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1. You're developing a regiospecific electrophilic aromatic substitution catalyst. To determine the regioselectivity, you've performed a...
You’re developing a regiospecific electrophilic aromatic substitution catalyst. To determine the regioselectivity, you’ve performed a bromination...
You’re developing a regiospecific electrophilic aromatic
substitution catalyst. To determine the regioselectivity, you’ve
performed a bromination reaction on phenol. According to the
1H-NMR, what is the product?
1. You're developing a regiospecific electrophilic aromatic substitution catalyst. To determine the regioselectivity, you've performed a bromination reaction on phenol. According to the 1H-NMR, what is the product? (5 pts) OH Bro (1 eq) Electrophilic Catalyst 'H NMR Spectrum (200 MHZ, CDCI, solution) expansion exchanges with D20 10 9 8 7 6 5...
4. In Chapter 18 we will learn about the electrophilic aromatic substitution reaction shown below. structure...
4. In Chapter 18 we will learn about the electrophilic aromatic substitution reaction shown below. structure of the product of the reaction based on the data given below Predict the Br2 AlBr3 Product Molecular Formula: CH1302Br Calculate the units of unsaturation-(2C+ N + 2-X-H)/2 where X is any halogen. 13C NMR (ppm): 9.7, 19.9,29.5, 73.6,123.0, 128.9, 129.6,132.0, 132.3,135.9,165.9 List at least one thing you can learn from the 13C NMR data Indicate the functional group and specific bond that each...
4. An energy diagram for electrophilic aromatic substitution of benzene with Br2 with FeBr3 as catalyst...
4. An energy diagram for electrophilic aromatic substitution of benzene with Br2 with FeBr3 as catalyst below. The rate-limiting step is formation of the sigma complex (Step 1). Generally, any factor that stabilizes the sigma complex also stabilizes the transition-state leading to that complex. This effect leads to a lower transition-state energy and a faster reaction. rate-limiting transition state reactants + Br + FeBrz Η Br FeBr + O energy intermediate products Br + HBr + FeBr 3 -45 kJ/mol...
250 ChemActivity 29 Electrophilic Aromatic Substitution no ChemActivity 29 Part A: Electrophilic Aromatic Substitution (What products...
250 ChemActivity 29 Electrophilic Aromatic Substitution no ChemActivity 29 Part A: Electrophilic Aromatic Substitution (What products are formed when a strong electrophile is added to benzene?) Model 1: (review) Electrophilic Addition of HCI Rani o g cyclohexene carbocation intermediate Run 2 U X benzene This product carbocation intermediate DOES NOT Critical Thinking Questions 1 For Rxn I (above) draw curved arrows showing the mechanism of electrophilic addition of HCl. Include an appropriate carbocation intermediate in the box above. Figure 1:...
The electrophilic aromatic substitution of isopropylbenzene with FeBr3, Br2 gives 1-bromo-4-isopropylbenzene. Complete the curved-arrow mechanism below,...
The electrophilic aromatic substitution of isopropylbenzene with
FeBr3, Br2 gives 1-bromo-4-isopropylbenzene. Complete the
curved-arrow mechanism below, beginning with formation of the
active brominating reagent. Remember to include lone pairs and
formal charges where appropriate.
The electrophilic aromatic substitution of isopropylbenzene with FeBr3, Br2 gives 1-bromo-4-isopropylbenzern Complete the curved-arrow mechanism below, beginning with formation of the active brominating reagent. Remember to include lone pairs and formal charges where appropriate. Draw the pro Overall transformation (ungraded) bromine and FeBr3 Include curved arrow(s)....
2. Examine the following Electrophilic Aromatic Substitution reaction. 1) Provide the number of 13C NMR signals...
2. Examine the following Electrophilic Aromatic Substitution reaction. 1) Provide the number of 13C NMR signals expected in both the reactant and the product. 2) Provide the carbocation intermediate that allowed the transformation to happen at that position. 3) This molecule is (ortho, meta, para) substituted (circle one). 4) Using resonance arrows show how that carbocation can be distributed (delocalized) to multiple locations on the arene ring system. 5) Predict a different structure that can form from this delocalization. FeBrg,...
Question 1 Identify all compounds below that CANNOT be made by the electrophilic aromatic substitution reactions...
Question 1 Identify all compounds below that CANNOT be made by the electrophilic aromatic substitution reactions introduced in Sections 18.1-18.6 SOH Question 2. Match each pair of structures with the appropriate term. KEY 1 = Constitutional isomers 2 - Diastereomers 0 000 3 = Different conformations 4 = Resonance structures 5 = Bond-shift isomers Question 3. In this reaction, FeBrz is acting as a and the complex that is formed will react with benzene as a/n :Br: : Br-Br: Br-Br-Fe-Br:...
QUESTIONS 1. What is the purpose of the sulfuric acid (yes, it's a catalyst, but why...
QUESTIONS 1. What is the purpose of the sulfuric acid (yes, it's a catalyst, but why is it a catalyst? What is it doing that makes the reaction possible? Would the reaction just go slower without it, or would the reaction not go at all? Why?) 2. If isobutyl alcohol (2 methyl propanol) is used instead of tert butyl alcohol, a mixture of products is obtained. One the products is the same as the product obtained with the tert butyl...
