Interpretation:
Product with
Concept introduction:
Conjugated system: A system of connected p-orbitals with delocalized electrons with alternating single and multiple bonds and the compound may be cyclic, linear or mixed
Woodward –Hoffmann rules are the set of rules used to vindicate or predict certain aspects of the stereo chemical outcome and activation energy of pericyclic reactions.
Woodward – Hoffmann rules for pericyclic reactions are listed below
Woodward – Hoffmann rules for the configuration of pericyclic reactions are,
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Chapter 28 Solutions
Organic Chemistry (8th Edition)
- Two products are formed when methylenecyclohexane reacts with NBS? Show how each is formed. Disregard stereoisomers.arrow_forwardThe electrophilic addition of HBr to 3-cyclohexylbut-1-ene gives a mixture of two constitutional isomers. These two isomers can also be produced from 3-cylcohexybut-2-ene, but one of which requires different reaction conditions; the electrophilic addition of HBr to 3-cylcohexybut-2-ene produces one of these isomers while the electrophilic addition of HBr to 3-cylcohexybut-2-ene, in the presence of peroxides, produces the other one. Draw the structure for the isomer product that can result from the reactants 3-cyclohexylbut-1-ene and 3-cylcohexybut-2-ene using different reaction conditions. Part 1 of 2 Click and drag to start drawing a structure. C 8 DY 000 8: >arrow_forwardPredict the -elimination product(s) formed when each chloroalkane is treated with sodium ethoxide in ethanol. If two or more products might be formed, predict which is the major product.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_forwardWhich alkene reacts with a red-brown solution of bromine to form 1,2-dibromo-1-ethylcyclohexane.arrow_forward(a) What product(s) are formed when the E isomer of C6H5CH = CHC6H5 is treated with Br2, followed by one equivalent of KOH? Label the resulting alkene(s) as E or Z. (b) What product(s) are formed when the Z isomer of C6H5CH = CHC6H5 is subjected to the same reaction sequence? (c) How are the compounds in parts (a) and (b) related to each other?arrow_forward
- The bicyclic alkene P can be prepared by thermal electrocyclic ring closure from cyclodecadiene Q or by photochemical electrocyclic ring closure from cyclodecadiene R. Draw the structures of Q and R, and indicate the stereochemistry of the process by which each reaction occurs.arrow_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_forwardDraw the cycloalkene that would react with the reagent given to account for the product formed. ? + H₂O H₂SO4 CH3 ▼ • 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. » [ ]# CH3 ? OHarrow_forward
- a) When (Z)-3-methylhex-3-ene undergoes hydroboration–oxidation, two isomeric products are formed. Give their structures, and label each asymmetric carbon atom as (R) or (S). What is the relationship between these isomers?arrow_forwardPlease give the main substitution product for each of the following reactions, and indicate the dominant mechanism: (a) 1-bromopropane + NaOCH3 → (b) 3-bromo-3-methylpentane + NaOC2H5 →arrow_forwardWhat is (are) the major organic product(s) obtained from the following reaction? Br2 O (2R,3R)-dibromobutane meso-2,3-dibromobutane O (2S,3S)-dibromobutane O Racemic mixturearrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning