Please answer both, thank you! Devise the most efficient synthesis for the carboxylic acid below using a starting material and reagents from the tables. Give your route by specifying the number of the starting materialfollowed by the letters of the reagents you would use beginning with the first step.The answer 4fh means treat t-butanol(4) with conc. HCl(f) then treat the product with KOH in alcohol(h).BrStarting materialsBrReagents1OHa Mg/ dry etherH3COH6b 1. CO₂ 2. acidic workupc NaCN / THF or DMF2d NaCN/dil. aqueous H₂SO4BrThe most efficient synthetic route isBr73g PBr3OHOHe Aqueous H₂SO4 at refluxf Conc. HCI or HCI (gas)h KOH/ alcoholtomOH48mini KMnO4 / H3O+5j Na₂ CrO4/ aqueous H₂SO4Ik 1. BH3/THF 2. H₂O₂/aq. NaOH Devise the most efficient synthesis for the carboxylic acid below using a starting material and reagents from the tables. Give your route by specifying the number of the starting materialfollowed by the letters of the reagents you would use beginning with the first step.The answer 4fh means treat t-butanol(4) with conc. HCI(f) then treat the product with KOH in alcohol(h).Starting materialsBrReagentsCH3The most1a Mg/ dry etherOHH3COHb 1. CO₂ 2. acidic workupc NaCN/THF or DMFSubmit Answer2d NaCN/dil. aqueous H₂SO4ficient synthetic route isBrRetry Entire GroupBr73g PBr3OHOHe Aqueous H₂SO4 at refluxf Conc. HCI or HCI (gas)h KOH/alcoholHot9 more group attempts remaining8i KMnO4 / H3O+5j Na₂ CrO4 / aqueous H₂SO4k 1. BH3/THF 2. H₂O₂/aq. NaOHI

Answered: Image /qna-images/answer/b8af336c-9967-4415-8238-daabf294236d.jpg

Starting materials Reagents a Mg/dry ether b 1. CO₂ 2. acidic workup c NaCN/THF or DMF d NaCN/dil. aqueous H₂SO4 Br The most efficient synthetic route is e Aqueous H₂SO4 at reflux f Conc. HCI or HCI (gas) g PBra h KOH/alcohol HO+ 4 है I KMnO4/H₂O* j CrO4/ aqueous H₂SO4 k 1. BH/THF 2. H₂O₂/aq. NaOH

Starting materials Reagents a Mg/dry ether b 1. CO₂ 2. acidic workup c NaCN/THF or DMF d NaCN/dil. aqueous H₂SO4 Br The most efficient synthetic route is e Aqueous H₂SO4 at reflux f Conc. HCI or HCI (gas) g PBra h KOH/alcohol HO+ 4 है I KMnO4/H₂O* j CrO4/ aqueous H₂SO4 k 1. BH/THF 2. H₂O₂/aq. NaOH

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter19: Aldehydes And Ketones: Nucleophilic Addition Reactions

