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Name	Triacetonediamine	EINECS	253-197-2
CAS No.	36768-62-4	Density	0.836 g/cm³
PSA	38.05000	LogP	2.28340
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;	Article Data	26

Triacetonediamine 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%

: 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;

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

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