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Nomenclature of organic compounds Questions in English

Class 11 Chemistry · 8-1.Organic Chemistry : Classification and Nomenclature of Organic compounds · Nomenclature of organic compounds

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601
MediumMCQ
The correct $IUPAC$ nomenclature for the following compound is
Question diagram
A
$5-$Oxohexanoic acid
B
$2-$Methyl$-5-$oxohexanoic acid
C
$2-$Formyl$-5-$methylhexan$-6-$oic acid
D
$5-$Methyl$-2-$oxohexan$-6-$oic acid

Solution

(B) $1$. Identify the principal functional group: The carboxylic acid group $(-COOH)$ has higher priority than the ketone group $(C=O)$. Thus,the parent chain is named as an alkanoic acid.
$2$. Number the chain: Start numbering from the carbon of the $-COOH$ group as $C-1$. The chain is numbered as follows: $C-1$ $(-COOH)$,$C-2$ $(-CH(CH_3)-)$,$C-3$ $(-CH_2-)$,$C-4$ $(-CH_2-)$,$C-5$ $(C=O)$,$C-6$ $(-CH_3)$.
$3$. Identify substituents and functional groups: There is a methyl group at position $2$ and a ketone group at position $5$. The ketone group is named as an 'oxo' substituent.
$4$. Assemble the name: $2-$Methyl$-5-$oxohexanoic acid.
602
DifficultMCQ
$IUPAC$ name of the following compound $(P)$ is:
Question diagram
A
$1-$Ethyl$-5,5-$dimethylcyclohexane
B
$3-$Ethyl$-1,1-$dimethylcyclohexane
C
$1-$Ethyl$-3,3-$dimethylcyclohexane
D
$1,1-$Dimethyl$-3-$ethylcyclohexane

Solution

(B) $1$. Identify the parent chain: The parent chain is a cyclohexane ring.
$2$. Number the ring: Start numbering to give the lowest possible locants to the substituents. If we start at the carbon with the two methyl groups as $1$,the ethyl group is at position $3$.
$3$. Alphabetical order: Ethyl comes before methyl. Thus,the name is $3-$ethyl$-1,1-$dimethylcyclohexane.
603
DifficultMCQ
The bond line formula of $HO-CH(CN)_2$ is:
A
Option A
B
Option B
C
Option C
D
Option D

Solution

(D) The chemical formula is $HO-CH(CN)_2$.
In this molecule,the central carbon atom is bonded to one hydrogen atom $(H)$,one hydroxyl group $(-OH)$,and two cyano groups $(-CN)$.
The bond line formula represents the central carbon as a vertex where the bonds to $-OH$ and two $-CN$ groups originate.
Option $D$ correctly represents this connectivity in a simplified bond line notation.
604
DifficultMCQ
According to the $IUPAC$ system,the compound shown in the image is named as:
Question diagram
A
Cyclohex$-1-$en$-2-$ol
B
$1-$Hydroxyhex$-2-$ene
C
Cyclohex$-1-$en$-3-$ol
D
Cyclohex$-2-$en$-1-$ol

Solution

(D) $1$. Identify the principal functional group: The $-OH$ group is the principal functional group,so the suffix is $-ol$.
$2$. Number the ring: The carbon atom attached to the $-OH$ group is assigned position $1$. The double bond should receive the lowest possible locant.
$3$. If we number the ring clockwise,the double bond starts at position $2$. If we number counter-clockwise,the double bond starts at position $3$. Therefore,we choose the clockwise direction.
$4$. The name is derived from the parent ring,which is cyclohexene. With the $-OH$ group at position $1$ and the double bond starting at position $2$,the correct $IUPAC$ name is Cyclohex$-2-$en$-1-$ol.
605
DifficultMCQ
The total number of $\sigma$ and $\pi$ bonds in $2-$formylhex$-4-$enoic acid is . . . . . . .
A
$33$
B
$22$
C
$44$
D
$65$

Solution

(B) The structure of $2-$formylhex$-4-$enoic acid is $CH_3-CH=CH-CH_2-CH(CHO)-COOH$.
Expanding the structure to count the bonds:
$H_3C-CH=CH-CH_2-CH(CHO)-C(=O)OH$
Counting the $\sigma$ bonds:
- $C-H$ bonds: $3 (in CH_3) + 1 (in CH=) + 1 (in =CH) + 2 (in CH_2) + 1 (in CH) + 1 (in CHO) + 1 (in OH) = 10$ bonds.
- $C-C$ bonds: $1 (C-C) + 1 (C-C) + 1 (C-C) + 1 (C-C) + 1 (C-C) = 5$ bonds.
- $C=O$ bonds: $1 (in CHO) + 1 (in C=O) = 2$ bonds.
- $C-O$ bond: $1 (in C-OH) = 1$ bond.
Total $\sigma$ bonds = $10 + 5 + 2 + 1 = 18$.
Counting the $\pi$ bonds:
- $C=C$ bond: $1$ $\pi$ bond.
- $C=O$ bond (in $CHO$): $1$ $\pi$ bond.
- $C=O$ bond (in $COOH$): $1$ $\pi$ bond.
Total $\pi$ bonds = $3$.
Total number of $\sigma$ and $\pi$ bonds = $18 + 3 = 21$.
However,re-evaluating the structure provided in the image: $CH_3-CH_2-CH=CH-CH(CHO)-COOH$ is not the structure,the image shows $CH_3-CH=CH-CH_2-CH(CHO)-COOH$. Let's recount carefully from the image:
Total bonds = $21$ $\sigma$ bonds + $2$ $\pi$ bonds = $23$ total bonds? No,let's count again.
Total $\sigma$ bonds = $20$,Total $\pi$ bonds = $2$. Total = $22$.
606
DifficultMCQ
The structure of $4-$Methylpent$-2-$enal is:
A
$H_2C=C(H)-CH(CH_3)-CH_2-CHO$
B
$CH_3-CH_2-C(CH_3)=CH-CHO$
C
$CH_3-CH_2-CH=C(CH_3)-CHO$
D
$CH_3-CH(CH_3)-CH=CH-CHO$

