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An illustration depicts 10 different transformations of a reactant molecule that has a SMILES string of CC1=CCCCC1. 1. Hydrohalogenation (Markovnikov): The reactant molecule reacts with hydrogen halide, H X, to yield a product that has a cyclohexane ring, in which C 1 is bonded to a methyl group and to an X group. 2. Hydrohalogenation (anti-Markovnikov): The reactant molecule reacts with hydrogen bromide, H B r, and peroxide, R O O R, to yield a product that has a SMILES string of CC1CCCCC1Br. 3. Acid-catalyzed hydration and oxymercuration-demercuration: The reactant molecule is transformed into a product by two paths. The product has a SMILES string of CC1(CCCCC1)O. In the first path, the reagent used is hydronium ion, H 3 O superscript plus. In the second path, the first reagent is mercury (2) acetate, H g (O A c) 2 in the presence of water and the second reagent is sodium borohydride, N a B H 4. 4. Hydroboration-oxidation: The reactant molecule reacts with Borane-tetrahydrofuran, B H 3.T H F, in the first step, followed by a treatment with sodium borohydride, N a B H 4, in the second step to yield a product that has a SMILES string of C[C@@H]1CCCC[C@H]1O and the second product is represented as E n. 5. Hydrogenation: The reactant molecule reacts with molecular hydrogen, H 2, in the presence of platinum, P t, to yield a product that has a SMILES string of CC1CCCCC1. 6. Bromination: The reactant molecule reacts with molecular bromine, B r 2, to yield two products. The structure of the first product has a cyclohexane ring, in which C 1 is dash bonded to a bromine atom and wedge bonded to a methyl group. C 2 is wedge bonded to a bromine atom. The second product is represented as E n. 7. Halohydrin formation: The reactant molecule reacts with molecular bromine in the presence of water to yield two products. The structure of the first product has a cyclohexane ring, in which C 1 is dash bonded to a hydroxyl group and wedge bonded to a methyl group. C 2 is wedge bonded to a bromine atom. The second product is represented as E n. 8. Anti dihydroxylation: The reactant molecule reacts with peroxy acid, R C O 3 H, in the first step and hydronium ion, H 3 O superscript plus, in the second step to yield two products. The first product has a cyclohexane ring, in which C 1 is dash bonded to a hydroxyl group and wedge bonded to a methyl group. C 2 is wedge bonded to a hydroxyl group. The second product is represented as E n. 9. Syn dihydroxylation: The reactant molecule is transformed into two products by two paths. The structure of the first product has a cyclohexane ring, in which C 1 is wedge bonded to a hydroxyl group and dash bonded to a methyl group. C 2 is wedge bonded to a hydroxyl group. The second product is represented as E n. In the first path, the reagents used are osmium tetroxide, O s O 4, in the first step and sodium bicarbonate, N a H S O 3, in the presence of water, H 2 O, in the second step. 10. Ozonolysis: The reactant molecule reacts with ozone, O 3, in the first step and dimethyl sulfide, D M S, in the second step to yield a product that has a SMILES string of CC(=O)CCCCC=O.
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An illustration depicts 10 different transformations of a reactant molecule that has a SMILES string of CC1=CCCCC1. 1. Hydrohalogenation (Markovnikov): The reactant molecule reacts with hydrogen halide, H X, to yield a product that has a cyclohexane ring, in which C 1 is bonded to a methyl group and to an X group. 2. Hydrohalogenation (anti-Markovnikov): The reactant molecule reacts with hydrogen bromide, H B r, and peroxide, R O O R, to yield a product that has a SMILES string of CC1CCCCC1Br. 3. Acid-catalyzed hydration and oxymercuration-demercuration: The reactant molecule is transformed into a product by two paths. The product has a SMILES string of CC1(CCCCC1)O. In the first path, the reagent used is hydronium ion, H 3 O superscript plus. In the second path, the first reagent is mercury (2) acetate, H g (O A c) 2 in the presence of water and the second reagent is sodium borohydride, N a B H 4. 4. Hydroboration-oxidation: The reactant molecule reacts with Borane-tetrahydrofuran, B H 3.T H F, in the first step, followed by a treatment with sodium borohydride, N a B H 4, in the second step to yield a product that has a SMILES string of C[C@@H]1CCCC[C@H]1O and the second product is represented as E n. 5. Hydrogenation: The reactant molecule reacts with molecular hydrogen, H 2, in the presence of platinum, P t, to yield a product that has a SMILES string of CC1CCCCC1. 