| Start | End | % Correct | |||
|---|---|---|---|---|---|
| 1 | Alkene | Alkane | Type | Hydrogenation | 91%
|
| Reagent | Hydrogen Gas | 91%
| |||
| Conditions | Nickel Catalyst | 76%
| |||
| 2 | Alkene | Haloalkane | Type | Electrophilic Addition | 73%
|
| Reagent | HX | 73%
| |||
| 5 | Alcohol (Secondary) | Ketone | Type | Oxidation | 73%
|
| 6 | Alcohol (Primary) | Aldehyde | Type | Oxidation | 73%
|
| Reagent | Potassium Dichromate | 73%
| |||
| Reagent | Potassium Dichromate | 73%
| |||
| 7 | Alcohol (Primary) | Carboxylic Acid | Type | Oxidation | 70%
|
| 8 | Alcohol | Ester | Type | Esterification | 67%
|
| 12 | Aldehyde | Carboxylic Acid | Type | Oxidation | 67%
|
| Reagent | Potassium Dichromate | 67%
| |||
| Reagent | Potassium Dichromate | 67%
| |||
| Reagent | Alcohol | 64%
| |||
| Reagent | Carboxylic Acid | 64%
| |||
| 9 | Carboxylic Acid | Ester | Type | Esterification | 64%
|
| 3 | Alkene | Alcohol | Type | Hydration | 64%
|
| 10 | Alcohol | Alkene | Type | Elimination | 61%
|
| Catalyst | Phosphoric Acid | 61%
| |||
| Heat Conditions | Reflux | 61%
| |||
| Conditions | Sulfuric Acid | 61%
| |||
| Temperature | 200ᵒC | 58%
| |||
| 17 | Haloalkane | Alkene | Type | Elimination | 58%
|
| 16 | Haloalkane | Alcohol | Type | Nucleophilic Substitution | 58%
|
| 18 | Haloalkane | Amine | Type | Nucleophilic Substitution | 58%
|
| 13 | Aldehyde/Ketone | Alcohol | Type | Reduction | 58%
|
| 15 | Carboxylic Acid | Aldehyde | Type | Reduction | 58%
|
| Heat Conditions | Reflux | 58%
| |||
| Heat Conditions | Reflux | 58%
| |||
| Reagent | Warm NaOH | 58%
| |||
| 4 | Alkene | Alcohol | Type | Electrophilic Addition | 55%
|
| Reagent | KCN(aq) | 55%
| |||
| 14 | Aldehyde/Ketone | Hydroxynitrile | Type | Nucleophilic Addition | 55%
|
| 22 | Acyl Chloride/Acid Anhydride | Amide | Type | Nucleophilic Addition Elimination | 55%
|
| 19 | Haloalkane | Nitrile | Type | Nucleophilic Substitution | 55%
|
| Conditions | Sulfuric Acid | 55%
| |||
| Temperature | 300ᵒC | 52%
| |||
| Conditions | Concentrated Sulfuric Acid | 52%
| |||
| Reagent | KCN(aq) | 52%
| |||
| Reagent | NaBH4 | 52%
| |||
| 23 | Acyl Chloride/Acid Anhydride | N-substituted amide | Type | Nucleophilic Addition Elimination | 52%
|
| Reagent | Steam | 52%
| |||
| Reagent | Alcohol | 48%
| |||
| Reagent | Ammonia | 48%
| |||
| Catalyst | Concentrated Sulfuric Acid | 48%
| |||
| Reagent | LiAlH4 | 48%
| |||
| Heat Conditions | Reflux | 48%
| |||
| Catalyst | Sulfuric Acid | 48%
| |||
| Catalyst | Concentrated Sulfuric Acid | 45%
| |||
| Conditions | Dilute Sulfuric Acid | 45%
| |||
| Reagent | Excess Ammonia | 45%
| |||
| Reagent | Hydrogen Gas | 45%
| |||
| Catalyst | Nickel | 45%
| |||
| 24 | Acyl Chloride/Acid Anhydride | Ester | Type | Nucleophilic Addition Elimination | 45%
|
| Heat Conditions | Reflux | 45%
| |||
| Conditions | Room Temperature | 45%
| |||
| Reagent | Water | 45%
| |||
| Pressure(atm) | 600 | 42%
| |||
| 11 | Ester | Alcohol+Carboxylic Acid | Type | Acid Hydrolysis | 42%
|
| Conditions | Dry Ether | 42%
| |||
| Conditions | Ethanol | 42%
| |||
| Reagent | NaOH | 42%
| |||
| 25 | Acyl Chloride/Acid Anhydride | Carboxylic Acid | Type | Nucleophilic Addition Elimination | 42%
|
| 20 | Nitrile | Amine | Type | Reduction | 42%
|
| 21 | Nitrile | Amine | Type | Reduction | 42%
|
| Heat Conditions | Reflux | 42%
| |||
| Heat Conditions | Reflux | 42%
| |||
| Heat Conditions | Reflux | 42%
| |||
| Conditions | Aqueous | 39%
| |||
| Conditions | Dry Ether | 39%
| |||
| Conditions | Ethanol | 39%
| |||
| Heat Conditions | Gentle Heating | 39%
| |||
| Reagent | LiAlH4 | 39%
| |||
| Reagent | Primary Amine | 36%
| |||
| Conditions | Room Temperature | 36%
| |||
| Conditions | Room Temperature | 36%
| |||
| Conditions | Room Temperature | 36%
| |||
| Reagent | Water | 36%
| |||
| Reagent | Water | 36%
| |||
| Reagent | Concentrated Sulfuric Acid | 33%
| |||
| Conditions | Dry Ether | 33%
| |||
| Reagent | LiAlH4 | 33%
| |||
| 26 | Amide | Amine | Type | Reduction | 33%
|
| Conditions | Room Temperature | 33%
| |||
| Conditions | Water and Ethanol solvent | 33%
| |||
| Temperature | 180ᵒC | 30%
| |||
| Catalyst | Dilute Hydrogen Chloride | 30%
| |||
| Temperature | Room Temperature | 30%
| |||
| Conditions | Room Temperature | 30%
| |||
| Heat Conditions | Room Temperature | 30%
| |||
| Conditions | High Temperature and High Pressure | 27%
| |||
| Conditions | Reflux | 27%
| |||
| Conditions | Reflux | 24%
| |||
| Conditions | High Pressure | 21%
|