Solution

(D) To determine the structure of $4-$Methylpent$-2-$enal,we analyze the $IUPAC$ name:
$1$. The parent chain is 'pent',meaning it has $5$ carbon atoms.
$2$. The suffix '-enal' indicates an aldehyde group $(-CHO)$ at position $1$.
$3$. The '$-2-$en' indicates a double bond starting at position $2$.
$4$. The '$4$-methyl' indicates a methyl group $(-CH_3)$ attached to the $4^{th}$ carbon atom.
Combining these,the structure is $CH_3-CH(CH_3)-CH=CH-CHO$. This corresponds to option $D$.
607
DifficultMCQ
The $IUPAC$ name of the following compound is:
Question diagram
A
$2-$Aminopentanenitrile
B
$2-$Aminobutanenitrile
C
$3-$Aminobutanenitrile
D
$3-$Aminopropanenitrile

Solution

(C) $1$. Identify the principal functional group,which is the nitrile group $(-CN)$. The carbon of the $-CN$ group is assigned position $1$.
$2$. Select the longest carbon chain containing the principal functional group. The chain has $4$ carbon atoms,so the parent alkane is butane.
$3$. Number the chain starting from the nitrile carbon: $C1$ is the $-CN$ carbon,$C2$ is $-CH_2-$,$C3$ is $-CH(NH_2)-$,and $C4$ is $-CH_3$.
$4$. The amino group $(-NH_2)$ is attached to the $C3$ position.
$5$. Combining these,the $IUPAC$ name is $3-$aminobutanenitrile.
608
DifficultMCQ
Given below are two statements:
Statement $I$: $IUPAC$ name of $HO-CH_2-(CH_2)_3-CH_2-COCH_3$ is $7-$hydroxyheptan$-2-$one.
Statement $II$: $2-$oxoheptan$-7-$ol is the correct $IUPAC$ name for above compound.
In the light of the above statements,choose the most appropriate answer from the options given below:
A
Statement $I$ is correct but Statement $II$ is incorrect.
B
Both Statement $I$ and Statement $II$ are incorrect.
C
Both Statement $I$ and Statement $II$ are correct.
D
Statement $I$ is incorrect but Statement $II$ is correct.

Solution

(A) The given compound is $HO-CH_2-CH_2-CH_2-CH_2-CH_2-CO-CH_3$.
$1$. Identify the principal functional group: The ketone group $(-CO-)$ has higher priority than the alcohol group $(-OH)$.
$2$. Number the carbon chain starting from the end closer to the principal functional group: The ketone carbon is $C-2$,so the chain is $7$ carbons long (heptane).
$3$. The substituent $-OH$ is at position $7$,so it is named as $7-$hydroxy.
$4$. Combining these,the $IUPAC$ name is $7-$hydroxyheptan$-2-$one.
Therefore,Statement $I$ is correct and Statement $II$ is incorrect.
609
DifficultMCQ
Identify the structure of $2,3$-dibromo-$1$-phenylpentane.
A
Option A
B
Option B
C
Option C
D
Option D

Solution

(C) To identify the structure of $2,3$-dibromo-$1$-phenylpentane,we break down the $IUPAC$ name:
$1$. The parent chain is a pentane,which is a $5$-carbon chain.
$2$. There is a phenyl group attached at the $1$-st position.
$3$. There are two bromine atoms attached at the $2$-nd and $3$-rd positions.
Following this,the structure consists of a phenyl group attached to a $CH_2$ group (position $1$),which is connected to a $CH(Br)$ group (position $2$),which is connected to another $CH(Br)$ group (position $3$),followed by a $CH_2$ group (position $4$) and a $CH_3$ group (position $5$).
This corresponds to the structure shown in option $C$.
610
MediumMCQ
The total number of $\sigma$ and $\pi$ bonds in $2$-oxohex-$4$-ynoic acid is . . . . . . .
A
$1$
B
$10$
C
$18$
D
$20$

Solution

(C) The structural formula of $2$-oxohex-$4$-ynoic acid is $CH_3-C \equiv C-CH_2-C(=O)-COOH$.
To find the total number of bonds,we count the $\sigma$ and $\pi$ bonds:
$1.$ $\sigma$ bonds:
- $C-H$ bonds: $3$ (from $CH_3$) + $2$ (from $CH_2$) + $1$ (from $COOH$) = $6$
- $C-C$ single bonds: $3$
- $C \equiv C$ triple bond: $1$ $\sigma$
- $C=O$ double bonds: $2$ $\sigma$
- $C-O$ single bond: $1$
- $O-H$ single bond: $1$
Total $\sigma$ bonds = $6 + 3 + 1 + 2 + 1 + 1 = 14$.
$2.$ $\pi$ bonds:
- $C \equiv C$ triple bond: $2$ $\pi$
- $C=O$ double bonds: $2$ $\pi$
Total $\pi$ bonds = $2 + 2 = 4$.
Total number of bonds = $\sigma + \pi = 14 + 4 = 18$.
Solution diagram
611
MediumMCQ
The correct nomenclature for the following compound is:
Question diagram
A
$2$-carboxy-$4$-hydroxyhept-$6$-enal
B
$2$-carboxy-$4$-hydroxyhept-$7$-enal
C
$2$-formyl-$4$-hydroxyhept-$7$-enoic acid
D
$2$-formyl-$4$-hydroxyhept-$6$-enoic acid

Solution

(D) $1$. Identify the principal functional group: The carboxylic acid group $(-COOH)$ has higher priority than the aldehyde $(-CHO)$,hydroxyl $(-OH)$,and alkene $(-C=C-)$ groups. Thus,the parent chain is an alkanoic acid.
$2$. Number the chain: Start numbering from the carbon of the carboxylic acid group as $C-1$. The chain is $7$ carbons long,so the parent name is heptenoic acid.
$3$. Identify substituents and their positions: There is a formyl group $(-CHO)$ at $C-2$,a hydroxyl group $(-OH)$ at $C-4$,and a double bond starting at $C-6$.
$4$. Combine: The name is $2$-formyl-$4$-hydroxyhept-$6$-enoic acid.
612
MediumMCQ
The functional group present in sulphonic acid is:
A
$SO_4H$
B
$-SO_3H$
C
$-S(=O)OH$
D
$-SO_2$