Can you help me identify reagent (i), Compound 8 and Compound 12 in the reaction scheme?...
Can you help me identify reagent (i), Compound 8 and
Compound 12 in the reaction scheme?
You have laboratory data on all the compounds in the
synthesis, however the amount of data available to you varies. Some
have the entirety of the spectral data, others have as little as
the elemental analysis. Use the laboratory data to help you
discover which reaction has been performed.
The lab data for Compound 8 and 12 is as
follows:
You can use any...
You’re developing a regiospecific electrophilic aromatic
substitution catalyst. To determine the regioselectivity, you’ve
performed a bromination reaction on phenol. According to the
1H-NMR, what is the product?
1. You're developing a regiospecific electrophilic aromatic substitution catalyst. To determine the regioselectivity, you've performed a bromination reaction on phenol. According to the 1H-NMR, what is the product? (5 pts) OH Bro (1 eq) Electrophilic Catalyst 'H NMR Spectrum (200 MHZ, CDCI, solution) expansion exchanges with D20 10 9 8 7 6 5...
4. In Chapter 18 we will learn about the electrophilic aromatic substitution reaction shown below. structure of the product of the reaction based on the data given below Predict the Br2 AlBr3 Product Molecular Formula: CH1302Br Calculate the units of unsaturation-(2C+ N + 2-X-H)/2 where X is any halogen. 13C NMR (ppm): 9.7, 19.9,29.5, 73.6,123.0, 128.9, 129.6,132.0, 132.3,135.9,165.9 List at least one thing you can learn from the 13C NMR data Indicate the functional group and specific bond that each...
4. An energy diagram for electrophilic aromatic substitution of benzene with Br2 with FeBr3 as catalyst below. The rate-limiting step is formation of the sigma complex (Step 1). Generally, any factor that stabilizes the sigma complex also stabilizes the transition-state leading to that complex. This effect leads to a lower transition-state energy and a faster reaction. rate-limiting transition state reactants + Br + FeBrz Η Br FeBr + O energy intermediate products Br + HBr + FeBr 3 -45 kJ/mol...
250 ChemActivity 29 Electrophilic Aromatic Substitution no ChemActivity 29 Part A: Electrophilic Aromatic Substitution (What products are formed when a strong electrophile is added to benzene?) Model 1: (review) Electrophilic Addition of HCI Rani o g cyclohexene carbocation intermediate Run 2 U X benzene This product carbocation intermediate DOES NOT Critical Thinking Questions 1 For Rxn I (above) draw curved arrows showing the mechanism of electrophilic addition of HCl. Include an appropriate carbocation intermediate in the box above. Figure 1:...
The electrophilic aromatic substitution of isopropylbenzene with
FeBr3, Br2 gives 1-bromo-4-isopropylbenzene. Complete the
curved-arrow mechanism below, beginning with formation of the
active brominating reagent. Remember to include lone pairs and
formal charges where appropriate.
The electrophilic aromatic substitution of isopropylbenzene with FeBr3, Br2 gives 1-bromo-4-isopropylbenzern Complete the curved-arrow mechanism below, beginning with formation of the active brominating reagent. Remember to include lone pairs and formal charges where appropriate. Draw the pro Overall transformation (ungraded) bromine and FeBr3 Include curved arrow(s)....
2. Examine the following Electrophilic Aromatic Substitution reaction. 1) Provide the number of 13C NMR signals expected in both the reactant and the product. 2) Provide the carbocation intermediate that allowed the transformation to happen at that position. 3) This molecule is (ortho, meta, para) substituted (circle one). 4) Using resonance arrows show how that carbocation can be distributed (delocalized) to multiple locations on the arene ring system. 5) Predict a different structure that can form from this delocalization. FeBrg,...
Question 1 Identify all compounds below that CANNOT be made by the electrophilic aromatic substitution reactions introduced in Sections 18.1-18.6 SOH Question 2. Match each pair of structures with the appropriate term. KEY 1 = Constitutional isomers 2 - Diastereomers 0 000 3 = Different conformations 4 = Resonance structures 5 = Bond-shift isomers Question 3. In this reaction, FeBrz is acting as a and the complex that is formed will react with benzene as a/n :Br: : Br-Br: Br-Br-Fe-Br:...
QUESTIONS 1. What is the purpose of the sulfuric acid (yes, it's a catalyst, but why is it a catalyst? What is it doing that makes the reaction possible? Would the reaction just go slower without it, or would the reaction not go at all? Why?) 2. If isobutyl alcohol (2 methyl propanol) is used instead of tert butyl alcohol, a mixture of products is obtained. One the products is the same as the product obtained with the tert butyl...
Can you help me identify reagent (i), Compound 8 and
Compound 12 in the reaction scheme?
You have laboratory data on all the compounds in the
synthesis, however the amount of data available to you varies. Some
have the entirety of the spectral data, others have as little as
the elemental analysis. Use the laboratory data to help you
discover which reaction has been performed.
The lab data for Compound 8 and 12 is as
follows:
You can use any...
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