Free guides · Organic Chemistry I

Understand the mechanism. Then draw the arrows.

Practice curved arrows, substitution and elimination, IUPAC naming, chair conformations, R/S configuration, and resonance. Work through examples, then check your answers.

01 · Start with the electrons

How to draw curved arrows

Find the electron source, choose the destination, and check bonds, octets, and formal charges.

02 · Substitution

SN1 vs SN2

Compare one-step and carbocation pathways, then work through worked examples and 8 practice problems with solutions.

03 · Elimination

E1 vs E2

See why base strength and anti-periplanar geometry matter, and when Zaitsev or Hofmann products are favored.

04 · Put it together

Substitution vs elimination

Use the substrate, reagent, solvent, and temperature to choose among SN1, SN2, E1, and E2.

05 · Practice

Arrow pushing practice problems

Curved-arrow rules, the five patterns behind most mechanisms, the classic mistakes, and 8 practice questions.

06 · Naming

IUPAC nomenclature practice

Name alkanes, alkyl halides, alkenes, alcohols, ketones, and acids step by step, then test yourself with 8 questions.

07 · Practice

SN1, SN2, E1, E2 practice problems

A mixed problem set: decide the mechanism, then predict the major product, with 3 worked examples and 8 questions.

08 · Conformations

Chair conformation practice

Axial vs equatorial, ring flips, cis/trans on chairs, and which chair wins, with a chair pattern tool and 8 questions.

09 · Stereochemistry

R and S configuration practice

Rank groups with the CIP rules, then assign R or S from wedges, dashes, and Fischer projections.

10 · Reference

SN1/SN2/E1/E2 cheat sheet

A printable chart, decision flow chart, and reagent and solvent tables for substitution and elimination.

11 · Practice

Resonance structures practice

Push arrows, assign formal charges, and pick the major resonance contributor, with 8 practice problems.

Common questions

Where should I start?

Start with curved arrows if electron pushing is new. Then read the substitution and elimination comparisons before using the combined decision guide.

Do I need an account to read these guides?

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