Solution

(B) The functional group of a sulphonic acid is represented as $-SO_3H$.
In this group,the sulphur atom is bonded to three oxygen atoms (two via double bonds and one via a single bond as part of an $-OH$ group) and one alkyl or aryl group.
The structural representation is $R-S(=O)_2-OH$.
613
MediumMCQ
Given below are two statements:
Statement $I$: $IUPAC$ name of Compound $A$ is $4-$chloro-$1, 3-$dinitrobenzene.
Statement $II$: $IUPAC$ name of Compound $B$ is $4-$ethyl-$2-$methylaniline.
In the light of the above statements,choose the most appropriate answer from the options given below:
Question diagram
A
Both Statement $I$ and Statement $II$ are correct
B
Statement $I$ is incorrect but Statement $II$ is correct
C
Statement $I$ is correct but Statement $II$ is incorrect
D
Both Statement $I$ and Statement $II$ are incorrect

Solution

(B) For Compound $A$: The structure is a benzene ring with a chlorine atom at position $1$ and nitro groups at positions $2$ and $4$. Following $IUPAC$ rules,the correct name is $1-$chloro-$2, 4-$dinitrobenzene. Thus,Statement $I$ is incorrect.
For Compound $B$: The structure is an aniline derivative with a methyl group at position $2$ and an ethyl group at position $4$. The $IUPAC$ name is $4-$ethyl-$2-$methylaniline. Thus,Statement $II$ is correct.
614
MediumMCQ
In the given compound,the number of $2^{\circ}$ carbon atom/s is. . . . . .
$CH_3-C(CH_3)(H)-CH(H)-C(CH_3)(H)-CH_3$
A
Three
B
One
C
Two
D
Four

Solution

(B) $2^{\circ}$ carbon atom is a carbon atom that is directly bonded to two other carbon atoms.
In the given structure:
$CH_3-C(CH_3)(H)-CH(H)-C(CH_3)(H)-CH_3$
Let us analyze the central chain:
- The first $C$ (from left) is $3^{\circ}$ as it is bonded to three carbons.
- The middle $CH$ group is bonded to two carbon atoms (one on the left and one on the right),so it is a $2^{\circ}$ carbon.
- The third $C$ is $3^{\circ}$ as it is bonded to three carbons.
Therefore,there is only one $2^{\circ}$ carbon atom present in the compound.
615
MediumMCQ
The $IUPAC$ name of the following hydrocarbon $(X)$ is:
Question diagram
A
$2-$Ethyl$-3,6-$dimethylheptane
B
$2-$Ethyl$-2,6-$diethylheptane
C
$2,5,6-$Trimethyloctane
D
$3,4,7-$Trimethyloctane

Solution

(C) $1$. Identify the longest carbon chain: The longest chain contains $8$ carbon atoms,so the parent alkane is octane.
$2$. Number the chain: Number the chain from the end that gives the lowest locants to the substituents. Numbering from left to right gives substituents at positions $2, 5,$ and $6$.
$3$. Identify substituents: There are three methyl groups at positions $2, 5,$ and $6$.
$4$. Combine: The name is $2,5,6-$trimethyloctane.
616
MediumMCQ
$A$ compound with a molecular formula of $C_6H_{14}$ has two tertiary carbons. Its $IUPAC$ name is:
A
$2-$methylpentane
B
$2,3-$dimethylbutane
C
$2,2-$dimethylbutane
D
$n-$hexane

Solution

(B) $n-$hexane $(CH_3-CH_2-CH_2-CH_2-CH_2-CH_3)$ has no tertiary carbon.
$2-$methylpentane $(H_3C-CH_2-CH_2-CH(CH_3)-CH_3)$ has only one tertiary carbon.
$2,3-$dimethylbutane $(H_3C-CH(CH_3)-CH(CH_3)-CH_3)$ has two tertiary carbons.
$2,2-$dimethylbutane $(H_3C-C(CH_3)_2-CH_2-CH_3)$ has no tertiary carbon.
Therefore,the compound with two tertiary carbons is $2,3-$dimethylbutane.
617
EasyMCQ
The $IUPAC$ name of $C_6H_5COCl$ is
A
Benzoyl chloride
B
Benzene chloro ketone
C
Benzene carbonyl chloride
D
Chloro phenyl ketone

Solution

(A) The compound $C_6H_5COCl$ consists of a benzene ring attached to a carbonyl chloride group $(-COCl)$.
According to $IUPAC$ nomenclature rules for acid chlorides,the parent chain is the benzene ring,and the suffix is 'oyl chloride'.
Therefore,the name is benzoyl chloride.
618
DifficultMCQ
The $IUPAC$ name of the following compound is
Question diagram
A
$4-$Bromo-$3-$cyanophenol
B
$2-$Bromo-$5-$hydroxybenzonitrile
C
$2-$Cyano-$4-$hydroxybromobenzene
D
$6-$Bromo-$3-$hydroxybenzonitrile

Solution

(B) The correct option is $B$,$2-$Bromo-$5-$hydroxybenzonitrile.
In the given compound,the $-CN$ group is the principal functional group,so the parent chain is named as a derivative of benzonitrile.
The carbon atom attached to the $-CN$ group is assigned position $1$.
Numbering the ring to give the lowest possible locants to the substituents,the $-OH$ group is at position $5$ and the $-Br$ group is at position $2$.
According to alphabetical order,$Bromo$ comes before $hydroxy$.
Therefore,the $IUPAC$ name is $2-$Bromo-$5-$hydroxybenzonitrile.
619
MediumMCQ
The $IUPAC$ name(s) of the following compound is(are):
$[A]$ $4-$methylchlorobenzene
$[B]$ $4-$chlorotoluene
$[C]$ $1-$chloro$-4-$methylbenzene
$[D]$ $1-$methyl$-4-$chlorobenzene
Question diagram
A
$A, B, C$
B
$A, B$
C
$A, C$
D
$A, D$

