Potassium tert-butanolate, CAS No. 865-47-4

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865-47-4

Catalog No. EBD28899

CAS 865-47-4

Name Potassium tert-butanolate

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Basic Information

Synonyms: Potassiumtert.-butoxide Potassiumtert-butylate Potassiumtert-butoxide t-BuOK potassiumtert-butanolate Potassiumt-butoxide Potassiumtbutoxide PotassiumTertiaryButoxide KTB 2-methyl-2-propanopotassiumsalt 2-Propanol,2-methyl-,potassiumsalt potassium-butoxide potassium2-methylpropan-2-olate 2-propanol,2-methyl-,potassiumsalt(1:1) PTB Potassiumtert-butoxide(PTB/KTB)

Molecular Formula: C4H9KO

Molecular Weight: 112.21

MDL Number: MFCD00012162

Categories: Synthetic Chemistry > Basic Synthetic Reagents > Other Basic Synthetic Reagents Synthetic Chemistry > Organometallic Reagents > Other Organometallic Reagents

Product Description:

Potassium tert-butoxide (KOt-Bu) is a strong, non-nucleophilic base with the chemical formula (CH₃)₃COK. It is typically supplied as a white to off-white powder or as a solution in tert-butanol or other organic solvents. Its high basicity and steric bulk make it a key reagent in organic synthesis. Its primary application is as a strong base in a wide range of organic transformations. It is extensively used for deprotonation reactions, particularly for generating enolates from carbonyl compounds with low pKa values. It is crucial in elimination reactions (e.g., E2), ester condensations (like Claisen and Dieckmann condensations), and as a catalyst in various coupling reactions and rearrangements. Its steric hindrance minimizes unwanted nucleophilic side reactions. Due to its extreme sensitivity to moisture and air, requiring handling under inert atmosphere, it is classified as a highly flammable solid. It reacts violently with water, releasing heat and flammable gases. Its utility stems from its ability to drive reactions to completion under mild conditions, making it a staple in both academic research and industrial-scale pharmaceutical and fine chemical synthesis.

Physical Properties

Melting Point: 256-258 °C (dec.)(lit.)

Boiling Point: 275°C

Flash Point: 54 °F

Density: 0.910 g/mL at 20 °C

Solubility: REACTS

Storage: Flammables area

Safety Information

Packing Level: II

Hazard Category: 8(4.2)

Transport Codes: 3206

Analytical Data

Appearance: white crystalline powder