CAS 36768-62-4 4-Amino-2,2,6,6-tetramethylpiperidine (HCID 37524)

Names & identifiers

Preferred name: 4-Amino-2,2,6,6-tetramethylpiperidine
IUPAC: 2,2,6,6-tetramethylpiperidin-4-amine
English name: Triacetonediamine
Molecular formula: C9H20N2
Molecular weight: 156.27

Names & synonyms

4-Amino-2,2,6,6-tetramethylpiperidine36768-62-42,2,6,6-tetramethylpiperidin-4-amineETF220Q65RDTXSID3044388NSC-102510DTXCID1024388RefChem:976774-amino-2,2,6,6-TMP253-197-2Triacetonediamine4-Piperidinamine, 2,2,6,6-tetramethyl-

Show more names

TEMPTAD2,2,6,6-tetramethyl-4-piperidinaminTEMP TADSamsorb UV-TADTIMTEC-BB SBB0017894-Amino-2,2,6,6-tetra-methyl2,2,6,6-Tetramethylpiperonylamine

2,2,6,6-Tetramethyl-4-aminopiperidineMFCD000059842,2,6,6-Tetramethyl-4-piperidinamine2,2,6,6-Tetramethyl-4-piperidylamineEINECS 253-197-2UNII-ETF220Q65RNSC 102510BRN 0105038

Database identifiers

CAS: 36768-62-4
PubChem CID: 37524
DTXSID: DTXSID3044388
ChEMBL: CHEMBL368366
UNII: ETF220Q65R
EC Number: 253-197-2
Nikkaji: J111.335F

Properties

Computed structural properties

XLogP: 0.6
Topological polar surface area: 38.1 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 2
Rotatable bonds: 0
Heavy atoms: 11
Formal charge: 0
Complexity: 134

Experimental & physicochemical properties

Food Contact SubstancesFCS -> FDA Cumulative Estimated Daily Intake (CEDI)

Physical DescriptionLiquid

Collision Cross Section135.1 Å² [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID3044388]

Physicochemical properties

Melting point: 16 · 16-18 °C(lit.)
Boiling point: 188 · 188-189 °C(lit.)
Density: 0.912 g/mL · 0.912 g/mL at 25 °C(lit.)
vapor pressure: 20 hPa · <=20 hPa (20 °C)
refractive index: 20 · n20/D 1.470(lit.)
Flash point: 162 °F · 162 °F
storage temp.: 30 °C · Store below +30°C.
pka: 10.83 · 10.83±0.10(Predicted)
form: clear liquid
color: Colorless to Light orange to Yellow
Specific Gravity: 0.912 · 0.912
PH: 12.3 · 12.3 (99g/l, H2O, 20℃)
Water Solubility: soluble
BRN: 105038 · 105038
InChI: 1S/C9H20N2/c1-8(2)5-7(10)6-9(3,4)11-8/h7,11H,5-6,10H2,1-4H3
InChIKey: FTVFPPFZRRKJIH-UHFFFAOYSA-N
SMILES: CC1(C)CC(N)CC(C)(C)N1
LogP: 0.94 at · 0.94 at 20℃
Surface tension: 67.11 · 67.11-68.09mN/m at 1g/L and 20℃
CAS DataBase Reference: 36768 · 36768-62-4(CAS DataBase Reference)
EWG's Food Scores: 1 · 1
FDA UNII: 220 Q65R · ETF220Q65R
NIST Chemistry Reference: 4 · 4-Piperidinamine, 2,2,6,6-tetramethyl-(36768-62-4)
EPA Substance Registry System: 4 · 4-Piperidinamine, 2,2,6,6-tetramethyl- (36768-62-4)
UNSPSC Code: 12352116 · 12352116
NACRES: 22 · NA.22
Symbol(GHS): 5 · GHS05,GHS07
Signal word: Danger
Hazard statements: 290 · H290-H302-H314-H412
Precautionary statements: 234 · P234-P273-P280-P301+P312-P303+P361+P353-P305+P351+P338
PPE: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
Hazard Codes: Xn,Xi,C
Risk Statements: 22 · 22-36/37/38-34-52/53-41
Safety Statements: 26 · 26-36/37-45-36/37/39-61
RIDADR: 2735 · UN 2735 8/PG 3
WGK Germany: 2 · 2
RTECS: 4290100 · TM4290100
Autoignition Temperature: 300 °C · 300 °C
Hazard Note: Irritant
TSCA: TSCA listed
HazardClass: 8 · 8
PackingGroup: III
HS Code: 29333999 · 29333999
Storage Class: 8 A · 8A - Combustible corrosive hazardous materials
Hazard Classifications: 4 OralAquatic · Acute Tox. 4 OralAquatic Chronic 3Met. Corr. 1Skin Corr. 1C
Toxicity: 50 orally · LD50 orally in Rabbit: 1000 mg/kg
REACH Registrations: Active
Limited Quantities: 5 L · 5.0 L (1.3 gallons) (liquid) or 5.0 kg (11 lbs) (solid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H290 (24.6%): May be corrosive to metals [Warning Corrosive to Metals]

