Organic Chem Basics

Organic 1

This sequence is mapped to Klein 4th edition

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Click here for a gloassary of terms used in Organic Chemistry

Same material is collected below with additional 3D structures and short quizzes

Shape and Structure

Hybridization Quiz

Practice spotting hybridization patterns

1 / 10

What hybridization is Nitrogen here?

2 / 10

How many sp2 hybrid atoms in this molecule?

3 / 10

How many sp hybrid atoms here?

4 / 10

What hybridization patterns for the Oxygen atoms here?

5 / 10

How many sp2 Carbon atoms here?

6 / 10

What shape are sp atoms typically?

7 / 10

How many sp3 Carbon atoms here?

8 / 10

What shape is a typical sp2 atom?

9 / 10

What shape is a an sp3 atom typically?

10 / 10

How many sp2 Carbon atoms here?

Your score is

The average score is 80%

0%

Ethane (sp3 C)

Ethylene (sp2 C)

Propane (sp3 C)

Acetylene (sp C)

Functional Groups

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Functional Group Quiz

Practice identifying Organic functional groups

1 / 10

Which functional groups?

2 / 10

Which functional groups does this molecule feature?

3 / 10

Name the functional groups present here.

4 / 10

Name the functional groups present here.

5 / 10

Which functional groups are present?

6 / 10

What functional groups are contained here?

7 / 10

Identify any functional groups.

8 / 10

Which functional groups are present here?

9 / 10

Which functional groups are in this molecule?

10 / 10

Which functional groups are in this compound?

Your score is

0%

Examples of alkyl halide functional groups are collected below as moveable models; green atoms = F or Cl, red = O, blue = N, orange = Br, purple = I, yellow = S.

1-Chorobutane (1o alkyl halide)

2-Fluorohexane (2o alkyl halide)

Iodocyclopentane (2o alkyl halide)

1-Bromo-1-methylcyclohexane (3o halide)

Examples of the alkene functional group are collected below as moveable models; green atoms = F or Cl, red = O, blue = N, orange = Br, purple = I, yellow = S.

trans-2-Butene (disubstituted)

Cyclohexene (disubstituted)

1,2-Dimethylcyclopentene (disubstituted)

2,3-Dimethylacrylonitrile (trisubstituted)

Examples of the alkyne functional group are collected below as moveable models; green atoms = F or Cl, red = O, blue = N, orange = Br, purple = I, yellow = S.

1-Hexyne (terminal)

2-Pentyne (internal)

Cyclononyne (internal)

Di-t-butylacetylene (internal)

Examples of the alcohol functional group are collected below as moveable models; green atoms = F or Cl, red = O, blue = N, orange = Br, purple = I, yellow = S.

Cyclopentanol (secondary)

1-Octanol (primary)

Glycerol (primary & secondary)

Isopropanol (secondary)

Examples of the ether functional group are collected below as moveable models; green atoms = F or Cl, red = O, blue = N, orange = Br, purple = I, yellow = S.

Diethyl ether (acyclic)

Tetrahydrofuran (cyclic)

Furan (acyclic)

Methylphenyl ether (acyclic)

Examples of the thiol functional group are collected below as moveable models; green atoms = F or Cl, red = O, blue = N, orange = Br, purple = I, yellow = S.

Butanethiol

Thiophenol

beta-Mercaptoethanol

Glutathione(H)

Dipropylsulfide

Tetrahydrothiophene

Thiopyran

Thietane

Benzene

Naphthalene

Aspirin

Phenylalanine

Acetaldehyde

Butyraldehyde

Benzaldehyde

(E)-Cinnamaldehyde

Acetone

Benzophenone

Cyclohexanone

Camphor

Acetic acid

Benzoic acid

Phthalic acid

Alanine

Propionyl chloride

Benzoyl chloride

Adipoyl chloride

Acetyl fluoride

Acetic anhydride

Benzoic anhydride

Maleic anhydride

Phthalic anhydride

Ethyl acetate

Methyl benzoate

Butyl propanoate

Glycerol decanoate

Acetamide

Caprolactam

N,N-Dimethylformamide

Penicillin G

Methylamine (primary)

Triethylamine (tertiary)

Cadaverine (primary)

Piperidine (secondary)

Resonance Structures

Resonance Quiz

Test your knowledge of resonance patterns

1 / 10

The following charge can delocalize.

