Predict the products and mechanisms of the following reactions. When more than one product or mechanism...
Predict the products and mechanisms of the following reactions.
When more than one product or mechanism is possible, explain which
are most likely.
(a) 1-bromohexane + sodium ethoxide in ethanol
(b) 2-chlorohexane + NaOCH3 in methanol
(c) 2-chloro-2-methylbutane + NaOCH CH in ethanol 23
(d) 2-chloro-2-methylbutane heated in ethanol
(e) isobutyl iodide + KOH in ethanol>water
(f) isobutyl chloride + AgNO3 in ethanol>water
(g) 1@bromo@1@methylcyclopentane + NaOEt in ethanol (h)
1-bromo-1-methylcyclopentane heated in methanol
Homework Answers
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Predict the products and mechanisms of the following reactions.
When more than one product or mechanism...
The major products of 1) 1-bromohexane + sodium ethoxide in ethanol 2) 2-chlorohexane + NaOCH3 in...
The major products of 1) 1-bromohexane + sodium ethoxide in ethanol 2) 2-chlorohexane + NaOCH3 in methanol 3) 2-chloro-2-methylbutane + NaOCH2CH3 in ethanol 4) 2-chloro-2-methylbutane heated in ethanol 5) isobutyl iodide + KOH in ethanol/water 6) 1-bromo1-methylcyclopentane + NaOEt in ethanol
PROBLEM 7-33 Predict the products and mechanisms of the following reactions. When more than one product...
PROBLEM 7-33 Predict the products and mechanisms of the following reactions. When more than one product or mechanism is possible, explain which are most likely. (a) 1-bromohexane + sodium ethoxide in ethanol (b) 2-chlorohexane + NaOCH, in methanol
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...
- (20pts) Predict the products and mechanisms of the following reactions. If more than one product...
- (20pts) Predict the products and mechanisms of the following reactions. If more than one product or mechanism is possible, explain which are most favorable CH3CH2CH2-Br + NaOCH3 --> a). b). l-bromo-1-methylcyclopentane + CH3CH2OH — heat >
answer all 1. In each of the following, indicate which S2 reaction will occur faster. Explain...
answer all
1. In each of the following, indicate which S2 reaction will occur faster. Explain your reasoning. a. 1-bromo-2,2-dimethylpropane or 1-bromo-3-methylbutane with Nal in DMSO. b. 1-iodopentane with NaN, in ethanol or NaSCH, in ethanol, c. Reaction of isobutyl iodide with NaBr in acetone or in ethanol. 2. In each of the following, indicate which S, 1 reaction will occur faster. Explain your reasoning. a. Reaction of I-chloro-1-methylcyclohexane or 1-chloro-2-methylcyclohexane in aqueous ethanol. b. Reaction of 2-chloropentane or 3-bromohexane...
3. for each of the following, choose the reaction that would proceed more rapidly and give...
3. for each of the following, choose the reaction that would proceed more rapidly and give an explanation for your choice: (a) iodomethane or bromomethane with aqueous KOH (b) iodomethane or iodoethane with aqueous KOH (c) methanol or bromomethane with Nal dissolved in acetone (d) 2-bromopropane or 1-bromopropane with Nal dissolved in acetone (e) 2-bromo-2-methylbutane or 2-bromo-3-methylbutane with ethanol (f) aqueous KBr or aqueous HBr with butanol (g) 2-chloro-3,3-dimethylbutane or 2-chloro-3-methylbutane with potassium tert- butoxide (h) 1:1 or 1:4 by...
7. Predict the product(s) of each of the following reactions include stereochemistry where important and indicate...
7. Predict the product(s) of each of the following reactions include stereochemistry where important and indicate the mechanism (S, S,2, El, E2). 80°C a 2-chloro-2-methylbutane NaOH Н.о b. (R)-2-chloropentane Nac c-H DMSO с1 (снс. Cн, CH,ОН d. trans-1-chloro-3-methylcyclohexane+ NaOC(CH) e. 2-chloro-3-phenylbutane Н.о f. trans-1-bromo-3-methyleyclopentane Nal acetone NaOCH THон g 2-chloro-2-methylbutane EIOH h R-3-bromo-2-methylpentane . trans-1-bromo-2-isopropyleyclohexane CHCOK NaSH Н,о j. 1-bromopropaе NaOCH снон CH коссH). I-bromobutane m. cis-1-chloro-3-methyleyclobutane Nal DMSO сHсH,он n. (R)-2-iodo-2-phenylethane NaOH o. 1-iodobutane p. 2-bromo-3-methylbutane KOC(CH). но (S)-3-chlorocyclopentene...
