ChemistryQ201–214 of 414 questions
Page 5 of 5 · English
201
ChemistryMCQAP EAMCET · 2023
If the extremities of a diagonal of a square are $(1, -2, 3)$ and $(2, -3, 5)$,then the length of its side is
A
$\sqrt{6}$
B
$\sqrt{3}$
C
$\sqrt{5}$
D
$\sqrt{7}$
Solution
(B) Let the side of the square be $a$.
The length of the diagonal $d$ of a square with side $a$ is given by $d = a\sqrt{2}$.
The distance between the two given points $(1, -2, 3)$ and $(2, -3, 5)$ is the length of the diagonal $d$.
$d = \sqrt{(2-1)^2 + (-3 - (-2))^2 + (5-3)^2}$
$d = \sqrt{(1)^2 + (-1)^2 + (2)^2}$
$d = \sqrt{1 + 1 + 4} = \sqrt{6}$
Since $d = a\sqrt{2}$,we have:
$a\sqrt{2} = \sqrt{6}$
$a = \frac{\sqrt{6}}{\sqrt{2}} = \sqrt{3}$
Therefore,the length of the side of the square is $\sqrt{3}$.
The length of the diagonal $d$ of a square with side $a$ is given by $d = a\sqrt{2}$.
The distance between the two given points $(1, -2, 3)$ and $(2, -3, 5)$ is the length of the diagonal $d$.
$d = \sqrt{(2-1)^2 + (-3 - (-2))^2 + (5-3)^2}$
$d = \sqrt{(1)^2 + (-1)^2 + (2)^2}$
$d = \sqrt{1 + 1 + 4} = \sqrt{6}$
Since $d = a\sqrt{2}$,we have:
$a\sqrt{2} = \sqrt{6}$
$a = \frac{\sqrt{6}}{\sqrt{2}} = \sqrt{3}$
Therefore,the length of the side of the square is $\sqrt{3}$.
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202
ChemistryMediumMCQAP EAMCET · 2023
The major product formed in the following reaction is:
A
$Ph-CH_2-CH_2-CH_2-CH_2-CH_2-NH_2$
B
$Ph-CH_2-CH_2-CH_2-CH_2-CH_2-OH$
C
$Ph-CH=CH-CH_2-CH_2-CH_2-NH_2$
D
$Ph-CH=CH-CH_2-CH_2-CHO$
Solution
(D) The reagent $DIBAL-H$ (diisobutylaluminium hydride,$AlH(i-Bu)_2$) is a selective reducing agent. It reduces nitriles $(-CN)$ to aldehydes $(-CHO)$ after hydrolysis,while leaving other functional groups like carbon-carbon double bonds $(C=C)$ unaffected. Therefore,the reaction of $Ph-CH=CH-CH_2-CH_2-CN$ with $DIBAL-H$ followed by $H_2O$ yields $Ph-CH=CH-CH_2-CH_2-CHO$.
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203
ChemistryDifficultMCQAP EAMCET · 2023
The major product in the following reaction is:
A
B
C
D
Solution
(D) In the given reaction,$p$-toluidine reacts with $NaNO_2$ and $HCl$ at $273-278 \ K$ to form a diazonium salt,which is $p$-methylbenzenediazonium chloride.
This diazonium salt then undergoes an electrophilic aromatic substitution (coupling reaction) with $N$-phenylpyrrolidine in the presence of $H^+$.
The coupling reaction occurs at the para-position of the $N$-phenylpyrrolidine ring because the pyrrolidinyl group is a strong ortho/para-directing group and the para-position is sterically less hindered.
Thus,the major product is the para-coupled azo dye as shown in option $D$.
This diazonium salt then undergoes an electrophilic aromatic substitution (coupling reaction) with $N$-phenylpyrrolidine in the presence of $H^+$.
The coupling reaction occurs at the para-position of the $N$-phenylpyrrolidine ring because the pyrrolidinyl group is a strong ortho/para-directing group and the para-position is sterically less hindered.
Thus,the major product is the para-coupled azo dye as shown in option $D$.
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204
ChemistryMediumMCQAP EAMCET · 2023
The major product of the following reaction is:
A
Sodium $2-$chlorophenolate
B
Sodium $2-$carboxyphenolate
C
Sodium $2-$formylphenolate
D
Sodium $2-$hydroxyphenolate
Solution
(C) The reaction of phenol with $CHCl_3$ in the presence of aqueous $NaOH$ is known as the $Reimer-Tiemann$ reaction.
