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List the alkenes that would be formed when cach of the following alkyl halides is subiected...
Dehydrohalogenation - 30 and 2° alkyl halides are converted to alkenes by treatment of strong base....
Dehydrohalogenation - 30 and 2° alkyl halides are converted to alkenes by treatment of strong base. Dehydrohalogenation occurs through a concerted reaction mechanism. КОН ethanol Major Product Mechanism Zaitsev's rule - Dehydration - 30 and 2° alcohols are converted to alkenes by treatment with an acid catalyst. Acid catalyzed dehydration. H2SO4, H,0 THF, 50°C Major Product Mechanism Cyelopropane via Carbene generation-treatment of chloroform (CHCI) with base leads (KOH) to the formation of a Dichlorocarbene: HSC C: CI-C-H + KOH HC...
Alkyl Halides: Elimination reaction with (2R,3R)-2-chloro-3-methylpentane Draw the product formed when (2R,3R)-2-chloro-3-methylpentane under-goes an elimination reaction...
Alkyl Halides: Elimination reaction with (2R,3R)-2-chloro-3-methylpentane Draw the product formed when (2R,3R)-2-chloro-3-methylpentane under-goes an elimination reaction with NaOCH3. Alkyl Halides: Elimination reaction with 3-chloro-3-ethyl-2,2-dimethylpentane. Draw the structure of the product that is formed when 3-chloro-3-ethyl-2,2-dimethylpentane undergoes an elimination reaction with NaOCH3. Indicate the stereochemistry of the product. Identify the three products formed when 2-bromo-2-methylpropane is dissolved in a mixture of 80% ethanol and 20% water.
1. Rank the alkyl halides in each group in order of increasing E2 reactivity. a. Br...
1. Rank the alkyl halides in each group in order of increasing E2 reactivity. a. Br Br Br I П III b. Cн, Br Нас CI CH3 П III Rank the alkyl halides in each group of problem one in order of increasing El reactivity. 2. Which elimination reaction in each pair is faster? (I or II) 3. а. сн, Нас. Он Он II. b. HO DMSO он (CH),CCI (CH),CCI П. I. Н.о What alkenes are formed from each alkyl...
7-46 Predict the dehydrohalogenation product(s) that result when the following alkyl halides are beated in asshole...
7-46 Predict the dehydrohalogenation product(s) that result when the following alkyl halides are beated in asshole KOH When more than one product is formed, predict the major and minor products. (a) (CH3)2CH-C(CH3)2 (b) (CH3)-CH-CH-CH (e) (CH3)2C-CH-CH Br Br Br CH | (CHDC CI HD CI
Predict the dehydrohalogenation product(s) that result when the following alkyl halides are heated in alcoholic KOH...
Predict the dehydrohalogenation product(s) that result when the following alkyl halides are heated in alcoholic KOH When more than one product is formed, predict the major and minor products. (a) (CH)2CH-C(CH)2 7-46 (b) (CH),CH—ҪH-СH, T (c) (CH)C-CH-CH, Br Br (e) (f) Br (d) (CH) C CH3 Br Н HD Br
6. Alkyl halides add to alkenes in the presence of AICI3; yields are the highest when...
6. Alkyl halides add to alkenes in the presence of AICI3; yields are the highest when tertiary halides are used. Predict the outcome of the reaction of tert-pentyl chloride (1-chloro-2.2- dimethylpropane) with propene and specify the mechanistic steps. [6]
Predict the substitution product(s) for each of the following reactions and mechanisms by which they are...
Predict the substitution product(s) for each of the following reactions and mechanisms by which they are formed. If no reaction is expected, write no (a) (R)-2-bromobutane with sodium iodide in acetone (b) (R)-3-bromo-3-methylhexane with H20 (c) trans-1-bromo-2-ethylcyclopentane with potassium ethoxide in ethanol (d) trans-1-bromo-3-methylcyclopentane with Nal in acetone 5. For the following set of compounds, predict the order of reactivity with sodium iodide in acetone solution (list them in increasing order of reactivity). C. D. 2-bromobutane 1-chlorobutane 2-chloro-3-methylbutane 2-bromo-2-methylpropane 1-bromobutane...
PROBLEM 17.8 Predict the major product that is obtained when each of the following alkyl halides...
