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 | n |
| 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. |
Computed Descriptors for Triacetonediamine
| InChIKey | FTVFPPFZRRKJIH-UHFFFAOYSA-N |
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