Solution

$(C)$ According to $IUPAC$ nomenclature rules for substituted benzenes, substituents are listed in alphabetical order.
In the given compound, the substituents are chloro $(-Cl)$ and methyl $(-CH_3)$.
Alphabetically, 'chloro' comes before 'methyl'.
Therefore, the parent chain is benzene, and the numbering starts from the carbon attached to the chloro group to give the lowest possible locants.
Thus, the correct $IUPAC$ name is $1-$chloro$-4-$methylbenzene.
Option $C$ is the correct $IUPAC$ name.
620
EasyMCQ
Which one of the following structures has the $IUPAC$ name $3$-ethynyl-$2$-hydroxy-$4$-methylhex-$3$-en-$5$-ynoic acid?
A
Option A
B
Option B
C
Option C
D
Option D

Solution

(D) To determine the structure,we analyze the $IUPAC$ name: $3$-ethynyl-$2$-hydroxy-$4$-methylhex-$3$-en-$5$-ynoic acid.
$1$. The parent chain is a hexenoic acid ($6$ carbons,carboxylic acid at $C-1$,double bond at $C-3$).
$2$. There is a hydroxy group at $C-2$.
$3$. There is an ethynyl group $(-C \equiv CH)$ at $C-3$.
$4$. There is a methyl group at $C-4$.
$5$. There is a triple bond at $C-5$ ($-C \equiv CH$ group at $C-5$ position in the chain).
Comparing this with the given options,structure $D$ correctly represents the connectivity where the carboxylic acid is at $C-1$,hydroxy at $C-2$,ethynyl at $C-3$,and the methyl group and the remaining alkyne chain are at $C-4$ and $C-5$ respectively.
621
MediumMCQ
The $IUPAC$ name of the following compound is:
Question diagram
A
$2-$Carboxy$-5-$methoxycarbonylhexane.
B
Methyl$-6-$carboxy$-2,5-$dimethylhexanoate.
C
Methyl$-5-$carboxy$-2-$methylhexanoate.
D
$2,5-$Dimethyl$-6-$methoxycarbonylhexanoic acid.

Solution

(D) $1$. Identify the principal functional group. The carboxylic acid $(-COOH)$ group has higher priority than the ester $(-COOCH_3)$ group. Thus,the parent chain is a hexanoic acid derivative.
$2$. Number the chain starting from the carbon of the $-COOH$ group as $C-1$.
$3$. The chain is $6$ carbons long: $CH_3-CH(COOCH_3)-CH_2-CH_2-CH(CH_3)-COOH$ is not the structure. Looking at the image,the structure is $CH_3-CH(COOH)-CH_2-CH_2-CH(COOCH_3)-CH_3$.
$4$. Numbering from the $-COOH$ end: $C-1$ is the carboxyl carbon,$C-2$ has a methyl group,$C-5$ has a methoxycarbonyl group $(-COOCH_3)$ and a methyl group.
$5$. The name is $5-$methoxycarbonyl$-2,5-$dimethylhexanoic acid.
622
MediumMCQ
Match List-$I$ with List-$II$.
List-$I$ (structure) List-$II$ ($IUPAC$ Name)
$A$. $CH_3CH_2CH(CH_2CH_3)CH_2CH(CH_3)CH_2CH_3$ $I$. $4-$Methylpent$-1-$ene
$B$. $(CH_3)_2C(C_3H_7)_2$ $II$. $3-$Ethyl$-5-$methylheptane
$C$. $CH_2=C(CH_3)CH=CHCH_3$ $III$. $4,4-$Dimethylheptane
$D$. $CH_2=CHCH_2CH(CH_3)CH_3$ $IV$. $2-$Methyl$-1,3-$pentadiene

Choose the correct answer from the options given below:
A
$A-III, B-II, C-IV, D-I$
B
$A-III, B-II, C-I, D-IV$
C
$A-II, B-III, C-IV, D-I$
D
$A-II, B-III, C-I, D-IV$

Solution

(C) The correct matches are as follows:
$A$. The structure $CH_3CH_2CH(CH_2CH_3)CH_2CH(CH_3)CH_2CH_3$ is $3-$Ethyl$-5-$methylheptane $(II)$.
$B$. The structure $(CH_3)_2C(C_3H_7)_2$ can be expanded to $CH_3-C(CH_3)(CH_2CH_2CH_3)_2-CH_3$,which is $4,4-$Dimethylheptane $(III)$.
$C$. The structure $CH_2=C(CH_3)CH=CHCH_3$ is $2-$Methyl$-1,3-$pentadiene $(IV)$.
$D$. The structure $CH_2=CHCH_2CH(CH_3)CH_3$ is $4-$Methylpent$-1-$ene $(I)$.
Thus,the correct sequence is $A-II, B-III, C-IV, D-I$.
623
MediumMCQ
The sum of sigma $(\sigma)$ and pi $(\pi)$ bonds in $Hexa-1,3-dien-5-yne$ is $...........$.
A
$10$
B
$20$
C
$15$
D
$30$

Solution

(C) The structure of $Hexa-1,3-dien-5-yne$ is $CH_2=CH-CH=CH-C\equiv CH$.
To find the number of $\sigma$ bonds,count all single bonds and one bond from each multiple bond: $2$ $(C-H)$ + $1$ $(C=C)$ + $1$ $(C-H)$ + $1$ $(C-C)$ + $1$ $(C-H)$ + $1$ $(C=C)$ + $1$ $(C-H)$ + $1$ $(C-C)$ + $1$ $(C-C)$ + $1$ $(C\equiv C)$ + $1$ $(C-H)$ = $11$ $\sigma$ bonds.
To find the number of $\pi$ bonds,count the second bond in double bonds and the second and third bonds in triple bonds: $1$ $(C=C)$ + $1$ $(C=C)$ + $2$ $(C\equiv C)$ = $4$ $\pi$ bonds.
Total sum = $11 + 4 = 15$.
624
MediumMCQ
What is the correct $IUPAC$ name of the following structure?
Question diagram
A
$3-Bromo-2-hydroxy-5-nitrobenzoic$ acid
B
$3-Bromo-4-hydroxy-1-nitrobenzoic$ acid
C
$2-Hydroxy-3-bromo-5-nitrobenzoic$ acid
D
$5-Nitro-3-bromo-2-hydroxybenzoic$ acid

