Homework Answers
1. Options A and C
2. Option E , bulky base gives less substitited alkene.
3. Option B
4. Option D , since it is Sn2 reaction
5. Option A
6. Option D
7. Option B
8. Option C, E1
10. Option A, trigonal planar, 120
13. Option B, iodide is good leaving group
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_1. An alkyl halide which might be expected to undergo rearrangement under Snl or E1 conditions...
(16) 6. Deuterium is the isotope of hydrogen of mass number 2, with a proton and...
(16) 6. Deuterium is the isotope of hydrogen of mass number 2, with a proton and a neutron in its nucleus. It is often designated 2H, or D. We have seen that the chemistry of deuterium is nearly identical to the chemistry of hydrogen, except that the C-D bond is slightly (1.2 kcal/mole) stronger than the C-H bond. a) Propose (show) a mechanism to explain each product in the following reaction: CH2-CHCH CH CH CH3 CH3 CH CH3 KOH +...
b) When the following deuterated compound reacts under the same conditions, the rate of formation of...
b) When the following deuterated compound reacts under the same conditions, the rate of formation of the substitution product is unchanged, but the elimination rate is slowed by a factor of 7. Why is the elimination slowed, but substitution unchanged? D3C-CH-CD3 + KOH - D2C=CH-CD3 + D3C-CH-CD3 Br alcohol OH (20) 7. Which reaction of the following pairs will take place more rapidly? a) CH, CH, CH, Br + CH, OH — CH, CH, CH, Br + CH30 — b)...
1. An alkyl halide which might be expected to undergo rearrangement under Sylor El conditions is: HAC Br A. B. [ CH...
1. An alkyl halide which might be expected to undergo rearrangement under Sylor El conditions is: HAC Br A. B. [ CH,Br c . CH-C-CH-CH, Br at would you acetylide, i. CH, CH, C-Br - CH CH, CH b) II CH р см, сен,сн, в. D. CH3-C-CH.CH -Br CH; в с. Task is to 13CH2C Br alkyl! 1.CH 2. Your task is to convert 2-chloropentane into l.pentene. Which reagents would you choose? a) NaOH/H2O b) KOH/CH3OH c) CH3ONa/CH3OH d) CH3CH2ONa/CH3CH2OH...
CH3 (4) 1. Which of the following alkyl halides would you expect to be most reactive...
CH3 (4) 1. Which of the following alkyl halides would you expect to be most reactive in a unimolecular reaction? a) C&H, CH, CH, CH, BY b) CH 1 CH CH Br C) CH11CCH, Br d) C6H CH2 CH CHỊ CHỊ CH3 CHỊ e) C&H, CCH Br CHE (4) 2. What would you expect to be the chief organic product(s) when tert-butyl bromide reacts with sodium acetylide, i.e., CH3 + - CH2-C-Br + Na :CECH — ? CH a) I...
b) CH, CH2 CH CH Br + SH — CHZ CH3 CH, CH, CH, Br + SH" — c) (polar protic solvents) CH, Br + (CH3)3N CH, Br + (CH3)3P...
b) CH, CH2 CH CH Br + SH — CHZ CH3 CH, CH, CH, Br + SH" — c) (polar protic solvents) CH, Br + (CH3)3N CH, Br + (CH3)3P - — d) CH, I + CN- - DMF CHZI + CNC CH3CH20H e) CH I + OH- - CHZI + CH, CO2- (6) 14. Place 1º, 2º, 3º and Methyl carbocations in order from least stable to most stable. What factor(s) account for the stability of the most stable...
1. [10 pts] Consider the elimination reaction for the following alkyl halide with sodium methoxide in...
