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| | 2,2,6,6-Tetramethyl-4-piperidinol Basic information | | Preparation |
| Product Name: | 2,2,6,6-Tetramethyl-4-piperidinol | | Synonyms: | TRIACETONEAMINO ALCOHOL;Tetramethyl piperidylol;2,2,6,6-TETRAMETHYL-4-PIPERIDINOL 99+%;Triacetoneamino Alcohol TAA-ol;Triacetonalkamine;6-Tetramethyl-4-piperidinol;4-HYDROXY-2,2,6,6-TETRAMETHYLPIPERIDINE
TAA-OL;2,2,6,6-TetraMethyl-4-piperidinol, 99% 5GR | | CAS: | 2403-88-5 | | MF: | C9H19NO | | MW: | 157.25 | | EINECS: | 219-291-2 | | Product Categories: | Chemical intermediate;Aromatics;Heterocycles;Intermediates;Nitric Oxide Reagents;API intermediates;Miscellaneous;Industrial/Fine Chemicals;Nitrogen cyclic compounds;2403-88-5 | | Mol File: | 2403-88-5.mol |  |
| | 2,2,6,6-Tetramethyl-4-piperidinol Chemical Properties |
| Melting point | 129-131 °C(lit.) | | Boiling point | 212-215 °C(lit.) | | density | 1.085 | | refractive index | 1.4248 (estimate) | | Fp | 212-215°C | | storage temp. | Keep in dark place,Inert atmosphere,Room temperature | | solubility | methanol: 0.1 g/mL, clear | | form | Crystals, Crystalline Powder and/or Chunks | | pka | 14.99±0.60(Predicted) | | color | White to off-white or slightly beige | | PH | 11.2 (4g/l, H2O, 20℃) | | Water Solubility | 130 g/L (23 ºC) | | BRN | 105039 | | InChI | 1S/C9H19NO/c1-8(2)5-7(11)6-9(3,4)10-8/h7,10-11H,5-6H2,1-4H3 | | InChIKey | VDVUCLWJZJHFAV-UHFFFAOYSA-N | | SMILES | CC1(C)CC(O)CC(C)(C)N1 | | CAS DataBase Reference | 2403-88-5(CAS DataBase Reference) | | NIST Chemistry Reference | 4-Piperidinol, 2,2,6,6-tetramethyl-(2403-88-5) | | EPA Substance Registry System | 4-Piperidinol, 2,2,6,6-tetramethyl- (2403-88-5) |
| Hazard Codes | Xi,C | | Risk Statements | 36/37/38-43-34 | | Safety Statements | 26-36-45-36/37/39 | | RIDADR | UN3259 8/PG 2 | | WGK Germany | 1 | | RTECS | TN7871675 | | Hazard Note | Irritant | | TSCA | TSCA listed | | HazardClass | 8 | | PackingGroup | III | | HS Code | 29333999 | | Storage Class | 8A - Combustible corrosive hazardous materials | | Hazard Classifications | Skin Corr. 1B
Skin Sens. 1 |
| | 2,2,6,6-Tetramethyl-4-piperidinol Usage And Synthesis |
| Preparation | Step 1: Add tetramethylpiperidinone, catalyst, caustic soda flakes, and water to the high-pressure reactor and seal it. Step 2: Purge the reactor with N2 to replace the air, then purge with H2 to replace the N2, and finally purge with H2 until the pressure reaches 0.8 MPa. Step 3: First, maintain the pressure inside the reactor at 0.8 MPa. When the pressure drops, promptly replenish the reactor with H2 to 0.8 MPa while stirring and heating, controlling the temperature at 70-100°C. Repeat the above operation until the pressure inside the reactor remains at 0.8 MPa for a certain period of time without change, then stop the reaction. Step 4: Purge the reactor with N2 to replace the H2, and simultaneously purge the reactor coils with cooling water to lower the temperature inside the reactor to below 50°C. Stop stirring, filter out the catalyst, and distill off some of the water. Step 5: Stir and cool the remaining supersaturated mother liquor in an ice-water bath to crystallize, filter and wash to obtain 2,2,6,6-Tetramethyl-4-piperidinol, and recover and reuse the mother liquor. | | Chemical Properties | white to slightly beige crystalline powder | | Uses | An intermediate in the preparation of Piperidinyloxy free radical derivatives. | | Uses | 2,2,6,6-tetramethyl-4-piperidinol has been used to study the irradiation of Camptothecin (CPT) in aerated dimethylsulfoxide (DMSO) solution that leads to formation of singlet oxygen. | | Synthesis Reference(s) | The Journal of Organic Chemistry, 37, p. 2050, 1972 DOI: 10.1021/jo00977a047 | | Purification Methods | The piperidine crystallises from water as a hydrate and crystallises from dry ether or *C6H6 as the anhydrous base. The hydrochloride has m 282-284o (from EtOH/H2O), and the formate has m 207o(dec, from EtOH/EtOAc). [Mailey & Day J Org Chem 22 1061 1957, Beilstein 21 I 195, 21 III/IV 146, 21/1 V 159.] |
| | 2,2,6,6-Tetramethyl-4-piperidinol Preparation Products And Raw materials |
| Raw materials | 4,4'-bis(2,2,6,6-tetramethylpiperidin-4-ol)-->1,2,2,6,6-Pentamethyl-4-piperidinol-->Triacetonamine-->2,2,6,6-Tetramethyl-4-piperidone hydrochloride-->N-Butyl triacetonediamine-->Diphenyldiazomethane-->Phorone-->Butylamine | | Preparation Products | LMI070-->4-Hydroxy-TEMPO |
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