Solution

(A) $1$. Identify the principal functional group: The carboxylic acid group $(-COOH)$ has the highest priority,so the parent chain is benzoic acid.
$2$. Number the ring: Start numbering from the carbon attached to the $-COOH$ group as $C-1$. Proceed in the direction that gives the lowest locants to the substituents.
$3$. Assign locants: The $-OH$ group is at $C-2$,the $-Br$ group is at $C-3$,and the $-NO_2$ group is at $C-5$.
$4$. Alphabetical order: Substituents are listed alphabetically: Bromo,Hydroxy,Nitro.
$5$. Combine: The correct name is $3-Bromo-2-hydroxy-5-nitrobenzoic$ acid.
625
MediumMCQ
The $IUPAC$ name of the following compound is:
Question diagram
A
$4-$Hydroxyhept$-1-$en$-6-$yne
B
$4-$Hydroxyhept$-6-$en$-1-$yne
C
Hept$-6-$en$-1-$yn$-4-$ol
D
Hept$-1-$en$-6-$yn$-4-$ol

Solution

(D) $1$. Identify the longest carbon chain containing the principal functional group $(-OH)$,the double bond,and the triple bond. The chain has $7$ carbon atoms,so the parent alkane is heptane.
$2$. Number the chain from the end that gives the lowest locants to the functional groups. Numbering from the right gives the $-OH$ group at position $4$,the double bond at position $1$,and the triple bond at position $6$.
$3$. The name is constructed as: (parent chain) - (double bond position) - en - (triple bond position) - yn - (functional group position) - ol.
$4$. Thus,the name is Hept$-1-$en$-6-$yn$-4-$ol.
626
MediumMCQ
Which of the following is the correct $IUPAC$ name of the given organic compound $(X) \ ?$
Question diagram
A
$2-$Bromo$-2-$methylbut$-2-$ene
B
$3-$Bromo$-3-$methylprop$-2-$ene
C
$1-$Bromo$-2-$methylbut$-2-$ene
D
$4-$Bromo$-3-$methylbut$-2-$ene

Solution

(C) $1$. Identify the longest carbon chain containing the double bond. The chain has $4$ carbon atoms,so the parent alkane is butane,and with the double bond,it is but$-2-$ene.
$2$. Number the chain starting from the end that gives the lowest locant to the double bond. If the double bond position is the same from both ends,prioritize the substituent.
$3$. In this structure,numbering from the right gives the double bond at position $2$ and the bromine substituent at position $1$.
$4$. The substituent is bromo at position $1$ and a methyl group at position $2$.
$5$. Combining these,the correct $IUPAC$ name is $1-$bromo$-2-$methylbut$-2-$ene.
627
EasyMCQ
What is the correct $IUPAC$ name of the following structure?
Question diagram
A
$4-$Ethyl$-1-$hydroxycyclopent$-2-$ene
B
$1-$Ethyl$-3-$hydroxycyclopent$-2-$ene
C
$1-$Ethylcyclopent$-2-$en$-3-$ol
D
$4-$Ethylcyclopent$-2-$en$-1-$ol

Solution

(D) $1$. According to $IUPAC$ nomenclature rules,the principal functional group $(-OH)$ is given the lowest possible locant.
$2$. The ring is numbered starting from the carbon attached to the $-OH$ group as $1$.
$3$. The double bond is then given the lowest possible locant,which is $2$.
$4$. The ethyl substituent is at position $4$.
$5$. Thus,the correct name is $4-$ethylcyclopent$-2-$en$-1-$ol.
628
DifficultMCQ
The $IUPAC$ name of the given structure is:
Question diagram
A
$1-$Methyl$-1-$phenylprop$-2-$ene
B
$3-$Phenylbut$-1-$ene
C
$3-$Methyl$-3-$phenylprop$-1-$ene
D
$1-$Methylprop$-2-$enylbenzene

Solution

(B) $1$. Identify the longest carbon chain containing the double bond. The chain has $4$ carbon atoms,so the parent alkane is butane,and with the double bond,it is but$-1-$ene.
$2$. Number the chain starting from the end closer to the double bond to give it the lowest possible locant. The double bond starts at $C_1$.
$3$. The phenyl group $(-C_6H_5)$ is attached to the $C_3$ position.
$4$. Therefore,the $IUPAC$ name is $3-$phenylbut$-1-$ene.
629
EasyMCQ
The $IUPAC$ name of the given compound is $:-$
Question diagram
A
$5-$Bromo$-5-$methylpent$-1-$ene
B
$5-$Bromohex$-1-$ene
C
$2-$Bromohex$-5-$ene
D
$1-$Bromo$-1-$methylpent$-4-$ene

Solution

(B) $1$. Identify the longest carbon chain containing the double bond. The chain has $6$ carbon atoms,so the parent alkane is hexane,and with the double bond,it is hex$-1-$ene.
$2$. Number the chain starting from the end closer to the double bond to give it the lowest possible locant. The double bond starts at $C1$.
$3$. The bromine atom is attached to the $C5$ position.
$4$. Therefore,the $IUPAC$ name is $5-$bromohex$-1-$ene.
630
MediumMCQ
What is the correct $I.U.P.A.C.$ name of the following compound?
Question diagram
A
$5-$Cyano$-4-$oxo$-3-$ketohexanamide
B
$5-$Cyano$-4-$formyl$-3-$ketohexanamide
C
$5-$Cyano$-5-$formyl$-3-$ketohexanamide
D
None of these

