Why is methoxide a strong base? - Chemistry Stack Exchange
Methoxide ($\ce{CH3O-}$) is the conjugate base of methanol. Methanol is very weak acid (e.g. its dissociation constant is very small), so its conjugated base is very strong. Share
Is methoxide a better nucleophile than hydroxide?
Aug 14, 2015 · Methoxide is a relatively unhindered base, as is hydroxide. But as explained above, methoxide experiences induction whereas hydroxide does not. So one would expect methoxide to be a better nucleophile than hydroxide because it is a stronger base than hydroxide and still remains unhindered.
Negative charge of methoxide anion - Chemistry Stack Exchange
Aug 3, 2013 · Why is the methoxide ($\\ce{CH_{3}O^{-}}$) anion negatively charged? It has 13 valence electrons and has 13 free electrons. In spite of that the methoxide anion is negatively charged.
ph - Which one of the two is the stronger base: methoxide ion or ...
Aug 5, 2020 · Therefore it destabilizes the methoxide ion. $\ce{-H}$ has a comparatively lesser +I. This leads to the conclusion that $\ce{OH-}$ is more acidic than $\ce{CH3O-}$. This seems like a valid argument, but the order varies in gaseous/aqueous phases, because we consider polarizabilty and solvation effect, rather than inductive effect there
organic chemistry - Reaction of NaOH with methanol and ethanol ...
Sep 17, 2016 · The reaction of methanol and ethanol are based on their $\mathrm{p}K_\mathrm{a}$ values in the reaction. Fist consider the reaction of methanol with water along with their $\mathrm{p}K_\mathrm{a}$ values.
organic chemistry - Reaction between chlorobenzene and sodium …
Sep 4, 2016 · The benzyne intermediate is very electrophilic and nucleophilic attack by methoxide ion proceeds rapidly to give anisole. Although this reaction is well-documented with both $\ce{NaOH}$ and $\ce{NaNH2}$, I can't find any real-life examples with $\ce{NaOMe}$. Most examples of chlorobenzene → anisole reactions involve some kind of catalyst.
Is methanol more acidic than water? - Chemistry Stack Exchange
Dec 21, 2015 · In both hydroxide and methoxide, we have an $\ce{O}$ bearing negative charge. In the former, we have a hydrogen attached to the $\ce{O}$. In the latter, we have a carbon attached to the $\ce{O}$. Carbon is more electronegative than hydrogen, therefore, carbon should be able to better withdraw electron density via induction from the $\ce{O}$.
Synthesis of sodium methoxide - Chemistry Stack Exchange
May 8, 2017 · Synthesis of sodium methoxide. Ask Question Asked 7 years, 7 months ago. Modified 4 years, 5 months ago.
When (R)-2-bromopentane reacts with sodium methoxide, what is …
I know that with a SN2 reaction mechanism this becomes (S)-2-methoxypentane, but with elimination this is trans-2-pentene. I know that elimination happens quickly when you apply heat. In this case we have a secondary alkyl halide so its possible to use SN2 or E2 due to methoxide being a strong nucleophile.
organic chemistry - Why is sodium methanethiolate still a better ...
Jun 17, 2015 · I'm looking at a problem where sodium methanethiolate and sodium methoxide, both in equal amounts, are being reacted with $\ce{CH3I}$ and the solvent is ethanol. I understand that sodium methanethiolate is a better nucleophile than sodium methoxide when the two are reacted in equal amounts with something like methyl iodide in a polar aprotic ...