1. [10 pts] Consider the elimination reaction for the following alkyl halide with sodium methoxide in methanol (Na* OCH, CH,OH). CH NaOme MeOH CH Compound A Problem 2c Draw the major expected organic product (a) Redraw Compound A as seen in Viewpoint I below left as a Newman projection on the template provided in Problem 2a (below). Hint: Fill in missing Hs ar C2 and C3 to help you get started! (b) Rotate the C2 C3 bond to obtain the...
the following compound is 9 Which is the major product of the follow CHOCH, OH NaBr...
the following compound is
9 Which is the major product of the follow CHOCH, OH NaBr ? of the following substitution reaction? D) All of the Above E) None of the Above A) CH₃ CH₂ Br B) CH3CH(Na, c) CH₂-E-H 20 Which is the major product of 5 CHA CH=CH-CH2 HBr ? the following substitution reaction? major product of CHE OH SHA A) CH₂ CH-CH=CH3 CH2 () CH3 C=CH-CH2 B) CH3 C- CH₂ - CH3 D) None of the Above...
7 the following substitution reaction? Which is the major product of the follow CHOCHOH NaBr ?...
7 the following substitution reaction? Which is the major product of the follow CHOCHOH NaBr ? A) CH₂ CH₂ Br B) CH CH. Na c) CH₂-E-H D) All of the Above E) None of the Above of the following substitution reaction? CHE is the major product of the following substitut CH₂CH=CH-CH2 HBr ? CHz CÓ CH2=CH-CH3 OH A) CH₂CH=CH-CH3 B) CH3C-CH₂-CH3 D) None of the Above ? Which is the major product of the following reaction? PBra ? CHCH OH...
() 1. Which of the following alkyl holides would you expect to be most reactive in a unimolecular reaction? CH3 a)...
() 1. Which of the following alkyl holides would you expect to be most reactive in a unimolecular reaction? CH3 a) CsM , CH, CH, CH, Br b) CEHCH CH BY c) CH, CCH, Br d) CH, CH2 CH CHE сн. он сня Br e) CHICCHE CH3 (4). 2. What would you expect to be the chief organic product(s) when tert-butyl bromide reacts with sodium acetylide, i.e.. CH + - CH3-C-Br + Na CECH ? CH a) 1 b) II...
09 Which is the major product of the following substitution reaction? CH₂CH₂OH NaBr ? A) CH₃...
09 Which is the major product of the following substitution reaction? CH₂CH₂OH NaBr ? A) CH₃ CH₂ Br D) All of the Above B) CH₃ CH₂ Na E) None of the Above c) CH₂-E-H 20 Which is the major product of the following sultitution reaction? CH₃ CH-CH-CH2 HBr ? OH CH₂ C) CH C=CH-CH₂ A) CH₂ CH-CH=CH₂ Br CH3 Br B) CH₂ C-CH₂=CH₂ D) None of the Above 2 Which is the major product of the following reaction? CH3 PBra...
(16) 6. Deuterium is the isotope of hydrogen of mass number 2, with a proton and a neutron in its nucleus. It is often designated 2H, or D. We have seen that the chemistry of deuterium is nearly identical to the chemistry of hydrogen, except that the C-D bond is slightly (1.2 kcal/mole) stronger than the C-H bond. a) Propose (show) a mechanism to explain each product in the following reaction: CH2-CHCH CH CH CH3 CH3 CH CH3 KOH +...
b) When the following deuterated compound reacts under the same conditions, the rate of formation of the substitution product is unchanged, but the elimination rate is slowed by a factor of 7. Why is the elimination slowed, but substitution unchanged? D3C-CH-CD3 + KOH - D2C=CH-CD3 + D3C-CH-CD3 Br alcohol OH (20) 7. Which reaction of the following pairs will take place more rapidly? a) CH, CH, CH, Br + CH, OH — CH, CH, CH, Br + CH30 — b)...
