Home » Is ethoxide a better nucleophile in methanol or acetone?

Is ethoxide a better nucleophile in methanol or acetone?

Ethoxide is a better nucleophile in acetone.
The solvent affects the nucleophilicity of ethoxide ion.
A polar protic solvent like methanol can participate in hydrogen bonding with a nucleophile like ethoxide ion, creating a “shell” of solvent molecules around the ion.

Save Time On Research and Writing
Hire a Pro to Write You a 100% Plagiarism-Free Paper.
Get My Paper

(from chemwiki.ucdavis.edu
This decreases the nucleophilicity of the ethoxide, because the nucleophile must push these solvent molecules out of the way in order to attack the substrate.
A polar aprotic solvent like acetone does not hydrogen bond to ethoxide ion to a significant extent.

(from chemwiki.ucdavis.edu)
So the ethoxide ion is almost a “bare” nucleophile.
It is better able to attack the substrate and is therefore a stronger nucleophile.
WARNING: Ethoxide ion is also a strong base, so you will get a competing reaction in acetone — the aldol condensation.

Place your order
(550 words)

Approximate price: $22

Calculate the price of your order

550 words
We'll send you the first draft for approval by September 11, 2018 at 10:52 AM
Total price:
$26
The price is based on these factors:
Academic level
Number of pages
Urgency
Basic features
  • Free title page and bibliography
  • Unlimited revisions
  • Plagiarism-free guarantee
  • Money-back guarantee
  • 24/7 support
On-demand options
  • Writer’s samples
  • Part-by-part delivery
  • Overnight delivery
  • Copies of used sources
  • Expert Proofreading
Paper format
  • 275 words per page
  • 12 pt Arial/Times New Roman
  • Double line spacing
  • Any citation style (APA, MLA, Chicago/Turabian, Harvard)

Our guarantees

Delivering a high-quality product at a reasonable price is not enough anymore.
That’s why we have developed 5 beneficial guarantees that will make your experience with our service enjoyable, easy, and safe.

Money-back guarantee

You have to be 100% sure of the quality of your product to give a money-back guarantee. This describes us perfectly. Make sure that this guarantee is totally transparent.

Read more

Zero-plagiarism guarantee

Each paper is composed from scratch, according to your instructions. It is then checked by our plagiarism-detection software. There is no gap where plagiarism could squeeze in.

Read more

Free-revision policy

Thanks to our free revisions, there is no way for you to be unsatisfied. We will work on your paper until you are completely happy with the result.

Read more

Privacy policy

Your email is safe, as we store it according to international data protection rules. Your bank details are secure, as we use only reliable payment systems.

Read more

Fair-cooperation guarantee

By sending us your money, you buy the service we provide. Check out our terms and conditions if you prefer business talks to be laid out in official language.

Read more
Live Chat+1 763 309 4299EmailWhatsApp

We Can Handle your Online Class from as low as$100 per week