2 / 10

Which resonance structure is more significant and why?

3 / 10

What, if anything, is wrong with the following structure?

4 / 10

Which, if either, resonance structure is more significant?

5 / 10

What is fundamentally wrong with this resonance structure?

6 / 10

Which resonance structure is more significant and why?

7 / 10

Can this charge delocalize? Why or why not?

8 / 10

Which structure is more significant and why?

9 / 10

Which structure is invalid and why?

10 / 10

Which structure is more significant and why?

Your score is

The average score is 72%

0%

Allyl carbocation

Acids and Bases

Acid-Base Quiz

Check your knowledge on Acid-Base chemistry

1 / 10

What is the approximate pKa for this molecule?

2 / 10

Which side of the equation is favoured and why?

3 / 10

What is the approximate pKa for this molecule?

4 / 10

Which side of the equation is favoured and why?

5 / 10

What is the approximate pKa for this molecule?

6 / 10

Which side of the equation is favoured and why?

7 / 10

What is the approximate pKa for this molecule?

8 / 10

Which side of the equation is favoured and why?

9 / 10

What is the approximate pKa for this molecule?

10 / 10

Which side of the equation is favoured and why?

Your score is

The average score is 70%

0%

Alkane Nomenclature

Alkane Names Quiz

Test how much you know about Alkane names

1 / 10

Which name matches the structure of this molecule?

2 / 10

Choose name that best matches this molecule.

3 / 10

Which name applies to this molecule?

4 / 10

Which name applies to this molecule?

5 / 10

Which name best matches this molecule?

6 / 10

Which is the proper name for this molecule?

7 / 10

The correct name for this molecule?

8 / 10

How would you name this molecule?

9 / 10

Which is the correct name for this molecule?

10 / 10

Which name matches this structure?

Your score is

The average score is 59%

0%

Conformational Analysis

An overview of Acyclic Conformation is linked here; Cyclohexane Conformation here.

Conformation Quiz

Check on what you know about Conformation

1 / 10

Which statement best describes this picture?

2 / 10

Which description matches this image?

3 / 10

Which statement best matches the structure?

4 / 10

Which name best matches this structure?

5 / 10

Which is the correct description of this structure?

6 / 10

Choose the best description for this conformation.

7 / 10

Choose the best description for this molecule.

8 / 10

Choose the best description for this molecule.

9 / 10

Which is the best description of this molecule?

10 / 10

Which is the correct description of this structure?

Your score is

The average score is 67%

0%

Chirality and Configuration

Configuration Quiz

Test yourself on Configuration basics

1 / 10

Which description matches this molecule best?

2 / 10

How are these molecules related?

3 / 10

The configurations of the chiral centres?

4 / 10

What is the relationship between these molecules?

5 / 10

Which description matches this molecule best?

6 / 10

What are the configurations of the chiral centres here?

7 / 10

What is the configuration of the chiral centre here?

8 / 10

What is the stereochemical identity of this molecule?

9 / 10

What is the configuration of this molecule?

10 / 10

The most appropriate name for this compound?

Your score is

The average score is 72%

0%

Reactivity Basics

Reactivity

Reactivity Quiz

Quiz your self on Reactivity basics

1 / 10

Which molecule is less stable and why?

2 / 10

Which species is more stable and why?

3 / 10

Which carbocation is more stable and why?

4 / 10

Which molecule is more favoured entropically and why

5 / 10

Which statement best matches the entropic change here and why?

6 / 10

Which of these isomers is more stable and why?

