| Rxn # | Functional Group Name and Structure | Reaction Type | Conditions | Product(s) | Comments |
Examples
(click on images to make them larger) |
| 1 | All that contains C, H, O | Combustion |
Oxygen (O2) is always a reactant Limited by heat |
CO2 + H2O |
Must Balance these equations, using molecular formula in equations. |
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| 2 | Hydrocarbons RCH2CH3 |
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| 3 | Alcohols, RCH2OH |
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| 4 | Aldehydes, ketones R1C(O)R2 |
Aldehydes / ketones are constitutional isomers | ||||
| 5 |
Esters, carboxylic acids R1CO2R2 |
Carboxylic acids / esters are constitutional isomers | ||||
| 6 |
Alkenes, (R-CH=CH-R) |
Addition | H2O in acid (H+) | 1o, 2o, or 3o alcohol |
Hydration reactions follow Markonikoff’s Rule – rich get richer Reverse of dehydration of alcohol reaction (Rxn #10) |
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| 7 | H2 | alkane | Hydration rxn | |||
| 8 | HCl, HBr, HI | Alkyl halide | Hydrohalogenation reaction follows Markonikoff’s Rule | |||
| 9 | Cl2, Br2, I2 | Alkyl di-halide | Halogenation reaction | |||
| 10 | Alcohol – hydroxyl |
Elimination |
Acid Catalyzed (H+) with heat There must be a H on an adjacent C otherwise there will be no rxn |
Most substituted alkene |
Sayseff’s Rule – Poor get poorer |
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| 11 | Alkyl Halide | Base Catatalyzed (OH-) An alsohol also acts as part of the catalyst |
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| 12 | Alkane | Substitution | A Pt (s) catalyst and UV light are required | Alkyl halide | The relative amounts of the various products depend on the proportion of the two reactants used. | |
| 13 | Alcohol | Alcohol reacts with a hydrogen halide | ||||
| 14 | Alkyl halide | Alkyl halide reacts with a hydroxide ion | Alcohol | |||
| 15 | Alkyl halide | Allkyl halide reacts with ammonia, 1o or 2o amine | 1o, 2o or 3o amine | |||
| 16 | 1o alcohols RCH2OH |
Oxidation |
[O] conditions Some OA: CrO3, H2CRO4, K2Cr2O7 |
1o gives aldehydes first, then carboxylic acids | Reverse of reduction of aldehydes (Rx#15) | |
| 17 | 2o alcohols, R1-CH(OH) – R2 |
2o alcohols gives ketones | ||||
| 18 | 3o alcohols, R1-C(R2)(OH) – R2 |
3o alcohols do not undergo oxidation | ||||
| 19 | Aldehydes, R1 - CHO |
[O] conditions Some OA: CrO3, H2CRO4, K2Cr2O7 Tollens (Ag+) NAD+ (biological) |
Aldehydes give carboxylic acids | |||
| 20 | Ketones, R1 - C(O) - R2 |
Ketones do not undergo oxidation | ||||
| 21 | Alkyne Alkene |
Reduction | [H] Reducing agent |
Reduction of Alkyne give Alkene Reduction of Alkene give Alkane |
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| 22 | Aldehyes | Reduction of aldehyes produces a 1o alcohol |
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| 23 | Ketone | Reduction of Ketones produces a 2o alcohol |
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| 24 | Carboxylic Acids | Reduction of carboxylic acid produces first an aldehyes and then a 1o alcohol | ||||
| 25 | Alcohol | [H] Common catalyst: Al2O3 |
Alcohols will produce alkene | |||
| 26 | Carboxylic Acids, |
Neutralization | Reaction with any base, Usually OH- or any amine |
Carboxylate ion Carboxylate ion + ammonium ion |
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| 27 | Condensation - Esterification |
Reaction of any carboxylic acid with any alcohol, catalyzed by heat and acid | ester | Catalyzed be acid. Anhydride + alcohol gives ester product without acid catalysis |
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| 28 | Condensation - Amide production |
Acid + amine + heat | Rxn with 1o or 2o gives an amide Rxn with 3o does not give an amide, only neutralization product |
Same as amine formation desciribed below | ||
| 29 | Ester, R1 - C(O) - O - R2 |
Hydrolysis | Ester + Acid or base + heat Reverse of esterification rxn |
Acid catalysis produces carboxylic acid and alcohol Base catalysis produces carboxylate ion and alcohol |
Reverse of ester formation (Rxn #22) | |
| 30 | Amines |
Neutralization | Reacts with any acid: inorganic or organic |
Ammonium ion + anion |
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| 31 | Condensation - Amide formation |
Reaction with Carboxylic acid Requires Heat Otherwise only neutralization occurs |
Ammonia + carboylic acid gives primary amine | |||
| 32 | Reaction with 1o amine + carboxylic acid gives 2o amide | |||||
| 33 | Rxn with 2o amine + carboylic acid gives 3o amide | |||||
| 34 | Rxn with 3o amine + carboxylic acid does not give amide, only neutralization product | |||||
| 35 | Amides R - C = O l NH2 |
Hydrolysis | Acid or base catalyzed | Acid Catalyzed - Carboxylic acid + ammonium ion / amine |
Reverse of amine formation | |
| 36 | Base Catalyzed - carboxylate ion+ amine |