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A: PERICYCLIC REACTIONS
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Q: Friedel–Crafts alkylation of benzene with (R)-2-chlorobutane and AlCl3 affords sec-butylbenzene.…
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A: Friedel – Crafts alkylation of benzene with (R) -2- Chlorobutane and AlCl3 gives Sec-butyl benzene.
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- Friedel–Crafts alkylation of benzene with (R)-2-chlorobutane and AlCl3 affords sec-butylbenzene.a. How many stereogenic centers are present in the product?b. Would you expect the product to exhibit optical activity? Explain, with reference to the mechanism.If compound 1 is instead reacted with strong aqueous acid a different product is formed, with the formula C12H1O. Identify the product and draw the full curly arrow mechanism for its formationWhen the compound shown below undergoes acid-catalyzed dehydration, a ring expansionoccurs to give the fused-ring product. What type of intermediate is formed in this reaction?Explain the ring expansion in terms of the reaction mechanism
- Stereoisomers of α-bromocinnamic acid: draw the reaction mechiansim with arows for the dehydrobromination of 2,3-dibromo-3-phenylpropanoic acid with ethanol and KOH to produce (Z)-α-bromocinnamic acid and (E)-α-bromocinnamic acid. Also draw the transition state for The (Z)-isomer syn-periplanar transition state and anti-periplanar transition state of the (E)-isomer.The sex attractant of the female arctiid moth contains, among other components, a compound of molecular formula C21H40 that yields on ozonolysis. What is the constitution of this material?A difficult problem in the synthesis of PGF2α is the introduction of the OH group at C15 in the desired configuration. a. Label this stereogenic center as R or S. b. A well known synthesis of PGF2α involves reaction of A with Zn(BH4)2, a metal hydride reagent similar in reactivity to NaBH4, to form two isomeric products, B and C. Draw their structures and indicate their stereochemical relationship. c. Suggest a reagent to convert A to the single stereoisomer X.
- The reaction proceeds by an SN2 mechanism. Draw a sketch of the structure of the transitionstate, clearly indicating:- the geometry at the electrophilic carbon centre, and- bonds in the process of being broken or formed with dotted lines, if present.Compound W shows stereoisomerism. Why are such isomers formed in approximately equimolar quantities no matter the synthetic pathway used for the preparation of the compound?A difficult problem in the synthesis of PGF2α is the introduction of the OH group at C15 in the desired conguration.a. Label this stereogenic center as R or S.b. A well known synthesis of PGF2α involves reaction of A with Zn(BH4)2, a metal hydride reagent similar in reactivity to NaBH4, to form two isomeric products, B and C. Draw their structures and indicate their stereochemical relationship.c. Suggest a reagent to convert A to the single stereoisomer X.
- Friedel–Crafts alkylation of benzene with (R)-2-chlorobutane and AlCl3 affords sec-butylbenzene. Would you expect the product to exhibit optical activity? Explain, with reference to the mechanism.(a) How many Stereoisomers are possible for 9,10- dibromoexadecanoic acid?(b) Addition of bromine to palmitoleic acid primarily yields a set of enantiomers, (±) -three-9,10-dibromohexadecanoic acid. The addition of bromine is an anti-addition to the double bond (ie, it appears to occur through the intermediary of the bromonium ion). Taking into account the stereochemistry of the cis double bond of palmitoleic acid and the stereochemistry of adding bromine,Write a three-dimensional structure for (±) -three-9,10-dibromohexadecanoic acid!Mechanistic steps involving bond-breaking can occur with homolytic cleavage or heterolytic cleavage. Identify what type of cleavage is occurring in the following reaction. A) heterolytic cleavage B) homolytic cleavage C) Neither homolytic or heterolytic cleavage D) This is a bond making step