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Cas Database |
| Name |
Triacetonamine |
EINECS | 212-554-2 |
| CAS No. | 826-36-8 | Density | 0.882 g/cm8 |
| PSA | 29.10000 | LogP | 1.82490 |
| Solubility | 249g/L at 20℃ | Melting Point |
58-62 °C |
| Formula | C9H17NO | Boiling Point | 205.6 °C at 760 mmHg |
| Molecular Weight | 155.24 | Flash Point | 73.2 °C |
| Transport Information | N/A | Appearance | white crystalline powder |
| Safety | 45-36/37/39-26-22-36/37 | Risk Codes | 34-22-36/37/38 |
| Molecular Structure |
|
Hazard Symbols |
 C,  Xn
|
| Synonyms |
4-Piperidone,2,2,6,6-tetramethyl- (6CI,7CI,8CI);2,2,6,6-Tetramethyl-4-oxopiperidine;2,2,6,6-Tetramethyl-4-piperidinone;2,2,6,6-Tetramethyl-4-piperidone;4-Oxo-2,2,6,6-tetramethylpiperidine;IKh 196;NSC 16579;Odoratine;Triacetonamin;Vincubina;Vincubine; |
Article Data | 71 |
Triacetonamine Synthetic route
| Conditions | Yield |
|---|---|
| With ammonium hydroxide at -80 - 85℃; | 98% |
| With ammonia; water | |
| With ammonia | |
| With ammonium hydroxide; sodium hydroxide 1.) 25 deg C, 3 days, 80 deg C, 60 min; 2.) 0-5 deg C; Yield given. Multistep reaction; | |
| With ammonium hydroxide In water at 55 - 85℃; |
| Conditions | Yield |
|---|---|
| With C44H66O8P4Pd2; methyl vinyl ketone In water; toluene at 105℃; for 16h; Inert atmosphere; chemoselective reaction; | 88% |
| With 13,17-bis(2-methoxycarbonylethyl)-2,7,12,18-tetramethylporphinatocobalt(II); oxygen; isovaleraldehyde In acetonitrile at 60℃; for 1h; | 8 %Chromat. |
| Conditions | Yield |
|---|---|
| With ammonia at 80℃; for 12h; Temperature; Autoclave; | 83.6% |
| With ammonium chloride In water for 72h; | 33% |
| With ammonia |
| Conditions | Yield |
|---|---|
| With water In acetone Heating; UV irradiation; | 82% |
- 556-72-9
2,2,4,4,6-pentamethyl-2,3,4,5,tetrahydropyrimidine
- 108-94-1
cyclohexanone
A
- 826-36-8
2,2,6,6-Tetramethyl-4-piperidone
B
- 35814-33-6
7-azadispiro[5.1.58.36]hexadecan-15-one
C
- 22280-51-9
2,2-dimethyl-1-azaspiro[5.5]undecan-4-one
| Conditions | Yield |
|---|---|
| With ammonium chloride at 60℃; for 10h; | A 16% B 30% C 52% |
| With ammonium chloride at 60℃; for 10h; Product distribution; Mechanism; other ketones; | A 3% B 36% C 24% |
| With ammonium chloride at 60℃; for 10h; | A 3% B 36% C 24% |
- 556-72-9
2,2,4,4,6-pentamethyl-2,3,4,5,tetrahydropyrimidine
- 13380-94-4
octahydro-4,7-methano-inden-5-one
A
- 826-36-8
2,2,6,6-Tetramethyl-4-piperidone
| Conditions | Yield |
|---|---|
| With ammonium chloride at 60℃; for 10h; | A n/a B 45% |
- 556-72-9
2,2,4,4,6-pentamethyl-2,3,4,5,tetrahydropyrimidine
- 497-38-1
Norbornan-2-on
A
- 826-36-8
2,2,6,6-Tetramethyl-4-piperidone
| Conditions | Yield |
|---|---|
| With ammonium chloride at 60℃; for 10h; | A n/a B 42% |
- 45985-26-0, 2896-70-0
4-oxo-2,2,6,6-tetramethylpiperidin-oxyl
A
- 826-36-8
2,2,6,6-Tetramethyl-4-piperidone
B
- 131309-37-0