In this reaction,$CHCl_3$ reacts with $NaOH$ to generate a dichlorocarbene intermediate $(:CCl_2)$.
This electrophilic carbene attacks the phenoxide ion at the ortho position.
The intermediate formed undergoes hydrolysis to yield salicylaldehyde ($2$-hydroxybenzaldehyde) in its salt form,which is sodium $2-$formylphenolate.
In this reaction,$CHCl_3$ reacts with $NaOH$ to generate a dichlorocarbene intermediate $(:CCl_2)$.
This electrophilic carbene attacks the phenoxide ion at the ortho position.
The intermediate formed undergoes hydrolysis to yield salicylaldehyde ($2$-hydroxybenzaldehyde) in its salt form,which is sodium $2-$formylphenolate.
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205
ChemistryMediumMCQAP EAMCET · 2023
Identify $X$ and $Y$ in the following reactions:
$Nitrobenzene \xrightarrow{Zn/NH_4Cl} X$
$Nitrobenzene \xrightarrow{Zn + KOH/C_2H_5OH} Y$
$Nitrobenzene \xrightarrow{Zn/NH_4Cl} X$
$Nitrobenzene \xrightarrow{Zn + KOH/C_2H_5OH} Y$
A
$X = Nitrosobenzene, Y = Hydrazobenzene$
B
$X = Aniline, Y = Hydrazobenzene$
C
$X = Phenylhydroxylamine, Y = Hydrazobenzene$
D
$X = Hydrazobenzene, Y = Phenylhydroxylamine$
Solution
(C) The reduction of nitrobenzene depends on the medium used:
$1$. In neutral medium $(Zn/NH_4Cl)$: Nitrobenzene is reduced to phenylhydroxylamine $(C_6H_5NHOH)$. Thus,$X$ is phenylhydroxylamine.
$2$. In alkaline medium $(Zn + KOH/C_2H_5OH)$: Nitrobenzene undergoes reduction to form azoxybenzene,azobenzene,and finally hydrazobenzene $(C_6H_5NH-NHC_6H_5)$. Thus,$Y$ is hydrazobenzene.
Therefore,the correct option is $C$.
$1$. In neutral medium $(Zn/NH_4Cl)$: Nitrobenzene is reduced to phenylhydroxylamine $(C_6H_5NHOH)$. Thus,$X$ is phenylhydroxylamine.
$2$. In alkaline medium $(Zn + KOH/C_2H_5OH)$: Nitrobenzene undergoes reduction to form azoxybenzene,azobenzene,and finally hydrazobenzene $(C_6H_5NH-NHC_6H_5)$. Thus,$Y$ is hydrazobenzene.
Therefore,the correct option is $C$.
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206
ChemistryMediumMCQAP EAMCET · 2023
The major product formed in the following reaction is
$C_6H_5CH=CH_2$ $\xrightarrow[(ii) H_3O^+]{(i) KMnO_4, KOH, \Delta}$ $\xrightarrow{(iii) Br_2/FeBr_3} \text{Product}$
$C_6H_5CH=CH_2$ $\xrightarrow[(ii) H_3O^+]{(i) KMnO_4, KOH, \Delta}$ $\xrightarrow{(iii) Br_2/FeBr_3} \text{Product}$
A
$p$-bromophenylacetic acid
B
$o$-bromobenzoic acid
C
$m$-bromoacetophenone
D
$m$-bromobenzoic acid
Solution
(D) Step $(i)$ and $(ii)$: The oxidation of styrene $(C_6H_5CH=CH_2)$ with alkaline $KMnO_4$ followed by acidic workup $(H_3O^+)$ results in the formation of benzoic acid $(C_6H_5COOH)$.
Step $(iii)$: Benzoic acid contains a $-COOH$ group,which is a deactivating and meta-directing group. Therefore,electrophilic aromatic substitution with $Br_2/FeBr_3$ will direct the bromine atom to the meta position.
The final product is $m$-bromobenzoic acid.
Step $(iii)$: Benzoic acid contains a $-COOH$ group,which is a deactivating and meta-directing group. Therefore,electrophilic aromatic substitution with $Br_2/FeBr_3$ will direct the bromine atom to the meta position.
The final product is $m$-bromobenzoic acid.
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207
ChemistryMediumMCQAP EAMCET · 2023
In a first order reaction,the concentration of the reactant decreases from $0.6 \ M$ to $0.3 \ M$ in $15 \ min$. The time taken for the concentration to change from $0.1 \ M$ to $0.025 \ M$ in minutes is
A
$1.2$
B
$12$
C
$30$
D
$3$
Solution
(C) Since the concentration of the reactant decreases from $0.6 \ M$ to $0.3 \ M$ (i.e.,halved) in $15 \ min$,the half-life $(t_{1/2})$ for this reaction is $15 \ min$.
