Organic Chemistry: Bonding, Nomenclature, and Hybridization

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Vocabulary-style flashcards covering key concepts from bonding, hybridization, resonance, and IUPAC nomenclature discussed in the lecture.

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29 Terms

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Tetrahedral geometry

Molecular geometry around a central atom with sp3 hybridization; four bonds arranged in a tetrahedron; ideal bond angle ~109°28'.

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Bond angle

The angle between two bonds around a central atom; in a perfect tetrahedral arrangement it is about 109°28'.

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Linear geometry

Molecular geometry with a 180° bond angle; typically associated with sp hybridization (e.g., C≡C or H–C≡C–H) and a straight carbon chain.

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sp3 hybridization

Mixing of one s and three p orbitals to form four equivalent sp3 orbitals; leads to tetrahedral geometry.

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sp2 hybridization

Mixing of one s and two p orbitals to form three sp2 orbitals; associated with double bonds and trigonal geometry.

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sp hybridization

Mixing of one s and one p orbital to form two sp orbitals; associated with triple bonds and linear geometry.

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Valence Bond Theory

A bonding theory that explains chemical bonds via localized hybridized atomic orbitals and electron pair sharing.

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Molecular Orbital Theory

A bonding theory where electrons occupy molecular orbitals that extend over the entire molecule, often explaining delocalization.

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Resonance

Concept that a molecule can be represented by more than one valid Lewis structure; actual structure is a hybrid of these forms with delocalized electrons.

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Octet rule

Rule that most main-group elements tend to have eight electrons in their valence shell in stable compounds.

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Covalent bonding

Bonding formed by the sharing of electron pairs between atoms, often involving localized bonds in organic molecules.

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Mechanism (arrow pushing)

A step-by-step description of how a reaction proceeds, using curved arrows to show electron movement while satisfying the octet rule.

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IUPAC nomenclature

The official system for naming organic compounds to provide unambiguous, standardized names.

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Longest carbon chain rule

When naming, choose the longest continuous carbon chain as the parent name.

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Lowest locant rule

Numbering the parent chain to give substituents the smallest possible set of locants.

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Alphabetical order of substituents

When listing substituents in the name, arrange them alphabetically (ignoring prefixes like di-, tri-, etc.).

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Substituent prefixes

Prefixes naming side groups such as methyl, ethyl, propyl, fluoro, chloro, bromo used in IUPAC names.

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Iso/Neo nomenclature

Common, historical names for branched alkyl groups (isopropyl, isobutyl, etc.); IUPAC often prefers systematic names (e.g., propan-2-yl).

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Hexane

Six-carbon straight-chain alkane; base name for C6H14 (n-hexane).

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Heptane

Seven-carbon straight-chain alkane; base name for C7H16.

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Ethyl substituent

Two-carbon side group attached to the main chain: −CH2CH3.

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Methyl substituent

One-carbon side group attached to the main chain: −CH3.

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Isopropyl substituent

A branched propyl group attached at its middle carbon (CH3–CH–CH3).

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Isomer

Compounds with the same molecular formula but different connectivity or arrangement of atoms.

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Ethanol

Ethyl alcohol; chemical formula C2H5OH; common name for the molecule with a two-carbon chain and an OH group.

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Dimethyl ether

An ether with formula CH3–O–CH3; an isomer of ethanol with the same molecular formula (C2H6O).

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Double bond numbering precedence

When numbering a chain, the presence of a double bond takes priority over substituent positions in determining the principal chain and locants.

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Functional group

Specific group of atoms responsible for characteristic reactions (e.g., carbonyl, hydroxyl); defines the chemical family and reactivity.

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Homologous series

A family of compounds with the same functional group and a repeating CH2 unit, differing by a methylene group each step.