In the synthesis of phenacetin from acetaminophen, an alcohol is converted to an ether. a. Is...
In the synthesis of phenacetin from acetaminophen, an alcohol is converted to an ether.
a. Is the–OH in acetaminophen a nucleophile or electrophile?
b. What is the function of the ethanol/NaOH?
c. What is the function of the CH3 CH2I?
d. Describe the mechanism of this reaction.Identify the nucleophile in each step. Use curved arrows to show bondsbreaking and forming. What is the leaving group?
e. Would you get phenacetin by treating acetaminophen with sulfuric acid followed by ethanol? Give reasons
Homework Answers
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In the synthesis of phenacetin from acetaminophen, an alcohol is
converted to an ether.
a. Is...
In the Williamson Ether Synthesis of Phenacetin from Acetaminophen, sodium methoxide in methanol and 100% ethanol...
In the Williamson Ether Synthesis of Phenacetin from Acetaminophen, sodium methoxide in methanol and 100% ethanol are added. This procedure initially states to use bromoethane, instead we used bromobutane. what is the new mechanism?
This is a williamson ether synthesis SN2 reaction. what are the complete mechanisms of this reaction,...
This is a williamson ether synthesis SN2 reaction. what are
the complete mechanisms of this reaction, with the intermediates
included?
MLNVILI SYNTHESIS OF 2-BUTOXYNAPHTHALENE OH 1. NaOH, ETOH 2. n-BuBr DISCUSSION: Nucleophilic substitution reaction is a frequently used method to convert one functional group into another. A nucleophile is mixed with an electrophile and the nucleophile replaces the leaving group to produce a new compound. In this experiment, a weak nucleophile (2-naphthol) is converted into a strong nucleophile. Then this...
Complete the electron-pushing mechanism for the following ether synthesis from propanol in concentrated sulfuric acid at...
Complete the electron-pushing mechanism for the following ether
synthesis from propanol in concentrated sulfuric acid at 140 °C by
adding any missing atoms, bonds, charges, nonbonding electron
pairs, and curved arrows.
Complete the electron-pushing mechanism for the following ether synthesis from propanol in concentrated sulfuric acid at 140 °C by adding any missing atoms, bonds, charges, nonbonding electron pairs, and curved arrows Draw only curved arrows for this step
9.1 Alcohols Worksheet Prior Knowledge: ✓ Acid/base definitions and pka values. ✓ Nucleophile/electrophile definitions and roles....
9.1 Alcohols Worksheet Prior Knowledge: ✓ Acid/base definitions and pka values. ✓ Nucleophile/electrophile definitions and roles. ✓ Substitution and elimination reactions and mechanisms using curved arrows. Leaving group ability. Learning Objectives After completing this activity students should be able to: ✓ Predict the role of an alcohol in the Williamson Ether Synthesis and Fisher Esterification. Determine that protonation of an alcohol affords stronger electrophiles because of better, more stabilized, leaving groups. Conversion of Alcohols to Electrophiles Protonation RCH,OH + H...
Additional Questions: 15. (a) An alcohol (pka = 15) is reacted with NaNH, (pka = 36)....
Additional Questions: 15. (a) An alcohol (pka = 15) is reacted with NaNH, (pka = 36). What role does the alcohol play (acid, base, no role)? (b) Draw the reaction of ROH and NaNH2. Use curved arrows to show electron movement R-O-H + O NHA Na slavonotons boi gelts, Part A define NaNH2 as acting as a base and not as a nucleophile? Why do we define 185 or product of the following reaction. What role does the alcohol play?...
If you were to run this reaction on a 0.5 g acetaminophen, how much powdered potassium...
If you were to run this reaction on a 0.5 g acetaminophen, how
much powdered potassium carbonate would you use ? Show your
work
Alcohols and Ethers 185 14.3 THE WILLIAMSON ETHER SYNTHESIS: PREPARATION OF PHENACETIN FROM ACETAMINOPHEN One of the most common methods used to prepare ether Williamson ether synthesis. In this reaction, an alkoxide anion (RO) acts as a nucleophile in an S, 2 process, displacing a leaving group (X) from an electrophile (R-X). R-20 . RY ROR...
Show the alkyl bromide and alcohol used to make methyl t-butyl ether using the Williamson ether...
Show the alkyl bromide and alcohol used to make methyl t-butyl ether using the Williamson ether synthesis to the right of the retrosynthetic arrow. Complete the general mechanism by adding curved arrows and drawing the final organic product. (Note that R is an abbreviation for any alkyl group and can be found on the bottom row in the pull down periodic table in the drawing tools menu.)
kPlease be very clear in the answer and explain everything explicitly In this experiment, phenacetin will...
kPlease be very clear in the
answer and explain everything explicitly
In this experiment, phenacetin will be prepared by the treatment of acetaminophen of iodoethane in the presence of base under reflux. The acidic nature of the of phenolic group allows the deprotonation by the carbonate species followed by alkylation via an SN2 attack on the electrophilic carbon of an alkyl halide. H К.СО, CH3CH2 2-butanone reflux, 1 h NH HN EFullscreen phenacetin acetaminophen Post-Lab Questions 1. What role does...
OH H+ CH3 H3C OH Esters can be synthesized by an acid-catalyzed nucleophilic acyl substitution between...
