The Hydroboration-Oxidation of an Alkene to Yield 1-Octanol. 1-octene to 1-octanol using BH3-THF What might be...
The Hydroboration-Oxidation of an Alkene to Yield 1-Octanol.
1-octene to 1-octanol using BH3-THF
What might be a source of octane in the product mixture in this reaction? Hint: You did quench the hydroboration reaction with water and let the mixture sit for a week before proceeding to the oxidation step.
Homework Answers
Water is the source of octane in the product mixture in the given hydroboration-oxidation reaction.
If the reaction mixture is quenched with water after the first step (hydroboration with BH3-THF) and stand for a week, then the side reaction occurs, where octyl group (partially negative) on the borane migrates to take a proton from water to generate octane and BH2(OH) as shown below.
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The Hydroboration-Oxidation of an Alkene to Yield 1-Octanol.
1-octene to 1-octanol using BH3-THF
What might be...
Identify the two diastereomeric hydroboration-oxidation products that can be formed from the following alkene by dragging...
Identify the two diastereomeric hydroboration-oxidation products that can be formed from the following alkene by dragging the product pair to the product bin. Then suggest which product should be the major product or whether they will be formed in equal amounts by dragging the appropriate label to the bin under the products. Note: If one or more labels are incorrectly placed, a single red X will appear on the top left. 1) BH3, THF 2) H2O2, -OH Incorrect. o do.com...
15) What synthetic goal is achieved by subjecting an alkene to BH3-THF, followed by oxidative working...
15) What synthetic goal is achieved by subjecting an alkene to BH3-THF, followed by oxidative working using H2O2 and NaOH? A) Markovnikov addition of water where relative stereochemistry is preserved B) Markovnikov addition of water where relative stereochemistry is scrambled (or destroyed) C) Anti-Markovnikov addition of water where relative stereochemistry is preserved D) Anti-Markovnikov addition of water where relative stereochemistry is scrambled (or destroyed) 16) Which of the following reaction occur by anti-addition to an alkene? A) Br2 B) BH3-THF,...
Given the following hydroboration-oxidation reaction, draw the expected trialkylborane intermediate (Part 1) and the expected product(s)...
Given the following hydroboration-oxidation reaction, draw the expected trialkylborane intermediate (Part 1) and the expected product(s) (Part 2). When drawing the product(s), include the correct stereochemistry. 1) BH3'THF 2)H202, NaOH, H2O 3rd attempt Part1 (1point) d See Periodic Table See Hint For the trialkylborane product, stereochemistry is not required Draw the trialkvlborane intermediate
Suppose you are performing a hydroboration oxidation of 1-hexene to form 1-hexanol. Your reaction includes 0.97 mL of 1-hexene, which has a density of 0.673 g/mL, 1.76 mL of 1.00 M borane in THF, and 1.28 mL of 30.0% m/v hydrogen peroxide. What is the t
Suppose you are performing a hydroboration oxidation of 1-hexene to form 1-hexanol. Your reaction includes 0.97 mL of 1-hexene, which has a density of 0.673 g/mL, 1.76 mL of 1.00 M borane in THF, and 1.28 mL of 30.0% m/v hydrogen peroxide.What is the theoretical yield of 1-hexanol (in g) for the reaction?Type answer:
Alkene reaction and mechanisms practice exercise 1) O₃ 2) (CH3)2S 25) Treatment of cyclopentene with peroxybenzoic...
Alkene reaction and mechanisms practice exercise
1) O₃ 2) (CH3)2S 25) Treatment of cyclopentene with peroxybenzoic acid A) results in oxidative cleavage of the ring to produce an acyclic compound B) yields a meso epoxide C) yields an equimolar mixture of enantiomeric epoxides D) gives the same product as treatment of cyclopentene with Os04 E) none of the above 26) Provide a detailed, step-by-step mechanism for the reaction shown below. но Br2 na + HBT Br 27) Provide a detailed,...
____ Reaction workup details (role of K2CO3,Na2S2O3, brine)? HYDROBORATION-OXIDATION OF 1-HEXENE 1. In a screw cap...
____ Reaction workup details (role of
K2CO3,Na2S2O3,
brine)?
HYDROBORATION-OXIDATION OF 1-HEXENE 1. In a screw cap V-vial, prepare a solution of 0.33 g of iodine in 3 mL of dry THF. Firmly tighten the cap; keep the vial closed until ready to use. 2. In a 25 mL round-bottom flask, weigh 0.12 g of sodium borohydride. Add 8 mL of dry THF; stopper the flask with a septum, and stir the mixture for 10 min at room temperature 3. Prepare...
What is answer of #6??? Lab Section: 0 2 Report: Hydroboration of 1-Methylcyclohexene Mechanism / GC...
What is answer of #6???
Lab Section: 0 2 Report: Hydroboration of 1-Methylcyclohexene Mechanism / GC Analysis / Calculations 1. After reviewing the GC and 'H NMR spectra, what is the major product of the reaction? a. BHS. THF, OH O a. BH3. THE OH + b. 3 H2O2 3 + 3 c. NaOH OH ОН racemic racemic major 2. Draw the complete curved arrow mechanism for the reaction to produce the major product, including both the hydroboration and oxidation...
What is answer of #10?? Report: Hydroboration of 1-Methylcyclohexene Mechanism / GC Analysis / Calculations 1....
What is answer of #10??
Report: Hydroboration of 1-Methylcyclohexene Mechanism / GC Analysis / Calculations 1. After reviewing the GC and 'H NMR spectra, what is the major product of the reaction? + 3 a. BH: . THF 3 b. 3 H2O2 OH + 3 OH c. NaOH MOH OH racemic racemic major 2. Draw the complete curved arrow mechanism for the reaction to produce the major product, including both the hydroboration and oxidation steps. Repetitive steps need only be...
