Interpretation:
The two pericyclic reactions involved in the two step process, a cycloaddition and a reverse cycloaddition are to be identified. Further how the reactions occur also is to be stated.
Concept introduction:
In cycloaddition reaction two unsaturated molecules add to one another to yield a cyclic product
If even number of electron pair is involved then thermal reaction occur through antarafacial pathway and photochemical reactions occur through suprafacial pathway.
If odd number of electron pair is involved then thermal reaction occur through suprafacial pathway and photochemical reactions occur through antarafacial pathway.
To identify:
The two pericyclic reactions involved in the two step process, a cycloaddition and a reverse cycloaddition and to state how they occur.
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Chapter 30 Solutions
Organic Chemistry
- Identify the following pericyclic reaction; explain the course, product distribution and stereochemistry of the reaction. Where the first product is produced 70% and the second product is produced 30%.arrow_forwardAddition of HCl to alkene X forms two alkyl halides Y and Z. (A) Label Y and Z as a kinetic or thermodynamic product and explain why. (B) Explain why the addition of HCl occurs at the exocyclic C=C, rather than the other C=Carrow_forwardIdentify the following pericyclic reaction; explain the course and stereochemistry of the reaction.arrow_forward
- Examine the following pericyclic reactions. For each reaction, tell whether it is an electrocyclic reaction, a cycloaddition reaction, or a sigmatropic rearrangement.arrow_forwardaddition of hbr to a double bond with an ether (-or) substituent occurs regiospecifically to give a product in which the Br OR are bonded to the same carbon. Draw the two possible carbocation intermediates in this electrophilic addition reaction,and explain using resonance why the observed product is formed.arrow_forwardGenerally, addition of halogen acids to alkene follows Markovnikov rule. In which condition the anti-Markovnikov rule is followed? Describe the mechanism with an example.arrow_forward
- for each reaction, provide the likely product and the mechanism.arrow_forwardAlkenes are oxidized to give epoxides on treatment with a peroxyacid, RCO;H, such as metachloroperoxybenzoic acid (MCPBA). Peroxyacids transfer an oxygen atom to the alkene with syn stereochemistry, i.e. both C-O bonds form on the same face of the double bond, through a single step mechanism without intermediates. The oxygen atom farthest from the carbonyl group is the one transferred. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions H. CI CI HOarrow_forwardShow how the following starting material is converted to the given product by a series of two pericyclic reactions. Account for the observed stereochemistry.arrow_forward
- Which alkene product would you expect to be the major product under kinetic conditions? Under thermodynamic conditions? The given pictures are the reactions in which we have to determine which alkene product we expect would be the major product under kinetic and thermodynamic conditions.arrow_forwardDraw the alkene that would react with the reagent given to account for the product formed. ? + H₂O H₂SO4 CH3 CH3CCH3 OH You do not have to consider stereochemistry. You do not have to explicitly draw H atoms. • In cases where there is more than one answer, just draw one. Sn [F ChemDoodleⓇarrow_forwardWhich of the following statements is FALSE about pericyclic reactions? * Pericyclic reactions occur in a single step. The transition state of pericyclic reactions is cyclic. The outcome of pericyclic reactions vary depending on the identity of the solvent used. O There are no intermediates in a pericyclic reaction.arrow_forward