Triacetonediamine supplier | CasNO.36768-62-4

Name
Triacetonediamine
EINECS 253-197-2
CAS No. 36768-62-4
Article Data26
CAS DataBase
Density 0.836 g/cm³
Solubility Soluble in water
Melting Point 16-18 °C(lit.)
Formula C₉H₂₀N₂
Boiling Point 188.5 °C at 760 mmHg
Molecular Weight 156.271
Flash Point 72.2 °C
Transport Information UN 2735 8/PG 3
Appearance Clear, slightly yellow liquid
Safety 26-36/37-45-36/37/39
Risk Codes 22-36/37/38-34
Molecular Structure
Hazard Symbols Xn, Xi, C
Synonyms 2,2,6,6-Tetramethyl-4-aminopiperidine;2,2,6,6-Tetramethyl-4-piperidinamine;4-Amino-2,2,6,6-tetramethylpiperidine;NSC 102510;
PSA 38.05000
LogP 2.28340

Synthetic route

: 4168-79-0
4-hydroxyimino-2,2,6,6-tetramethylpiperidine

: 36768-62-4
4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE

Conditions

Conditions	Yield
With sulfuric acid electrochemical, Pb cathode; i=400 mA/cm2;	98%
With sodium In pentan-1-ol at 90℃; for 3h;	94%
With sodium In propan-1-ol for 1h; Reflux;	80%

: C9H18N2

: 36768-62-4
4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE

Conditions

Conditions	Yield
With ammonium formate at 190℃; under 22502.3 Torr; for 2h; Temperature; Pressure; Reagent/catalyst;	95.5%

: 826-36-8
2,2,6,6-Tetramethyl-4-piperidone

: 36768-62-4
4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE

Conditions

Conditions	Yield
With ammonium formate at 200℃; for 6h; Temperature;	94.7%
With sulfuric acid; hydroxylamine electrochemical, Pb cathode; i=400 mA/cm2;	85%
Multi-step reaction with 2 steps 1: 95 percent / NH2OH / aq. H2SO4 / 1 h 2: aq. HCl / electrochemical synthesis, var. electrodes, var. solvents View Scheme

: 14691-88-4
4-amino-2,2,6,6-tetramethyl-1-piperidine-1-oxyl

: 908093-98-1
diazodiphenylmethane

A: 36768-62-4
4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE

B: 119-61-9
benzophenone

Conditions

Conditions	Yield
In acetonitrile Product distribution; Rate constant; Mechanism; Ambient temperature; Irradiation; in isooctane;	A n/a B 90%
In acetonitrile Product distribution; Rate constant; Mechanism; Ambient temperature; Irradiation; in chlorobenzene;	A n/a B 90%

...Expand

: 63206-89-3
tris-2-oxypropylamine

: 36768-62-4
4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE

Conditions

Conditions	Yield
With ammonia; hydrogen; nickel In methanol at 65℃; under 67505.4 Torr; for 3h;	78%

: 504-20-1
phorone

: 36768-62-4
4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE

Conditions

Conditions	Yield
With ammonia; acetic acid In methanol	71%
With acetic acid In methanol	64%
With ammonia; acetic acid In methanol	54%
With ammonia; acetic acid In methanol	41.5%
With acetic acid In methanol	38%

: 504-20-1
phorone

: 7440-48-4
cobalt

: 36768-62-4
4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE

Conditions

Conditions	Yield
With ammonia; acetic acid In methanol	65.5%

: 85884-12-4
2,2,6,6-tetramethyl-4-oxopiperidine hydrazone

: 36768-62-4
4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE

Conditions

Conditions	Yield
In sulfuric acid at 20℃; electrochemical synthesis, lead electrode, 400 A*m-2;	65%
Multi-step reaction with 2 steps 2: 22 °C / electrochemical synthesis, 400 A*m-2, var. electrodes View Scheme

: 826-36-8
2,2,6,6-Tetramethyl-4-piperidone

A: 36768-62-4
4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE

B: 2403-88-5
4-hydroxy-2,2,6,6-tetramethylpiperidine

Conditions

Conditions	Yield
With ammonium sulfate electrosynthesis, var. pH;
With ammonia; hydrogen; B113W In water at 55 - 100℃; under 30003 Torr; for 3h; Product distribution / selectivity;	A 92.10 %Chromat. B 5.49 %Chromat.