OH H+ CH3 H3C OH Esters can be synthesized by an acid-catalyzed nucleophilic acyl substitution between an alcohol and a carboxylic acid; this process is called the Fischer esterification reaction. Because the alcohol oxygen is a poor nucleophile, the carbonyl carbon is made a better electrophile by protonation of the carbonyl oxygen. The steps of the synthesis are all reversible. The reaction is generally driven to completion by using an excess of the liquid alcohol as a solvent, or by...
Show the alkyl bromide and alcohol used to make methyl t-butyl ether using the Williamson ether...
Show the alkyl bromide and alcohol used to make methyl t-butyl
ether using the Williamson ether synthesis to the right of the
retrosynthetic arrow.
Mapoob a) Show the alkyl bromide and alcohol used to make methyl t-butyl ether using the Williamson ether synthesis to the right of the retrosynthetic arrow. alcohol alkyl bromide click to edit CHa H3 H3 b) Complete the general mechanism by adding curved arrows and drawing the final organic product. (Note that R is an abbreviation...
This is a williamson ether synthesis SN2 reaction. what are
the complete mechanisms of this reaction, with the intermediates
included?
MLNVILI SYNTHESIS OF 2-BUTOXYNAPHTHALENE OH 1. NaOH, ETOH 2. n-BuBr DISCUSSION: Nucleophilic substitution reaction is a frequently used method to convert one functional group into another. A nucleophile is mixed with an electrophile and the nucleophile replaces the leaving group to produce a new compound. In this experiment, a weak nucleophile (2-naphthol) is converted into a strong nucleophile. Then this...
Complete the electron-pushing mechanism for the following ether
synthesis from propanol in concentrated sulfuric acid at 140 °C by
adding any missing atoms, bonds, charges, nonbonding electron
pairs, and curved arrows.
Complete the electron-pushing mechanism for the following ether synthesis from propanol in concentrated sulfuric acid at 140 °C by adding any missing atoms, bonds, charges, nonbonding electron pairs, and curved arrows Draw only curved arrows for this step
9.1 Alcohols Worksheet Prior Knowledge: ✓ Acid/base definitions and pka values. ✓ Nucleophile/electrophile definitions and roles. ✓ Substitution and elimination reactions and mechanisms using curved arrows. Leaving group ability. Learning Objectives After completing this activity students should be able to: ✓ Predict the role of an alcohol in the Williamson Ether Synthesis and Fisher Esterification. Determine that protonation of an alcohol affords stronger electrophiles because of better, more stabilized, leaving groups. Conversion of Alcohols to Electrophiles Protonation RCH,OH + H...
Additional Questions: 15. (a) An alcohol (pka = 15) is reacted with NaNH, (pka = 36). What role does the alcohol play (acid, base, no role)? (b) Draw the reaction of ROH and NaNH2. Use curved arrows to show electron movement R-O-H + O NHA Na slavonotons boi gelts, Part A define NaNH2 as acting as a base and not as a nucleophile? Why do we define 185 or product of the following reaction. What role does the alcohol play?...
If you were to run this reaction on a 0.5 g acetaminophen, how
much powdered potassium carbonate would you use ? Show your
work
Alcohols and Ethers 185 14.3 THE WILLIAMSON ETHER SYNTHESIS: PREPARATION OF PHENACETIN FROM ACETAMINOPHEN One of the most common methods used to prepare ether Williamson ether synthesis. In this reaction, an alkoxide anion (RO) acts as a nucleophile in an S, 2 process, displacing a leaving group (X) from an electrophile (R-X). R-20 . RY ROR...
Show the alkyl bromide and alcohol used to make methyl t-butyl ether using the Williamson ether synthesis to the right of the retrosynthetic arrow. Complete the general mechanism by adding curved arrows and drawing the final organic product. (Note that R is an abbreviation for any alkyl group and can be found on the bottom row in the pull down periodic table in the drawing tools menu.)
kPlease be very clear in the
answer and explain everything explicitly
In this experiment, phenacetin will be prepared by the treatment of acetaminophen of iodoethane in the presence of base under reflux. The acidic nature of the of phenolic group allows the deprotonation by the carbonate species followed by alkylation via an SN2 attack on the electrophilic carbon of an alkyl halide. H К.СО, CH3CH2 2-butanone reflux, 1 h NH HN EFullscreen phenacetin acetaminophen Post-Lab Questions 1. What role does...
OH H+ CH3 H3C OH Esters can be synthesized by an acid-catalyzed nucleophilic acyl substitution between an alcohol and a carboxylic acid; this process is called the Fischer esterification reaction. Because the alcohol oxygen is a poor nucleophile, the carbonyl carbon is made a better electrophile by protonation of the carbonyl oxygen. The steps of the synthesis are all reversible. The reaction is generally driven to completion by using an excess of the liquid alcohol as a solvent, or by...
Show the alkyl bromide and alcohol used to make methyl t-butyl
ether using the Williamson ether synthesis to the right of the
retrosynthetic arrow.
Mapoob a) Show the alkyl bromide and alcohol used to make methyl t-butyl ether using the Williamson ether synthesis to the right of the retrosynthetic arrow. alcohol alkyl bromide click to edit CHa H3 H3 b) Complete the general mechanism by adding curved arrows and drawing the final organic product. (Note that R is an abbreviation...
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