4)` disappears. However, (I) (propyl alcohol) does not react with `Br_(2)//CCI_(4)` and orange colour persists.
b. (I) (cyclopentanol) dissolves is conc. `H_(2)SO_(4)` and forms one layer, while (II) (cyclopentyl chloride) does not dissolve in conc. `H_(2)SO_(4)` and two distinct layers appear.
c. (I) (benzyl alcohol) `(1^(@) ROH)` is oxidised by acid `Cr_(2)O_(7)^(2-)` and orange of `Cr_(2)O_(7)^(2-)` changes to green `(Cr^(3+))`, whereas (II) (benzyl methyl ether) does not react.
d. (I) (ethanol) gives iodoform test due to the presence of `(CH_(3)---CH---OH)` group, whereas (II) (propanol) does not give this test. Add `(I_(2) + NaOH)` until the colour of `I_(2)` colour persists in both (I) and (II). A pale yellow precipitate of `CHI_(3)` appears in (I) but not in (II).
e. (II) (butanol, `1^(@)ROH`) is oxidised by acid `Cr_(2)O_(7)^(2-)` and orange colour of `Cr_(2)O_(7)^(2-)` changes to green `(Cr^(3+))`, whereas (I) (t-butanol, `3^(@) ROH`) is unreactive.
12.

Distinguish between the following pairs: a. (I) `PhOH` (II) `PhNH_(2)` b. (I) `PhOMe` (II) `PhCH_(2)OH` c. (I)

Answer» a. (I) (phenol) is scidic in nature and so dissolves in NaOH, whereas (II) (aniline) is basic in nature and dissolvers in HCI.
b. (II) (benzyl alcohol, `1^(@)ROH`) is oxidised by `Cr_(2)O_(7)^(2-)` and the colour chages form orange to green, whereas (I) (anisole, an ether) does not react.
c. (I) (2,4,6-trinitrophenol or picric acid) is much more acidic, dissolves in aqueeous `NaHCO_(3)` but (II) (2,4,6-ttrimethyl phenol), much less acidc, does not dissolve.
d. (I) (salicylic acid) has a free phenolic (OH) and gives intense colour with neutral `FeCI_(3)`, whereas (II) (acetyl salicylic acid or aspirin) does not give this test.
e. (I) (ethyl salicylate) has a free phenolic (OH) and gives intense colour with neutral `FeCI_(3)` and dissolves not.
f. (II) (p-cresol) is soluble in NaOH and also gives deep colour with netural `FeCI_(3)`, where (I) (anisole, an ether) does not dissolve.
13.

Phenol is acidic because of the resonance stabilisation of its conjjugate base, namely ……….

Answer» Correct Answer - Phenoxide ion
14.

At higher temperature, iodoform reaction is given byA. `CH_(3)CO_(2)CH_(3)`B. `CH_(3)CO_(2)C_(2)H_(5)`C. `C_(6)H_(5)CO_(2)CH_(3)`D. `CH_(3)CO_(2)C_(6)H_(5)`

Answer» Correct Answer - D
15.

Picric acid is (at `25^(@)` C)A. A white solidB. A colourless liquidC. A gasD. A bright yellow solid

Answer» Correct Answer - C
16.

Which of the following gives negative iodoform testA. `CH_(3)CH_(2)OH`B. `CH_(3)CH_(2)CH_(2)OH`C. `C_(6)H_(5)-underset(OH)underset(|)CH-CH_(3)`D. `CH_(3)-underset(OH)underset(|)CH-CH_(3)`

Answer» Correct Answer - B

Iodoform test is given by CH3CO- group or alcohol that on oxidation gives CH3CO- group (i.e., CH3CH(OH)- group).

Hence option (B) is correct.

17.

Glycerol as a triester is present inA. PetroleumB. KeroseneC. Vegetable oil and fatD. Naphtha

Answer» Correct Answer - C
18.