1. An alkyl halide which might be expected to undergo rearrangement under Sylor El conditions is: HAC Br A. B. [ CH,Br c . CH-C-CH-CH, Br at would you acetylide, i. CH, CH, C-Br - CH CH, CH b) II CH р см, сен,сн, в. D. CH3-C-CH.CH -Br CH; в с. Task is to 13CH2C Br alkyl! 1.CH 2. Your task is to convert 2-chloropentane into l.pentene. Which reagents would you choose? a) NaOH/H2O b) KOH/CH3OH c) CH3ONa/CH3OH d) CH3CH2ONa/CH3CH2OH...
CH3 (4) 1. Which of the following alkyl halides would you expect to be most reactive in a unimolecular reaction? a) C&H, CH, CH, CH, BY b) CH 1 CH CH Br C) CH11CCH, Br d) C6H CH2 CH CHỊ CHỊ CH3 CHỊ e) C&H, CCH Br CHE (4) 2. What would you expect to be the chief organic product(s) when tert-butyl bromide reacts with sodium acetylide, i.e., CH3 + - CH2-C-Br + Na :CECH — ? CH a) I...
b) CH, CH2 CH CH Br + SH — CHZ CH3 CH, CH, CH, Br + SH" — c) (polar protic solvents) CH, Br + (CH3)3N CH, Br + (CH3)3P - — d) CH, I + CN- - DMF CHZI + CNC CH3CH20H e) CH I + OH- - CHZI + CH, CO2- (6) 14. Place 1º, 2º, 3º and Methyl carbocations in order from least stable to most stable. What factor(s) account for the stability of the most stable...
1. [10 pts] Consider the elimination reaction for the following alkyl halide with sodium methoxide in methanol (Na* OCH, CH,OH). CH NaOme MeOH CH Compound A Problem 2c Draw the major expected organic product (a) Redraw Compound A as seen in Viewpoint I below left as a Newman projection on the template provided in Problem 2a (below). Hint: Fill in missing Hs ar C2 and C3 to help you get started! (b) Rotate the C2 C3 bond to obtain the...
the following compound is
9 Which is the major product of the follow CHOCH, OH NaBr ? of the following substitution reaction? D) All of the Above E) None of the Above A) CH₃ CH₂ Br B) CH3CH(Na, c) CH₂-E-H 20 Which is the major product of 5 CHA CH=CH-CH2 HBr ? the following substitution reaction? major product of CHE OH SHA A) CH₂ CH-CH=CH3 CH2 () CH3 C=CH-CH2 B) CH3 C- CH₂ - CH3 D) None of the Above...
7 the following substitution reaction? Which is the major product of the follow CHOCHOH NaBr ? A) CH₂ CH₂ Br B) CH CH. Na c) CH₂-E-H D) All of the Above E) None of the Above of the following substitution reaction? CHE is the major product of the following substitut CH₂CH=CH-CH2 HBr ? CHz CÓ CH2=CH-CH3 OH A) CH₂CH=CH-CH3 B) CH3C-CH₂-CH3 D) None of the Above ? Which is the major product of the following reaction? PBra ? CHCH OH...
() 1. Which of the following alkyl holides would you expect to be most reactive in a unimolecular reaction? CH3 a) CsM , CH, CH, CH, Br b) CEHCH CH BY c) CH, CCH, Br d) CH, CH2 CH CHE сн. он сня Br e) CHICCHE CH3 (4). 2. What would you expect to be the chief organic product(s) when tert-butyl bromide reacts with sodium acetylide, i.e.. CH + - CH3-C-Br + Na CECH ? CH a) 1 b) II...
09 Which is the major product of the following substitution reaction? CH₂CH₂OH NaBr ? A) CH₃ CH₂ Br D) All of the Above B) CH₃ CH₂ Na E) None of the Above c) CH₂-E-H 20 Which is the major product of the following sultitution reaction? CH₃ CH-CH-CH2 HBr ? OH CH₂ C) CH C=CH-CH₂ A) CH₂ CH-CH=CH₂ Br CH3 Br B) CH₂ C-CH₂=CH₂ D) None of the Above 2 Which is the major product of the following reaction? CH3 PBra...
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