Homework Answers
In acid catalysed ring opening of epoxides , the nucleophile attacks more substituted carbon of the epoxide ring.
All are acid catalysed ring opening of epoxide and the
mecchanism is similar to SN1 .
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b and c
, and explain the resu CHAPTER 18 ETHERS AND EPOXIDES; THIOLS AND SULFIDES...
598 CHAPTER 13 Ethers and Epoxides: Thiols and Sulfides Synthesis Synthesis OVH 3 3 2 @...
598 CHAPTER 13 Ethers and Epoxides: Thiols and Sulfides Synthesis Synthesis OVH 3 3 2 @ - & S + En - Å. o-com med for students who have already covered spectroscopy (Chapters 14 and 15). - amound with the molecular formul
b and c of 18-27 EXERCISES 18-25 Predict the product(s) and provide the mechanism for each...
b and c of 18-27
EXERCISES 18-25 Predict the product(s) and provide the mechanism for each two-step process below. 1 NAOH 2. CHYCH! 1. NaH 2 CH H CHÂU 2. CHOTOS OH 18-26 The alkoxymercuration of alkenes involves the formation of an organo- mercury intermediate (I), which is reduced with NaBH, to give an other product. For each reaction below. predict the ether product and pro- vide the mechanism formation. Hol CH3C022 CH OH NaBH ? CH3 Na 2 CH2...
ethers and epoxides can both undergo acid-catalyzed or base-catalyzed substitution reactions. Pimobendan (shown below) is a...
ethers and epoxides can both undergo acid-catalyzed or base-catalyzed substitution reactions. Pimobendan (shown below) is a cardiac drug used to treat dogs with congestive heart failure. Pimobendan is taken orally, so it has the potential to react with stomach acid (HCl). Using your knowledge of ether reactions, predict if the ether functional group in Pimobendan is likely to react in a dog's stomach. If you think no reaction will occur, explain. If you think a reaction will occur, describe...
CHEM 2343A HOMEWORK W13 Name: DUE 11/18/19 at 9:10 AM There are total of 4 questions...
CHEM 2343A HOMEWORK W13 Name: DUE 11/18/19 at 9:10 AM There are total of 4 questions on this homework assignment 1. For the reaction outlined below in la and I draw out the reaction mechanism using arrow formalism to describe how the reaction below occurs. Be sure to draw out all action intermediates & the moment of all electrons needed to justify the formation of the indicand product. You do not need to add in any reagents that are not...
Problem of the Day 18 1. (10 pts) Consider the following reaction: TO + HBr a....
Problem of the Day 18 1. (10 pts) Consider the following reaction: TO + HBr a. Estimate AH for this reaction (use table 6.1 in your textbook) b. Is AS for this reaction positive or negative? Explain. C. Determine if AG is positive or negative. d. Is the sign of AG (positive or negative) dependent on temperature? Why? TABLE 6.1 BOND DISSOCIATION ENERGIES (AH) OF COMMON BONDS KJ/MOL KCAL/MOL KI/MOL KCAUMO Bonds to H H2C=CH-CH3 HCC-CH3 KJ/MOL KCAL/MOL 385 92...
Chapter 6 [References) Question 15 1 pt CI CI Question 16 1 pt HCI H3C CH3...
Chapter 6 [References) Question 15 1 pt CI CI Question 16 1 pt HCI H3C CH3 HC Question 17 CH3 H3C CH3 1 pt Question 18 1 pt H2C CH3 CI Question 19 1 pt CH3 H2C CH3 CI Question 20 1 pt Question 21 ® 1 pt Treating 1,3-pentadiene with one mole of HCl give a mixture of five isomeric products. Draw curved arrows to show the movement of electrons in this step of the reaction mechanism Question 22...
10.54 (...) The addition of H-X alkenes has been shown to add predominately via syn-addition, as...
10.54 (...) The addition of H-X alkenes has been shown to add predominately via syn-addition, as shown below. н Br H-Br Two chemists disagreed on whether or not syn-addition would happen on terminal alkenes as well. Suggest an experiment through which you could resolve this dispute. H HCI syn or anti? 10.56 (...) When alkynes are treated with water and bromide, a bromoketone is produced. Provide a plausible arrow pushing mechanism, which accounts for the formation of this product. z...
Question 18 18 pts A) H2SO4 H20, heat R) NaBH2CN, CH2CH2OH B) NaOH, H2O, heat S)...
Question 18 18 pts A) H2SO4 H20, heat R) NaBH2CN, CH2CH2OH B) NaOH, H2O, heat S) NaOH, Br2, H20, heat C) H3O+ (workup) T) NaNO2, HCI, H2O,0°C D) H20 U) CH3CH2CHO E) NaHCO3 (workup) V) CH2CH2CH2CHO F) NaOH, H2O, heat, pressure W) CH2CH Br G) NH3, heat X) CH2CH2CH2Br H) KNH2, NH3 Y) CH2CH2CH2CH2Br 1) TEA Z) (CH3)3CCOCI J) LiAIH4 AA) (CH3)3CCH COCI K) K2CO3 AB) (CH3)2CHCOCI L) CH2N2 AC) (CH3)2CHCH2COCI M) NaN3, DMF AD) CH2CHBO N) KCN, DME AE)...
Alkene reaction and mechanisms practice exercise 1) O₃ 2) (CH3)2S 25) Treatment of cyclopentene with peroxybenzoic...
