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| | 2,2,6,6-Tetramethylpiperidine Basic information |
| Product Name: | 2,2,6,6-Tetramethylpiperidine | | Synonyms: | 2,2,6,6-TETRAMETHYLPIPERIDINE;2,2,6,6-TetramethyL;2,2,6,6-Tetramethylpiperidine(Tmp);2,2,6,6-tetramethyl-piperidin;2,2,6,6-Tetramethylpiperidine (HTMP);2,2,6,6-Tetramethylpiperidine, 98+%;2,2,6,6-TETRAMETHYLPIPERIDINE, 99+%;2,2,6,6-Tetramethylpiperidien | | CAS: | 768-66-1 | | MF: | C9H19N | | MW: | 141.25 | | EINECS: | 212-199-3 | | Product Categories: | Fine Chemical;Industrial/Fine Chemicals;Piperidines, Piperidones, Piperazines;Piperidine;API intermediates;Organic BasesBuilding Blocks;Chemical Synthesis;Heterocyclic Building Blocks;Piperidines;Synthetic Reagents;768-66-1;bc0001 | | Mol File: | 768-66-1.mol |  |
| | 2,2,6,6-Tetramethylpiperidine Chemical Properties |
| Melting point | -59°C | | Boiling point | 152 °C (lit.) | | density | 0.837 g/mL at 25 °C (lit.) | | vapor pressure | 14 hPa (39 °C) | | refractive index | n20/D 1.445(lit.) | | Fp | 76 °F | | storage temp. | Store below +30°C. | | solubility | MISCIBLE | | pka | 11.07(at 25℃) | | form | Liquid | | color | Clear colorless to yellow | | Specific Gravity | 0.837 | | Water Solubility | MISCIBLE | | Sensitive | Air Sensitive | | BRN | 103296 | | InChI | 1S/C9H19N/c1-8(2)6-5-7-9(3,4)10-8/h10H,5-7H2,1-4H3 | | InChIKey | RKMGAJGJIURJSJ-UHFFFAOYSA-N | | SMILES | CC1(C)CCCC(C)(C)N1 | | CAS DataBase Reference | 768-66-1(CAS DataBase Reference) | | NIST Chemistry Reference | Piperidine, 2,2,6,6-tetramethyl-(768-66-1) | | EPA Substance Registry System | Piperidine, 2,2,6,6-tetramethyl- (768-66-1) |
| Hazard Codes | Xn,F,C | | Risk Statements | 10-22-36/37/38 | | Safety Statements | 26-37/39-16 | | RIDADR | UN 1992 3/PG 3 | | WGK Germany | 2 | | RTECS | TN4220000 | | Autoignition Temperature | 290 °C | | TSCA | TSCA listed | | HazardClass | 3 | | PackingGroup | III | | HS Code | 29333999 | | Storage Class | 3 - Flammable liquids | | Hazard Classifications | Acute Tox. 4 Oral
Eye Dam. 1
Flam. Liq. 3
Met. Corr. 1
Skin Corr. 1A
STOT SE 3 | | Toxicity | LD50 orally in Rabbit: 500 mg/kg |
| | 2,2,6,6-Tetramethylpiperidine Usage And Synthesis |
| Chemical Properties | clear colorless to light yellow-green liquid | | Uses | 2,2,6,6-Tetramethylpiperidine is used in the syntheses of HMP-Y1, Hibarimicinone and HMP-P1, tyrosine kinase inhibitors. | | Uses | 2,2,6,6-Tetramethylpiperidine is a hindered base used to prepare metallo-amide bases and selective generation of silylketene acetals. It is used in the preparation of hibarimicinone, (Z)-silylketene acetal and 4-substituted quinazoline. It acts as a precursor to Lithium tetramethylpiperidide and (2,2,6,6-Tetramethylpiperidin-1-yl)oxyl radical. | | Uses | The lithium amide has been used to efficiently ortho deprotonate pyridine-3-carboxamides. | | Preparation | Many routes for the synthesis of TMP have been reported. One method starts with a conjugate addition reaction of ammonia to phorone. The intermediate triacetone amine is then reduced in a Wolff-Kishner reaction.
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| | 2,2,6,6-Tetramethylpiperidine Preparation Products And Raw materials |
| Preparation Products | 2-(Trifluoromethyl)-4-isocyanatopyridine-->5-Fluoro-2-picolinic acid-->2-Chloropyridine-3,4-dicarboxylic acid-->TEMPO-->3-Bromo-2-((cyclopropylamino)methyl)benzaldehyde-->6-Chloropyridine-3,4-dicarboxylic acid-->4-(Trifluoromethyl)-2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile-->2-Chloro-6-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile-->2-Bromo-6-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile-->3-Fluoro-2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile-->2-(3-Methoxyphenyl)cyclohexanone-->5-(Trifluoromethyl)-2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile-->2-Cyano-5-bromophenylboronic acid pinacol ester-->2-(Trifluoromethyl)-6-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile-->(E)-5-(2-Carboxyvinyl)-2,4-dimethoxypyrimidine-->2-Chloro-4-methoxypyrimidine-5-carbaldehyde-->4-Chloro-2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile-->2-Methoxy-6-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile-->3-Methoxy-2-(5,5-dimethyl-1,3,2-dioxaborinan-2-yl)benzonitrile-->5-Formyl-2,4-dimethoxypyrimidine-->3-Cyanopyridin-4-ylboronic acid-->4-Cyanopyridin-3-ylboronic acid-->2-Cyanopyridin-3-ylboronic acid |
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