What is potassium tert-butoxide soluble in?

What is potassium tert-butoxide soluble in?

Potassium tert-butoxide

Names
Solubility in water Reacts with water
Solubility in diethyl ether 4.34 g/100 g (25-26 °C)
Solubility in Hexane 0.27 g/100 g (25-26 °C)
Solubility in Toluene 2.27 g/100 g (25-26 °C)

Is tert-butoxide soluble in water?

Store below +30°C. Soluble in hexane, toluene, diethyl ether and terahydrofuran. Stability: Stable, but reacts violently with water and acids, possibly leading to fire.

Is potassium tert-butoxide a solvent?

Solubility: sol/100g solvent at 25–26 °C: hexane 0.27 g, toluene 2.27 g, ether 4.34 g, tert-BuOH 17.80 g, THF 25.00 g. Form Supplied in: white, hygroscopic powder; widely available commercially; also available as a 1.0 M solution in THF.

Can tert-butoxide react with water?

Like all other alkaline alcoholates sodium tert-butoxide immediately reacts with water to form sodium hydroxide.

What does potassium tert-butoxide do?

Potassium tert-butoxide may be used as a base in the intramolecular cyclization of iodo arene to afford benzopyran via microwave method of synthesis. Potassium tert-butoxide has been used as a strong base in the enantioselective synthesis of amines by transfer hydrogenation of N-(tertbutylsulfinyl)imines.

What is the formula of potassium tert-butoxide?

C4H9KOPotassium tert-butoxide / Formula

Is potassium tert-butoxide a strong base?

Today’s reagent, potassium tert-butoxide (KOt-Bu), is a strong base just like all alkoxides, but there’s something about it that makes it special.

What is the density of potassium tert-butoxide?

potassium t-butoxide

Common Name potassium t-butoxide
Density 0.910 g/mL at 20 °C Boiling Point
Molecular Formula C4H9KO Melting Point
MSDS Chinese USA Flash Point
Symbol GHS02, GHS05 Signal Word

Is T-butoxide a weak base?

A strong base (frequently used in E2 and enolate reactions) but a fairly poor nucleophile due to steric hindrance. Molecular structure of tert-butoxide ion.

Is T-butoxide a strong base?

Tert-butoxide (tert-butoxide ion; tBuO-): (CH3)3CO-; the conjugate base of tert-butanol. A strong base (frequently used in E2 and enolate reactions) but a fairly poor nucleophile due to steric hindrance.

Is T-butoxide a bulky base?

The base in this instance – potassium t-butoxide – is an extremely bulky base, and the proton we remove to form the Zaitsev product is on a tertiary carbon. As the oxygen from the base draws nearer to this proton, a steric clash occurs.

Why is T BuOK a strong base?

Several reasons: t-BuOK is especially known as a strong base, and a poor nucleophile. Its large, bulky structure causes it to perform exceptionally poorly in substitution, literally eliminating any side reactions when the desired product is the elimination product. It is easily available, like Raphaël insists.

What is potassium t-butoxide?

This colourless solid is a strong base (pKa of conjugate acid around 17), which is useful in organic synthesis. It exists as a tetrameric cubane-type cluster. It is often seen written in chemical literature as potassium t -butoxide. The compound is often depicted as a salt, and it often behaves as such, but it is not ionized in solution.

What is the standard state of potassium tert-butoxide in KPA?

Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).?) Potassium tert-butoxide is the chemical compound with the formula K + (CH 3) 3 CO −. This colourless solid is a strong base (pKa of conjugate acid around 17), which is useful in organic synthesis.

How do you make potassium t butoxide?

Potassium t -butoxide is commercially available as a solution and as a solid, but it is often generated in situ for laboratory use because samples are so sensitive and older samples are often of poor quality. It is prepared by the reaction of dry tert -butyl alcohol with potassium metal.

Which substrates are deprotonated by potassium t-butoxide?

Substrates that are deprotonated by potassium t -butoxide include terminal acetylenes and active methylene compounds. It is useful in dehydrohalogenation reactions.