For a first-order reaction,the concentration decreases by half in each successive half-life interval.
Starting from $0.1 \ M$:
$0.1 \ M$ $\xrightarrow{15 \ min} 0.05 \ M$ $\xrightarrow{15 \ min} 0.025 \ M$.
Total time taken $= 15 \ min + 15 \ min = 30 \ min$.
For a first-order reaction,the concentration decreases by half in each successive half-life interval.
Starting from $0.1 \ M$:
$0.1 \ M$ $\xrightarrow{15 \ min} 0.05 \ M$ $\xrightarrow{15 \ min} 0.025 \ M$.
Total time taken $= 15 \ min + 15 \ min = 30 \ min$.
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208
ChemistryDifficultMCQAP EAMCET · 2023
The major product in the following reaction is:
A
Cyclohexanecarboxylic acid with a methyl group at the alpha position.
B
$1-$methylcyclohexanecarboxylic acid.
C
Cyclohexylacetic acid.
D
$3-$cyclohexylpropanoic acid.
Solution
(C) The reaction proceeds as follows:
$1$. The first step is the anti-Markovnikov addition of $HBr$ to methylenecyclohexane in the presence of a peroxide,$(C_6H_5CO)_2O_2$. This yields (cyclohexylmethyl) bromide,$C_6H_{11}CH_2Br$.
$2$. The second step is a nucleophilic substitution reaction with $KCN$,where the bromide ion is replaced by a cyanide group,yielding cyclohexylacetonitrile,$C_6H_{11}CH_2CN$.
$3$. The third step is the acid-catalyzed hydrolysis of the nitrile group followed by heating,which converts the $-CN$ group into a carboxylic acid group,$-COOH$. The final product is cyclohexylacetic acid,$C_6H_{11}CH_2COOH$.
$1$. The first step is the anti-Markovnikov addition of $HBr$ to methylenecyclohexane in the presence of a peroxide,$(C_6H_5CO)_2O_2$. This yields (cyclohexylmethyl) bromide,$C_6H_{11}CH_2Br$.
$2$. The second step is a nucleophilic substitution reaction with $KCN$,where the bromide ion is replaced by a cyanide group,yielding cyclohexylacetonitrile,$C_6H_{11}CH_2CN$.
$3$. The third step is the acid-catalyzed hydrolysis of the nitrile group followed by heating,which converts the $-CN$ group into a carboxylic acid group,$-COOH$. The final product is cyclohexylacetic acid,$C_6H_{11}CH_2COOH$.
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209
ChemistryDifficultMCQAP EAMCET · 2023
The major product formed in the following reaction is:
A
$1-$methyl-1H-indene
B
$1-$methylene$-2,3-$dihydro-1H-indene
C
$3-$methyl-1H-indene
D
$1-$methyl$-2,3-$dihydro-1H-inden$-1-$ol
Solution
(A) The reaction proceeds as follows:
$(i)$ $CH_3OH$ reacts with $KI$ to form $CH_3I$.
(ii) $CH_3I$ reacts with $Mg$ in dry ether to form the Grignard reagent $CH_3MgI$.
(iii) $CH_3MgI$ undergoes nucleophilic addition to the carbonyl group of $1-$indanone ($2$,$3$-dihydro-1H-inden$-1-$one).
(iv) Subsequent hydrolysis with $H_2O$ yields $1-$methyl$-2,3-$dihydro-1H-inden$-1-$ol.
$(v)$ Dehydration of the alcohol using $20\% H_3PO_4$ at $358 \ K$ results in the formation of the more stable conjugated alkene,$1$-methyl-1H-indene,as the major product.
$(i)$ $CH_3OH$ reacts with $KI$ to form $CH_3I$.
(ii) $CH_3I$ reacts with $Mg$ in dry ether to form the Grignard reagent $CH_3MgI$.
(iii) $CH_3MgI$ undergoes nucleophilic addition to the carbonyl group of $1-$indanone ($2$,$3$-dihydro-1H-inden$-1-$one).
(iv) Subsequent hydrolysis with $H_2O$ yields $1-$methyl$-2,3-$dihydro-1H-inden$-1-$ol.