7 / 10

Which of these species is more reactive and why?

8 / 10

Which side of the equation is more stable and why?

9 / 10

Which isomer is more stable and why?

10 / 10

Which molecule is more stable and why?

Your score is

The average score is 75%

0%

Substitution and Elimination

SN/E Quiz

Quiz on Substitution and Elimination reactions.

1 / 10

Which of the following solvents is best for SN1 reactions? Choose one.

2 / 10

What is the expected major product of reaction with NaBr?

3 / 10

What major product is formed when this molecule reacts with KOt-Bu?

4 / 10

Which molecule reacts faster in E2 with a small base and why?

5 / 10

Which alkene is more stable and why?

6 / 10

Which molecule reacts faster in SN2 reactions and why?

7 / 10

Which solvent is most appropriate for fast SN2 reactions? Choose one option.

8 / 10

Which molecule reacts faster in SN1 reactions and why?

9 / 10

Which of the following is true of all SN2 reactions? Choose one.

10 / 10

Which molecule reacts faster in SN2 reactions and why?

Your score is

The average score is 64%

0%

Additions to Alkenes

Addition Quiz

Test your knowledge of Alkene Addition reactions.

1 / 10

What product(s) is/are formed in reaction with hydrogen gas and a Pd catalyst?

2 / 10

Which major product(s) is(are) formed in reaction with H-BR2 (parachute borane) followed by basic peroxide?

3 / 10

Which major product is formed in reaction with HBr (no peroxides)?

4 / 10

Which chemicals would convert this molecule to (+/-)-1,2-dibromo-1-ethylcycopentane?

5 / 10

What product is expected with m-CPBA?

6 / 10

Which chemistry is most likely to open up this cycle at the alkene?

7 / 10

Which chemicals would convert this alkene to 2-bromo2-methylbutane?

8 / 10

What product is formed after reaction with hydrogen gas and a Pt catalyst?

9 / 10

What major product(s) is(are) formed with HBr and peroxides?

10 / 10

Which compound reacts faster with HBr and why?

Your score is

The average score is 65%

0%

Alkyne Chemistry

Alkyne Quiz

Test yourself on Alkyne chemistry basics.

1 / 10

What product do you expect to form when this alkyne reacts with NaNH2 and then EtBr?

2 / 10

Do you expect this molecule to be stable or reactive and why?

3 / 10

What product is expected when this molecule is treated with Na in ammonia?

4 / 10

What product is formed with hydrogen gas and the Lindlar catalyst?

5 / 10

What product is expected when this alkyne is treated with excess hydrogen gas and a Pt catalyst?

6 / 10

What product would be formed when this alkyne reacts with excess molecular bromine?

7 / 10

What kind of molecule results when this compound reacts with H-BR2 (parachute) and then basic peroxide?

8 / 10

Which factor explains why this molecule is too unstable to exist?

9 / 10

What kind of product would form when this molecule reacts with aqueous sulfuric acid?

10 / 10

What is the correct name for this compound?

Your score is

The average score is 66%

0%

Radical Chemistry

Radicals Quiz

Take a brief quiz on radical chemistry.

1 / 10

Why isn’t radical fluorination used in the same way bromination and chlorination are?

2 / 10

What major product(s) would be formed when this molecule reacts with NBS at high temperature?

3 / 10

Which organic products should be formed when this molecule reacts with molecular chlorine at high temperature?

4 / 10

Which of these two radicals is more stable and why?

5 / 10

Which is more selective and why, radical bromination or chlorination?

6 / 10

What major product(s) is/are expected when this molecule reacts with Br2 at high temperature?

7 / 10

What major product(s) is/are expected when this molecule reacts with HBr and peroxides?

8 / 10

What major product is expected when this molecule reacts with Br2 at high temperature?

9 / 10

Which of these two radicals is more stable and why?

10 / 10

Which major product(s) would be formed when this molecule reacts with molecular bromine at high temperature?

Your score is

The average score is 73%

0%