Question

Why is 10% KOH(aq) used to extract the organic layer during the reaction work up for...

Why is 10% KOH(aq) used to extract the organic layer during the reaction work up for the reaction involving potassium tert-butoxide/tert-buthanol? Explain your answer. Hint: What is the pKa of tert-butanol?

Science   Chemistry   
0 0
Add a commentTranscribed image text
Next >

Homework Answers

Answer #1

10% KOH(aq) used to extract the organic layer during work up for the reaction involving potassium tert-butoxide/tert-buthanol because it makes the solution more basic.

pKa of teritiary butanol is around 18 and it's conjugate salt is potassium tert-butoxide.

When ter-butanol is treated base like KOH then it forms ter-butoxide, an alkoxide ion. Ter-butanol is easily gets oxidised and loses its acidic proton. In order to make it more basic. Potassium hydroxide is added to it.

ter-Bt-OH + KOH -------> ter-But- O- K+ + H2O

This shows that Potassium ter-butoxide formed from the tert-butanol and potassium abstracts the acidic protons from the substrates. This is strong and non nucleophilic base due to steric hinderance. This helps in salting out the main substituents in the organic layer

0 0
Know the answer?
Your Answer:

Post as a guest

Your Name:

What's your source?

Earn Coins

Coins can be redeemed for fabulous gifts.

Log In

Sign Up

Not the answer you're looking for?
Ask your own homework help question
Similar Questions
During work up of the SN1 reaction, the organic product separates from the aqueous layer upon...
During work up of the SN1 reaction, the organic product separates from the aqueous layer upon standing in a separatory funnel. State whether the organic product forms the upper or lower layer and briefly explain your choice. The SN1 treatment involves treatment of 2-methyl-2 butanol with HCL to synthesize 2-chloro-2-methylbutane
Each of the solvents listed below are commonly used in experiments to extract organic compounds from...
Each of the solvents listed below are commonly used in experiments to extract organic compounds from aqueous solutions. Will the organic phase be the upper (top) or lower (bottom) layer when each of these solvents is mixed with water? Explain your answer in each case, using appropriate supporting data. a) Ethyl acetate = b) Hexane =
If sodium methoxide in methanol was used in place of potassium t-butoxide in t-butanol, your GC...
If sodium methoxide in methanol was used in place of potassium t-butoxide in t-butanol, your GC analysis would look much more like the 2-butanol/sulfuric acid reaction products. In addition, a new, non-alkene product would be present in the GC analysis. Explain why the alkene distribution would change, what the new product would be, and why this new product would form.
Tony was working in a laboratory. He needed to work up a reaction that used concnetrated...
Tony was working in a laboratory. He needed to work up a reaction that used concnetrated sulfuric acid. Tony's boss told him to use diethyl ether but he mistakenly used ethyl acetate. Tony mixed the ethyl acetate and the acid/aqueous layer and was waiting for the two to separate but they never did. What happened to the ethyl acetate under the strongly acidic conditions? Why would diethyl ether have been a better solvent?
The Question: Why was the reaction mixture from this experiment extracted with sodium carbonate? What gas...
The Question: Why was the reaction mixture from this experiment extracted with sodium carbonate? What gas is evolved during the addition? Write out the reaction(s) and explain why it is necessary to do this extraction. The only part of this question I know is that CO2 is the gas formed because we saw it in lab but I need help answering this question for my lab workup. Here is the lab information: The lab: was the synthesis of an ester...
Consider the reaction 5Br−(aq)+BrO−3(aq)+6H+(aq)→3Br2(aq)+3H2O(l) The average rate of consumption of Br− is 1.16×10−4M/s over the first...
Consider the reaction 5Br−(aq)+BrO−3(aq)+6H+(aq)→3Br2(aq)+3H2O(l) The average rate of consumption of Br− is 1.16×10−4M/s over the first two minutes. What is the average rate of formation of Br2 during the same time interval? Express your answer with the appropriate units.
1. Writing and Balancing Equations. Write the balanced chemical reaction for each of the following. On...
1. Writing and Balancing Equations. Write the balanced chemical reaction for each of the following. On the line, identify the kind of reaction. Your choices are: Combination, Combustion, Decomposition, Neutralization, Oxidation/Reduction, Precipitation. ___________________ a) Mg(s) combines with nitrogen gas. ___________________ b) When solid potassium chlorate is heated, it decomposes to form solid potassium chloride and oxygen gas. ___________________ c) The complete combustion of acetone, C3H6O(l), a compound used as fingernail polish remover. ___________________ d) Write the balanced MOLECULAR… include the...
1) What does it mean to be a reducing agent? What ion does vitamin C reduce...
1) What does it mean to be a reducing agent? What ion does vitamin C reduce in this experiment? Explain your answer using the oxidation numbers. b) If you look at the chemical reaction for this experiment, sodium bicarbonate is not a part of the reaction. If so, why do we need to add sodium bicarbonate during the analysis of vitamin C? Explain your answer using balanced chemical equation c) Identify the oxidizing agent in chemical equation (i) from the...
Sodium Borohydride Reduction Reaction 1. Dissolve 600 mg of your carbonyl compound in 3 mL of...
Sodium Borohydride Reduction Reaction 1. Dissolve 600 mg of your carbonyl compound in 3 mL of methanol. Cover the flask with aluminum foil when not adding reagents or taking TLC samples to keep any water from getting in. 2. Cool your flask to 0° C using ice/water. 3. Allow to stir in the ice for 2 minutes then slowly add 0.4g of NaBH4 to your solution, then remove from ice bath and stir at room temperature. 4. After 10 min,...
Water Hardness Lab follow up Questions Trial Initial EDTA Volume (mL) Final EDTA Volume (mL) Total...
Water Hardness Lab follow up Questions Trial Initial EDTA Volume (mL) Final EDTA Volume (mL) Total Volume of EDTA Used (mL) 1 8.5 6 2.5 2 5.0 3.0 2.0 3 3.0 0.5 2.3 Average Volume of EDTA Used (mL): 2.3 Average Volume of EDTA Used (mL) Concentration Ca2+ Ions Per Liter of Water (mol/L) Water Hardness (ppm CaCO3) 2.3 0.0023 230 2.Approximately how much calcium would you ingest by drinking six, 8-oz glasses of your local water? Hint: 1 oz...
ADVERTISEMENT
Need Online Homework Help?

Get Answers For Free
Most questions answered within 1 hours.

Ask a Question
ADVERTISEMENT