: 18528-42-2
2,2,6,6,-tetramethyl-4-oxo-piperidine azine

: 36768-62-4
4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE

Conditions

Conditions	Yield
at 22℃; electrochemical synthesis, 400 A*m-2, var. electrodes; Yield given;

: 138847-23-1
2C88H112O8*C9H20N2

A: 36768-62-4
4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE

B: 68971-82-4
5,11,17,23,29,35,41,47-octakis(tert-butyl)-49,50,51,52,53,54,55,56-octakis(hydroxy)calix[8]arene

Conditions

Conditions	Yield
In acetonitrile at 25℃; Equilibrium constant;

: 138847-17-3
2C44H56O4*C9H20N2

A: 36768-62-4
4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE

B: 157432-87-6, 288302-11-4, 288302-12-5
5,11,17,23-tetra-t-butyl-25,26,27,28-tetrahydroxycalix-4-arene

Conditions

Conditions	Yield
In acetonitrile at 25℃; Equilibrium constant;

: 7647-01-0
hydrogenchloride

: 85938-92-7
N,N'-bis-(2,2,6,6-tetramethyl-[4]piperidyl)-thiourea

: 36768-62-4
4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE

Conditions

Conditions	Yield
at 130 - 140℃; im Rohr;

: 4168-79-0
4-hydroxyimino-2,2,6,6-tetramethylpiperidine

: 123-51-3
i-Amyl alcohol

sodium: sodium

: 36768-62-4
4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE

...Expand

triacetonamine oxime: triacetonamine oxime

: 36768-62-4
4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE

Conditions

Conditions	Yield
With hydrogenchloride; zinc
With i-Amyl alcohol; sodium

: 7647-01-0
hydrogenchloride

: 4168-79-0
4-hydroxyimino-2,2,6,6-tetramethylpiperidine

: 64-17-5
ethanol

: 7732-18-5
water

zinc: zinc

: 36768-62-4
4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE

...Expand

: 36768-62-4
4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE

: 108-24-7
acetic anhydride

: 40908-37-0
N-(2,2,6,6-tetramethylpiperidin-4-yl)acetamide

Conditions

Conditions	Yield
In diethyl ether at 5 - 10℃; for 3.5h;	100%
In diethyl ether at 15℃; for 0.5h;	91.7%

: 36768-62-4
4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE

: 4891-66-1
1-methylbenzene-2,4-diisothiocyanate

: C27H46N6S2

Conditions

Conditions	Yield
In dichloromethane at 20℃; for 5h; Inert atmosphere;	99.6%

: 36768-62-4
4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE

: 108-24-7
acetic anhydride

: 136708-43-5
4-acetylamino-2,2,6,6-tetramethyl-1-piperidinium acetate

Conditions

Conditions	Yield
In diethyl ether for 3h;	99%
In diethyl ether at 0℃;	94%

: 36768-62-4
4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE

: 6427-21-0
methoxymethyl isocyanate

: 66650-99-5
1-methoxymethyl-3-(2,2,6,6-tetramethyl-piperidin-4-yl)-urea

Conditions

Conditions	Yield
In toluene	99%

: 36768-62-4
4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE

: 407-25-0
trifluoroacetic anhydride

: 61948-17-2
2,2,6,6-tetramethyl-4-(2,2,2-trifluoroacetamido)piperidinium trifluoroacetate

Conditions

Conditions	Yield
In diethyl ether at 0℃; for 1h;	99%

: 36768-62-4
4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE

: 110-52-1
1,4-dibromo-butane

: C17H34BrN2(1+)*Br(1-)

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 20℃; for 16h; Reflux;	99%

: 36768-62-4
4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE

: 4101-68-2
1,10-dibromodecane

: C29H58Br2N2

Conditions

Conditions	Yield
With potassium carbonate In acetonitrile at 20℃; for 15h; Reflux;	99%

: 36768-62-4
4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE

: 15314-03-1
1,1’-diethyl-3-hydroxyazetidinium chloride

: C16H35N3O

Conditions

Conditions	Yield
In water at 80℃; for 24h;	99%

: 36768-62-4
4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE

: 106-91-2
2,3-Epoxypropyl methacrylate

: C16H30N2O3

Conditions

Conditions	Yield
In acetonitrile at 20℃; for 24h;	99%

: 36768-62-4
4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE

: 2855-19-8
Decyl-oxiran

: C21H44N2O

Conditions

Conditions	Yield
In tetrahydrofuran at 20℃; for 24h;	99%

: 36768-62-4
4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE

: 1459-93-4
dimethyl Isophthalate

: 42774-15-2
N,N'-bis(2,2,6,6-tetramethyl-4-piperidinyl)-1,3-benzenedicarboxamide

