Triacetonediamine

Synonym(s):4-Amino-2,2,6,6-tetramethylpiperidine;Triacetonediamine;Triacetonediamine, TAD

CAS NO.：36768-62-4
Empirical Formula: C9H20N2
Molecular Weight: 156.27
MDL number: MFCD00005984
EINECS: 253-197-2
SAFETY DATA SHEET (SDS)
Update Date: 2024-05-27 15:57:40

What is Triacetonediamine?

Chemical properties

CLEAR SLIGHTLY YELLOW LIQUID

The Uses of Triacetonediamine

Triacetonediamine have been investigated as new anticancer drugs with high activity and low toxicity.

The Uses of Triacetonediamine

Additive for light and heat stability of polyamide 6 containing hindered piperidine amines and tertiary amines

Template for preparation of ammoniopiperidinium hydrogen phosphates

Fiber-reactive yellowing inhibitor for partial brightness stabilization of peroxide-bleached pulps

Reactant for thermostability of soybean / sunflower oils

Preparation

Triacetonediamine is formed by the poly-aldol condensation of acetone in the presence of ammonia and calcium chloride: 3 (CH3)2CO + NH3 → OC(CH2CMe2)2NH + 2 H2O

Reactions

Triacetonediamine is an intermediate in the preparation of 2,2,6,6-tetramethylpiperidine, a sterically hindered base and precursor to the reagent called TEMPO. Reductive amination of triacetonamine gives 4-amino-2,2,6,6-tetramethylpiperidine.

Safety Profile

Moderately toxic by ingestion.When heated to decomposition it emits toxic vapors ofNOx.

Properties of Triacetonediamine

Melting point:	16-18 °C(lit.)
Boiling point:	188-189 °C(lit.)
Density	0.912 g/mL at 25 °C(lit.)
vapor pressure	<=20 hPa (20 °C)
refractive index	n20/D 1.470(lit.)
Flash point:	162 °F
storage temp.	Store below +30°C.
form	clear liquid
pka	10.83±0.10(Predicted)
Specific Gravity	0.912
color	Colorless to Light orange to Yellow
PH	12.3 (99g/l, H2O, 20℃)
Water Solubility	soluble
BRN	105038
CAS DataBase Reference	36768-62-4(CAS DataBase Reference)
NIST Chemistry Reference	4-Piperidinamine, 2,2,6,6-tetramethyl-(36768-62-4)
EPA Substance Registry System	4-Piperidinamine, 2,2,6,6-tetramethyl- (36768-62-4)

Safety information for Triacetonediamine

Signal word	Danger
Pictogram(s)	Corrosion Corrosives GHS05 Exclamation Mark Irritant GHS07
GHS Hazard Statements	H290:Corrosive to Metals H302:Acute toxicity,oral H314:Skin corrosion/irritation H412:Hazardous to the aquatic environment, long-term hazard
Precautionary Statement Codes	P234:Keep only in original container. P273:Avoid release to the environment. P280:Wear protective gloves/protective clothing/eye protection/face protection. P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. P303+P361+P353:IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.