Potassium tert-butoxide
t-BuOK · POTASSIUM TERT-BUTOXIDE · POTASSIUM TERT-BUTYLATE · KOtbu · POTASSIUM T-BUTOXIDE · potassium 2-methylpropan-2-olate · KTB · Potassium Tertiary Butoxide
Identifiers & Physical Properties
| CAS No. | 865-47-4 |
|---|---|
| Molecular formula | C4H9KO |
| Average molar mass | 112.21 g/mol |
| Monoisotopic mass | 112.02904659 g/mol |
| SMILES | CC(C)(C)[O-].[K+] |
| InChIKey | LPNYRYFBWFDTMA-UHFFFAOYSA-N |
| PubChem CID | 23665647 |
| DTXSID | DTXSID2061220 |
Chemical & Physical Properties
| Topological polar surface area | 23.1 |
|---|---|
| Hydrogen bond donors | 0 |
| Hydrogen bond acceptors | 1 |
| Rotatable bonds | 0 |
| Heavy atoms | 6 |
| Formal charge | 0 |
| Complexity | 29 |
| Melting point | 256-258 °C (dec.) (lit.) |
| Boiling point | 275°C |
| Density | 0.910 g/mL at 20 °C |
| Bulk density | 500kg/m3 |
| Vapor pressure | 1 mm Hg ( 220 °C) |
| Flash point | 54 °F |
| Storage conditions | Store below +30°C. |
| Solubility | Soluble in hexane, toluene, diethyl ether and terahydrofuran.REACTS |
| Physical state | Solution |
| pKa (acidity coefficient) | pK1:18(25°C) |
| Color | White to off-white |
| Specific gravity | 0.902 |
| pH | 13 (5g/l, H2O, 20℃)Hydrolysis |
| Hydrolytic Sensitivity | 7: reacts slowly with moisture/water |
| Sensitivity | Moisture Sensitive |
| BRN | 3556712 |
| Stability | Stable, but reacts violently with water and acids, possibly leading to fire. Incompatible with water, acids, halogenated hydrocarbons, alcohols, strong oxidizing agents, ketones, carbon dioxide. |
| InChI | 1S/C4H9O.K/c1-4(2,3)5/h1-3H3/q-1+1 |
| InChIKey | LPNYRYFBWFDTMA-UHFFFAOYSA-N |
| SMILES | [K+].CC(C)(C)[O-] |
| CAS DataBase Reference | 865-47-4(CAS DataBase Reference) |
| FDA UNII | VR838VHE0V |
| EPA Substance Registry System | 2-Methyl-2-propanol, potassium salt (865-47-4) |
| UNSPSC Code | 12352303 |
| NACRES | NA.23 |
| GHS pictogram | GHS02,GHS05 |
| Signal word | Danger |
| GHS hazard statements | H228-H260-H314 |
| GHS precautionary statements | P210-P231+P232-P260-P280-P303+P361+P353-P305+P351+P338 |
| Hazard symbols | F,C,Xi |
| Risk statements (R) | 11-19-22-34-35-14-20-36/37-37 |
| Safety statements (S) | 16-26-36/37/39-43-45-7/9-8-43A-33-27-29 |
| UN transport number | UN 3274 3/PG 2 |
| Water hazard class (WGK) | 1 |
| F | 10-21 |
| Autoignition temperature | 483 °C |
| Hazard Note | Flammable solid/Corrosive |
| TSCA inventory status | TSCA listed |
| Hazard class | 8Eye Dam. 1Flam. Sol. 1Self-heat. 2Skin Corr. 1A |
| Packing group | I |
| Customs code | 29051900 |
| Storage class | 4.2 - Pyrophoric and self-heating hazardous materials |
| REACH registrations | Active |
| Limited quantities | 1.0 L (0.3 gallon) (liquid) |
| Excepted quantities | Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml) |
Safety & Regulations
| F | 10-21 |
|---|---|
| Water hazard class (WGK) | 1 |
| TSCA inventory status | TSCA listed |
| UN transport number | UN 3274 3/PG 2 |
| Customs code | 29051900 |
| Risk statements (R) | 11-19-22-34-35-14-20-36/37-37 |
| Signal word | Danger |
| GHS pictogram | GHS02,GHS05 |
| Hazard symbols | F,C,Xi |
| hazard_note | Flammable solid/Corrosive |
| Safety statements (S) | 16-26-36/37/39-43-45-7/9-8-43A-33-27-29 |
| Hazard class | 8Eye Dam. 1Flam. Sol. 1Self-heat. 2Skin Corr. 1A |
| Storage class | 4.2 - Pyrophoric and self-heating hazardous materials |
| Packing group | I |
| GHS hazard statements | H228-H260-H314 |
| Limited quantities | 1.0 L (0.3 gallon) (liquid) |
| Excepted quantities | Max Inner Pack (30g or 30ml) and Max Outer Pack (500g or 500ml) |
| REACH registrations | Active |
| Autoignition temperature | 483 °C |
| GHS precautionary statements | P210-P231+P232-P260-P280-P303+P361+P353-P305+P351+P338 |
Applications & Uses
Uses
Potassium tert-butoxide, as a strong alkaline, is widely used in the condensation, rearrangement and ring opening reaction in organic production in the fields of chemical, pharmaceutical and pesticide.It can also be used:To synthesize aliphatic and aromatic amides from corresponding esters and amines.As a base in the intramolecular cyclization of aryl ethers, amines, and amides.As a catalyst to prepare styrene derivatives from aryl halides and alkenes by Mizoroki-Heck reaction.
Uses
Potassium tert-butylate is used to catalyzes the Michael addition reaction.
General Description
Potassium tert-butoxide is an important kind of organic base with its alkalinity being stronger than potassium hydroxide. It is widely used in the condensation, rearrangement and ring opening reaction in organic production in the fields of chemical, pharmaceutical and pesticide.