Conditions

Conditions	Yield
With sodium methylate In methanol at 60 - 110℃; for 1.5h; Temperature; Inert atmosphere; Large scale;	98.5%
In octane at 150 - 160℃; under 6750.68 - 8250.83 Torr; for 15h; Pressure; Solvent; Temperature; Autoclave; Inert atmosphere;	97%
With solid supported catalyst C1 In acetonitrile at 20 - 70℃; for 15h; Reagent/catalyst;	96.7%
at 190 - 230℃; for 7h; Large scale;	93.5%
at 190 - 230℃; for 7h; Large scale;	93.5%

: 36768-62-4
4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE

: 108-24-7
acetic anhydride

: 4-(acetylamino)-2,2,6,6-tetramethylpiperidinium acetate

Conditions

Conditions	Yield
In diethyl ether for 0.5h; Ambient temperature;	98%

: 36768-62-4
4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE

: 501-53-1
benzyl chloroformate

: 4-benzyloxycarbonylamino-2,2,6,6-tetramethylpiperidine hydrochloride salt

Conditions

Conditions	Yield
In dichloromethane for 3h;	98%

: 36768-62-4
4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE

: hexa[p-(formyloxy)chlorophenoxy]cyclotriphosphazene

: C96H138N15O12P3

Conditions

Conditions	Yield
With triethylamine In tetrahydrofuran for 12h; Concentration;	97.5%

: 36768-62-4
4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE

: 71882-90-1
1,2,2,6,6-pentamethyl-4-(oxiran-2-ylmethoxy)piperidine

: C22H45N3O2

Conditions

Conditions	Yield
With ethanol In toluene at 85℃; for 9h; Temperature;	97.41%

: 36768-62-4
4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE

: 2451-62-9
teroxirone

: 144923-25-1
tris[2-hydroxy-3-(2,2,6,6-tetramethyl-4-piperidylamino)propyl] isocyanurate

Conditions

Conditions	Yield
	97.4%

: 36768-62-4
4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE

: 99-63-8
benzene-1,3-dicarbonyl dichloride

: 42774-15-2
N,N'-bis(2,2,6,6-tetramethyl-4-piperidinyl)-1,3-benzenedicarboxamide

Conditions

Conditions	Yield
With aluminum (III) chloride; sodium hydroxide In toluene at 110℃; Concentration;	97.38%
With sodium hydroxide In water; isopropyl alcohol at 30 - 130℃; under 1125.11 - 2475.25 Torr; Alkaline aqueous solution;	95.3%
With sodium hydroxide In chloroform Solvent; Reflux;	94.9%
With sodium hydroxide In water at 7 - 25℃; for 3.5h; Alkaline aqueous solution;	83.6%
With sodium hydroxide In water; isopropyl alcohol at 100℃;	200 g

: 36768-62-4
4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE

: 3126-90-7
dibutyl isophthalate

: 42774-15-2
N,N'-bis(2,2,6,6-tetramethyl-4-piperidinyl)-1,3-benzenedicarboxamide

Conditions

Conditions	Yield
With sodium methylate In methanol at 60 - 130℃; under 37.5038 Torr; for 3h; Inert atmosphere; Large scale;	97.3%

: 36768-62-4
4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE

: 2-(1',1'-dimethyl-3'-carbonyl-1'-butylamino)-4-methyl-3-pentene

: 2-(1',1'-dimethyl-3'-(2',2',6',6'-tetramethyl-4-piperidinyl)-1'-butylamino)-4-methyl-3-pentene

Conditions

Conditions	Yield
With sodium acetate; hydroquinone In tetrahydrofuran at 115℃; for 6h; Solvent; Temperature; Reagent/catalyst;	97.1%
With sodium acetate; hydroquinone In toluene at 100℃; for 4h;	95.9%

: 36768-62-4
4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE

: 79-04-9
chloroacetyl chloride

: 2-chloro-N-(2,2,6,6-tetramethylpiperidin-4-yl)acetamide hydrochloride

Conditions

Conditions	Yield
In dichloromethane at 0℃; for 0.666667h;	97%

: 36768-62-4
4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE

: 636-53-3
diethyl isophthalate

: 42774-15-2
N,N'-bis(2,2,6,6-tetramethyl-4-piperidinyl)-1,3-benzenedicarboxamide