$(v)$ Dehydration of the alcohol using $20\% H_3PO_4$ at $358 \ K$ results in the formation of the more stable conjugated alkene,$1$-methyl-1H-indene,as the major product.
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210
ChemistryDifficultMCQAP EAMCET · 2023
The major product in the following reaction sequence is:
A
$1-$bromo$-1-$phenylethane
B
o-bromomethyltoluene
C
($2$-bromoethyl)benzene
D
p-bromomethyltoluene
Solution
(C) The reaction sequence is as follows:
$1$. Toluene reacts with $Br_2$ in the presence of $UV$ light to undergo free-radical substitution at the benzylic position,forming benzyl bromide $(C_6H_5CH_2Br)$.
$2$. Benzyl bromide reacts with $Mg$ in dry ether to form the Grignard reagent,benzylmagnesium bromide $(C_6H_5CH_2MgBr)$.
$3$. The Grignard reagent reacts with formaldehyde $(CH_2O)$ followed by acidic hydrolysis $(H_3O^+)$ to form $2-$phenylethanol $(C_6H_5CH_2CH_2OH)$.
$4$. Finally,$2$-phenylethanol reacts with $PBr_3$ to replace the hydroxyl group with a bromine atom,yielding ($2$-bromoethyl)benzene $(C_6H_5CH_2CH_2Br)$.
$1$. Toluene reacts with $Br_2$ in the presence of $UV$ light to undergo free-radical substitution at the benzylic position,forming benzyl bromide $(C_6H_5CH_2Br)$.
$2$. Benzyl bromide reacts with $Mg$ in dry ether to form the Grignard reagent,benzylmagnesium bromide $(C_6H_5CH_2MgBr)$.
$3$. The Grignard reagent reacts with formaldehyde $(CH_2O)$ followed by acidic hydrolysis $(H_3O^+)$ to form $2-$phenylethanol $(C_6H_5CH_2CH_2OH)$.
$4$. Finally,$2$-phenylethanol reacts with $PBr_3$ to replace the hydroxyl group with a bromine atom,yielding ($2$-bromoethyl)benzene $(C_6H_5CH_2CH_2Br)$.
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211
ChemistryDifficultMCQAP EAMCET · 2023
The major product in the following reaction is
A
Cyclohexyl ethanol
B
Cyclohexyl methyl ketone
C
$1-$Cyclohexyl ethanol
D
$2-$Cyclohexyl propan$-2-$ol
Solution
(B) The reaction proceeds as follows:
$1$. Bromocyclohexane reacts with $Mg$ in dry ether to form cyclohexylmagnesium bromide (a Grignard reagent).
$2$. The Grignard reagent reacts with $CO_2$ followed by acidic workup $(H_3O^+)$ to form cyclohexanecarboxylic acid.
$3$. Cyclohexanecarboxylic acid reacts with $SOCl_2$ to form cyclohexanecarbonyl chloride.
$4$. Finally,the reaction of cyclohexanecarbonyl chloride with dimethylcadmium,$(CH_3)_2Cd$,yields cyclohexyl methyl ketone as the major product. This is a standard method for the preparation of ketones from acid chlorides.
$1$. Bromocyclohexane reacts with $Mg$ in dry ether to form cyclohexylmagnesium bromide (a Grignard reagent).
$2$. The Grignard reagent reacts with $CO_2$ followed by acidic workup $(H_3O^+)$ to form cyclohexanecarboxylic acid.
$3$. Cyclohexanecarboxylic acid reacts with $SOCl_2$ to form cyclohexanecarbonyl chloride.
$4$. Finally,the reaction of cyclohexanecarbonyl chloride with dimethylcadmium,$(CH_3)_2Cd$,yields cyclohexyl methyl ketone as the major product. This is a standard method for the preparation of ketones from acid chlorides.
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212
ChemistryDifficultMCQAP EAMCET · 2023
The major product of the following reaction is:
A
$1-$($4$-methylphenyl)propan$-2-$ol
B
$1-$($4$-methylphenyl)ethanol
C
$2-$($2$-methylphenyl)propan$-2-$ol
D
$1-$($2$-methylphenyl)ethanol
Solution
(B) Step $(i)$: Benzene reacts with $Br_2$ in the presence of anhydrous $FeBr_3$ to form bromobenzene via electrophilic aromatic substitution.
Step (ii): Bromobenzene undergoes Friedel-Crafts alkylation with $CH_3Cl$ and anhydrous $AlCl_3$. Since the $-Br$ group is ortho/para directing,the major product is $p$-bromotoluene.
