potassium 2-methylbutan-2-olate

• ChemBase ID: 134512
• Molecular Formular: C5H11KO
• Molecular Mass: 126.23854
• Monoisotopic Mass: 126.04469665
• SMILES: CCC(C)(C)[O-].[K+]
• Canonical SMILES: CCC(C)(C)[O-].[K+]
• InChI: InChI=1S/C5H11O.K/c1-4-5(2,3)6;/h4H2,1-3H3;/q-1;+1
• InChIKey: ZRLVQFQTCMUIRM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: potassium 2-methylbutan-2-olate
• IUPAC Traditional name: potassium 2-methylbutan-2-olate
• Synonyms: Potassium (2-methyl-2-butoxide); Potassium tert-pentylate; Potassium tert-pentoxide solution; Potassium 2-methyl-2-butoxide; Potassium tert-amylate; Potassium tert-pentyloxide; 2-甲基-2-丁醇钾; 叔戊醇钾; 叔戊氧基钾 溶液; 2-甲基-2-丁醇钾; 叔戊醇钾

Database IDs

• CAS Number: 41233-93-6
• EC Number: 255-272-5
• MDL Number: MFCD00064808
• Beilstein Number: 4149025
• PubChem SID: 162228788; 24881881
• PubChem CID: 23683543

CALCULATED PROPERTIES

• Acid pKa: 18.535208
• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 1.057905
• LogD (pH = 7.4): 1.057905
• Log P: 1.057905
• Molar Refractivity: 37.1412 cm^3
• Polarizability: 10.265616 Å^3
• Polar Surface Area: 23.06 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: Liquid
• Flash Point: <-15 °C; <5 °F; -18°C(0°F); 39.2 °F; 4 °C; 4°C(39°F)
• Density: 0.80; 0.870; 0.90 g/mL at 20 °C; 0.920 g/mL at 25 °C

Safety Information

• Storage Warning: Air & Moisture Sensitive
• European Hazard Symbols: Corrosive (C); Flammable (F); Nature polluting (N); X
• UN Number: 2924; UN2924
• German water hazard class: 3
• Hazard Class: 3
• Packing Group: 2; II
• Risk Statements: 11-14-19-34-37; 11-14-34-48/20-63-67; 11-14-34-50/53-67; 63-11-14-34-48/20-65-67
• Safety Statements: 16-26-36/37/39-45; 16-26-36/37/39-45-62; 8-16-26-33-36/37/39-43-45; 8-16-26-33-36/37/39-43-45-60-61
• TSCA Listed: 是
• GHS Pictograms: GHS02; GHS05; GHS07; GHS08; GHS09
• GHS Signal Word: Danger
• GHS Hazard statements: H225-H304-H314-H336-H361d-H373; H225-H314-H318-H361-H373-H336; H225-H314-H318-H400-H410-H336; H225-H314-H335
• GHS Precautionary statements: P210-P261-P280-P301 + P310-P305 + P351 + P338-P310; P210-P261-P280-P305 + P351 + P338-P310; P210-P280-P273-P305+P351+P338-P310-P501A; P210-P280-P303+P361+P353-P305+P351+P338-P310-P402+P404
• Personal Protective Equipment: Faceshields, full-face respirator (US), Gloves, Goggles, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 2924 3/PG 2
• Supplemental Hazard Statements: May form explosive peroxides., Reacts violently with water.; Reacts violently with water.

Product Information

• Purity: 14-18% w/v in cyclohexane; 25% w/w in toluene
• Concentration: ~25% in toluene (T, ~1.7 M); 2 M in THF
• Grade: technical
• Linear Formula: CH3CH2C(CH3)2OK

DETAILS

Sigma Aldrich - 60435

Caution
may crystallize; can be redissolved on heating to approx. 30°C
Packaging
1 L in glass bottle
250 mL in glass bottle

Sigma Aldrich - 702757

Packaging
100, 500 mL in glass bottle

REFERENCES

• Strong, hindered base, soluble in hydrocarbon solvents: J. Am. Chem. Soc., 108, 1306 (1987). Has been used in combination with LDA to generate a superbase for the selective metallation of the aralkyl system at the 6-position of protected estradiols: Synthesis, 1493 (1995).