Grundinformationen
- Standard-SMILES
CC1(C)CC(=O)CC(C)(C)N1- InChIKey
JWUXJYZVKZKLTJ-UHFFFAOYSA-N- Summenformel
- C9H17NO
- Durchschnittliche Molmasse
- 155,24 g/mol
- Monoisotopische Masse
- 155,13101417
Namen und Bezeichner
- Bevorzugter Name
- 2,2,6,6-Tetramethyl-4-piperidone
- IUPAC
- 2,2,6,6-tetramethylpiperidin-4-one
- Lokaler Name
- 2,2,6,6-Tetramethyl-4-piperidon
- Englischer Name
- Triacetonamine
- Summenformel
- C9H17NO
- Molmasse
- 155.24
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
826-36-8- PubChem CID
- 13220
- DTXSID
DTXSID4041527- ChEMBL
CHEMBL117614- ChEBI
CHEBI:177813- UNII
- 2K4430S3XP
- EC Number
- 212-554-2
- Nikkaji
- J107D
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 0,5
- Polarare Oberfläche (TPSA)
- 29,1 Ų
- H-Brücken-Donoren
- 1
- H-Brücken-Akzeptoren
- 2
- Frei drehbare Bindungen
- 0
- Schwere Atome
- 11
- Formalladung
- 0
- Komplexität
- 164
Experimentelle und physikochemische Eigenschaften
Physikochemische Eigenschaften
- Schmelzpunkt
- 59 · 59-61 °C
- Siedepunkt
- 105 · 105-105°C/18mm
- Dichte
- 0.9796 · 0.9796 (rough estimate)
- Brechungsindex
- 1.468 · 1.4680 (estimate)
- Flammpunkt
- 73 °C · 73°C
- storage temp.
- 2 · 2-8°C
- Löslichkeit
- DMSO, Methanol
- pka
- 9.2 · 9.20±0.60(Predicted)
- Aggregatzustand
- Solid
- Farbe
- Pale Orange to Light Brown
- Wasserlöslichkeit
- 249 g/L · 249g/L at 20℃
- InChI
- 1S/C9H17NO/c1-8(2)5-7(11)6-9(3,4)10-8/h10H,5-6H2,1-4H3
- InChIKey
- JWUXJYZVKZKLTJ-UHFFFAOYSA-N
- SMILES
- CC1(C)CC(=O)CC(C)(C)N1
- LogP
- 1.32 at · 1.32 at 25℃
- CAS Datenbank
- 826 · 826-36-8(CAS DataBase Reference)
- NIST chemische Informationen
- 4 · 4-Piperidinone, 2,2,6,6-tetramethyl-(826-36-8)
- EPA chemische Informationen
- 4 · 4-Piperidinone, 2,2,6,6-tetramethyl- (826-36-8)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
Danger
H290 (77.1%): May be corrosive to metals [Warning Corrosive to Metals];H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral];H314 (79.2%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation];H315 (20.8%): Causes skin irritation [Warning Skin corrosion/irritation];H317 (79.2%): May cause an allergic skin reaction [Warning Sensitization, Skin];H318 (77.1%): Causes serious eye damage [Danger Serious eye damage/eye irritation];H319 (20.8%): Causes serious eye irritation [Warning Serious eye damage/eye irritation];H335 (20.3%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation];H412 (79.2%): Harmful to aquatic life with long lasting effects [Hazardous to the aquatic environment, long-term hazard]
P234, P260, P261, P264, P264+P265, P270, P271, P272, P273, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P351+P338, P305+P354+P338, P316, P317, P319, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P363, P390, P403+P233, P405, P406, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 192 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.
Gefahrenhinweise
Regulatory Information
Status: Active Update: 13-03-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/14410
2,2,6,6-Tetramethyl-4-piperidone: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and Categories
Met. Corr. 1 (77.1%);Acute Tox. 4 (100%);Skin Corr. 1B (79.2%);Skin Irrit. 2 (20.8%);Skin Sens. 1 (79.2%);Eye Dam. 1 (77.1%);Eye Irrit. 2 (20.8%);STOT SE 3 (20.3%);Aquatic Chronic 3 (79.2%)
Acute toxicity (Oral) - Category 4;Skin corrosion/irritation - Category 1;Serious eye damage/eye irritation - Category 1;Skin sensitization - Category 1;Specific target organ toxicity - Single exposure - Category 2 (cardiovascular system, nervous system)
Regulatorische Informationen
Regulatory Information
Status: Active Update: 13-03-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/14410
2,2,6,6-Tetramethyl-4-piperidone: Does not have an individual approval but may be used under an appropriate group standard
Sicherheitsdaten
- wgk
- 2
- tsca
- TSCA listed
- hs_code
- 29333990
- RTECS-Nr.
- TO0127900
- risk_code
- 34-22-36/37/38
- hazard_code
- C,Xn
- safety_code
- 45-36/37/39-26-22-36/37
- Speicherklasse
- 8B - Non-combustible corrosive hazardous materials
- Hazard Classifications
- Acute Tox. 4 OralAquatic Chronic 3Eye Dam. 1Met. Corr. 1Skin Corr. 1BSkin Sens. 1A
Chemie und Industrie
Pharmakologische Informationen
Verwendung und Herstellung
Anwendungen
BeschreibungTriacetonamine (CAS 826-36-8), also known as 2,2,6,6-tetramethyl-4-piperidone or TAA, is a key intermediate in the synthesis of HALS (hindered amine light stabilisers); Their ability to effectively inhibit polymer degradation by scavenging free radicals is based on their sterically hindered amine functional groups, which are capable of forming stable N-oxides as active intermediates (the Denysov cycle). TAA is also used in the synthesis of pharmaceuticals, piperidine nitroso radicals and pyrrolidone derivatives. For example, the oxidation of TAA or its derivatives yields the corresponding tetramethylpiperidine-N-oxide, namely TEMPO; the latter can be used as a polymerisation inhibitor, molecular weight regulator or oxidation catalyst[2].
Verwenden2,2,6,6-Tetramethyl-4-piperidinone (cas# 826-36-8) is a compound useful in organic synthesis.
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