Alkene reaction and mechanisms practice exercise
1) O₃ 2) (CH3)2S 25) Treatment of cyclopentene with peroxybenzoic acid A) results in oxidative cleavage of the ring to produce an acyclic compound B) yields a meso epoxide C) yields an equimolar mixture of enantiomeric epoxides D) gives the same product as treatment of cyclopentene with Os04 E) none of the above 26) Provide a detailed, step-by-step mechanism for the reaction shown below. но Br2 na + HBT Br 27) Provide a detailed,...
Experiment Questions What is an epoxide and how is it useful with respect to synthesis design?...
Experiment Questions What is an epoxide and how is it useful with respect to synthesis design? • What are typical reagents used for epoxidation? • What is the mechanism for epoxidation? Must stereospecificity be considered? Experiment Techniques • Use of sodium bisulfite wash to remove excess peroxy acid from reaction mixture. Introduction By now you are well aware that the product of previous experiment (reaction of cyclohexanol and acid) is an alkene. You should also be storing key reactions of...
598 CHAPTER 13 Ethers and Epoxides: Thiols and Sulfides Synthesis Synthesis OVH 3 3 2 @ - & S + En - Å. o-com med for students who have already covered spectroscopy (Chapters 14 and 15). - amound with the molecular formul
b and c of 18-27
EXERCISES 18-25 Predict the product(s) and provide the mechanism for each two-step process below. 1 NAOH 2. CHYCH! 1. NaH 2 CH H CHÂU 2. CHOTOS OH 18-26 The alkoxymercuration of alkenes involves the formation of an organo- mercury intermediate (I), which is reduced with NaBH, to give an other product. For each reaction below. predict the ether product and pro- vide the mechanism formation. Hol CH3C022 CH OH NaBH ? CH3 Na 2 CH2...
CHEM 2343A HOMEWORK W13 Name: DUE 11/18/19 at 9:10 AM There are total of 4 questions on this homework assignment 1. For the reaction outlined below in la and I draw out the reaction mechanism using arrow formalism to describe how the reaction below occurs. Be sure to draw out all action intermediates & the moment of all electrons needed to justify the formation of the indicand product. You do not need to add in any reagents that are not...
Problem of the Day 18 1. (10 pts) Consider the following reaction: TO + HBr a. Estimate AH for this reaction (use table 6.1 in your textbook) b. Is AS for this reaction positive or negative? Explain. C. Determine if AG is positive or negative. d. Is the sign of AG (positive or negative) dependent on temperature? Why? TABLE 6.1 BOND DISSOCIATION ENERGIES (AH) OF COMMON BONDS KJ/MOL KCAL/MOL KI/MOL KCAUMO Bonds to H H2C=CH-CH3 HCC-CH3 KJ/MOL KCAL/MOL 385 92...
Chapter 6 [References) Question 15 1 pt CI CI Question 16 1 pt HCI H3C CH3 HC Question 17 CH3 H3C CH3 1 pt Question 18 1 pt H2C CH3 CI Question 19 1 pt CH3 H2C CH3 CI Question 20 1 pt Question 21 ® 1 pt Treating 1,3-pentadiene with one mole of HCl give a mixture of five isomeric products. Draw curved arrows to show the movement of electrons in this step of the reaction mechanism Question 22...
10.54 (...) The addition of H-X alkenes has been shown to add predominately via syn-addition, as shown below. н Br H-Br Two chemists disagreed on whether or not syn-addition would happen on terminal alkenes as well. Suggest an experiment through which you could resolve this dispute. H HCI syn or anti? 10.56 (...) When alkynes are treated with water and bromide, a bromoketone is produced. Provide a plausible arrow pushing mechanism, which accounts for the formation of this product. z...
Question 18 18 pts A) H2SO4 H20, heat R) NaBH2CN, CH2CH2OH B) NaOH, H2O, heat S) NaOH, Br2, H20, heat C) H3O+ (workup) T) NaNO2, HCI, H2O,0°C D) H20 U) CH3CH2CHO E) NaHCO3 (workup) V) CH2CH2CH2CHO F) NaOH, H2O, heat, pressure W) CH2CH Br G) NH3, heat X) CH2CH2CH2Br H) KNH2, NH3 Y) CH2CH2CH2CH2Br 1) TEA Z) (CH3)3CCOCI J) LiAIH4 AA) (CH3)3CCH COCI K) K2CO3 AB) (CH3)2CHCOCI L) CH2N2 AC) (CH3)2CHCH2COCI M) NaN3, DMF AD) CH2CHBO N) KCN, DME AE)...
Alkene reaction and mechanisms practice exercise
1) O₃ 2) (CH3)2S 25) Treatment of cyclopentene with peroxybenzoic acid A) results in oxidative cleavage of the ring to produce an acyclic compound B) yields a meso epoxide C) yields an equimolar mixture of enantiomeric epoxides D) gives the same product as treatment of cyclopentene with Os04 E) none of the above 26) Provide a detailed, step-by-step mechanism for the reaction shown below. но Br2 na + HBT Br 27) Provide a detailed,...
Experiment Questions What is an epoxide and how is it useful with respect to synthesis design? • What are typical reagents used for epoxidation? • What is the mechanism for epoxidation? Must stereospecificity be considered? Experiment Techniques • Use of sodium bisulfite wash to remove excess peroxy acid from reaction mixture. Introduction By now you are well aware that the product of previous experiment (reaction of cyclohexanol and acid) is an alkene. You should also be storing key reactions of...
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