JEE Chemistry Organic Chemistry Some Basic Principles and Techniques Notes Set 16

Revision Notes for JEE Chemistry: Organic Chemistry

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Classification of Organic Compounds

ClassDescriptionExample
Acyclic (open chain)Straight or branched chains, no ringButane, but-1-ene
Homocyclic alicyclicRing of carbon atoms only, aliphatic in propertiesCyclohexane
AromaticContain a benzene ring or similar planar delocalised ringBenzene, naphthalene
HeterocyclicRing contains at least one atom other than carbonPyridine, thiophene

A homologous series is a family with the same functional group in which successive members differ by \( \ce{CH2} \). The general formulae are \( \ce{CnH2n+2} \) (alkanes), \( \ce{CnH2n} \) (alkenes and cycloalkanes) and \( \ce{CnH2n-2} \) (alkynes).

Types of Carbon and Hydrogen

A carbon is primary, secondary, tertiary or quaternary when it is bonded to one, two, three or four other carbon atoms. Hydrogens take the name of the carbon holding them. In 2,2,4-trimethylpentane all four types of carbon are present together.

Rules of IUPAC Nomenclature

1. Choose the longest continuous chain that contains the principal functional group (and, where there is a choice, the maximum number of multiple bonds). This is the parent chain.
2. Number the chain so that the principal functional group gets the lowest locant. If there is no choice, multiple bonds come next, then substituents.
3. Name each substituent as a prefix with its locant, using di, tri, tetra for repeated groups. Arrange different prefixes in alphabetical order, ignoring di, tri and the like.
4. Use the suffix of the principal group: -ol, -al, -one, -oic acid, -amine, -nitrile, -yl chloride.
5. Write -ene or -yne in the name when double or triple bonds are present. When both are present the compound is an -en-yne, and the lower locant goes to the double bond if the choice is open.
6. Halogens, nitro, alkoxy and alkyl groups are only prefixes.

Priority Order of Functional Groups

Carboxylic acid > sulphonic acid > anhydride > ester > acid halide > amide > nitrile > aldehyde > ketone > alcohol > amine > alkene > alkyne. Groups lower in this list become prefixes when a higher group is present: oxo or formyl for aldehyde, oxo for ketone, hydroxy for alcohol, amino for amine.

GroupSuffixPrefix
Carboxylic acid-oic acidcarboxy
Ester-oatealkoxycarbonyl
Acid chloride-oyl chloridechlorocarbonyl
Amide-amidecarbamoyl
Nitrile-nitrilecyano
Aldehyde-alformyl or oxo
Ketone-oneoxo
Alcohol-olhydroxy
Amine-amineamino

Worked Names

StructureIUPAC name
\( \ce{CH3-CH(CH3)-CH2-CH=CH2} \)4-Methylpent-1-ene
\( \ce{CH3-CH(OH)-CH2-CH(CH3)-CH3} \)4-Methylpentan-2-ol
\( \ce{CH3-CH(OH)-CH2-CH(CH3)-CHO} \)4-Hydroxy-2-methylpentanal
\( \ce{CH2=CH-CH2-CH2-C#CH} \)Hex-1-en-5-yne
\( \ce{CH3CH2COCl} \)Propanoyl chloride
\( \ce{CH3C#N} \)Ethanenitrile
\( \ce{CH3-CO-CH2-COOH} \)3-Oxobutanoic acid

Common Names Worth Knowing

1. Acraldehyde is prop-2-enal; crotonaldehyde is but-2-enal; succinic acid is butanedioic acid; picric acid is 2,4,6-trinitrophenol.
2. Gammexane (lindane) is 1,2,3,4,5,6-hexachlorocyclohexane; aspirin is 2-acetoxybenzoic acid.
3. tert-Butyl alcohol is 2-methylpropan-2-ol; isopropylamine is propan-2-amine.
4. Hybridisation and electronegativity: carbon with more s character is more electronegative, so sp > sp2 > sp3.

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