6. Bromination: The reactant molecule reacts with molecular bromine, B r 2, to yield two products. The structure of the first product has a cyclohexane ring, in which C 1 is dash bonded to a bromine atom and wedge bonded to a methyl group. C 2 is wedge bonded to a bromine atom. The second product is represented as E n. 7. Halohydrin formation: The reactant molecule reacts with molecular bromine in the presence of water to yield two products. The structure of the first product has a cyclohexane ring, in which C 1 is dash bonded to a hydroxyl group and wedge bonded to a methyl group. C 2 is wedge bonded to a bromine atom. The second product is represented as E n. 8. Anti dihydroxylation: The reactant molecule reacts with peroxy acid, R C O 3 H, in the first step and hydronium ion, H 3 O superscript plus, in the second step to yield two products. The first product has a cyclohexane ring, in which C 1 is dash bonded to a hydroxyl group and wedge bonded to a methyl group. C 2 is wedge bonded to a hydroxyl group. The second product is represented as E n. 9. Syn dihydroxylation: The reactant molecule is transformed into two products by two paths. The structure of the first product has a cyclohexane ring, in which C 1 is wedge bonded to a hydroxyl group and dash bonded to a methyl group. C 2 is wedge bonded to a hydroxyl group. The second product is represented as E n. In the first path, the reagents used are osmium tetroxide, O s O 4, in the first step and sodium bicarbonate, N a H S O 3, in the presence of water, H 2 O, in the second step. 10. Ozonolysis: The reactant molecule reacts with ozone, O 3, in the first step and dimethyl sulfide, D M S, in the second step to yield a product that has a SMILES string of CC(=O)CCCCC=O.
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An illustration depicts 10 different transformations of a reactant molecule that has a SMILES string of CC1=CCCCC1. 1. Hydrohalogenation (Markovnikov): The reactant molecule reacts with hydrogen halide, H X, to yield a product that has a cyclohexane ring, in which C 1 is bonded to a methyl group and to an X group. 2. Hydrohalogenation (anti-Markovnikov): The reactant molecule reacts with hydrogen bromide, H B r, and peroxide, R O O R, to yield a product that has a SMILES string of CC1CCCCC1Br. 3. Acid-catalyzed hydration and oxymercuration-demercuration: The reactant molecule is transformed into a product by two paths. The product has a SMILES string of CC1(CCCCC1)O. In the first path, the reagent used is hydronium ion, H 3 O superscript plus. In the second path, the first reagent is mercury (2) acetate, H g (O A c) 2 in the presence of water and the second reagent is sodium borohydride, N a B H 4. 4. Hydroboration-oxidation: The reactant molecule reacts with Borane-tetrahydrofuran, B H 3.T H F, in the first step, followed by a treatment with sodium borohydride, N a B H 4, in the second step to yield a product that has a SMILES string of C[C@@H]1CCCC[C@H]1O and the second product is represented as E n. 5. Hydrogenation: The reactant molecule reacts with molecular hydrogen, H 2, in the presence of platinum, P t, to yield a product that has a SMILES string of CC1CCCCC1. 6. Bromination: The reactant molecule reacts with molecular bromine, B r 2, to yield two products. The structure of the first product has a cyclohexane ring, in which C 1 is dash bonded to a bromine atom and wedge bonded to a methyl group. C 2 is wedge bonded to a bromine atom. The second product is represented as E n. 7. Halohydrin formation: The reactant molecule reacts with molecular bromine in the presence of water to yield two products. The structure of the first product has a cyclohexane ring, in which C 1 is dash bonded to a hydroxyl group and wedge bonded to a methyl group. C 2 is wedge bonded to a bromine atom. The second product is represented as E n. 8. Anti dihydroxylation: The reactant molecule reacts with peroxy acid, R C O 3 H, in the first step and hydronium ion, H 3 O superscript plus, in the second step to yield two products. The first product has a cyclohexane ring, in which C 1 is dash bonded to a hydroxyl group and wedge bonded to a methyl group. C 2 is wedge bonded to a hydroxyl group. The second product is represented as E n. 9. Syn dihydroxylation: The reactant molecule is transformed into two products by two paths. The structure of the first product has a cyclohexane ring, in which C 1 is wedge bonded to a hydroxyl group and dash bonded to a methyl group. C 2 is wedge bonded to a hydroxyl group. The second product is represented as E n. In the first path, the reagents used are osmium tetroxide, O s O 4, in the first step and sodium bicarbonate, N a H S O 3, in the presence of water, H 2 O, in the second step. 10. Ozonolysis: The reactant molecule reacts with ozone, O 3, in the first step and dimethyl sulfide, D M S, in the second step to yield a product that has a SMILES string of CC(=O)CCCCC=O.
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