Section19.SE: Something Extra

Problem 39MP

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Devise the most efficient synthesis for the carboxylic acid below using a starting material and reagents from the tables. Give your route by specifying the number of the starting material followed by the letters of the reagents you would use beginning with the first step. The answer 4fh means treat t-butanol(4) with conc. HCl(f) then treat the product with KOH in alcohol(h). Starting materials Br Reagents 1 OH a Mg/ dry ether b 1. CO₂ H3C OH 6 2. acidic workup c NaCN/THF or DMF 2 d NaCN/dil. aqueous H₂SO4 Br Br 7 3 g PBr3 OH OH e Aqueous H₂SO4 at reflux f Conc. HCI or HCI (gas) h KOH/alcohol Hot 4 8 i KMnO4 / H3O+ 5 H j Na₂ CrO4 / aqueous H₂SO4 . Å k 1. BH3/THF 2. H₂O₂/aq. NaOH Previous Next
Devise the most efficient synthesis for the carboxylic acid below using a starting material and reagents from the tables. Give your route by specifying the number of the starting material followed by the letters of the reagents you would use beginning with the first step. The answer 4fh means treat t-butanol(4) with conc. HCl(f) then treat the product with KOH in alcohol(h). HO, Starting materials Br Br ton HO. OH H. H3C 1 2 3 он он Br 7 Reagents a Mg / dry ether e Ethanol, H2SO4(trace) at reflux i Os04 b 1. CO2 2. acidic workup f Conc. HCI į Naz Cro4 / aqueous H,SO4 c NACN / THF or DMF 9 HBr k 1. BH3/THF 2. H2O2/aq. NAOH d NaCN / dil. aqueous H2SO4 h КОН/alcohol
Devise the most efficient synthesis for the carboxylic acid below using a starting material and reagents from the tables. Give your route by specifying the number of the starting material followed by the letters of the reagents you would use beginning with the first step. The answer 4fh means treat t-butanol (4) with conc. HCl(f) then treat the product with KOH in alcohol(h). Starting materials Reagents OH 1 Br a Mg / dry ether H3C1 OH 6 b 1. CO₂ 2. acidic workup c NaCN / THF or DMF 2 d NaCN/dil. aqueous H₂SO4 The most efficient synthetic route is Br Br 7 3 g HBr f Conc. HCI OH OH e Ethanol, H₂SO4(trace) at reflux h KOH/alcohol toH OH 4 8 i OsO4 5 H j Na₂ CrO4/ aqueous H₂SO4 I K 1.BH3/THF 2. H₂O₂/aq. NaOH
Devise the most efficient synthesis for the carboxylic acid below using a starting material and reagents from the tables. Give your route by specifying the number of the starting material followed by the letters of the reagents you would use beginning with the first step. The answer 4fh means treat t-butanol(4) with conc. HCl(f) then treat the product with KOH in alcohol(h). Starting materials Reagents 1 Br a Mg/dry ether OH 6 H₂C OH c NaCN/THF or DMF "225" b 1. CO₂ 2. acidic workup d NaCN/dil. aqueous H₂SO4 The most efficient synthetic route is Br Br 7 3 g PBr3 OH OH e Aqueous H₂SO4 at reflux f Conc. HCI or HCI (gas) h KOH/alcohol Hot 8 i KMnO4/H₂O* 5 H j Na₂ CrO₂ / aqueous H₂SO4 k 1. BH3/THF 2. H₂O₂/aq. NaOH TÅ 요
Devise the most efficient synthesis for the carboxylic acid below using a starting material and reagents from the tables. Give your route by specifying the number of the starting material followed by the letters of the reagents you would use beginning with the first step. The answer 4fh means treat t-butanol(4) with conc. HCl(f) then treat the product with KOH in alcohol(h). Starting materials Reagents Br a Mg/ dry ether OH 6 OH H3C b 1. CO₂ 2. acidic workup c NaCN/THF or DMF 2 d NaCN/dil. aqueous H₂SO4 The most efficient synthetic route is Br Br 7 3 g HBr f Conc. HCI e Ethanol, H₂SO4(trace) at reflux OH OH h KOH/alcohol 4 OH 8 i OsO4 5 H j Na₂ CrO4/ aqueous H₂SO4 I K 1.BH3/THF 2. H₂O₂/aq. NaOH 요
Devise the most efficient synthesis for the carboxylic acid below using a starting material and reagents from the tables. Give your route by specifying the number of the starting material followed by the letters of the reagents you would use beginning with the first step. The answer 4fh means treat t-butanol(4) with conc. HCl(f) then treat the product with KOH in alcohol(h). Starting materials Reagents OH Br Br OH H₁C LOH Bri HO+ a Mg / dry ether e Aqueous H2SO4 at reflux i KMnO4/H3O+ b 1. CO₂ 2. acidic workup f Conc. HCI or HCI (gas) j Na₂ CrO4 / aqueous H2SO4 c NaCN/THF or DMF g PBr3 k 1. BH/THF 2. H₂O₂/aq. NaOH d NaCN/dil. aqueous H2SO4 h KOH / alcohol The most efficient synthetic route is Submit Answer Retry Entire Group 2 more group attempts remaining
Devise the most efficient synthesis for the carboxylic acid below using a starting material and reagents from the tables. Give your route by specifying the number of the starting material followed by the letters of the reagents you would use beginning with the first step. The answer 4fh means treat t-butanol(4) with conc. HCl(f) then treat the product with KOH in alcohol(h). Starting materials Reagents 1 Br OH H₂C مكره a Mg/ dry ether "Q" b 1. CO₂ 2. acidic workup c NaCN / THF or DMF d NaCN/dil. aqueous H₂SO4 The most efficient synthetic route is Br Br 7 3 g PBr OH OH e Aqueous H₂SO4 at reflux f Conc. HCI or HCI (gas) h KOH/alcohol 4 -OH 8 i KMnO4 /H₂O* 5 H j Na₂ CrO₂ / aqueous H₂SO4 요 k 1. BH/THF 2. H₂O₂/aq. NaOH
Devise the most efficient synthesis for the carboxylic acid below using a starting material and reagents from the tables. Give your route by specifying the number of the starting material followed by the letters of the reagents you would use beginning with the first step. The answer 4fh means treat t-butanol (4) with conc. HCl(f) then treat the product with KOH in alcohol(h). CH3 Starting materials Reagents 1 Br OH a Mg / dry ether H3C OH ³4 b 1. CO₂ 2. acidic workup c NaCN/THF or DMF 2 d NaCN/dil. aqueous H₂SO4 The most efficient synthetic route is Br Br 7 3 g HBr f Conc. HCI OH OH e Ethanol, H₂SO4(trace) at reflux h KOH/alcohol Hot 8 i OsO4 5 H j Na₂ CrO4 / aqueous H₂SO4 요 K 1. BH3/THF 2. H₂O₂laq. NaOH
Devise the most efficient synthesis for the carboxylic acid below using a starting material and reagents from the tables. Give your route by specifying the number of the starting material followed by the letters of the reagents you would use beginning with the first step. The answer 4fh means treat t-butanol(4) with conc. HCl(f) then treat the product with KOH in alcohol(h). CH3 Starting materials Reagents Br OH a Mg / dry ether 34 H3C OH 6 b 1. CO₂ 2. acidic workup c NaCN / THF or DMF 2 d NaCN/dil. aqueous H₂SO4 Br The most efficient synthetic route is ab Br 7 3 g HBr f Conc. HCI e Ethanol, H₂SO4(trace) at reflux OH OH h KOH/alcohol -OH 8 i OsO4 5 H j Na₂ CrO4 / aqueous H₂SO4 1 K 1.BH3/THF 2. H₂O₂/aq. NaOH
Dd.84.
Devise the most efficient synthesis for the carboxylic acid below using a starting material and reagents from the tables. Give your first step. The answer 4fh means treat t-butanol(4) with conc. HCl(f) then treat the product with KOH in alcohol(h). Starting materials Br OH OH HO H3C OH 2 Br 6 Reagents a Mg / dry ether Br 7 3 OH 4 OH e Aqueous H2SO4 at reflux b 1. CO₂ 2. acidic workup f Conc. HCI or HCI (gas) c NaCN/THF or DMF g PBг3 d NaCN/dil. aqueous H2SO4 h KOH/alcohol -OH 8 50 H | KMnO4 / H₂O* J Na₂ CгO / aqueous H₂SO k 1. BH3/THF 2. H₂O₂/aq. NaOH
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