Statement I: A triester of glycerol with stearic acid on boiling with `Aq`. `NaOH` gives solid cake with soapy touch. Statement II: Free glycerol is liberated which is a syrupy reactions.A. if both assertion and reason are true and the reason is the correct explanation of the assertionB. If both assertion and reason are true but reason is not the correct explanation of the assertion.C. If assertion is true but reason is falseD. If the assertion and reason both are false

Answer» Correct Answer - C
19.

`C_(6)H_(5)OH-ClCOCH_(3)overset(aq. NaOH)to C_(6)H_(5)OCOCH_(3)` is an example ofA. Dow reactionB. Reimer-Tiemann reactionC. Schotten-Baumann reactionD. Kolbe reaction

Answer» Correct Answer - C
20.

STATEMENT - 1 : STATEMENT - 2 : Hi can act as reducing agent and red P acts as catalyst for this reaction.A. Statement - 1 is true, Statement - 2 is Ture, Statement-2 is a correct explanation for Statement-1.B. Statement -1 is True , Statement -2 is False.C. Statement -1 is False , Statement -2 is True.D. Statement -1 and Statement -2 both are False.

Answer» Correct Answer - c
Red P is consumed in this reaction so it is not catalyst.
21.

Following compounds are given (a) `CH_(3)CH_(2)OH` , (b) `CH_(3)COCH_(3)` (C )`CH_(3)CH(OH)CH_(3)` , (d) `CH_(3)OH` Which of the above compound `(s)`, on being warmed with iodine soluton and `NaOH`, will give iodoform?A. `a, c` and `d`B. only `b`C. `a, b` and `c`D. `a ` and `b`

Answer» Correct Answer - C
Iodoform test is given by following compounds: i)alcohols having the structure
`R-underset(H)underset(|)overset(OH)overset(|)(C )-CH_(3)`
where `R` is `H` or any alkyl or aryl group.
ii) acetaldehyde
`CH_(3)-overset(O)overset(||)(C )-H`
iii)methyl ketones
`R-overset(O)overset(||)(C )-CH_(3)`
22.

`CH_(3)CH=CHCH(OH)CH_(3)rarrCH_(3)CH=CHCOCH_(3)` which of the following reagents should be used to bring about the above conversion?A. B. `H_(2)O_(2)//OH^(-)`C. `KMnO_(4)//H_(2)SO_(4)`D. `K_(2)Cr_(2)O_(7)//H_(2)SO_(4)`

Answer» Correct Answer - A
`PC C` (pyridinium chloromate) does not oxidize the double bond but oxidizes the `2^(@)` alcohol to ketone:
`CH_(3)CH=CHCH(OH)CH_(3)overset(PC C)(rarr)CH_(3)CH=CHCOCH_(3)`
23.

In the reaction sequence `CH_(2)=CH_(2) overset("hydrochlorous")underset("acid")rarr A overset(R)rarr overset(CH_(2)OH)underset(CH_(2)OH)("| ")` `A` and `R` are respectivelyA. B. `CH_(3)CH_(2)Cl and NaOH`C. `CH_(3)CH_(2)OH and H_(2)SO_(4)`D. `CH_(2)ClCH_(2)OH and NaHCO_(3)`

Answer» Correct Answer - D
When we pass ethlene into hypochlorous acid, we get ethylene chlorohydrin which on treatment with sodium hydrogen carbonate yields ethylene glycol
24.

1,2,3-trihydroxybenzene is also known asA. PhrogallolB. PhloroglucinolC. ResorcinolD. Orcinol

Answer» Correct Answer - A
25.

Which of the following reaction required an oxidising agent ?A. `CH_(3)-CH = CH_(2) rarr CH_(3) -CH_(2) -CH_(3)`B. `CH_(3)-CH_(2)OH rarr CH_(3)CHO`C. `CH_(3) - CH_(2)Cl rarr CH_(3) - CH_(3)`D. `CH_(3) - CH_(2)OH rarr CH_(3) - CH_(2)Cl`

Answer» Correct Answer - B
`underset((1^(@)" alcohol"))(CH_(3)CH_(2)OH) overset((PC C))(rarr) underset("(Aldehyde)")(CH_(3)CHO)`
26.

