3. Explain any one of the following by considering resonating structures. (4 marks) a) Substituion of...
3. Explain any one of the following by considering resonating structures. (4 marks)
a) Substituion of toluene takes place at meta position and not
at ortho or para
b) Chlorination of phenol gives ortho or para products but not
meta.
Homework Answers
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3. Explain any one of the following by
considering resonating structures. (4 marks)
a) Substituion of...
Use the structures from question 3 to explain the observed direct effect. Why did it form...
Use
the structures from question 3 to explain the observed direct
effect. Why did it form the product of the reaction?
In the alkylation of phenol, what factor explains why isomers
are actually obtained are the major products?
3, For the reaction in question #2, show the intermediate benzenonium ions for alkylation of ortho, meta and para postions Gs tho OH AIC ーラ 420 O-AicIs он pava cA
Arrange the following compounds in increasing order of their reactivity to electrophiles. (least reactive first) A....
Arrange the following compounds in increasing order of their reactivity to electrophiles. (least reactive first) A. CH CHO (benzaldehyde) B. C&HOCH, (anisole) C. C HBr (bromobenzene) D. CH3CH, (toluene) 1) A<C<D<B 2) A<D<C< B 3 ) C<A<B<D 4) C<A<D<B Nitration of chlorobenzene occurs: 1) faster than nitration of benzene and gives the ortho and para products. 2) faster than nitration of benzene and gives the meta product. 3) slower than nitration of benzene and gives the ortho and para products....
4 (6 pts) For each of the following compounds, indicate which statement (A-E) best describes the...
4 (6 pts) For each of the following compounds, indicate which statement (A-E) best describes the reactivity of the benzene ring in electrophilic aromatic substitution reactions (e.g., nitration). A. The ortbo and para positions are activated and the meta position is deactivated. C. The ortho and para positions are deactivated and the meta position is activated. A. All positions are activated -ortho and para are more activated than meta. D. All positions are deactivated -ortbo and para are more deactivated...
Question 3 1s 3 ORTHO Today we learned about adding a second group to a mono-substituted...
Question 3
1s 3 ORTHO Today we learned about adding a second group to a mono-substituted benzene ring. Any group on a benzene will affect the rate of the reaction (activated or deactivated relative to benzene) and the regioselectivity Where does the electrophile add? Ortho? Meta? Para? Some combination thereof? We found that EDGs (electron-donating groups) direct the electrophile to the ortho and para positions while EWGs (electron-withdrawing groups) direct the electrophile to the meta position. Now, it is time...
4) A) Explain the regiochemistry of the following bromination using key resonance structures (there should be...
4) A) Explain the regiochemistry of the following bromination using key resonance structures (there should be three) and predict the final product. Hint: Drawing these resonance structures is key to tell you if this substituent will direct bromination ortho/para or meta (3 polnts for the correct product, 4 polnts for the resonance structures, 7 points total). Brz FeBr, B) Predict the products (3 points each). b) OCH, a) HNO, H,SO AIC Br 1) S c) (p P. CH PHPh "Chem...
7. Using resonance structures show how the amino group would effect the electron density on the...
7. Using resonance structures show how the amino group would
effect the electron density on the ring carbons of the following
compound. Would you expect an electrophile to attack this molecule
at the ortho, meta or para position(s)?
8. Draw the structure of (3R,
4R)-3-(3-fluorophenyl)-4-formylhexan-2-one
ing resonance structures, show how the amino group would effect the electron density on the ring carbons of the following compound. Would you expect an electrophile to attack this molecule at the ortho, meta or...
THESE ARE THE 6 reagents 1) 1-naphthol 2) 4-bromophenol 3)phenol 4) anisol 5) acetanilide 6) diphenyl...
THESE ARE THE 6 reagents
1) 1-naphthol
2) 4-bromophenol
3)phenol
4) anisol
5) acetanilide
6) diphenyl ether
rates of electrophilic aromatic substitution lab using bromine. 1. (3 pts.) Draw the structures of all six reactant arenes that will be used in this lab 2. (6 pts.) Beneath each structure you have a. If the substituent is ring b. If the electrophile will be drawn in question 1, note the following: activating or deactivating directed to an ortho, meta, and/or para...
Table 1: AM1 Energies of the carbocations formed from nitration of the named compound (kcal/mol) ...
Table 1: AM1 Energies of the carbocations formed from nitration of the named compound (kcal/mol) ortho meta para Toluene (S = CH3) 221.74 224.49 219.04 Phenol (S = OH) 179.10 193.32 177.44 Trifluorotoluene (S = CF3) 95.17 90.06 93.56 Methyl benzoate (S = CO2CH3) 160.00 159.34 159.34 Using the table answer the following questions. 1 a. The carbocation intermediates are good models of the transition states for the corresponding aromatic reactions. When looking at the transition state energy of two...