Step (iii): $p$-Bromotoluene reacts with $Mg$ in dry ether to form the Grignard reagent,$p$-tolylmagnesium bromide $(CH_3-C_6H_4-MgBr)$.
Step (iv) and $(v)$: The Grignard reagent reacts with acetaldehyde $(CH_3CHO)$ followed by hydrolysis $(H_2O)$ to form a secondary alcohol. The nucleophilic carbon of the Grignard reagent attacks the carbonyl carbon of acetaldehyde,resulting in $1-(4-methylphenyl)ethanol$.
Step (ii): Bromobenzene undergoes Friedel-Crafts alkylation with $CH_3Cl$ and anhydrous $AlCl_3$. Since the $-Br$ group is ortho/para directing,the major product is $p$-bromotoluene.
Step (iii): $p$-Bromotoluene reacts with $Mg$ in dry ether to form the Grignard reagent,$p$-tolylmagnesium bromide $(CH_3-C_6H_4-MgBr)$.
Step (iv) and $(v)$: The Grignard reagent reacts with acetaldehyde $(CH_3CHO)$ followed by hydrolysis $(H_2O)$ to form a secondary alcohol. The nucleophilic carbon of the Grignard reagent attacks the carbonyl carbon of acetaldehyde,resulting in $1-(4-methylphenyl)ethanol$.
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213
ChemistryMediumMCQAP EAMCET · 2023
The major product of the following reaction is:
A
$4-$chlorophenol
B
$2-$chlorophenol
C
$2,4-$dichlorophenol
D
chlorobenzene
Solution
(D) Step $1$: Phenol reacts with zinc dust $(Zn)$ under heating $(\Delta)$ to undergo reduction,resulting in the formation of benzene.
$C_6H_5OH Zn \xrightarrow{\Delta} C_6H_6 ZnO$
Step $2$: Benzene then undergoes electrophilic aromatic substitution (chlorination) in the presence of anhydrous ferric chloride $(FeCl_3)$ and chlorine $(Cl_2)$ to form chlorobenzene.
$C_6H_6 Cl_2 \xrightarrow{\text{anhyd. } FeCl_3} C_6H_5Cl HCl$
Therefore,the major product is chlorobenzene.
$C_6H_5OH Zn \xrightarrow{\Delta} C_6H_6 ZnO$
Step $2$: Benzene then undergoes electrophilic aromatic substitution (chlorination) in the presence of anhydrous ferric chloride $(FeCl_3)$ and chlorine $(Cl_2)$ to form chlorobenzene.
$C_6H_6 Cl_2 \xrightarrow{\text{anhyd. } FeCl_3} C_6H_5Cl HCl$
Therefore,the major product is chlorobenzene.
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214
ChemistryDifficultMCQAP EAMCET · 2023
The major product formed in the following reaction is:
A
$1-$methyl$-3,5-$dibromobenzene
B
$1-$methyl$-2,6-$dibromobenzene
C
$1-$methyl$-3,4-$dibromobenzene
D
$1-$methyl$-2,4-$dibromobenzene
Solution
(C) The reaction proceeds as follows:
$(i)$ $Sn/HCl$ reduces the $-NO_2$ group to an $-NH_2$ group,forming $p$-toluidine.
(ii) $Br_2$ $(1 \ eq.)$ in the presence of the strongly activating $-NH_2$ group leads to ortho-bromination,yielding $2$-bromo-$4$-methylaniline.
(iii) $NaNO_2/HCl$ at $273-278 \ K$ converts the $-NH_2$ group into a diazonium salt,$-N_2^+Cl^-$.
(iv) $Cu_2Br_2/HBr$ (Sandmeyer reaction) replaces the diazonium group with a $-Br$ atom,resulting in $1,2$-dibromo-$4$-methylbenzene (also known as $3,4$-dibromotoluene).
$(i)$ $Sn/HCl$ reduces the $-NO_2$ group to an $-NH_2$ group,forming $p$-toluidine.
(ii) $Br_2$ $(1 \ eq.)$ in the presence of the strongly activating $-NH_2$ group leads to ortho-bromination,yielding $2$-bromo-$4$-methylaniline.
(iii) $NaNO_2/HCl$ at $273-278 \ K$ converts the $-NH_2$ group into a diazonium salt,$-N_2^+Cl^-$.
(iv) $Cu_2Br_2/HBr$ (Sandmeyer reaction) replaces the diazonium group with a $-Br$ atom,resulting in $1,2$-dibromo-$4$-methylbenzene (also known as $3,4$-dibromotoluene).
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