Ethers are quite stable towardsA. oxidizing agentsB. reducing agentsC. sodium metalD. all of these

Answer» Correct Answer - D
Because their functional group `(C-O-C)` is relatively inert.
27.

Phenolic methyl ethers are obtained in excellent yield by the action of"-----------"on a phenol.A. `CH_(2)Cl_(2)`B. `CH_(2)N_(2)`C. `CH_(2)CO`D. `CH_(3)I`

Answer» Correct Answer - B
`underset("Diazomethane")(ArOH+CH_(2)N_(2)rarrArOCH_(3)+N_(2))`
28.

Which of the following alkoxides is the most reactive nucleophile?A. `CH_(3)O^(-)`B. `C_(6)H_(5)O^(-)`C. `(CH_(3))_(2)CHO^(-)`D. `(CH_(3))_(3)CO^(-)`

Answer» Correct Answer - A
During nucleophilic attack, the nucleophile must approach the carbon atom of the substrate. `CH_(3)O^(-)`, being least stericaly hindered, is the most reactive nucleophile.
29.

Which of the following isnot characteristic of alcoholsA. they are lighter than waterB. Their boiling points rise fairly uniformly with increasing molecular weightC. Lower members are insoluble in water and organic solvents but solubility regularly increasing with molecular weightD. Lower members have pleasant smell and burning taste, while higher members are odourless and tasteless.

Answer» Correct Answer - C
Lower members are soluble in water and solubilty decreases with increasing molecular mass because hydrophobic character increases.
30.

Glycerol is not used in which of following casesA. Explosive makingB. Shaving soap makingC. As an antifreeze for waterD. As an antiseptic agent

Answer» Correct Answer - D
Glycerol is not used as an anitseptic agent.
31.

The ether that undergoes electrophilic substitution reactions isA. `CH_(3)OC_(2)H_(5)`B. `C_(6)H_(5)OCH_(3)`C. `CH_(3)OCH_(3)`D. `C_(2)H_(5)OC_(2)H_(5)`

Answer» Correct Answer - B
Only alkyl aryl ethers e.g., `C_(6)H_(5)OCH_(3)` undergoes electrophilic substitution reactions.
32.

Glycerol reacts with `P_(4) + I_(2)` to formA. AldehydeB. Allyl iodideC. Allyl alcoholD. Acetylene

Answer» Correct Answer - B
`{:(CH_(2)-OH" "CH_(2)-I" "CH_(2)),(|" "|" ||"),(CH-OHunderset("Small amount")overset(P_(4)+I_(2))to CH-Iunderset(-I_(2))to CH),(|" "|" "|),(CH_(2)OH" "underset("Unstable")(CH_(2)-I)" "underset("Allyl iodine")(CH_(2)-I)):}`
33.

Statement 1: Phenol is more reactive than benzene towards electrophilic substitution reaction. Statement 2: In the case of phenol, the intermediate carbocation is more resonance stabilized.A. Statement 1 is true, statement 2 is true, statement 2 is a correct explanation for statement 1B. Statement 1 is true , statement 2 is true, statement 2 is not a correct explanation for statement 1C. Statement 1 is true, statement 2 is falseD. Statement 1 is true, statement 2 is true

Answer» Correct Answer - A
It is correct the phenol is more reactive than benzene.
34.

Methanol and ethanol are miscible in water due toA. Covalent characterB. Hydrogen bonding characterC. Oxygen bonding characterD. None of these

Answer» Correct Answer - B
Hydrogen bonding : `underset("Alcohol")underset(R)underset(|)overset(delta-)O-overset(delta+)H....underset("Water")underset(H)underset(|)overset(delta-)O-overset(delta+)H......underset("Alcohol")underset(R)underset(|)overset(delta-)O-overset(+)H`
35.