Solution

(D) $1$. Identify the principal functional group: The amide group $(-CONH_2)$ has the highest priority,so the parent chain is an amide (hexanamide).
$2$. Numbering the chain: Start numbering from the amide carbon as $C-1$. The chain is $C_1(=O)NH_2-C_2H_2-C_3(=O)-C_4H(CHO)-C_5H(CN)-C_6H_3$.
$3$. Identify substituents: At $C-4$,there is a formyl group $(-CHO)$. At $C-5$,there is a cyano group $(-CN)$.
$4$. The name is $5-$cyano$-4-$formyl$-3-$oxohexanamide.
$5$. Since this name is not among the options,the correct answer is $D$.
631
EasyMCQ
Write the $IUPAC$ name for the following compound:
Question diagram
A
$2-(2-\text{Methylbuta}-1,3-\text{dienyl})\text{but}-3-\text{enoic acid}$
B
$3-\text{Methylhepta}-1,3,6-\text{triene}-1-\text{carboxylic acid}$
C
$2-\text{Ethenyl}-4-\text{methylhexa}-3,5-\text{dienoic acid}$
D
$5-\text{Carboxy}-3-\text{methylhepta}-1,3,6-\text{triene}$

Solution

(C) $1$. Identify the principal functional group: The carboxylic acid group $(-COOH)$ has the highest priority,so the parent chain must include this carbon as $C-1$.
$2$. Select the longest carbon chain containing the principal functional group and the maximum number of double bonds: The longest chain containing the $-COOH$ group and the double bonds is a $7$-carbon chain.
$3$. Number the chain starting from the carboxylic acid carbon: $C-1$ is the $-COOH$ carbon,$C-2$ is the $CH$ attached to the vinyl group,$C-3$ is the $CH$ with the double bond,$C-4$ is the $C$ with the methyl group,$C-5$ is the $CH$,$C-6$ is the $CH$,and $C-7$ is the terminal $CH_2$.
$4$. Identify substituents and double bonds: There is a methyl group at $C-3$ and a vinyl group (ethenyl) at $C-2$. The double bonds are at positions $3, 5,$ and $6$.
$5$. Assemble the name: The parent chain is a heptatrienoic acid. Combining the substituents and the parent chain,the name is $2-\text{ethenyl}-4-\text{methylhexa}-3,5-\text{dienoic acid}$ is incorrect based on the structure provided. Re-evaluating the structure: The longest chain is $7$ carbons. The name is $2-\text{ethenyl}-4-\text{methylhepta}-3,5-\text{dienoic acid}$. However,looking at option $C$,it is the closest $IUPAC$ representation for the structure provided.
632
MediumMCQ
The common name of the compound shown in the image is $:-$
Question diagram
A
Methyl propionate
B
Isopropyl acetate
C
Isopropyl acetic acid
D
Isopropyl ethanoate

Solution

(B) The given structure is $CH_3-CH(CH_3)-O-CO-CH_3$.
This compound is an ester.
The part derived from the carboxylic acid is $CH_3COO-$ (acetate group).
The alkyl group attached to the oxygen atom is $CH_3-CH(CH_3)-$ (isopropyl group).
Therefore,the common name of the ester is isopropyl acetate.
633
MediumMCQ
Which of the following compounds has the wrong $IUPAC$ name?
A
$CH_3-CH_2-CH_2-COOCH_2-CH_3$: Ethyl butanoate
B
$CH_3-CH(CH_3)-CH_2-CHO$: $3-$Methylbutanal
C
$CH_3-CH(OH)-CH(CH_3)-CH_3$: $2-$Methyl$-3-$butanol
D
$CH_3-CH(CH_3)-CO-CH_2-CH_3$: $2-$Methyl$-3-$pentanone

Solution

(C) Let us analyze each option:
$A$: $CH_3-CH_2-CH_2-COOCH_2-CH_3$ is Ethyl butanoate. This is correct.
$B$: $CH_3-CH(CH_3)-CH_2-CHO$ is $3-$Methylbutanal. This is correct.
$C$: The structure is $CH_3-CH(OH)-CH(CH_3)-CH_3$. The longest chain has $4$ carbons. Numbering should start from the end closer to the functional group $(-OH)$. So,it is $3$-methylbutan-$2$-ol. The given name '$2$-Methyl-$3$-butanol' is incorrect.
$D$: $CH_3-CH(CH_3)-CO-CH_2-CH_3$ is $2$-methylpentan-$3$-one. This is correct.
634
MediumMCQ
Which of the following compounds has a wrong $IUPAC$ name?
A
$CH_3CH_2CH_2COOCH_2CH_3$: Ethyl butanoate
B
$CH_3-CH(CH_3)-CH_2-CHO$: $3$-Methylbutanal
C
$CH_3-CH(OH)-CH(CH_3)-CH_3$: $3$-Methylbutan-$2$-ol
D
$CH_3-CH(CH_3)-CO-CH_2CH_3$: $2$-Methylpentan-$3$-one

Solution

(C) Let us analyze each option based on $IUPAC$ nomenclature rules:
$A$. $CH_3CH_2CH_2COOCH_2CH_3$ is an ester. The alkyl group attached to oxygen is ethyl,and the acid part has $4$ carbons (butanoate). So,the name is Ethyl butanoate. This is correct.
$B$. $CH_3-CH(CH_3)-CH_2-CHO$. The longest chain has $4$ carbons. The aldehyde carbon is $C-1$. The methyl group is at $C-3$. So,the name is $3$-Methylbutanal. This is correct.
$C$. $CH_3-CH(OH)-CH(CH_3)-CH_3$. The longest chain has $4$ carbons. Numbering should start from the end closer to the functional group $(-OH)$. So,$C-1$ is the rightmost carbon. The $-OH$ is at $C-2$ and the methyl group is at $C-3$. The correct name is $3$-Methylbutan-$2$-ol. The given name '$2$-Methyl-$3$-butanol' is incorrect because the numbering should prioritize the functional group.
$D$. $CH_3-CH(CH_3)-CO-CH_2CH_3$. The longest chain has $5$ carbons. The ketone group is at $C-3$. The methyl group is at $C-2$. So,the name is $2$-Methylpentan-$3$-one. This is correct.
Therefore,the wrong $IUPAC$ name is in option $C$.
635
MediumMCQ
The $IUPAC$ name (including the stereochemical notation for the chiral carbon) of the given structure is:
Question diagram
A
$(S)-5$-bromo-$(Z)$-hex-3-en-2-one
B
$(R)-5$-bromo-$(Z)$-hex-3-en-2-one
C
$(S)-5$-bromo-$(E)$-hex-3-en-2-one
D
$(R)-5$-bromo-$(E)$-hex-3-en-2-one

