1. Draw an electrophilic addition that illustrates 1,2-versus 1,4-addition. Using this reaction, explain Kinetic versus Thermodynamic...
1. Draw an electrophilic addition that illustrates 1,2-versus 1,4-addition. Using this reaction, explain Kinetic versus Thermodynamic products.
2. Explain resonance hybrid and draw an example that has at least 3 reasonance forms.
3. Draw a typical Diel-Alder reaction. Show the mechanism for your reaction
4. Use the inscribed polygon techiques to illustrate why benzene is aromatic and cyclopentadiene is not
5. Draw the general mechanism for electrophilic aromatic substitution
6. Explain how substituents on the aromatic ring activate or slow down electrophilic aromatic substitution and what directing effects these substituents have.
Homework Answers
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1. Draw an electrophilic addition that illustrates 1,2-versus
1,4-addition. Using this reaction, explain Kinetic versus
Thermodynamic...
6. Draw both the 1,2- and the 1,4-addition products of the following substrate. Circle the kinetic...
6. Draw both the 1,2- and the 1,4-addition products of the following substrate. Circle the kinetic product (2 pts.). HBE (1 ) 7. Construct an inscribed polygon in the circle provided to illustrate the molecular orbitals for the cycloheptatrienyl anion. Illustrate the relative energies of all the molecular orbitals, label bonding and anti-bonding and assuming this species is planar, assess whether it is non-aromatic, aromatic, or anti-aromatic. Explain why (2 pts.).
5. a) Draw the major 1,2-addition product and the major 1,4-addition product of each of the...
5. a) Draw the major 1,2-addition product and the major 1,4-addition product of each of the following reactions. Label each product as either the 1,2-addition product or 1,4-addition product and as either the thermodynamic or kinetic product. (12 pts) H" catalyst H catalyst b) Consider the reaction of a nucleophile with conjugated carbonyl. Provide an example of a nucleophile that would favor the 1,2-addition product and explain why. Provide an example of a nucleophile that would favor the 1,4-addition product...
сн, Нас 12-addition products (direct addition) CH2 CH3 Н,с Н-с CH CI HCI CH2 Cн Н.с 1,4-addition products (conjuga...
сн, Нас 12-addition products (direct addition) CH2 CH3 Н,с Н-с CH CI HCI CH2 Cн Н.с 1,4-addition products (conjugate addition) Cн CH3 Нас Н.С CI Electrophilic addition to an alkene proceeds via Markovnikov regiochemistry due to the formation of the more stable carbocation intermediate. In the case of conjugated dienes, that is dienes that are separated by one sigma bond, the carbocation that is formed is stabilized additionally by resonance. Addition of the nucleophile to the carbocation intermediate can therefore...
ASAP 6.(8) a. The 1,2 addition product of the reaction is shown. Draw the 1,4 addition...
ASAP
6.(8) a. The 1,2 addition product of the reaction is shown. Draw the 1,4 addition product. HBr 1,2 1,4 b. Which is more stable? Circle one: the 1,2 product, the 1.4 product. c. Which product is favored at low temperatures? Circle one: the 1.2 product, the 14 product d. "The proximity effect is used to account for the formation of which product? Circle one: the 1,2 product, the 1.4 product. 7. (5) The pesticide chlordane, sold starting in 1948,...
QUESTION 4 [1,2- versus 1,4-Addition Reactions] 4.1 Propose a detailed mechanism for the reaction of 2-butenal...
QUESTION 4 [1,2- versus 1,4-Addition Reactions] 4.1 Propose a detailed mechanism for the reaction of 2-butenal with ethynylmagnesium bromide in dry THF followed by quenching with dilute aqueous acid. (5) 4.2 Propose a plausible mechanism for the reaction of 1,3-diphenyl-2-propen-1- one with potassium cyanide in ethanol followed by aqueous work-up. 1 (5) 4.3 Predict and draw the structure of the product of the reaction of 2-methyl-1,3- cyclohexanedione with methyl vinyl ketone (3-buten-2-one) in methanol in the presence of potassium hydroxide....
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:...
CHEM 3320 Practice Test 3 1 a Draw a diagram showing how the electrons would be...