In order of make alcohol undrinkable pyridine and methanol are added to it. The resulting alcohol is calledA. Power alcoholB. Proof spiritC. Denatured spiritD. Poison alcohol

Answer» Correct Answer - C
Denaturing can also be done by adding 0.5% pyridine, petroleum naptha, `CuSO_(4)` etc.
36.

Identify the binary mixture(s) that can be separated into individual compounds, by differential extraction, as shown ini the given scheme A. `C_(6)H_(5)OH and C_(6)H_(5)COOH`B. `C_(6)H_(5)COOH and C_(6)H_(5)CH_(2)OH`C. `C_(6)H_(5)CH_(2)OH and C_(6)H_(5)OH`D. `C_(6)H_(5)CH_(2)OH and C_(6)H_(5)CH_(2)COOH`

Answer» Correct Answer - B::D
(b) `{:(C_(6)H_(5)COOH + C_(6)H_(5)CH_(2)OH overset("aq." NaOH)to " "darraq. NaHCO_(3)),(" "1", "2" "1"(soluble)"+2"(insoluble)"""1"(soluble)"+2"(insoluble)"):}`
37.

When a mixture of ethanol and methanol is heated in the presence of concentreated `H_2SO_4`, the resulting organic product/ products is/ areA. `CH_(3)OC_(2)H_(5)`B. `CH_(3)OCH_(3) and C_(2)H_(5)OC_(2)H_(5)`C. `CH_(3)OC_(2)H_(5) and CH_(3)OCH_(3)`D. `CH_(3)OC_(2)H_(5), CH_(3)OCH_(3) and C_(2)H_(5)OC_(2)H_(5)`

Answer» Correct Answer - D
`CH_(3)OH+CH_(3)OH overset(H_(2)SO_(4)"(conc)")to CH_(3)OCH_(3)`
`CH_(3)OH + C_(2)H_(5)OH overset(H_(2)SO_(4)"(conc)")to CH_(3)OC_(2)H_(5)`
`C_(2)H_(5)OH + C_(2)H_(5)OH overset(H_(2)SO_(4)"(conc)")to C_(2)H_(5)OC_(2)H_(5)`
38.

Which reagent can convert acetic acid into ethanolA. `Na+` alcoholB. `LiAlH_(4)` + etherC. `H_(2)+Pt`D. `Sn+ HCl`

Answer» Correct Answer - D
`LiAIH_(4)+` ether, is reducing agent.
39.

Dehydration of glycerol producesA. PropanoneB. Allyl alcoholC. AcroleinD. Benzene

Answer» Correct Answer - C
Dehydration of glycerol with `KHSO_(4)` produces acrolein.
`{:(CH_(2)OH" "CH_(2)),(|" "|),(CHOH underset(Delta)overset(KHSO_(4))to CH+2H_(2)O),(|" "|),(CH_(2)OH " "underset("Acrolein")(CHO)):}`
40.

In the sequence of the following reactions `CH_(3)OH overset(HI)to CH_(3)I overset(KCN)to CH_(3)OH overset("reduction")to X overset(HNO_(2))to Y` X and Y are respectivelyA. `CH_(3)CH_(2)NH_(2) and CH_(3)CH_(2)OH`B. `CH_(3)CH_(2)NH_(2) and CH_(3)COOH`C. `CH_(3)CH_(2)OH and CH_(3)CHO`D. `CH_(3)OCH_(3) and CH_(3)CHO`

Answer» Correct Answer - A
41.

In the following reaction `C_(2)H_(5)OC_(2)H_(5) + 4[H] overset("red " P+HI)to 2X + H_(2)O, `X isA. EthaneB. EthyleneC. ButaneD. Propane

Answer» Correct Answer - A
`C_(2)H_(5)OC_(2)H_(5)underset("cleavage of ethers")overset("red" P//HI)to 2C_(2)H_(5)Iunderset("reduction")overset("red" P//HI)to underset("Ethane")(2C_(2)H_(6))`
42.