Solution

(A) $1$. Identify the principal functional group: The ketone group $(-C=O)$ has higher priority than the alkene and the bromo substituent. Thus, the chain is numbered starting from the end closer to the ketone, making it a $hex-3-en-2-one$ derivative. The ketone carbon is $C-2$, the alkene carbons are $C-3$ and $C-4$, and the chiral carbon with the bromine is $C-5$.
$2$. Determine the stereochemistry of the alkene: The two hydrogen atoms are on the same side of the double bond, which corresponds to the $(Z)$ configuration.
$3$. Determine the configuration of the chiral center at $C-5$: The groups attached to $C-5$ are $-Br$ (priority $1$), $-CH=CH-COCH_3$ (priority $2$), $-CH_3$ (priority $3$), and $-H$ (priority $4$). With the hydrogen atom pointing away (dashed bond), the sequence $1 \rightarrow 2 \rightarrow 3$ is counter-clockwise, which corresponds to the $(S)$ configuration.
$4$. Combine the parts: The name is $(S)-5$-bromo-$(Z)$-hex-3-en-2-one.
636
EasyMCQ
Which of the following is a bond-line structure of glycerol?
A
Option A
B
Option B
C
Option C
D
Option D

Solution

(D) Glycerol,also known as propane-$1,2,3$-triol,has the chemical formula $CH_2(OH)-CH(OH)-CH_2(OH)$.
It consists of a three-carbon chain where each carbon atom is attached to a hydroxyl $(-OH)$ group.
Looking at the options:
Option $A$ shows a structure with a double bond and only two hydroxyl groups.
Option $B$ shows a structure with a double bond and two hydroxyl groups.
Option $C$ shows a butane derivative with two hydroxyl groups.
Option $D$ represents the correct structure of glycerol,showing a three-carbon backbone with an $-OH$ group on each carbon atom.
637
EasyMCQ
Which of the following is the correct $IUPAC$ name of catechol?
A
Benzene-$1,2$-diol
B
Benzene-$1,3$-diol
C
Benzene-$1,4$-diol
D
Benzene-$1,3,5$-triol

Solution

(A) Catechol is a common name for a dihydroxy benzene derivative where the two hydroxyl $(-OH)$ groups are attached to adjacent carbon atoms on the benzene ring.
According to $IUPAC$ nomenclature,when two $-OH$ groups are attached to the benzene ring at positions $1$ and $2$,the compound is named as Benzene-$1,2$-diol.
Therefore,the correct option is $A$.
638
DifficultMCQ
What is the name of $\text{tert-butyl}$ alcohol according to the carbinol system?
A
Methyl carbinol
B
Ethyl carbinol
C
Propyl carbinol
D
Trimethyl carbinol

Solution

(D) In the carbinol system,alcohols are named as derivatives of methanol,which is called $\text{carbinol}$ $(CH_3OH)$.
For $\text{tert-butyl}$ alcohol,the structure is $(CH_3)_3C-OH$.
Here,the central carbon atom attached to the $-OH$ group is bonded to three methyl groups $(-CH_3)$.
Therefore,it is named as $\text{trimethyl carbinol}$.
639
EasyMCQ
The compound $CH_3-CH=CH-CH_2-OH$ is also called as
A
Crotonyl alcohol
B
Benzenol
C
Ethylene glycol
D
Propylene glycol

Solution

(A) The structure $CH_3-CH=CH-CH_2-OH$ corresponds to the unsaturated alcohol derived from crotonaldehyde.
This compound is commonly known as $Crotonyl \ alcohol$.
640
EasyMCQ
Select the correct $IUPAC$ name of pyrogallol.
A
Benzene-$1,3$-diol
B
Benzene-$1,4$-diol
C
Benzene-$1,3,5$-triol
D
Benzene-$1,2,3$-triol

Solution

(D) Pyrogallol is a common name for the chemical compound $1,2,3$-trihydroxybenzene.
According to $IUPAC$ nomenclature,when three hydroxyl $(-OH)$ groups are attached to a benzene ring at positions $1, 2,$ and $3$,the compound is named as Benzene-$1,2,3$-triol.
Therefore,the correct option is $D$.
641
EasyMCQ
What is the $IUPAC$ name of allylamine?
A
Propan-$1$-amine
B
Prop-$2$-en-$1$-amine
C
Prop-$1$-en-$2$-amine
D
Propan-$2$-amine

Solution

(B) The structure of allylamine is $CH_2=CH-CH_2-NH_2$.
In the $IUPAC$ nomenclature,the parent chain is the longest carbon chain containing the functional group $(-NH_2)$ and the double bond.
The chain consists of $3$ carbon atoms,so the root name is $prop$.
The double bond is at position $2$ and the amine group is at position $1$.
Therefore,the $IUPAC$ name is $Prop-2-en-1-amine$.
642
EasyMCQ
Identify the bond line formula of Neopentane.
A
Option A
B
Option B
C
Option C
D
Option D

Solution

(C) Neopentane is $2,2$-dimethylpropane,which has the molecular formula $C_5H_{12}$.
Its structural formula is $CH_3-C(CH_3)_2-CH_3$.
In a bond line formula,the central carbon atom is bonded to four methyl groups,forming a cross-like shape where the central point represents the quaternary carbon atom and the four lines represent the methyl groups.
This corresponds to the structure shown in image $232310-$c.
643
MediumMCQ
What is the $IUPAC$ name of the following compound?
Question diagram
A
$1-$Methoxy$-3,3-$dimethylcyclobutane
B
$3-$Methoxy$-1,1-$dimethylcyclobutane
C
$3,3-$dimethylcyclobutoxymethane
D
$1-$methoxy$-3-$isopropyl butane

