Basic information
- CAS
2403-88-5- Standard SMILES
CC1(C)CC(O)CC(C)(C)N1- InChIKey
VDVUCLWJZJHFAV-UHFFFAOYSA-N- Molecular formula
- C9H19NO
- Average molar mass
- 157.25 g/mol
- Monoisotopic mass
- 157.14666423
Overview
RN given refers to parent cpd
Names & identifiers
- Preferred name
- 4-Hydroxy-2,2,6,6-tetramethylpiperidine
- IUPAC
- 2,2,6,6-tetramethylpiperidin-4-ol
- English name
- 2,2,6,6-Tetramethyl-4-piperidinol
- Molecular formula
- C9H19NO
- Molecular weight
- 157.25
Names & synonyms
Show more names
Database identifiers
- CAS
2403-88-5- PubChem CID
- 75471
- DTXSID
DTXSID3029655- ChEMBL
CHEMBL117625- UNII
- IS23Q8EGZ6
- EC Number
- 219-291-2
- Nikkaji
- J39.108E
Properties
Computed structural properties
- XLogP
- 0.9
- Topological polar surface area
- 32.3 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 2
- Rotatable bonds
- 0
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 136
Physicochemical properties
- Melting point
- 129 · 129-131 °C(lit.)
- Boiling point
- 212 · 212-215 °C(lit.)
- Density
- 1.085 · 1.085
- refractive index
- 1.4248 · 1.4248 (estimate)
- Flash point
- 212 · 212-215°C
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- solubility
- 0.1 g/mL, · methanol: 0.1 g/mL, clear
- form
- Crystals, Crystalline Powder and/or Chunks
- pka
- 14.99 · 14.99±0.60(Predicted)
- color
- White to off-white or slightly beige
- PH
- 11.2 · 11.2 (4g/l, H2O, 20℃)
- Water Solubility
- 130 g/L · 130 g/L (23 ºC)
- BRN
- 105039 · 105039
- InChI
- 1S/C9H19NO/c1-8(2)5-7(11)6-9(3,4)10-8/h7,10-11H,5-6H2,1-4H3
- InChIKey
- VDVUCLWJZJHFAV-UHFFFAOYSA-N
- SMILES
- CC1(C)CC(O)CC(C)(C)N1
- CAS DataBase Reference
- 2403 · 2403-88-5(CAS DataBase Reference)
- FDA UNII
- 23 Q8EGZ6 · IS23Q8EGZ6
- NIST Chemistry Reference
- 4 · 4-Piperidinol, 2,2,6,6-tetramethyl-(2403-88-5)
- EPA Substance Registry System
- 4 · 4-Piperidinol, 2,2,6,6-tetramethyl- (2403-88-5)
- UNSPSC Code
- 12352100 · 12352100
- NACRES
- 22 · NA.22
- Symbol(GHS)
- 5 · GHS05,GHS07
- Signal word
- Danger
- Hazard statements
- 314 · H314-H317
- Precautionary statements
- 260 · P260-P272-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338
- PPE
- 3 · Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
- Hazard Codes
- Xi,C
- Risk Statements
- 36 · 36/37/38-43-34
- Safety Statements
- 26 · 26-36-45-36/37/39
- RIDADR
- 3259 · UN3259 8/PG 2
- WGK Germany
- 1 · 1
- RTECS
- 7871675 · TN7871675
- 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
- 1 BSkin · Skin Corr. 1BSkin Sens. 1
- REACH Registrations
- Active
- Limited Quantities
- 5 kg · 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
This chemical does not meet GHS hazard criteria for 2.5% (5 of 201) of reports.
Danger
H302 (65.7%): Harmful if swallowed [Warning Acute toxicity, oral]
P260, P261, P264, P264+P265, P270, P272, P280, P301+P317, P301+P330+P331, P302+P352, P302+P361+P354, P304+P340, P305+P354+P338, P316, P317, P321, P330, P333+P317, P362+P364, P363, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 201 reports by companies from 12 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Danger
Hazard information
Regulatory Information
Status: Active Update: 22-07-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/14709
2,2,6,6-Tetramethyl-4-piperidinol: Does not have an individual approval but may be used under an appropriate group standard
Hazard Classes and Categories
Acute Tox. 4 (65.7%)
Acute toxicity (Oral) - Category 4
Safety data
- PPE
- Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges
- wgk
- 1
- tsca
- TSCA listed
- rtecs
- TN7871675
- ridadr
- UN3259 8/PG 2
- hs_code
- 29333999
- risk_code
- 36/37/38-43-34
- Signal word
- Danger
- Symbol(GHS)
- GHS05,GHS07
- hazard_code
- Xi,C
- hazard_note
- Irritant
- safety_code
- 26-36-45-36/37/39
- hazard_class
- 8
- Storage Class
- 8A - Combustible corrosive hazardous materials
- packing_group
- III
- Hazard statements
- H314-H317
- Limited Quantities
- 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
- Skin Corr. 1BSkin Sens. 1
- Precautionary statements
- P260-P272-P280-P303+P361+P353-P304+P340+P310-P305+P351+P338
Chemistry & industry
Uses & manufacturing
Applications
UsesAn intermediate in the preparation of Piperidinyloxy free radical derivatives.
Uses2,2,6,6-tetramethyl-4-piperidinol has been used to study the irradiation of Camptothecin (CPT) in aerated dimethylsulfoxide (DMSO) solution that leads to formation of singlet oxygen.
Preparation methods
PreparationStep 1: Add tetramethylpiperidinone, catalyst, caustic soda flakes, and water to the high-pressure reactor and seal it.Step 2: Purge the reactor with N2 to replace the air, then purge with H2 to replace the N2, and finally purge with H2 until the pressure reaches 0.8 MPa.Step 3: First, maintain the pressure inside the reactor at 0.8 MPa. When the pressure drops, promptly replenish the reactor with H2 to 0.8 MPa while stirring and heating, controlling the temperature at 70-100°C. Repeat the above operation until the pressure inside the reactor remains at 0.8 MPa for a certain period of time without change, then stop the reaction.Step 4: Purge the reactor with N2 to replace the H2, and simultaneously purge the reactor coils with cooling water to lower the temperature inside the reactor to below 50°C. Stop stirring, filter out the catalyst, and distill off some of the water.Step 5: Stir and cool the remaining supersaturated mother liquor in an ice-water bath to crystallize, filter and wash to obtain 2,2,6,6-Tetramethyl-4-piperidinol, and recover and reuse the mother liquor.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers100 total
Related reactions
Compound notes
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