Conditions

Conditions	Yield
With solid supported catalyst C2 In acetonitrile at 20 - 60℃; for 17h; Reagent/catalyst;	96.3%
In 1,3,5-trimethyl-benzene at 190 - 200℃; under 4500.45 - 5250.53 Torr; for 12h; Autoclave; Inert atmosphere;	93%
at 190 - 230℃; for 8h; Large scale;	91.6%

: 36768-62-4
4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE

: 1528-44-5
diisopropyl isophthalate

: 42774-15-2
N,N'-bis(2,2,6,6-tetramethyl-4-piperidinyl)-1,3-benzenedicarboxamide

Conditions

Conditions	Yield
With solid supported catalyst C3 In acetonitrile at 20 - 80℃; for 12h; Reagent/catalyst;	96.2%

: 36768-62-4
4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE

: 107-13-1
acrylonitrile

: 66536-36-5
4-<(2'-cyanoethyl)amino>-2,2,6,6-tetramethylpiperidine

Conditions

Conditions	Yield
In ethanol for 3h; Heating;	96%
	90.8%

: 36768-62-4
4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE

: 97480-49-4
difluoro(diethoxyphosphinyl)acetyl chloride

: 1217898-89-9
diethyl 1,1-difluoro-2-oxo-2-(2,2,6,6,-tetramethylpiperidin-4-ylamino)ethylphosphonate

Conditions

Conditions	Yield
With pyridine; dmap In tetrahydrofuran at 0 - 20℃; Inert atmosphere;	96%

: 36768-62-4
4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE

: 3443-45-6
1-pyrenebutyric acid

: N-(2,2,6,6-tetramethylpiperidine-4-yl)-4-(pyren-1-yl)butanamide

Conditions

Conditions	Yield
Stage #1: 1-pyrenebutyric acid With oxalyl dichloride; N,N-dimethyl-formamide In tetrahydrofuran at 20℃; for 0.5h; Stage #2: 4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE In tetrahydrofuran at 20℃; for 12h;	96%

: 36768-62-4
4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE

: 76777-45-2
dianhydride [18]-crown-6-R,R-tartaric acid

: 111216-14-9
(2R,3R,11R,12R)-(+)-N,N'-di-4'-(2',2',6',6'-tetramethylpiperidine)-2,11-dicarboxamido-1,4,7,10,13,16-hexaoxacyclooctadecane-3,12-dicarboxylic acid

Conditions

Conditions	Yield
With triethylamine In dichloromethane	95%

: 36768-62-4
4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE

acetyl compound: acetyl compound

: 40908-37-0
N-(2,2,6,6-tetramethylpiperidin-4-yl)acetamide

Conditions

Conditions	Yield
	95%

Triacetonediamine Chemical Properties

4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE's MF: C₉H₂₀N₂O₃
4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE's MW: 204.27
EINECS: 253-197-2
Fp: 162 °F
mp: 16-18 °C(lit.)
bp: 188-189 °C(lit.)
Water Solubility: soluble
density: 0.912 g/mL at 25 °C(lit.)
refractive index: n20/D 1.470(lit.)
Synonyms: TEMP;TAD;TIMTEC-BB SBB001789;2,2,6,6-tetramethyl-4-piperidinamin;2,2,6,6-Tetramethyl-4-piperidinamine;4-amino-2,2,6,6-tetramethyl-piperidin;Piperidine, 4-amino-2,2,6,6-tetramethyl-;TRIACETONEDIAMINE

Triacetonediamine Uses

4-AMINO-2,2,6,6-TETRAMETHYLPIPERIDINE are monomers of some light stabilizer, such as hindered amine class with amino.

Triacetonediamine Toxicity Data With Reference

1.		orl-rat LD50:906 mg/kg
2.				GTPZAB Gigiena Truda i Professionalnye Zabolevaniia. Labor Hygiene and Occupational Diseases. 28 (5)(1984),53.

3. RTECS TM4290100

Triacetonediamine Consensus Reports

Reported in EPA TSCA Inventory.

Triacetonediamine Safety Profile

Moderately toxic by ingestion. When heated to decomposition it emits toxic vapors of NO_x.
Hazard Codes Xn,Xi,C
Risk Statements 22-36/37/38-34
Safety Statements 26-36/37-45-36/37/39
RIDADR UN 2735 8/PG 3
Hazard Note Irritant
HazardClass 8
WGK Germany 2

Product Name

Triacetonediamine

Synthetic route

Triacetonediamine Chemical Properties

Triacetonediamine Uses

Triacetonediamine Toxicity Data With Reference

Triacetonediamine Consensus Reports

Triacetonediamine Safety Profile

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