Compound two in this table which had twobromines, (potential leaving groups), gaveboth a substitution and eliminationproductsGive the structure of both thesubstitution and the elimination product asgiven in the table. Which bromine waseliminated and which was substituted?What can you conclude about the reaction emechanism from this reaction given that nounimolecular reaction took place for thiscompound (only SN2 and E2)? TABLE I.Products from the bimolecular reactions in dry ethyl alcohol, with [KOH or NaOEt] ~ 0-2.(No olefin was formed in dry alcohol alone, at 55° or 25°.)Compound.1. Ph.CBr,Me2. Ph-CBrH-CH₂Br3. Ph-CBrHMe4. Ph-CH₂ CH₂ BrOlefinicproduct.a-BromostyreneStyreneStyreneNoneSubstitution product.Acetophenone diethylacetalB-Bromo-a-phenyldiethyl ether (?)a-Phenyldiethyl etherB-Phenyldiethyl etherOlefin, %, at55°.025°.086-619-391.186-51-420-70-691.9 1.2

For the given compound Ph.CBrH.CH2Br both substitution and elimination reaction takes place.To find…

Compound two in this tabl which had two bromines, (potential leaving groups), gave both a substitution and elimination productsGive the structure of both the substitution and the elimination product as given in the table. Which bromine was eliminated and which was substituted? What can you conclude about the reaction mechanism from this reaction given that no unimolecular reaction took place for this compound (only SN2 and E2)?

Compound two in this tabl which had two bromines, (potential leaving groups), gave both a substitution and elimination productsGive the structure of both the substitution and the elimination product as given in the table. Which bromine was eliminated and which was substituted? What can you conclude about the reaction mechanism from this reaction given that no unimolecular reaction took place for this compound (only SN2 and E2)?

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter16: Chemistry Of Benzene: Electrophilic Aromatic Substitution

Section16.SE: Something Extra

Problem 25VC: The following molecular model of a dimethyl-substituted biphenyl represents the lowest-energy...

See similar textbooks

Similar questions

Resveratrol is an antioxidant found in the skin of red grapes. Itsanticancer, anti-inflammatory, and various cardiovascular effects areunder active investigation. (a) Draw all resonance structures for theradical that results from homolysis of the OH bond shown in red. (b)Explain why homolysis of this OH bond is preferred to homolysis ofeither OH bond in the other benzene ring.
(i) Explain why a high reaction temperature favours elimination reactions, instead of substitution reactions. (ii) Explain why polar aprotic solvents favour Sn2 reaction but not favour SN1 reaction.
Give the major organic product(s) of the following. Include stereochemistry when applicable. 1) Nal Br a) 2) NACN, acetone I) NAOC(CH,),, heat b) Br 2) BH; THF; 3) H,O,. NaOH(aq) 1) HCI 2) KOCICH,), heat 1) NAOH, heat Br 2) МСРВА 1) KOC(CH,), heat Br e) 2) H,0"
(a) When (Z)-3-methylhex-3-ene undergoes hydroboration–oxidation, two isomericproducts are formed. Give their structures, and label each asymmetric carbon atomas (R) or (S). What is the relationship between these isomers?(b) Repeat part (a) for (E)-3-methylhex-3-ene. What is the relationship between the productsformed from (Z)-3-methylhex-3-ene and those formed from (E)-3-methylhex-3-ene?
Deduce the structures of compound A,B,C and D
provide the vond line structure of the organic product obtained following the reactions and for each step of the given reaction scheme.
(A) Provide the major organic product for the reaction below (B) Would the product be optically active of optically in active?
two positions of anthracene sometimes react more like polyenes thanlike aromatic compounds.(a) Draw a Kekulé structure that shows how the reactive positions of anthracene are the ends ofa diene, appropriate for a Diels–Alder reaction.(b) The Diels–Alder reaction of anthracene with maleic anhydride is a common organic labexperiment. Predict the product of this Diels–Alder reaction.
The bicyclic heterocycles quinoline and indole undergo electrophilic aromatic substitution to give the products shown.(a) Explain why electrophilic substitution occurs on the ring without theN atom for quinoline, but occurs on the ring with the N atom in indole. (b)Explain why electrophilic substitution occurs more readily at C8 than C7in quinoline. (c) Explain why electrophilic substitution occurs morereadily at C3 rather than C2 of indole.
The treatment of isoprene [CH2=C(CH3)CH=CH2] with one equivalent ofmCPBA forms A as the major product. A gives a molecular ion at 84 in itsmass spectrum, and peaks at 2850–3150 cm−1 in its IR spectrum. The 1HNMR spectrum of A is given below. What is the structure of A?
give the mechanism of the following reactions and explain why any selectivities occur... please explain
give answer in detail with mechanism in white page