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4. The reaction between cis-1-bromo-2-methylcyclohexane and ethoxide (a very strong base) results in an E2 reaction...
Regioselectivity of E1 and E2 Reactions 3. The reaction between a 1,2-dimethylcyclohexanol and concentrated strong acid...
Regioselectivity of E1 and E2 Reactions 3. The reaction between a 1,2-dimethylcyclohexanol and concentrated strong acid results in an E1 reaction. Show the first step in this reaction (consider that the acid catalyst can protonate the OH group which eventually can form H2O that can act as a good leaving group). а. сн, OH conc.H2SO4 CH3 b. What is the geometry at the reaction center of the intermediate? Show the final step and all possible alkene products с. State the...
5. In each of the problems below, consider the E1 or E2 reaction occurs then show...
5. In each of the problems below, consider the E1 or E2 reaction occurs then show the mechanism and product or products. Label major and minor products where applicable. a. Reaction of 1,1-bromomethylcyclohexane and sodium ethoxide in ethanol Br CH, OH b. Reaction of (1R 2R) 1-bromo-2-methylcyclohexane and sodium ethoxide in ethanol. HINT: You should draw the ring in a chair conformation first. CHE + 0 *lller Сн, CH,CH-OH C. Reaction of (15,2R) 1-bromo-2-methylcyclohexane and sodium ethoxide in ethanol. HINT:...
(a) When cis-1-bromo-2-methylcyclohexane undergoes an E2 reaction, two products (cycloalkenes) are formed. What are these two...
(a) When cis-1-bromo-2-methylcyclohexane undergoes an E2 reaction, two products (cycloalkenes) are formed. What are these two cycloalkenes, and which would you expect to be the major product? Write conformational structures showing how each is formed. (b) When trans-1-bromo-2-methylcyclohexane reacts in an E2 reaction, only one cyclo- alkene is formed. What is this product? Write conformational structures showing why it is the only product.
Your Turn Which Mechanism is it? 5. In each of the problems below, consider the E1...
Your Turn Which Mechanism is it? 5. In each of the problems below, consider the E1 or E2 reaction occurs then show the mechanism and product or products. Label major and minor products where applicable. a. Reaction of 1,1-bromomethylcyclohexane and sodium ethoxide in ethanol CH, OH сн. b. Reaction of (1R 2R) 1-bromo-2-methylcyclohexane and sodium ethoxide in ethanol. HINT: You should draw the ring in a chair conformation first. CHE 90 -CH, CH,CH,OH C. Reaction of (15,2R) 1-bromo-2-methylcyclohexane and sodium...
What alkene is formed when 1-bromo-4-methylcyclohexane reacts with sodium ethoxide as the base, in ethanol solvent....
What alkene is formed when 1-bromo-4-methylcyclohexane reacts with sodium ethoxide as the base, in ethanol solvent. (elimination) Is the alkene chiral or achiral? Are there any stereoisomers of this alkene?
Regioselectivity of E1 and E2 Reactions 3. The reaction between a 1,2-dimethylcyclohexanol and concentrated strong acid...
Regioselectivity of E1 and E2 Reactions 3. The reaction between a 1,2-dimethylcyclohexanol and concentrated strong acid results in an El reaction. a. Show the first step in this reaction (consider that the acid catalyst can protonate the OH group which eventually can form H,O that can act as a good leaving group). CASH OH conc.H2SO4 CH b. What is the geometry at the reaction center of the intermediate? C. Show the final step and all possible alkene products. d. State...
11/8/19 The cis- and trans-isomers of 1-bromo-2-methylcyclohexane are shown below. One of these isomers undergoes E2...
11/8/19 The cis- and trans-isomers of 1-bromo-2-methylcyclohexane are shown below. One of these isomers undergoes E2 elimination 50 time faster than the other. Illustrate the E2 mechanism using the chair conformers to explain why one isomer is much faster and give the major product of each reaction. 1-BUOK 1-BOK Illustrate the Sw2 mechanism for the reaction below and show what has happened to the stereochemistry of the compound. NaCN acetone
1. Under second-order conditions (strong base/nucleophile), SN2 and E2 reactions may occur simultaneously and compete with...
1. Under second-order conditions (strong base/nucleophile),
SN2 and E2 reactions may occur simultaneously and
compete with each other.
Show what products might be expected from the reaction of
2-bromo-3-methylbutane (a moderately hindered 2∘ alkyl halide) with
sodium ethoxide.
2.Under second-order conditions (strong base/nucleophile),
SN2 and E2 reactions may occur simultaneously and
compete with each other.
Show what products might be expected from the reaction of
2-bromo-3-methylbutane (a moderately hindered 2∘ alkyl halide) with
sodium ethoxide
3.. Provide the structure of...
5. The following substitution reaction was carried out using either cis-1-bromo-3-ethylcyclohexane or trans-1-bromo-3-ethyl cyclohexane. Explain the...
