Predict the products of this reaction:
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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:...
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,...
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...
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...
Aromatic heterocycles also undergo electrophilic aromatic substitution reactions. When furan is treated with an electrophile, the electrophile is installed only at the C-2 position. Explain why this reaction occurs only at the C-2 position, rather than the C-3 positions.(explain in words and resonance structures) Question 2 (10 pts). Aromatic heterocycles can undergo EAS reactions. When furan (below) is treated with an electrophile, an EAS reaction occurs in which the electrophile is installed only at carbon 2, not carbon 3. Explain...
Reactions of aromatic compounds are: -Addition -Reduction -Electrophilic aromatic substitution -Nucleophilic aromatic substitution
6. Napthalene undergoes electrophilic aromatic substitution. Predict its reactivity (activating or deactivating) and predict where it will direct addition by drawing the product(s). [10 points] Br2, CC14, A
Write the mechanism for an electrophilic aromatic substitution reaction given any aromatic compound and either chlorine, Cl2, or t-butyl cation as the electrophile