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Example Organic Chemistry flashcards
What is a covalent bond?
A chemical bond formed by the sharing of one or more pairs of electrons between two atoms, typically nonmetals.
Define hybridization.
The mixing of atomic orbitals to form new hybrid orbitals of equal energy that are spatially oriented to minimize electron repulsion and maximize bonding overlap.
What is the difference between sp³ and sp² hybridization?
sp³ uses 4 orbitals (tetrahedral, 109.5°) with single bonds; sp² uses 3 orbitals (trigonal planar, 120°) with one double bond or multiple single bonds.
Define a nucleophile.
An electron-rich species (carries lone pairs or π electrons) that attacks electron-deficient carbon and forms a new bond.
What is an SN2 reaction mechanism?
Bimolecular nucleophilic substitution: nucleophile attacks the carbon from the rear (opposite the leaving group), inverting stereochemistry in one concerted step.
How does SN1 differ mechanistically from SN2?
SN1 is two-step: (1) slow departure of leaving group forms a carbocation, (2) fast nucleophile attacks. Results in racemization; favors tertiary substrates. SN2 is one-step and inverts stereochemistry; favors primary substrates.
What is Zaitsev's rule?
In elimination reactions, the major alkene product is the one with the most highly substituted (more stable) double bond.
Explain the mechanism of electrophilic aromatic substitution.
An electrophile attacks the π electrons of benzene to form a carbocation intermediate (arenium ion), then a base removes a proton to restore aromaticity.
What is the difference between ortho/para-directing and meta-directing groups?
Electron-donating groups (alkyl, -OH, -NH2) are ortho/para-directing by stabilizing carbocation intermediates at those positions. Electron-withdrawing groups (-NO2, -CN) are meta-directing by destabilizing ortho/para carbocations through inductive withdrawal.
Define a retrosynthetic analysis and its key concept.
A planning method that works backward from the target molecule to simpler precursors by breaking bonds and identifying synthetic transformations, revealing a practical forward synthesis route.
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