P234, P260, P264, P264+P265, P270, P273, P280, P301+P317, P301+P330+P331, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P330, P363, P390, P405, P406, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 195 reports by companies from 8 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Regulatory Information · 4 items

Regulation (EC) No 1935/2004 (amended)

4-Piperidinamine, 2,2,6,6-tetramethyl- is listed on the EPA's Chemical Data Reporting (CDR) system. Manufacturers and importers of 4-Piperidinamine, 2,2,6,6-tetramethyl- are required to report information about their production and use of this chemical to the EPA under the Toxic Substances Control Act (TSCA). (40 eCFR Part 711)

Status: Active Update: 24-02-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/1943

4-Amino-2,2,6,6-tetramethylpiperidine: Does not have an individual approval but may be used under an appropriate group standard

Hazard Classes and CategoriesMet. Corr. 1 (24.6%)

Safety data

PPE: Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
wgk: 2
tsca: TSCA listed
rtecs: TM4290100
ridadr: UN 2735 8/PG 3
hs_code: 29333999
Toxicity: LD50 orally in Rabbit: 1000 mg/kg
risk_code: 22-36/37/38-34-52/53-41
Signal word: Danger
Symbol(GHS): GHS05,GHS07
hazard_code: Xn,Xi,C
hazard_note: Irritant
safety_code: 26-36/37-45-36/37/39-61
hazard_class: 8
Storage Class: 8A - Combustible corrosive hazardous materials
packing_group: III
Hazard statements: H290-H302-H314-H412
Limited Quantities: 5.0 L (1.3 gallons) (liquid) or 5.0 kg (11 lbs) (solid)
Excepted Quantities: Max Inner Pack (30g or 30ml) and Max Outer Pack (1Kg or 1L)
REACH Registrations: Active
Hazard Classifications: Acute Tox. 4 OralAquatic Chronic 3Met. Corr. 1Skin Corr. 1C
Autoignition Temperature: 300 °C
Precautionary statements: P234-P273-P280-P301+P312-P303+P361+P353-P305+P351+P338

Chemistry & industry

Uses & manufacturing

U.S. Production2023: 50,000 - <250,000 lb

Industry UsesChain transfer agent

General Manufacturing Information · 2 items

Plastics Product Manufacturing

4-Piperidinamine, 2,2,6,6-tetramethyl-: ACTIVE

Applications · 2 items

UsesAdditive for light and heat stability of polyamide 6 containing hindered piperidine amines and tertiary aminesTemplate for preparation of ammoniopiperidinium hydrogen phosphatesFiber-reactive yellowing inhibitor for partial brightness stabilization of peroxide-bleached pulpsReactant for thermostability of soybean / sunflower oils

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

Preparation methods

PreparationTriacetonediamine 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

Upstream & downstream products

Upstream raw materials

Downstream products

N-BUTYL TRIACETONEDIAMINE 4-ACETAMIDO-2,2,6,6-TETRAMETHYLPIPERIDINE N,N'-Bis(2,2,6,6-tetramethyl-4-piperidinyl)-1,3-benzenedicarboxamide

Suppliers100 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

郑州阿尔法化工有限公司+86-18530059196 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

河南国生化工有限公司17610068021 · [email protected]

Related reactions

142 records

New reaction record

HRID 11113As reactantuspto-grants-2006_08

HRID 26975As reactantuspto-grants-1979_04

HRID 46088As reactantuspto-grants-2013_09

HRID 149420As reactantTraining data from https://doi.org/10.1039/C8SC04228D (9/10)

HRID 152810As reactantTraining data from https://doi.org/10.1039/C8SC04228D (9/10)

HRID 167005As reactantTraining data from https://doi.org/10.1039/C8SC04228D (9/10)

HRID 180352As reactantTraining data from https://doi.org/10.1039/C8SC04228D (6/10)

HRID 190958As reactantTraining data from https://doi.org/10.1039/C8SC04228D (6/10)

Compound notes

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Basic information