Q.Write the structure corresponding to the IUPAC name N,N-dimethylaniline, and state why this compound is classified as a tertiary amine even though it contains only one benzene ring.
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🔒 Start your 14-day free trial to unlock the full solution →Concept understanding — Nomenclature of Amines
Amines are named under two systems. Common names: 'alkyl amine' (alkyl-group name plus suffix -amine), with mixed-amine substituents listed alphabetically and di-/tri- prefixed for identical groups; C6H5-NH2 is aniline, the parent name for other arylamines (e.g. p-toluidine, p-bromoaniline). IUPAC names: a primary amine's name replaces the parent alkane's final -e with -amine (family name alkanamine) plus a locant (e.g. propan-1-amine); with two or more amino groups the alkane's -e is retained and di-/tri- prefixes with locants are used (e.g. hexane-1,6-diamine). Secondary/tertiary amines are named as N-substitu …
'N,N-di-' means both extra substituents sit on nitrogen. …
N,N-Dimethylaniline names aniline with two methyl groups both substituted onto nitrogen (the doubled 'N,N-' locant shows both substituents are on nitrogen, not on the ring), giving the structure C6H5N(CH3)2. Even though there is only ONE benzene ring in the molecule, nitrogen itself is bonded to THREE separate carbon groups (the ring carbon plus the two methyl carbons), which is exactly the crit …
Read 'N,N-di-' as 'both substituents on nitrogen', then count nitrogen's three carbon attach …
Assuming a compound with only one ring must be primary or secondary -- the tertiary classification depe …
- CBSE 2026Set ANNUAL1 markMCQQ.The IUPAC name of (CH3)3C-NH2 is:(a) Trimethyl amine(b) 2-Methylpropan-2-amine(c) 2-Methylpropan-1-amine(d) 2-Methylpropan amine
›Reveal solutionSolution
(CH3)3C−NH2 (tert-butylamine) is named 2-methylpropan-2-amine by IUPAC rules.
To name an amine by IUPAC substitutive nomenclature, the longest carbon chain containing the carbon bearing the −NH2 group is selected as the parent, and the suffix '-amine' is added with a locant, while other substituents are cited as prefixes with their own locants.
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- CBSE 2026Set ANNUAL1 markMCQQ.The correct IUPAC name for CH2=CHCH2NHCH3 is :(a) Allylemethylamine(b) 2-amino-4-pentene(c) 4-aminopent-1-ene(d) N-methylprop-2-en-1-amine
›Reveal solutionSolution
CH₂=CH–CH₂–NH–CH₃ is named as a propene chain bearing an amine at C1 and an N-methyl substituent, giving N-methylprop-2-en-1-amine.
Structure: CH₂=CH–CH₂–NH–CH₃
- Identify the parent chain: the longest carbon chain containing the –NH– nitrogen's point of attachment is the 3-carbon allyl chain, CH₂=CH–CH₂–, which as a substituted amine is named as prop-2-en-1-amine (double bond between C2–C3, amine at C1).
- The nitrogen carries an extra methyl substituent (–CH₃) instead of a second hydrogen, so this substituent is cited with the italic locant N- to show it is on nitrogen, not on the carbon chain: N-methyl.
- Combine: N-methylprop-2-en-1-amine. …
- CBSE 2025Set ANNUAL1 markQ.Write the structural formula of N, N-dimethylethanamine.
›Reveal solutionSolution
N,N-dimethylethanamine: CH3CH2−N(CH3)2 (both N-H's of ethanamine replaced by methyl groups).
'Ethanamine' is the IUPAC name for ethylamine, CH3CH2−NH2. The prefix 'N,N-dimethyl' means two methyl groups replace the two hydrogens on the nitrogen atom itself:
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- CBSE 2024Set ANNUAL1 markMCQQ.The IUPAC name of CH3-CH(CH3)-NH-CH3 is -(a) N-methyl propan-2-amine(b) N-methyl propanamine(c) N,N-dimethylbutanamine(d) 2-methyl-N-methylbutanamine
›Reveal solutionSolution
Name the longest carbon chain bearing the -NH- group as the parent "...amine", and cite the second alkyl group on nitrogen with an italic N- locant.
Structure: CH3–CH(CH3)–NH–CH3, i.e. (CH3)2CH–NH–CH3 — this is a secondary amine: an isopropyl group and a methyl group both attached to the same nitrogen.
IUPAC naming for secondary/tertiary amines:
- Identify the parent chain carrying the nitrogen with the longest carbon skeleton directly bonded to N: here that's the 3-carbon isopropyl fragment, CH3–CH(NH...)–CH3, named as propan-2-amine (amine group on C-2 of propane). …
- CBSE 2023Set F1 markMCQQ.The IUPAC name of CH3-CH(NH2)-CH3 is(a) Propyl amine(b) Isopropyl amine(c) Propan-2-amine(d) Propan-1-amine
›Reveal solutionSolution
CH3-CH(NH2)-CH3 is a 3-carbon chain with -NH2 on C2 → propan-2-amine.