5. The following substitution reaction was carried out using either cis-1-bromo-3-ethylcyclohexane or trans-1-bromo-3-ethyl cyclohexane. Explain the observations using the mechanism for this reaction and displaying the species (starting material, products, etc) in the chair conformation. Br Bu N+ Br- CH,CH, ether CH,CH, Minor CH,CH, Major a)the same mixture is obtained from either starting material Note that for the cis- example not much of it reacts. For the trans-example most of it is transformed into the cis. Bu N+ Br- b)...
E2 Reaction 2. Draw all constitutional isomers formed in each E2 reaction and predict the major...
E2 Reaction 2. Draw all constitutional isomers formed in each E2 reaction and predict the major product using the Zaitsev rule. Be OH El Reaction 3. What alkene is the major product formed from each alkyl halide in an El reaction? 4. Label the mechanism as SN2, SN1, E2 or El. You do not have to draw the product(s). CHO CH3-C-CH2-CH CH
Regioselectivity of E1 and E2 Reactions 3. The reaction between a 1,2-dimethylcyclohexanol and concentrated strong acid results in an E1 reaction. Show the first step in this reaction (consider that the acid catalyst can protonate the OH group which eventually can form H2O that can act as a good leaving group). а. сн, OH conc.H2SO4 CH3 b. What is the geometry at the reaction center of the intermediate? Show the final step and all possible alkene products с. State the...
5. In each of the problems below, consider the E1 or E2 reaction occurs then show the mechanism and product or products. Label major and minor products where applicable. a. Reaction of 1,1-bromomethylcyclohexane and sodium ethoxide in ethanol Br CH, OH b. Reaction of (1R 2R) 1-bromo-2-methylcyclohexane and sodium ethoxide in ethanol. HINT: You should draw the ring in a chair conformation first. CHE + 0 *lller Сн, CH,CH-OH C. Reaction of (15,2R) 1-bromo-2-methylcyclohexane and sodium ethoxide in ethanol. HINT:...
(a) When cis-1-bromo-2-methylcyclohexane undergoes an E2 reaction, two products (cycloalkenes) are formed. What are these two cycloalkenes, and which would you expect to be the major product? Write conformational structures showing how each is formed. (b) When trans-1-bromo-2-methylcyclohexane reacts in an E2 reaction, only one cyclo- alkene is formed. What is this product? Write conformational structures showing why it is the only product.
Your Turn Which Mechanism is it? 5. In each of the problems below, consider the E1 or E2 reaction occurs then show the mechanism and product or products. Label major and minor products where applicable. a. Reaction of 1,1-bromomethylcyclohexane and sodium ethoxide in ethanol CH, OH сн. b. Reaction of (1R 2R) 1-bromo-2-methylcyclohexane and sodium ethoxide in ethanol. HINT: You should draw the ring in a chair conformation first. CHE 90 -CH, CH,CH,OH C. Reaction of (15,2R) 1-bromo-2-methylcyclohexane and sodium...
Regioselectivity of E1 and E2 Reactions 3. The reaction between a 1,2-dimethylcyclohexanol and concentrated strong acid results in an El reaction. a. Show the first step in this reaction (consider that the acid catalyst can protonate the OH group which eventually can form H,O that can act as a good leaving group). CASH OH conc.H2SO4 CH b. What is the geometry at the reaction center of the intermediate? C. Show the final step and all possible alkene products. d. State...
11/8/19 The cis- and trans-isomers of 1-bromo-2-methylcyclohexane are shown below. One of these isomers undergoes E2 elimination 50 time faster than the other. Illustrate the E2 mechanism using the chair conformers to explain why one isomer is much faster and give the major product of each reaction. 1-BUOK 1-BOK Illustrate the Sw2 mechanism for the reaction below and show what has happened to the stereochemistry of the compound. NaCN acetone
1. Under second-order conditions (strong base/nucleophile),
SN2 and E2 reactions may occur simultaneously and
compete with each other.
Show what products might be expected from the reaction of
2-bromo-3-methylbutane (a moderately hindered 2∘ alkyl halide) with
sodium ethoxide.
2.Under second-order conditions (strong base/nucleophile),
SN2 and E2 reactions may occur simultaneously and
compete with each other.
Show what products might be expected from the reaction of
2-bromo-3-methylbutane (a moderately hindered 2∘ alkyl halide) with
sodium ethoxide
3.. Provide the structure of...
5. The following substitution reaction was carried out using either cis-1-bromo-3-ethylcyclohexane or trans-1-bromo-3-ethyl cyclohexane. Explain the observations using the mechanism for this reaction and displaying the species (starting material, products, etc) in the chair conformation. Br Bu N+ Br- CH,CH, ether CH,CH, Minor CH,CH, Major a)the same mixture is obtained from either starting material Note that for the cis- example not much of it reacts. For the trans-example most of it is transformed into the cis. Bu N+ Br- b)...
E2 Reaction 2. Draw all constitutional isomers formed in each E2 reaction and predict the major product using the Zaitsev rule. Be OH El Reaction 3. What alkene is the major product formed from each alkyl halide in an El reaction? 4. Label the mechanism as SN2, SN1, E2 or El. You do not have to draw the product(s). CHO CH3-C-CH2-CH CH
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