Oxygen atom in ether isA. Very activeB. ReplaceableC. Comparatively inertD. Active

Answer» Correct Answer - C
43.

Formation of diethyl ether from ethanol is based on aA. Dehydration reactionB. Dehydrogenation reactionC. Hydrogenation reactionD. Heterolytic fission reaction

Answer» Correct Answer - A
Dehydration of alcohol gives ethers.
44.

The correct order of boiling point for primary `(1^(@))` , secondary `(2^(@))` and tertiary `(3^(@))` alcohols isA. `1^(@) gt 2^(@) gt 3^(@)`B. `3^(@) gt 2^(@) gt 1^(@)`C. `2^(@) gt 1^(@) gt 3^(@)`D. `2^(@) gt 3^(@) gt 1^(@)`

Answer» Correct Answer - A
`1^(@)` alcohol `gt 2^(@)` alcohol `gt 2^(@)` alcohol
Boiling point of alcohols decreases as the number of branches increases.
45.

An organic compound dissolved in dry benzene evolved hydrogen on treatment with sodium .It isA. A ketoneB. An aldehydeC. A tertiary amineD. An alcohol

Answer» Correct Answer - D
Alcohol + `underset("(dry)")("Benzene")to` Soluble
(Alcohol) `R-OH+Na to R -O"N"a + H_(2)`
46.

Which of the following is tertiary alcoholA. `{:(CH_(2)-OH),(|),(CH-OH),(|),(CH_(2)-OH):}`B. `CH_(3)-underset(CH_(3))underset(|)underset(CH_(2))underset(|)overset(CH_(2))overset(|)(CH_(2))-CH_(2)OH`C. `CH_(3)-underset(CH_(3))underset(|)overset(CH_(3))overset(|)C-OH`D. `CH_(3)-CH_(2)-OH`

Answer» Correct Answer - C
47.

The compound that does NOT liberate `CO_(2),` on treatment with aqueous sodium bicarbonate solution, isA. Benzoic acidB. Benzensulphonic acidC. Salicylic acidD. Carbolic acid (Phenol)

Answer» Correct Answer - D
Phenol is less acidic than `H_(2)CO_(3)` and does not liberate `CO_(2)`.
48.

Acetyl bromide reacts with excess of `CH_(3)Mgl` followed by treatment with a saturated solution of `NH_(4)Cl` givesA. 2-methyl-2-propanolB. AcetamideC. AcetoneD. Acetyl iodide

Answer» Correct Answer - A
`underset("Acetyl bromide ")(CH_(3)-overset(O)overset(|)C-Br)underset((ii)"Saturated " NH_(4)Cl)overset((i) "Excess"-CH_(3)MgI)to underset(2-"methyl" 2-"propanol")(CH_(3)-underset(CH_(3))underset(|)overset(CH_(3))overset(|)C-OH)`
49.

Tertiary butyl alcohol gives tertiary butyl chloride or treatment withA. Conc. HCl/anhydrous `ZnCl_(2)`B. KCNC. NaOClD. `Cl_(2)`

Answer» Correct Answer - A
`underset(t-"butyl alcohol")(H_(3)C-underset(CH_(3))underset(|)overset(CH_(3))overset(|)C-OH)underset(ZnCl_(2))overset("conc." HCl)tounderset(t-"butyl chloride")(H_(3)C-underset(CH_(3))underset(|)overset(CH_(3))overset(|)C-Cl)`
50.

With oxalic acid, glycerol at `260^(@)` C givesA. Allyl alcoholB. Glyceryl mono-oxalateC. Formic acidD. Glyceraldehyde

Answer» Correct Answer - A
`{:(CH_(2)-OH),(|" "COOH),(CH-OH+|overset(260^(@)C)to CH_(2)=underset("Allyl alcohol")(CH-CH_(2))-OH),(|" "COOH),(underset("Glycerol")(CH_(2)-OH)):}`