The compound CH3-CH(NH2)-CH3 has a parent chain of three carbons (propane) with an amino group -NH2 on the central carbon (position 2). The IUPAC name is formed as propan-2-amine (the -e of propane is dropped before …
- CBSE 2023Set ANNUAL1 markQ.Write the IUPAC name of C2H5-N(CH3)-CH3 (N-ethyl-N-methylmethanamine skeleton: C2H5 and two CH3 groups on N). OR Draw the structural formula of Butan-2-amine.
›Reveal solutionSolution
The longest carbon chain attached to N (ethyl, 2 carbons) is chosen as the parent 'ethanamine'; the two remaining methyl groups on N are cited as N,N-dimethyl substituents.
C₂H₅–N(CH₃)–CH₃ is a tertiary amine with three groups on nitrogen: one ethyl and two methyl groups. IUPAC naming of amines picks the longest carbon chain bonded to the nitrogen as the parent chain (here, the 2-carbon ethyl group, giving the parent 'ethanamine'), and cites every other group atta …
- CBSE 2023Set ANNUAL1 markMCQQ.The IUPAC name of the compound
CH₃ - N - C - CH₂ - CH₃ | | CH₃ C₂H₅ (N bonded to a CH₃ on the left and a CH₃ below it; the adjacent carbon bonded to a CH₃ above, a C₂H₅ below, and continuing to -CH₂-CH₃) is -CH₃ |(i) 2-Methyl-N-methyl-N-ethylpentanamine(ii) 2-Methyl-N,N-dimethylbutanamine(iii) 3-Methyl-N,N-dimethylpentan-3-amine(iv) 3-Methyl-N,N-dimethylpentan-2-amine›Reveal solutionSolution
Pick the longest carbon chain running through the carbon attached to nitrogen, number to give the amine (and thus the N-substituent carbon) the lowest locant, and cite the branch and the two N-methyls as substituents.
The amine nitrogen is bonded to two methyl groups and to a carbon (call it C*) that itself carries: a methyl group, an ethyl group, and continues into a -CH₂-CH₃ chain.
To find the parent chain, take the longest carbon chain running through C* (the carbon bearing the amino group): combining the ethyl branch on one side with the -CH₂-CH₃ continuation on the other side through C* gives a 5-carbon chain (pentane): CH3−CH2−C∗(CH3)(NMe2)−CH2−CH3, with C* as carbon 3 of that chain (the methyl group on C* becomes a 3-methyl substituent, and the shorter methyl-only branch is …
- CBSE 2022Set ANNUAL1 markMCQQ.The IUPAC name of CH3–CH(NH2)–CH2–CHO is –(a) 3-Aminobutanal(b) 4-Oxobut-2-amine(c) 2-Amino propanal(d) 4-Oxo but-3-amine
›Reveal solutionSolution
CH3–CH(NH2)–CH2–CHO is a 4-carbon chain named as a butanal with an amino substituent, giving 3-aminobutanal.
Since the aldehyde group (–CHO) is the senior (principal) characteristic group, the chain is numbered from the CHO carbon as C1: C1(CHO)–C2(CH2)–C3(CH–NH2)–C4(CH3). The parent chain is b …
- CBSE 2022Set ANNUAL1 markMCQQ.The IUPAC name of C2H5–N(C2H5)–CH2CH2CH3 is –(a) N,N-Diethylpropanamine(b) N,N-Diethylheptan-1-amine(c) N,N-Diethylpropan-2-amine(d) N,N-Diethylpropan-3-amine
›Reveal solutionSolution
The nitrogen carries two ethyl groups and one propyl group attached through its terminal (C1) carbon, giving N,N-diethylpropan-1-amine (written N,N-diethylpropanamine).
C2H5–N(C2H5)–CH2CH2CH3 is a tertiary amine. The longest chain attached to N through a single bond at its end carbon is propyl (3 carbons), so the parent name is propanamine (locant 1 is the default/implied positi …
- CBSE 2021Set ANNUAL1 markMCQQ.The IUPAC name for CH2=CHCH2NHCH3 is –(a) N-methylprop-1-en-3-amine(b) N-methylprop-2-en-1-amine(c) 4-aminebut-1-ene(d) 4-aminepent-1-ene
›Reveal solutionSolution
Number the 3-carbon allyl chain from the end bearing the −NH− group; the double bond is at C2–C3.
The compound is CH2=CH−CH2−NH−CH3. The parent chain is the 3-carbon chain carrying the principal characteristic group (−NH−), i.e. propene: C1(H2N-attached)−C2=C3. Numbering to give the amine-bearing carbon the lowest locant: C1 bears the NHCH3 group, and the double bond runs between C2 and C3, so the parent is prop-2-en-1-amine. The extra methyl group on nitrogen is indicated by the italic locant N: N-methyl. …
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