Show the major product that will form for each of the following reactions. Explain your choice....
Show the major product that will form for each of the following reactions. Explain your choice. 1. meta-xylene + Cl2/AlCl3 -----------> 2. ortho methyl phenol + HNO3/H2SO4 ----------> 3. meta nitro toluene + fuming H2SO4 ------------>
Which one of the following is the s-sis conformation of (Z-2-methyl-2,4-hexadiene? oyna on synd or Rank...
Which one of the following is the s-sis conformation of (Z-2-methyl-2,4-hexadiene? oyna on synd or Rank the following compounds in order of decreasing reactivity to aromatic electrophilic bromination A. benzene B. toluene C. benzoic acid D. phenol 1)D>B>A>C 2)D>C>B>A 3) B>A>D>C 4)B>>D>A Which of the following is the aromatic compound? 1) 2) Which of the following ions are anti-aromatic species? Å А B D 1) A and D 2) Band 3) B and D 4) Cand D What is (are)...
Use
the structures from question 3 to explain the observed direct
effect. Why did it form the product of the reaction?
In the alkylation of phenol, what factor explains why isomers
are actually obtained are the major products?
3, For the reaction in question #2, show the intermediate benzenonium ions for alkylation of ortho, meta and para postions Gs tho OH AIC ーラ 420 O-AicIs он pava cA
Arrange the following compounds in increasing order of their reactivity to electrophiles. (least reactive first) A. CH CHO (benzaldehyde) B. C&HOCH, (anisole) C. C HBr (bromobenzene) D. CH3CH, (toluene) 1) A<C<D<B 2) A<D<C< B 3 ) C<A<B<D 4) C<A<D<B Nitration of chlorobenzene occurs: 1) faster than nitration of benzene and gives the ortho and para products. 2) faster than nitration of benzene and gives the meta product. 3) slower than nitration of benzene and gives the ortho and para products....
4 (6 pts) For each of the following compounds, indicate which statement (A-E) best describes the reactivity of the benzene ring in electrophilic aromatic substitution reactions (e.g., nitration). A. The ortbo and para positions are activated and the meta position is deactivated. C. The ortho and para positions are deactivated and the meta position is activated. A. All positions are activated -ortho and para are more activated than meta. D. All positions are deactivated -ortbo and para are more deactivated...
Question 3
1s 3 ORTHO Today we learned about adding a second group to a mono-substituted benzene ring. Any group on a benzene will affect the rate of the reaction (activated or deactivated relative to benzene) and the regioselectivity Where does the electrophile add? Ortho? Meta? Para? Some combination thereof? We found that EDGs (electron-donating groups) direct the electrophile to the ortho and para positions while EWGs (electron-withdrawing groups) direct the electrophile to the meta position. Now, it is time...
4) A) Explain the regiochemistry of the following bromination using key resonance structures (there should be three) and predict the final product. Hint: Drawing these resonance structures is key to tell you if this substituent will direct bromination ortho/para or meta (3 polnts for the correct product, 4 polnts for the resonance structures, 7 points total). Brz FeBr, B) Predict the products (3 points each). b) OCH, a) HNO, H,SO AIC Br 1) S c) (p P. CH PHPh "Chem...
7. Using resonance structures show how the amino group would
effect the electron density on the ring carbons of the following
compound. Would you expect an electrophile to attack this molecule
at the ortho, meta or para position(s)?
8. Draw the structure of (3R,
4R)-3-(3-fluorophenyl)-4-formylhexan-2-one
ing resonance structures, show how the amino group would effect the electron density on the ring carbons of the following compound. Would you expect an electrophile to attack this molecule at the ortho, meta or...
THESE ARE THE 6 reagents
1) 1-naphthol
2) 4-bromophenol
3)phenol
4) anisol
5) acetanilide
6) diphenyl ether
rates of electrophilic aromatic substitution lab using bromine. 1. (3 pts.) Draw the structures of all six reactant arenes that will be used in this lab 2. (6 pts.) Beneath each structure you have a. If the substituent is ring b. If the electrophile will be drawn in question 1, note the following: activating or deactivating directed to an ortho, meta, and/or para...
Which one of the following is the s-sis conformation of (Z-2-methyl-2,4-hexadiene? oyna on synd or Rank the following compounds in order of decreasing reactivity to aromatic electrophilic bromination A. benzene B. toluene C. benzoic acid D. phenol 1)D>B>A>C 2)D>C>B>A 3) B>A>D>C 4)B>>D>A Which of the following is the aromatic compound? 1) 2) Which of the following ions are anti-aromatic species? Å А B D 1) A and D 2) Band 3) B and D 4) Cand D What is (are)...
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