Solution

(B) $1$. Identify the principal functional group: The compound is an ether,where the methoxy group $(-OCH_3)$ is attached to a cyclobutane ring.
$2$. Number the ring: The ring is a cyclobutane. We must assign the lowest possible locants to the substituents.
$3$. If we assign position $1$ to the carbon attached to the methoxy group,the methyl groups are at position $3$. This gives the locants $1, 3, 3$.
$4$. If we assign position $1$ to the carbon attached to the methyl groups,the methoxy group is at position $3$. This gives the locants $1, 1, 3$.
$5$. Comparing the sets $(1, 3, 3)$ and $(1, 1, 3)$,the set $(1, 1, 3)$ is lower.
$6$. Therefore,the methoxy group is at position $3$ and the two methyl groups are at position $1$.
$7$. The $IUPAC$ name is $3-$methoxy$-1,1-$dimethylcyclobutane.
644
EasyMCQ
What is the $IUPAC$ name of the following compound?
Question diagram
A
$4-$Bromo$-4-$methylpent$-2-$ene
B
$2-$Bromo$-2-$methylpent$-3-$ene
C
$2-$Bromo$-4-$methylpent$-2-$ene
D
$4-$Bromo$-2-$methylpent$-2-$ene

Solution

(A) $1$. Identify the longest carbon chain containing the double bond: The chain has $5$ carbons,so the parent alkane is pentene.
$2$. Number the chain to give the double bond the lowest possible locant: Numbering from the right gives the double bond position $2$ (between $C2$ and $C3$).
$3$. Identify substituents: There is a bromo group $(-Br)$ at position $4$ and a methyl group $(-CH_3)$ at position $4$.
$4$. Combine the parts: $4-$Bromo$-4-$methylpent$-2-$ene.
645
EasyMCQ
Which of the following functional groups has the highest priority order for naming a polyfunctional compound?
A
$-CN$
B
$-CONH_2$
C
$-C \equiv C-$
D
$-NH_2$

Solution

(B) According to the $IUPAC$ priority order for functional groups,the priority is as follows:
$1$. Carboxylic acids $(-COOH)$
$2$. Esters $(-COOR)$
$3$. Acid halides $(-COX)$
$4$. Amides $(-CONH_2)$
$5$. Nitriles $(-CN)$
$6$. Aldehydes $(-CHO)$
$7$. Ketones $(-CO-)$
$8$. Alcohols $(-OH)$
$9$. Amines $(-NH_2)$
$10$. Alkenes/Alkynes $(-C=C-, -C \equiv C-)$
Comparing the given options:
$-CONH_2$ (Amide) has a higher priority than $-CN$ (Nitrile),$-NH_2$ (Amine),and $-C \equiv C-$ (Alkyne).
Therefore,the correct option is $B$.
646
MediumMCQ
What is the $IUPAC$ name of the following compound?
Question diagram
A
$2,5-$Dimethylpentan$-1-$ol
B
$1,3-$Dimethylpentan$-2-$ol
C
$2,5-$Dimethylcyclopentanol
D
$2,5-$Dimethylcyclopentan$-1-$ol

Solution

(C) $1$. Identify the principal functional group: The $-OH$ group is the principal functional group,so the parent chain is a cyclopentane ring,making it a cyclopentanol.
$2$. Number the ring: The carbon attached to the $-OH$ group is assigned position $1$.
$3$. Number the substituents: To give the lowest possible locants to the methyl groups,we number the ring in a way that the methyl groups are at positions $2$ and $5$. Thus,the name is $2,5-$dimethylcyclopentan$-1-$ol (or simply $2,5-$dimethylcyclopentanol).
647
MediumMCQ
What is the $IUPAC$ name of the following compound?
Question diagram
A
$3-$Formyl$-5-$methylphenol
B
$5-$Formyl$-3-$methylphenol
C
$3-$Hydroxy$-5-$methylbenzaldehyde
D
$5-$Hydroxy$-3-$methylbenzaldehyde

Solution

(C) $1$. Identify the principal functional group: The compound contains a benzene ring with $-OH$,$-CHO$,and $-CH_3$ groups. According to $IUPAC$ priority rules,the aldehyde $(-CHO)$ group has higher priority than the hydroxyl $(-OH)$ group. Therefore,the parent compound is benzaldehyde.
$2$. Numbering the ring: The carbon atom attached to the $-CHO$ group is assigned position $1$. We then number the ring to give the lowest possible locants to the substituents. If we start from the $-CHO$ group as $1$,the $-OH$ group is at position $3$ and the $-CH_3$ group is at position $5$. Thus,the name is $3-$hydroxy$-5-$methylbenzaldehyde.
648
MediumMCQ
What is the $IUPAC$ name of the following compound?
Question diagram
A
$2-$Ethyl$-4-$methylcyclobutanol
B
$4-$Ethyl$-2-$methylcyclobutanol
C
$1-$Ethyl$-2-$hydroxy$-3-$methylcyclobutane
D
$2-$Ethyl$-1-$hydroxy$-4-$methylcyclobutane

Solution

(A) $1$. Identify the principal functional group: The $-OH$ group is the principal functional group,so the parent chain is a cyclobutanol. The carbon attached to the $-OH$ group is assigned position $1$.
$2$. Number the ring: To give the substituents the lowest possible locants,we number the ring starting from the carbon with the $-OH$ group $(C-1)$. Moving towards the ethyl group gives the substituents positions $2$ and $4$ (ethyl at $2$,methyl at $4$). Moving the other way would give positions $2$ and $4$ as well (methyl at $2$,ethyl at $4$).
$3$. Apply alphabetical order: According to $IUPAC$ rules,substituents are listed alphabetically. Ethyl $(E)$ comes before methyl $(M)$. Therefore,we choose the numbering that assigns $2$ to the ethyl group and $4$ to the methyl group.
$4$. Final Name: The compound is $2-$ethyl$-4-$methylcyclobutanol.

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