Description

Potassium tert-butylate (CAS No. 865-47-4), also known as potassium tert-butoxide, is a highly reactive, strong base commonly used in organic synthesis. With the molecular formula C₄H₉KO and IUPAC name potassium;2-methylpropan-2-olate, this compound is a white to off-white crystalline powder that is moisture-sensitive and typically stored under inert conditions. It is widely employed as a non-nucleophilic base in deprotonation reactions, elimination reactions, and as a catalyst in various organic transformations. Potassium tert-butylate is soluble in common organic solvents such as THF, DMSO, and DMF, but reacts violently with water and alcohols. Suitable for use in pharmaceuticals, agrochemicals, and materials science research, this high-purity reagent is packaged under nitrogen to ensure stability and longevity.

Properties

• CAS Number: 865-47-4
• Complexity: 29
• IUPAC Name: potassium;2-methylpropan-2-olate
• InChI: InChI=1S/C4H9O.K/c1-4(2,3)5;/h1-3H3;/q-1;+1
• InChI Key: LPNYRYFBWFDTMA-UHFFFAOYSA-N
• Exact Mass: 112.02904639
• Molecular Formula: C4H9KO
• Molecular Weight: 112.21
• SMILES: CC(C)(C)[O-].[K+]
• Topological: 23.1
• Monoisotopic Mass: 112.02904639
• Physical Description: Dry Powder, Liquid
• Synonyms: Potassium tert-butoxide, Potassium tert-butanolate, Potassium T-butoxide, Potassium tert-butylate, tert-butoxypotassium, tert-Butoxide, potassium, potassium tbutoxide, VR838VHE0V, 2-Propanol, 2-methyl-, potassium salt, potassium 1,1-dimethylethoxide, tert-Butyl alcohol, potassium salt, EINECS 212-740-3, 2-Propanol, 2-methyl-, potassium salt (1:1), EC 212-740-3, TERT-BUTANOL POTASSIUM SALT, 2-methyl-2-propanol potassium salt, potassium tertbutylate, potassium tertbutanolate, tertButoxide, potassium, 2Methyl2propanol, potassium salt, 2Propanol, 2methyl, potassium salt, 212-740-3, 865-47-4, potassium 2-methylpropan-2-olate, potassium tert butoxide, potassium-tert-butoxide, potassium;2-methylpropan-2-olate, 2-Methyl-2-propanol, potassium salt, potassium t-butanolate, (tert-butoxy)potassium, MFCD00012162, potassium 2-methyl-2-propanolate, potassium tertbutoxide, potassium tert.butoxide, potassium tert.-butoxide, potassium tert.-butanolate, potassium tertiary-butoxide, Potassium tert-butanolate;Potassium 2-methylpropan-2-olate, KOtBu, potassium-t-butoxide, t-BuOK, Potassiumtert-butoxide, C4H9KO, t-butoxypotassium, KOtert-Bu, tBuOK, tert-BuOK, t-butoxy potassium, tert-butoxy kalium, potassiumt-butoxide, potassium-t-butoxid, potassium t butoxide, potassium-t-butylate, KO-tBu, KOt-Bu, Potassium terbutoxide, tert-butoxy potassium, tert-C4H9OK, potasium-tert-butoxide, potassium ter-butoxide, potassium ter-butylate, potassium-t- butoxide, potassium-tert-butoxid, Potasium tert-butoxide, Potassium tert-butoxid, KO-t-Bu, tBuO-K+, potassium-tert butoxide, tert-butyloxy potassium, potas-sium tert-butoxide, potassium -tert-butoxide, potassium tert -butoxide, potassium tert- butoxide, potassium tert- butylate, potassium tert-but oxide, potassium tert-but-oxide, potassium tert.but-oxide, potassium-tert. butoxide, Potassium tert. butoxide, t-BuO-K+, tertiary butoxy potassium, tertiary-butoxy potassium, potassium tertiarybutoxide, Potassium-tert-butanolate, SCHEMBL41, potassium tert. butanolate, t-C4H9OK, potassium tertiary butoxide, UNII-VR838VHE0V, potassium tertiary butanolate, (CH3)3COK, kalium 1,1-dimethyl ethoxide, KOC(CH3)3, DTXSID2061220, SCHEMBL29004005, SH-004B, potassium (1,1-dimethylethoxide), BCP27516, SH-004, AKOS000121212, AKOS015960589, AKOS040765859, Potassium tert-butoxide 1.0M in THF, 1M POTASSIUM TERT-BUTOXIDE in THF, Potassium tert-butoxide, 1.0 M in THF, BP-31101, FP145437, HY-149303, CS-0864415, NS00042526, P1008, P1619, EN300-33424, Potassium tert-butoxide solution1.0 M in THF, D78008, Potassium tert-butoxide solution, 2.0 M in THF, A841716, Potassium tert-butoxide, 20 wt.% solution in THF, Q285903, Potassium tert-butoxide, Trace metals grade 99.8%, Potassium tert-butoxide 1.0M in THF (0.95-1.1M), Potassium tert-butoxide 1.0M in THF (0.85-1.15M), Z1741973899, Potassium tert-butoxide solution, 1.0 M in tert- butanol, Potassium tert-butoxide (12% in tetrahydrofuran, ca. 1mol/L)

Application

Potassium tert-butylate is extensively used in organic synthesis as a strong, non-nucleophilic base for deprotonation and elimination reactions. It is a key reagent in the synthesis of esters, ethers, and other complex organic molecules. Additionally, it serves as a catalyst in aldol condensations and Michael additions. Its moisture sensitivity requires handling under anhydrous conditions, making it ideal for air-sensitive reactions. Researchers also utilize it in the preparation of pharmaceutical intermediates and specialty chemicals.

Safety and Hazards

GHS Hazard Statements

• H228 (85.2%): Flammable solid [Danger Flammable solids]
• H252 (58.1%): Self-heating in large quantities; may catch fire [Warning Self-heating substances and mixtures]
• H302 (31%): Harmful if swallowed [Warning Acute toxicity, oral]
• H314 (100%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
• H318 (36.5%): Causes serious eye damage [Danger Serious eye damage/eye irritation]

Precautionary Statements

• P210, P235, P240, P241, P260, P264, P264+P265, P270, P280, P301+P317, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P330, P363, P370+P378, P405, P407, P410, P413, P420, and P501

Hazard Classes and Categories

• Flam. Sol. 1 (85.2%)
• Self-heat. 2 (58.1%)
• Acute Tox. 4 (31%)
• Skin Corr. 1A (100%)
• Eye Dam. 1 (36.5%)

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