Mnemonic 1: Carbocation Stability — "3-2-1 GO POSITIVE!"
- Tertiary (3°) → Secondary (2°) → Primary (1°) → Methyl cation (GO means GO!)
- More alkyl groups = more stable = "Going Positive" with confidence
Mnemonic 2: Carbanion Stability — "METHYL MINUS IS MASTER"
- CH3- (Methyl) is MOST stable carbanion
- Reverse: M-1-2-3 (Methyl > 1° > 2° > 3°)
- Remember: "Carbanions HATE alkyl groups" (alkyl = +I = pushes electrons = destabilizes -)
Mnemonic 3: -I Groups — "FCNO HATE electrons" (give away)
-F, -Cl, -Br, -I (halogens), -NO2, -OH, -COOH, -CN — all pull electrons (-I) Or: "Electronegative Elements Eat Electrons" (halogens and electronegative groups)
Mnemonic 4: +M Groups — "LONEsome groups Donate"
Lone pair containing groups on N or O (+M): -NH2, -OH, -OR, -NHR (all have lone pairs adjacent to pi system)
Mnemonic 5: -M Groups — "CAN groups Capture"
Carbonyl-containing groups withdrawal: -CHO, -COR, -COOH, -CN, -NO2 "CARBON-GRABS" = C=O groups grab electrons from pi system
Mnemonic 6: Hyperconjugation — "More H-neighbors = More Help"
Each alpha-H atom = 1 hyperconjugative structure. Count alpha-H to count stabilization. Tert-butyl (9 alpha-H) > isopropyl (6 alpha-H) > ethyl (3 alpha-H) > methyl (0 alpha-H)
Mnemonic 7: Geometrical Isomerism Condition — "R-R-D-D Rule"
- Restricted rotation (double bond)
- Different groups on each doubly-bonded carbon If both conditions met → E/Z isomers exist.
Mnemonic 8: IUPAC Naming Steps — "LCD-A-S"
- Longest chain containing principal group
- Correct direction (lowest locant to principal group)
- Designate branch positions (alphabetical prefixes)
- Apply suffix for principal group
Mnemonic 9: s-character Order — "Sp = Super Pure, sp3 = Slightly Partial"
- sp = 50% (most pure s-character)
- sp2 = 33.3% (intermediate)
- sp3 = 25% (least s-character)
Mnemonic 10: Halogen -I Order — "FIRE Cleans Before Ice" (F > Cl > Br > I)
- F (Fire) — strongest -I
- Cl (Clean)
- Br (Before)
- I (Ice) — weakest -I (but strongest +M in aromatic ring)