2,2,6,6-Tetramethyl-4-piperidone

HCID 13220
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Basic information

CAS
826-36-8
Standard SMILES
CC1(C)CC(=O)CC(C)(C)N1
InChIKey
JWUXJYZVKZKLTJ-UHFFFAOYSA-N
Molecular formula
C9H17NO
Average molar mass
155.24 g/mol
Monoisotopic mass
155.13101417

Names & identifiers

Preferred name
2,2,6,6-Tetramethyl-4-piperidone
IUPAC
2,2,6,6-tetramethylpiperidin-4-one
English name
Triacetonamine
Molecular formula
C9H17NO
Molecular weight
155.24

Names & synonyms

Triacetonamine826-36-82,2,6,6-Tetramethyl-4-piperidoneVincubineTempidonTMPoneDTXSID40415272K4430S3XPNSC-16579IKH-19DTXCID2021527RefChem:891346
Show more names
TEMPTAATETRAMETHYLPIPERIDINONETRIACETONEAMINEDL-22,2,6,6-Tetramethylpiperidone2,2,6,6-tetramethyl-4-piperidon
2,2,6,6-tetramethylpiperidone-4-toluene-p-sulfonate212-554-22,2,6,6-tetramethylpiperidin-4-oneTriacetonamin2,2,6,6-Tetramethyl-4-piperidinoneTriacetone amineVincubina2,2,6,6-Tetramethyl-4-oxopiperidine

Database identifiers

CAS
826-36-8
PubChem CID
13220
DTXSID
DTXSID4041527
ChEMBL
CHEMBL117614
ChEBI
CHEBI:177813
UNII
2K4430S3XP
EC Number
212-554-2
Nikkaji
J107D

Properties

Computed structural properties

XLogP
0.5
Topological polar surface area
29.1 Ų
Hydrogen bond donors
1
Hydrogen bond acceptors
2
Rotatable bonds
0
Heavy atoms
11

Experimental & physicochemical properties

Melting Point34.9 °C
Physical DescriptionSolid
Dissociation Constants7.9

Physicochemical properties

Melting point
59 · 59-61 °C
Boiling point
105 · 105-105°C/18mm
Density
0.9796 · 0.9796 (rough estimate)
refractive index
1.468 · 1.4680 (estimate)
Flash point
73 °C · 73°C
storage temp.
2 · 2-8°C

Safety & regulation

GHS classification

GHS Classification · 6 items

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.

Hazard information

Regulatory Information · 2 items

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 · 2 items

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)

Regulatory information

Regulatory Information · 2 items

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

Safety data

PPE
dust mask type N95 (US), Eyeshields, Gloves
wgk
2
tsca
TSCA listed
rtecs
TO0127900
hs_code
29333990
risk_code
34-22-36/37/38

Chemistry & industry

Pharmacology

Cellular LocationsCytoplasm；Extracellular

Uses & manufacturing

General Manufacturing Information4-Piperidinone, 2,2,6,6-tetramethyl-: ACTIVE
Applications · 3 items

UsesThe product is the intermediate and pharmaceutical intermediate of histamine light stabilizer. Itself also has light-stabilizing effect. It has important application in pharmaceuticals.

DescriptionTriacetonamine (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].

Uses2,2,6,6-Tetramethyl-4-piperidinone (cas# 826-36-8) is a compound useful in organic synthesis.

Upstream & downstream products

Suppliers100 total

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
河南国生化工有限公司17610068021 · [email protected]
河北展药生物科技有限公司15369953316 +8615369953316 · [email protected]
T&W GROUP021-61551611 13296011611 · [email protected]
爱斯特（成都）生物制药股份有限公司+86-28-85122536 85324413 · [email protected]

Additional notes

DefinitionChEBI: Triacetonamine is a member of piperidones.

Related reactions

72 records
New reaction record

Compound notes

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