PROBLEM 17.8 Predict the major product that is obtained when each of the following alkyl halides is treated with potassium tert-butoxid Explain your reasoning. (b) ОСН, Br CH–CHI
What alkyl halide would give only the following alkenes on dehydrohalogenation with sodium ethoxide a) 1-pentene...
What alkyl halide would give only the following alkenes on dehydrohalogenation with sodium ethoxide a) 1-pentene c) 2-methyl-1-butene
a,b,d 330 CHAPTER 7 ALKENES AND ALKYNES : Properties and Synthesis. Elimination Heactions in 7.34 Write...
a,b,d
330 CHAPTER 7 ALKENES AND ALKYNES : Properties and Synthesis. Elimination Heactions in 7.34 Write structural formulas for all the products that would be obtained when each of the following alkyl halides is heated with sodium ethoxide in ethanol. When more than one product results, you should indicate which would be the major product and which would be the minor product(s). You may neglect cis-trans isomerism of the products when answering this question. Br
Dehydrohalogenation - 30 and 2° alkyl halides are converted to alkenes by treatment of strong base. Dehydrohalogenation occurs through a concerted reaction mechanism. КОН ethanol Major Product Mechanism Zaitsev's rule - Dehydration - 30 and 2° alcohols are converted to alkenes by treatment with an acid catalyst. Acid catalyzed dehydration. H2SO4, H,0 THF, 50°C Major Product Mechanism Cyelopropane via Carbene generation-treatment of chloroform (CHCI) with base leads (KOH) to the formation of a Dichlorocarbene: HSC C: CI-C-H + KOH HC...
1. Rank the alkyl halides in each group in order of increasing E2 reactivity. a. Br Br Br I П III b. Cн, Br Нас CI CH3 П III Rank the alkyl halides in each group of problem one in order of increasing El reactivity. 2. Which elimination reaction in each pair is faster? (I or II) 3. а. сн, Нас. Он Он II. b. HO DMSO он (CH),CCI (CH),CCI П. I. Н.о What alkenes are formed from each alkyl...
7-46 Predict the dehydrohalogenation product(s) that result when the following alkyl halides are beated in asshole KOH When more than one product is formed, predict the major and minor products. (a) (CH3)2CH-C(CH3)2 (b) (CH3)-CH-CH-CH (e) (CH3)2C-CH-CH Br Br Br CH | (CHDC CI HD CI
Predict the dehydrohalogenation product(s) that result when the following alkyl halides are heated in alcoholic KOH When more than one product is formed, predict the major and minor products. (a) (CH)2CH-C(CH)2 7-46 (b) (CH),CH—ҪH-СH, T (c) (CH)C-CH-CH, Br Br (e) (f) Br (d) (CH) C CH3 Br Н HD Br
6. Alkyl halides add to alkenes in the presence of AICI3; yields are the highest when tertiary halides are used. Predict the outcome of the reaction of tert-pentyl chloride (1-chloro-2.2- dimethylpropane) with propene and specify the mechanistic steps. [6]
Predict the substitution product(s) for each of the following reactions and mechanisms by which they are formed. If no reaction is expected, write no (a) (R)-2-bromobutane with sodium iodide in acetone (b) (R)-3-bromo-3-methylhexane with H20 (c) trans-1-bromo-2-ethylcyclopentane with potassium ethoxide in ethanol (d) trans-1-bromo-3-methylcyclopentane with Nal in acetone 5. For the following set of compounds, predict the order of reactivity with sodium iodide in acetone solution (list them in increasing order of reactivity). C. D. 2-bromobutane 1-chlorobutane 2-chloro-3-methylbutane 2-bromo-2-methylpropane 1-bromobutane...
PROBLEM 17.8 Predict the major product that is obtained when each of the following alkyl halides is treated with potassium tert-butoxid Explain your reasoning. (b) ОСН, Br CH–CHI
What alkyl halide would give only the following alkenes on dehydrohalogenation with sodium ethoxide a) 1-pentene c) 2-methyl-1-butene
a,b,d
330 CHAPTER 7 ALKENES AND ALKYNES : Properties and Synthesis. Elimination Heactions in 7.34 Write structural formulas for all the products that would be obtained when each of the following alkyl halides is heated with sodium ethoxide in ethanol. When more than one product results, you should indicate which would be the major product and which would be the minor product(s). You may neglect cis-trans isomerism of the products when answering this question. Br
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