What is answer of #9??? Help me Report: Hydroboration of 1-Methylcyclohexene Mechanism / GC Analysis /...
What is answer of #9???
Help me
Report: Hydroboration of 1-Methylcyclohexene Mechanism / GC Analysis / Calculations 1. After reviewing the GC and 'H NMR spectra, what is the major product of the reaction? + 3 a. BH: . THF 3 b. 3 H2O2 OH + 3 OH c. NaOH MOH OH racemic racemic major 2. Draw the complete curved arrow mechanism for the reaction to produce the major product, including both the hydroboration and oxidation steps. Repetitive steps need...
Attached is the lab experiment. Here are the questions I need help with: 1. What is...
Attached is the lab experiment. Here are the questions I need
help with:
1. What is the purpose of each of the following steps in this
experiment?
a. Adding solid NaCl to the reaction mixture
b. Repeated washings with water, sat'd NAHCO3, and brine
c. the pipet column chromatography
2. Which compound, cyclohexanol or cyclohexanone will have a
higher Rf on a TLC plate?
3. What is the advantage of using sodium hypochlorite as an
oxidant over CrO3 or Na2Cr2O7...
Identify the two diastereomeric hydroboration-oxidation products that can be formed from the following alkene by dragging the product pair to the product bin. Then suggest which product should be the major product or whether they will be formed in equal amounts by dragging the appropriate label to the bin under the products. Note: If one or more labels are incorrectly placed, a single red X will appear on the top left. 1) BH3, THF 2) H2O2, -OH Incorrect. o do.com...
15) What synthetic goal is achieved by subjecting an alkene to BH3-THF, followed by oxidative working using H2O2 and NaOH? A) Markovnikov addition of water where relative stereochemistry is preserved B) Markovnikov addition of water where relative stereochemistry is scrambled (or destroyed) C) Anti-Markovnikov addition of water where relative stereochemistry is preserved D) Anti-Markovnikov addition of water where relative stereochemistry is scrambled (or destroyed) 16) Which of the following reaction occur by anti-addition to an alkene? A) Br2 B) BH3-THF,...
Given the following hydroboration-oxidation reaction, draw the expected trialkylborane intermediate (Part 1) and the expected product(s) (Part 2). When drawing the product(s), include the correct stereochemistry. 1) BH3'THF 2)H202, NaOH, H2O 3rd attempt Part1 (1point) d See Periodic Table See Hint For the trialkylborane product, stereochemistry is not required Draw the trialkvlborane intermediate
Alkene reaction and mechanisms practice exercise
1) O₃ 2) (CH3)2S 25) Treatment of cyclopentene with peroxybenzoic acid A) results in oxidative cleavage of the ring to produce an acyclic compound B) yields a meso epoxide C) yields an equimolar mixture of enantiomeric epoxides D) gives the same product as treatment of cyclopentene with Os04 E) none of the above 26) Provide a detailed, step-by-step mechanism for the reaction shown below. но Br2 na + HBT Br 27) Provide a detailed,...
____ Reaction workup details (role of
K2CO3,Na2S2O3,
brine)?
HYDROBORATION-OXIDATION OF 1-HEXENE 1. In a screw cap V-vial, prepare a solution of 0.33 g of iodine in 3 mL of dry THF. Firmly tighten the cap; keep the vial closed until ready to use. 2. In a 25 mL round-bottom flask, weigh 0.12 g of sodium borohydride. Add 8 mL of dry THF; stopper the flask with a septum, and stir the mixture for 10 min at room temperature 3. Prepare...
What is answer of #6???
Lab Section: 0 2 Report: Hydroboration of 1-Methylcyclohexene Mechanism / GC Analysis / Calculations 1. After reviewing the GC and 'H NMR spectra, what is the major product of the reaction? a. BHS. THF, OH O a. BH3. THE OH + b. 3 H2O2 3 + 3 c. NaOH OH ОН racemic racemic major 2. Draw the complete curved arrow mechanism for the reaction to produce the major product, including both the hydroboration and oxidation...
What is answer of #10??
Report: Hydroboration of 1-Methylcyclohexene Mechanism / GC Analysis / Calculations 1. After reviewing the GC and 'H NMR spectra, what is the major product of the reaction? + 3 a. BH: . THF 3 b. 3 H2O2 OH + 3 OH c. NaOH MOH OH racemic racemic major 2. Draw the complete curved arrow mechanism for the reaction to produce the major product, including both the hydroboration and oxidation steps. Repetitive steps need only be...
What is answer of #9???
Help me
Report: Hydroboration of 1-Methylcyclohexene Mechanism / GC Analysis / Calculations 1. After reviewing the GC and 'H NMR spectra, what is the major product of the reaction? + 3 a. BH: . THF 3 b. 3 H2O2 OH + 3 OH c. NaOH MOH OH racemic racemic major 2. Draw the complete curved arrow mechanism for the reaction to produce the major product, including both the hydroboration and oxidation steps. Repetitive steps need...
Attached is the lab experiment. Here are the questions I need
help with:
1. What is the purpose of each of the following steps in this
experiment?
a. Adding solid NaCl to the reaction mixture
b. Repeated washings with water, sat'd NAHCO3, and brine
c. the pipet column chromatography
2. Which compound, cyclohexanol or cyclohexanone will have a
higher Rf on a TLC plate?
3. What is the advantage of using sodium hypochlorite as an
oxidant over CrO3 or Na2Cr2O7...
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