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How can I use cyclohexanol and bromocyclohexane to produce cyclohexene?
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+ Chemical reactions
+ Cyclohexane
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+ Organic chemistry
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Adi Pantilimon
How can I use cyclohexanol and bromocyclohexane to produce cyclohexene?
Well, you can apply it but there really is not point. The Zaitsev rule says elimination will occur such that the hydrogen Is removed from the beta-carbon with the fewest hydrogens. Another way to put this is that elimination will occur to give the most highly substituted alkene. For cyclohexanol, elimination can occur one of two ways (shown below). Either results in the same product (unless one of the beta positions has be labeled with either D or 13C). No matter, the rule is met.
Well, you can apply it but there really is not point. The Zaitsev rule says elimination will occur such that the hydrogen Is removed from the beta-carbon with the fewest hydrogens. Another way to put this is that elimination will occur to give the most highly substituted alkene. For cyclohexanol, elimination can occur one of two ways (shown below). Either results in the same product (unless one of the beta positions has be labeled with either D or 13C). No matter, the rule is met.
Both would be elimination reactions. The cyclohexanol you'd do an acid catalyzed dehydration. The bromocyclohexane you'd use base to catalyze elimination of HBr.
Both would be elimination reactions. The cyclohexanol you'd do an acid catalyzed dehydration. The bromocyclohexane you'd use base to catalyze elimination of HBr.
Cyclohexene, C6H10, is slightly polar because it has an asymmetrical distribution of charge. The site of the double bond will be minimally negative and the opposite side of the molecule will be slightly positive.
Cyclohexene, C6H10, is slightly polar because it has an asymmetrical distribution of charge. The site of the double bond will be minimally negative and the opposite side of the molecule will be slightly positive.
Commercially, cyclohexene is made from hydrogenation of benzene.
If you want a lab prep from cyclohexane, the first step would be reaction with chlorine or bromine to give C6H11X (X = halogen). Then elimination with a bulky base like potassium tert-butoxide gives cyclohexene.
Commercially, cyclohexene is made from hydrogenation of benzene.
If you want a lab prep from cyclohexane, the first step would be reaction with chlorine or bromine to give C6H11X (X = halogen). Then elimination with a bulky base like potassium tert-butoxide gives cyclohexene.
Well, you can apply it but there really is not point. The Zaitsev rule says elimination will occur such that the hydrogen Is removed from the beta-carbon with the fewest hydrogens. Another way to put this is that elimination will occur to give the most highly substituted alkene. For cyclohexanol, elimination can occur one of two ways (shown below). Either results in the same product (unless one of the beta positions has be labeled with either D or 13C). No matter, the rule is met.
Well, you can apply it but there really is not point. The Zaitsev rule says elimination will occur such that the hydrogen Is removed from the beta-carbon with the fewest hydrogens. Another way to put this is that elimination will occur to give the most highly substituted alkene. For cyclohexanol, elimination can occur one of two ways (shown below). Either results in the same product (unless one of the beta positions has be labeled with either D or 13C). No matter, the rule is met.
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Both would be elimination reactions. The cyclohexanol you'd do an acid catalyzed dehydration. The bromocyclohexane you'd use base to catalyze elimination of HBr.
Both would be elimination reactions. The cyclohexanol you'd do an acid catalyzed dehydration. The bromocyclohexane you'd use base to catalyze elimination of HBr.
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Cyclohexene, C6H10, is slightly polar because it has an asymmetrical distribution of charge. The site of the double bond will be minimally negative and the opposite side of the molecule will be slightly positive.
Cyclohexene, C6H10, is slightly polar because it has an asymmetrical distribution of charge. The site of the double bond will be minimally negative and the opposite side of the molecule will be slightly positive.
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Commercially, cyclohexene is made from hydrogenation of benzene.
If you want a lab prep from cyclohexane, the first step would be reaction with chlorine or bromine to give C6H11X (X = halogen). Then elimination with a bulky base like potassium tert-butoxide gives cyclohexene.
Commercially, cyclohexene is made from hydrogenation of benzene.
If you want a lab prep from cyclohexane, the first step would be reaction with chlorine or bromine to give C6H11X (X = halogen). Then elimination with a bulky base like potassium tert-butoxide gives cyclohexene.
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