Organic Chemistry Cheat Sheet — 1-page PDF
Functional groups, naming, resonance, acid-base, stereochemistry, mechanisms, alkenes, alcohols. The whole course on one dense, printable page for your midterm or final, with every formula typeset and worked examples where they help.
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For a specific exam: Organic Chemistry I Midterm 1 study sheet, Organic Chemistry I Final exam study sheet.
- 1 pageUS Letter
- 10 sections11 topics
- Free previewfull sheet with Unlimited
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What’s on it
The topics a typical Organic Chemistry I exam tests, all on the one page.
- Functional groups
- Nomenclature basics
- Resonance and formal charge
- Acid-base and pKa trends
- Stereochemistry: chirality, R/S, E/Z
- Conformations
- SN1 vs SN2
- E1 vs E2
- Alkene addition reactions
- Markovnikov vs anti-Markovnikov
- Alcohol reactions
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01Functional Groups
Core groups
| Group | General form | Suffix / prefix |
|---|---|---|
| alkane | C-C | -ane |
| alkene | C=C | -ene |
| alkyne | C≡C | -yne |
| alcohol | R-OH | -ol / hydroxy- |
| ether | R-O-R' | alkoxy- |
| aldehyde | R-CHO | -al / formyl- |
| ketone | R-CO-R' | -one / oxo- |
| carboxylic acid | R-CO2H | -oic acid |
| ester | R-CO2R' | -oate |
| amine | R-NH2 | -amine / amino- |
| halide | R-X | fluoro-, chloro-, bromo-, iodo- |
- functional group
- Atom/group that controls major reactivity; naming priority often follows this group.
- hydrocarbon
- Molecule containing only C and H.
- saturated
- Only C-C single bonds.
- unsaturated
- Contains or .
- Alkyl = substituent from alkane minus one H, e.g. methyl , ethyl .
- Aromatic ring: phenyl .
- Alkene/alkyne reactions occur at bond.
02Resonance
Resonance rules
| Rule | Meaning |
|---|---|
| move only e / lone pairs | no atom movement |
| major forms | complete octets, more bonds, less charge separation |
| negative charge on more electronegative atom | O > N > C |
| equivalent forms | equal contributors |
CarboxylateWhy is acetate stabilized?
Two equivalent resonance forms delocalize charge over both O atoms; bond order intermediate.
Watch out:Formal charges must sum to overall charge; draw all lone pairs before computing FC.
03Acid-Base
pKa
Lower = stronger acid.
Equilibrium
For .
Acidity trends
| More acidic when... | Reason |
|---|---|
| more electronegative atom bears charge | stabilizes charge |
| larger atom bears charge down a group | charge more diffuse |
| more resonance stabilization | delocalization |
| greater -character in conjugate base | sp > sp2 > sp3 |
| electron-withdrawing groups nearby | inductive stabilization |
04Stereochemistry
E/Z
Z: higher-priority groups on same side E: opposite sides
For alkenes using CIP priorities on each alkene carbon.
QuickAn alkene with highest-priority groups same side?
.
Watch out:Do not use cis/trans unless each alkene carbon has one identical substituent and geometric naming is unambiguous.
05Conformations
- conformation
- Different spatial arrangement from rotation about bonds; interconvert without bond breaking.
Ethane / butane
| Conformation | Stability |
|---|---|
| staggered | lowest torsional strain |
| eclipsed | highest torsional strain |
| anti butane | lowest; bulky groups apart |
| gauche butane | higher; bulky groups apart |
Strain
torsional + steric + angle strain
Contributes to conformational energy.
ChairCyclohexane substituent most stable position?
Equatorial usually preferred; axial has 1,3-diaxial interactions.
06Elimination
Zaitsev
more substituted alkene major
Typical E1/E2 product unless bulky base or constrained geometry.
Hofmann
less substituted alkene favored
Often with bulky base or quaternary ammonium leaving group.
Anti-periplanarE2 requirement?
-H and leaving group must be anti-periplanar for best overlap.
Watch out:E2 needs a strong base; E1 often competes with SN1 under solvolysis conditions.
07Alkene Addition
Common additions
| Reagents | Outcome | Regio / stereo |
|---|---|---|
| HX | alkyl halide | Markovnikov |
| H2O, acid | alcohol | Markovnikov |
| X2 | vicinal dihalide | anti addition |
| X2, H2O | halohydrin | OH on more substituted C |
| BH3 then H2O2/NaOH | alcohol | anti-Markovnikov, syn |
| H2, Pd/C | alkane | syn hydrogenation |
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Also on the full Organic Chemistry I sheet
9 more sections, with every definition, formula and worked example. Unlimited unlocks every full sheet in the library to edit, print or save as a PDF, and makes unlimited sheets from your own notes.
Naming
- Parent chain
- Order
- Common suffix priority
Resonance
- resonance structures
- Formal charge
Acid-Base
- Hybridization acidity
Stereochemistry
- chirality
- enantiomers
- diastereomers
- CIP priority
Conformations
SN1/SN2
- Key comparison
- SN1
- SN2
Elimination
- E1 vs E2
Alkene Addition
- Markovnikov
- Anti-Markovnikov
Alcohols
- Major reactions
- Alcohol substitution
FAQ
Questions
About the Organic Chemistry I sheet and making your own.
- What does this Organic Chemistry I cheat sheet cover?
- It has 10 sections: Functional Groups, Naming, Resonance, Acid-Base, Stereochemistry, Conformations, SN1/SN2, Elimination, Alkene Addition and Alcohols. Together they cover the topics a typical Organic Chemistry I exam tests, including functional groups, nomenclature basics, resonance and formal charge and acid-base and pKa trends.
- Is the organic chemistry cheat sheet free?
- The first part is free to read on this page, with no account needed. The full sheet opens in the app with Unlimited ($4.99 a month or $19 for a semester), where you can edit it, print it or save it as a PDF. It is one US Letter page and prints cleanly in black and white or colour.
- Can I bring this Organic Chemistry I cheat sheet to my exam?
- Only if your course allows a note sheet, so check the syllabus. This one is a single US Letter page. If your exam allows a different size, such as a 3x5 or 4x6 index card or one page front and back, Cheat Sheet AI makes one at exactly that size from your own lecture notes.
- How accurate is it?
- The sheet was written by our engine from a standard course outline, then a second model fact-checked every formula and statement against it; it corrected 3 statements before publishing. Notation and emphasis vary between courses, so check it against your own lecture notes.
- Can I make a Organic Chemistry I sheet from my own notes?
- Yes. Upload your lecture slides, notes or study guide and Cheat Sheet AI writes a sheet in your course's notation, sized to exactly the space your exam allows. Your first sheets are free.
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