1-Ethanesulfonyl-2,2,6,6-tetramethyl-piperidin-4-one
| Conditions | Yield |
|---|---|
| With ethanethiol In benzene Yields of byproduct given; | A 16% B n/a |
| Conditions | Yield |
|---|---|
| With ethylenediamine In neat (no solvent) at 20℃; for 48h; Reagent/catalyst; | A 2% B n/a C n/a |
- 60473-94-1
2,6-diamino-2,6-dimethyl-heptan-4-one
- 826-36-8
2,2,6,6-Tetramethyl-4-piperidone
| Conditions | Yield |
|---|---|
| With water |
Triacetonamine Chemical Properties
Product Name: Triacetonamine (CAS NO.826-36-8)
Molecular Formula: C9H17NO
Molar mass: 155.23738 g/mol
Density: 0.882 g/cm3
Flash Point: 73.2 °C
Boiling Point: 205.6 °C at 760 mmHg
Index of Refraction: 1.427
Stability: Stable under normal temperatures and pressures
Vapour Pressure: 0.248 mmHg at 25°C
Melting point: 58-62°C
Appearance: White or light yellow powder
Solubility: soluble in acetone, alcohol, ether and water
Storage temp: Refrigerator (+4°C)
Surface Tension: 23.4 dyne/cm
Enthalpy of Vaporization: 44.18 kJ/mol
Index of Refraction: 1.427
Molar Refractivity: 45.18 cm3
Molar Volume: 175.8 cm3
XLogP3-AA: 0.5
H-Bond Donor: 1
H-Bond Acceptor: 2
Structure Descriptors of Triacetonamine (CAS NO.826-36-8):
IUPAC Name: 2,2,6,6-tetramethylpiperidin-4-one
Canonical SMILES: CC1(CC(=O)CC(N1)(C)C)C
InChI: InChI=1S/C9H17NO/c1-8(2)5-7(11)6-9(3,4)10-8/h10H,5-6H2,1-4H3
InChIKey: JWUXJYZVKZKLTJ-UHFFFAOYSA-N
Product Categories: Industrial/Fine Chemicals; Nitrogen cyclic compounds; API intermediates
Triacetonamine Uses
Triacetonamine (CAS NO.826-36-8) can be used as the intermediates of hindered amine light stabilizer and pharmaceutical.
Triacetonamine Toxicity Data With Reference
| 1. | orl-rat LD50:1539 mg/kg | GTPZAB Gigiena Truda i Professionalnye Zabolevaniia. Labor Hygiene and Occupational Diseases. 28 (5)(1984),53. | ||
| 2. | ipr-rat LD50:385 mg/kg | APPHAX Acta Poloniae Pharmaceutica. 24 (1967),652. |
Triacetonamine Consensus Reports
Reported in EPA TSCA Inventory.
Triacetonamine Safety Profile
Poison by intraperitoneal route. Moderately toxic by ingestion. When heated to decomposition it emits toxic vapors of NOx.
Safety Information of Triacetonamine (CAS NO.826-36-8):
Hazard Codes:C
,Xn
Risk Statements:
22: Harmful if swallowed
34: Causes burns
36: Irritating to the eyes
37: Irritating to the respiratory system
38: Irritating to the skin
Safety Statements:
22: Do not breathe dust
26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice
36: Wear suitable protective clothing
37: Wear suitable gloves
39: Wear eye/face protection
45: In case of accident or if you feel unwell, seek medical advice immediately (show label where possible)
Triacetonamine Specification
Triacetonamine , its CAS NO. is 826-36-8, the synonyms are Tetramethylpiperidinone ; 2,2,6,6-Tetramethyl-4-piperidone ; IKh 196 ; NSC 16579 ; Odoratine ; TEMP ; Vincubina ; Vincubine .
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