1. Predict the products of the following reactions (18 points, 3 each) Catalytic KOH methanol/water solvent...
1. Predict the products of the following reactions (18 points, 3 each) Catalytic KOH methanol/water solvent Catalytic KOH methanol/water solvent Catalytic KOH methanol water solvent Catalye KOH. 1 equivalent NaOCH.CH ethanol solvent I equivalent NaOCH.CH ethanol solvent 2. Write the product of the following reaction and the full mechanism by which it is formed. Clearly show which steps are reversible and which one step is irreversible. (8 points). 1 equivalent NaOCH CH3 cthanol solvent + excess 3. Circle the most...
For each compound listed below, predict the dominant mechanism for each reactant (SN1 and/or SN2). The...
For each compound listed below, predict the dominant mechanism for each reactant (SN1 and/or SN2). The two test reagent mixtures you will be using are sodium iodide in acetone and silver nitrate in ethanol.Note: a compound may not react at all or react under both mechanisms. If both mechanisms are possible, one is usually dominant. Indicate that where applicable. Reactant KI/acetone AgNO3/ethanol 1 bromobenzene 2 bromocyclopentane 3 bromocyclohexane 4 2-bromobutane 5 2-chlorobutane 6 1-chloropropan-2-one 7 1-chlorobutane 8 2-chloro-2-methylpropane 9 1-chloromethylbenzene
PROBLEM 7-33 Predict the products and mechanisms of the following reactions. When more than one product or mechanism is possible, explain which are most likely. (a) 1-bromohexane + sodium ethoxide in ethanol (b) 2-chlorohexane + NaOCH, in methanol
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...
- (20pts) Predict the products and mechanisms of the following reactions. If more than one product or mechanism is possible, explain which are most favorable CH3CH2CH2-Br + NaOCH3 --> a). b). l-bromo-1-methylcyclopentane + CH3CH2OH — heat >
answer all
1. In each of the following, indicate which S2 reaction will occur faster. Explain your reasoning. a. 1-bromo-2,2-dimethylpropane or 1-bromo-3-methylbutane with Nal in DMSO. b. 1-iodopentane with NaN, in ethanol or NaSCH, in ethanol, c. Reaction of isobutyl iodide with NaBr in acetone or in ethanol. 2. In each of the following, indicate which S, 1 reaction will occur faster. Explain your reasoning. a. Reaction of I-chloro-1-methylcyclohexane or 1-chloro-2-methylcyclohexane in aqueous ethanol. b. Reaction of 2-chloropentane or 3-bromohexane...
3. for each of the following, choose the reaction that would proceed more rapidly and give an explanation for your choice: (a) iodomethane or bromomethane with aqueous KOH (b) iodomethane or iodoethane with aqueous KOH (c) methanol or bromomethane with Nal dissolved in acetone (d) 2-bromopropane or 1-bromopropane with Nal dissolved in acetone (e) 2-bromo-2-methylbutane or 2-bromo-3-methylbutane with ethanol (f) aqueous KBr or aqueous HBr with butanol (g) 2-chloro-3,3-dimethylbutane or 2-chloro-3-methylbutane with potassium tert- butoxide (h) 1:1 or 1:4 by...
7. Predict the product(s) of each of the following reactions include stereochemistry where important and indicate the mechanism (S, S,2, El, E2). 80°C a 2-chloro-2-methylbutane NaOH Н.о b. (R)-2-chloropentane Nac c-H DMSO с1 (снс. Cн, CH,ОН d. trans-1-chloro-3-methylcyclohexane+ NaOC(CH) e. 2-chloro-3-phenylbutane Н.о f. trans-1-bromo-3-methyleyclopentane Nal acetone NaOCH THон g 2-chloro-2-methylbutane EIOH h R-3-bromo-2-methylpentane . trans-1-bromo-2-isopropyleyclohexane CHCOK NaSH Н,о j. 1-bromopropaе NaOCH снон CH коссH). I-bromobutane m. cis-1-chloro-3-methyleyclobutane Nal DMSO сHсH,он n. (R)-2-iodo-2-phenylethane NaOH o. 1-iodobutane p. 2-bromo-3-methylbutane KOC(CH). но (S)-3-chlorocyclopentene...
1. Predict the products of the following reactions (18 points, 3 each) Catalytic KOH methanol/water solvent Catalytic KOH methanol/water solvent Catalytic KOH methanol water solvent Catalye KOH. 1 equivalent NaOCH.CH ethanol solvent I equivalent NaOCH.CH ethanol solvent 2. Write the product of the following reaction and the full mechanism by which it is formed. Clearly show which steps are reversible and which one step is irreversible. (8 points). 1 equivalent NaOCH CH3 cthanol solvent + excess 3. Circle the most...
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