CHEM 3320 Practice Test 3 1 a Draw a diagram showing how the electrons would be distributed in the pi molecular orbitals of square cyclobutadiene, and explain why this structure is anti-aromatic. (4 pts) b. Add electron pairs as appropriate and indicate whether each of these species is aromatic or not. (8 pts) 2. Consider these four benzene derivatives: CH3 Br CH3 NH2 ?. D. a. Which one would be most reactive in electrophilic aromatic substitution? (2 pts) b. Which...
Please help with questions 1-5. I have attached the additional lab information pages for help if...
Please help with questions 1-5. I have attached the additional
lab information pages for help if you are unclear on anything
please review those.
We were unable to transcribe this imageEAS 97 5. Calculate the theoretical yiel te the theoretical yield of iodinated salicylamide (product) ass Todination reaction. (Show your calculations.) mide (product) assuming a mono- le, your starting material, is shown in Figure 4. ces in the functional group region of the spectrum IR spectrum of salicylamide, your starting...
6. Draw both the 1,2- and the 1,4-addition products of the following substrate. Circle the kinetic product (2 pts.). HBE (1 ) 7. Construct an inscribed polygon in the circle provided to illustrate the molecular orbitals for the cycloheptatrienyl anion. Illustrate the relative energies of all the molecular orbitals, label bonding and anti-bonding and assuming this species is planar, assess whether it is non-aromatic, aromatic, or anti-aromatic. Explain why (2 pts.).
5. a) Draw the major 1,2-addition product and the major 1,4-addition product of each of the following reactions. Label each product as either the 1,2-addition product or 1,4-addition product and as either the thermodynamic or kinetic product. (12 pts) H" catalyst H catalyst b) Consider the reaction of a nucleophile with conjugated carbonyl. Provide an example of a nucleophile that would favor the 1,2-addition product and explain why. Provide an example of a nucleophile that would favor the 1,4-addition product...
сн, Нас 12-addition products (direct addition) CH2 CH3 Н,с Н-с CH CI HCI CH2 Cн Н.с 1,4-addition products (conjugate addition) Cн CH3 Нас Н.С CI Electrophilic addition to an alkene proceeds via Markovnikov regiochemistry due to the formation of the more stable carbocation intermediate. In the case of conjugated dienes, that is dienes that are separated by one sigma bond, the carbocation that is formed is stabilized additionally by resonance. Addition of the nucleophile to the carbocation intermediate can therefore...
ASAP
6.(8) a. The 1,2 addition product of the reaction is shown. Draw the 1,4 addition product. HBr 1,2 1,4 b. Which is more stable? Circle one: the 1,2 product, the 1.4 product. c. Which product is favored at low temperatures? Circle one: the 1.2 product, the 14 product d. "The proximity effect is used to account for the formation of which product? Circle one: the 1,2 product, the 1.4 product. 7. (5) The pesticide chlordane, sold starting in 1948,...
QUESTION 4 [1,2- versus 1,4-Addition Reactions] 4.1 Propose a detailed mechanism for the reaction of 2-butenal with ethynylmagnesium bromide in dry THF followed by quenching with dilute aqueous acid. (5) 4.2 Propose a plausible mechanism for the reaction of 1,3-diphenyl-2-propen-1- one with potassium cyanide in ethanol followed by aqueous work-up. 1 (5) 4.3 Predict and draw the structure of the product of the reaction of 2-methyl-1,3- cyclohexanedione with methyl vinyl ketone (3-buten-2-one) in methanol in the presence of potassium hydroxide....
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:...
CHEM 3320 Practice Test 3 1 a Draw a diagram showing how the electrons would be distributed in the pi molecular orbitals of square cyclobutadiene, and explain why this structure is anti-aromatic. (4 pts) b. Add electron pairs as appropriate and indicate whether each of these species is aromatic or not. (8 pts) 2. Consider these four benzene derivatives: CH3 Br CH3 NH2 ?. D. a. Which one would be most reactive in electrophilic aromatic substitution? (2 pts) b. Which...
Please help with questions 1-5. I have attached the additional
lab information pages for help if you are unclear on anything
please review those.
We were unable to transcribe this imageEAS 97 5. Calculate the theoretical yiel te the theoretical yield of iodinated salicylamide (product) ass Todination reaction. (Show your calculations.) mide (product) assuming a mono- le, your starting material, is shown in Figure 4. ces in the functional group region of the spectrum IR spectrum of salicylamide, your starting...
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