Question

If, by mistake, a chemist used 100% ethanol rather than diethyl ether as the reaction solvent,...

If, by mistake, a chemist used 100% ethanol rather than diethyl ether as the reaction solvent, would the Grignard synthesis still proceed as expected?

Homework Answers

Answer #1
  • Grignard reagent is a very nucleophilic reagent in form of organomagnesium halide and it converts carbonyl compounds into alcohols.
  • The general solvent used is diethyl ether which is non-polar and having no acidic hydrogen for the grignard to extract.
  • If instead ethanol or ethyl alcohol is used as a solvent, it will deprotonate the alcohol abstracting the -H with it while leaving the negatively charged oxygen of the alcohol.
  • The acidic proton will protonate the magnesium ion destroying the grignard reagent for further reaction.
Know the answer?
Your Answer:

Post as a guest

Your Name:

What's your source?

Earn Coins

Coins can be redeemed for fabulous gifts.

Not the answer you're looking for?
Ask your own homework help question
Similar Questions
Grignard reaction questions? a. Ethanol is often present in solvent-grade diethyl ether. If this grade, rather...
Grignard reaction questions? a. Ethanol is often present in solvent-grade diethyl ether. If this grade, rather than anhydrous were used, what effect would the ethanol have on the formation of the Grignard reagent? b. Why is it necessary to acidify the mixture (addition of HCl) after the completion of Grignard reaction? c. Why is it necessary to clean and cut the magnesium ribbon into small pieces in the preparation of Grignard reagent? Thank you
Grignard reaction questions? a. Give equations for a detailed procedure showing the conversion of 1-bromoheptane to...
Grignard reaction questions? a. Give equations for a detailed procedure showing the conversion of 1-bromoheptane to 3-decanol using a Grignard reaction. b. Why is it necessary to clean and cut the magnesium ribbon into small pieces in the preparation of Grignard reagent? c. Why care must be taken to have the reagents and apparatus completely dry when a Grignard reaction is performed. What could be a major side reaction if water were present? d. Ethanol is often present in solvent-grade...
Grignard Reaction: 1. it is perfectly acceptable to use wet diethyl ether during the isolation of...
Grignard Reaction: 1. it is perfectly acceptable to use wet diethyl ether during the isolation of the product. Why is it unnecessary to use anhydrous diethyl ether at this stage? 6. Why was potassium carbonate used in the distillation of 2-methyl-2-hexanol? Use the curved-arrow notation to draw a mechanism to show what likely would have occurred if the potassium carbonate was omitted
Diethy ether, the solvent for your Grignard reaction; -is extremely flammable. -is heavier than air. -must...
Diethy ether, the solvent for your Grignard reaction; -is extremely flammable. -is heavier than air. -must be kept dry or the reaction will not work. -is necessary for the reaction to work. which ones of the above are right??? (It can be more than one)
Explain why diethyl ether is a better choice for the extraction than ethanol. Extraction is triglyceride...
Explain why diethyl ether is a better choice for the extraction than ethanol. Extraction is triglyceride from nutmeg.
ORGANIC CHEMISTRY 1 A) If ethanol is used as a solvent synthesis, an ether may form...
ORGANIC CHEMISTRY 1 A) If ethanol is used as a solvent synthesis, an ether may form as a side product. Predict this produt and propose a mechanism for its formation. B) Ethers are readily cleaved into two alkyl bromides upon treatment with HBr. Considering the ether product you predicted in question A, predict these tow alkyl bromide prodcuts. Draw the mechanism for their formation.
Explain why ethanol has a higher boiling point than diethyl ether. Draw to explain if needed.
Explain why ethanol has a higher boiling point than diethyl ether. Draw to explain if needed.
First, you used the 1:1 diethyl ether/petroleum ether mixture; then switches to pure petroleum ether after...
First, you used the 1:1 diethyl ether/petroleum ether mixture; then switches to pure petroleum ether after the first colored band is collected. a) Which (ferrocene or acetylferrocene) would elute first? Explain b) Does it take more, less, or about the same amount of this “wrong solvent” to elute the ferrocene (as compared to using pure petroleum ether as instructed)?
Ethyl acetate is another common organic solvent used in the type of TLC experiment you performed:...
Ethyl acetate is another common organic solvent used in the type of TLC experiment you performed: it has a higher molecular weight and boiling point than either petroleum ether or diethyl ether, and is more polar than them as well. If ethyl acetate had been used as the mobile phase for a TLC analysis of F and AF, how would their Rf values compare to those found using the 1:1 solvent mixture you used? That is, predict how the behavior...
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?
ADVERTISEMENT
Need Online Homework Help?

Get Answers For Free
Most questions answered within 1 hours.

Ask a Question
ADVERTISEMENT