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Organic Chemistry 2: 1,965 Free Flashcards

The second half of a two-semester organic chemistry sequence, built from OpenStax Organic Chemistry (chapters 12 to 28, 30 and 31). It starts with how chemists identify molecules: mass spectrometry, infrared, 1H and 13C NMR (shifts, integration, splitting, DEPT) and ultraviolet spectroscopy. Then conjugated dienes and the Diels-Alder reaction, benzene and aromaticity, and electrophilic and nucleophilic aromatic substitution with directing effects and polysubstituted-benzene synthesis. The carbonyl family follows: alcohols and phenols, ethers, epoxides and thiols, aldehydes and ketones (hydrates, acetals, imines, Wittig, conjugate addition), carboxylic acids and nitriles, acid derivatives and nucleophilic acyl substitution, enols and enolates, and the aldol, Claisen, Michael and Robinson reactions. It finishes with amines, carbohydrates, amino acids and proteins, lipids, nucleic acids, pericyclic reactions and synthetic polymers. Cards are text only: compounds are named or written in condensed formulas, mechanisms are described in words, and spectra are given as text, so none of them needs a drawing. It assumes a first-semester course (acids and bases, stereochemistry, substitution and elimination, alkene and alkyne reactions), which Encodr's Organic Chemistry course covers.

1,965cards
19units
169chapters
20sources cited

What's inside

Unit 1 Mass Spectrometry and Infrared Spectroscopy

8 chapters · 105 cards

Unit 2 Nuclear Magnetic Resonance Spectroscopy

11 chapters · 141 cards

Unit 3 Conjugated Compounds and Ultraviolet Spectroscopy

8 chapters · 102 cards

Unit 4 Benzene and Aromaticity

7 chapters · 74 cards

Unit 5 Electrophilic Aromatic Substitution

10 chapters · 131 cards

Unit 6 Alcohols and Phenols

10 chapters · 123 cards

Unit 7 Ethers, Epoxides, Thiols and Sulfides

6 chapters · 107 cards

Unit 8 Aldehydes and Ketones

14 chapters · 158 cards

Unit 9 Carboxylic Acids and Nitriles

8 chapters · 89 cards

Unit 10 Carboxylic Acid Derivatives

10 chapters · 144 cards

Unit 11 Carbonyl Alpha-Substitution Reactions

7 chapters · 90 cards

Unit 12 Carbonyl Condensation Reactions

13 chapters · 144 cards

Unit 13 Amines and Heterocycles

10 chapters · 107 cards

Unit 14 Carbohydrates

10 chapters · 106 cards

Unit 15 Amino Acids, Peptides and Proteins

11 chapters · 108 cards

Unit 16 Lipids

7 chapters · 73 cards

Unit 17 Nucleic Acids

7 chapters · 73 cards

Unit 18 Pericyclic Reactions

6 chapters · 54 cards

Unit 19 Synthetic Polymers

6 chapters · 36 cards

Try a few real cards

Copied straight from the course. In the app, each wrong option also gets its own explanation.

Card 1What is the major product of benzoic acid with HNO3 and H2SO4?

  1. o-Nitrobenzoic acid
  2. m-Nitrobenzoic acid
  3. p-Nitrobenzoic acid
  4. A 1:1 mixture of o- and p-nitrobenzoic acid
Show answer

m-Nitrobenzoic acid. A carbonyl-containing group withdraws by resonance and directs the electrophile to the meta position.

Card 2What splitting pattern does the CH2Br group of bromoethane, CH3CH2Br, show in a 1H NMR spectrum?

  1. Quartet
  2. Singlet
  3. Triplet
  4. Quintet
Show answer

Quartet. The three CH3 hydrogens are the neighbors, so n + 1 = 4 peaks.

Card 3Why is sodium ethoxide used as the base for the Claisen condensation of an ethyl ester?

  1. It is strong enough to deprotonate the ester completely
  2. It adds to the carbonyl carbon and stays in the product
  3. It makes an acid workup unnecessary afterward
  4. It matches the ester's OEt group, so exchange gives no new ester
Show answer

It matches the ester's OEt group, so exchange gives no new ester. Using the same alkoxide as the ester keeps any acyl substitution by the base from creating mixtures.

Questions

Is the Organic Chemistry 2 course really free?

Yes. Create a free Encodr account and all 19 units and 1,965 cards are yours to study, with spaced repetition scheduling your reviews.

Which textbook is it based on?

OpenStax Organic Chemistry (chapters 12 to 28, 30 and 31, CC BY-NC-SA). The cards are rewritten, not copied.

What does it cover?

Mass spec, IR, NMR and UV spectroscopy, conjugated systems, aromatic chemistry, alcohols, ethers, aldehydes and ketones, carboxylic acids and their derivatives, enolate chemistry, amines, carbohydrates, amino acids and proteins, lipids, nucleic acids, pericyclic reactions and polymers.

Do I need to take Organic Chemistry 1 first?

It assumes first-semester material: acids and bases, stereochemistry, SN1, SN2, E1 and E2, and alkene and alkyne reactions. Encodr's Organic Chemistry course covers those.

Does it include drawings?

No. Cards are text only, so compounds are named or written as condensed formulas, mechanisms are described in words, and spectra are given as text.

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