1,2,2,6,6-Pentamethyl-4-piperidinol Chemical Properties

Melting point:

72-76 °C

Boiling point:

238 °C

Density 

0.967

vapor pressure 

0.845Pa at 25℃

refractive index 

1.4621 (estimate)

Flash point:

118 °C

storage temp. 

Sealed in dry,Room Temperature

form 

Flakes

pka

14.93±0.60(Predicted)

color 

Light yellow

Water Solubility 

4.8 g/100 mL (20 ºc)

BRN 

1498

InChI

1S/C10H21NO/c1-9(2)6-8(12)7-10(3,4)11(9)5/h8,12H,6-7H2,1-5H3

InChIKey

NWHNXXMYEICZAT-UHFFFAOYSA-N

SMILES

CN1C(C)(C)CC(O)CC1(C)C

LogP

1.15 at 25℃

CAS DataBase Reference

2403-89-6(CAS DataBase Reference)

EPA Substance Registry System

4-Piperidinol, 1,2,2,6,6-pentamethyl- (2403-89-6)

Safety Information

Hazard Codes 

Xi,C,N,Xn

Risk Statements 

43-34-22-51/53

Safety Statements 

36/37-45-36/37/39-26-61

RIDADR 

UN3261 - class 8 - PG 1 - EHS - Corrosive solid, acidic, organic, n.o.s., HI: all

WGK Germany 

2

TSCA 

TSCA listed

HS Code 

29333990

Storage Class

8A - Combustible corrosive hazardous materials

Hazard Classifications

Acute Tox. 4 Oral
Aquatic Chronic 2
Skin Corr. 1A
Skin Sens. 1

MSDS

• Language:English Provider:N-Methyl-2,2,6,6-tetramethyl-4-piperidinol
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS

1,2,2,6,6-Pentamethyl-4-piperidinol Usage And Synthesis

Chemical Properties

LIGHT YELLOW FLAKES

Uses

Reactant for: Synthesis of photostable blue emitting naphthalimides1 Synthesis of blue fluorescent naphthalimide pH chemosensors2 Synthesis of crowded piperidines with intramolecularly hydrogen-bonded nitrogen3 Synthesis of spiropyrans and spirooxazines4 Amine photoredox reactions5

Uses

Reactant for:
Synthesis of photostable blue emitting naphthalimides
Synthesis of blue fluorescent naphthalimide pH chemosensors
Synthesis of crowded piperidines with intramolecularly hydrogen-bonded nitrogen
Synthesis of spiropyrans and spirooxazines
Amine photoredox reactions

Uses

1,2,2,6,6-Pentamethyl-4-piperidinol is used in the synthesis of PDGFR kinase inhibitors. Also, it can be applied to the preparation of a new diol-functionalized amine light stabilizer.

Flammability and Explosibility

Non flammable

Synthesis

1,2,2,6,6-pentamethylpiperidinol was synthesized by reductive methylation reaction using 2,2,6,6-tetramethylpiperidinol, paraformaldehyde and formic acid as the raw materials and water as the solvent, and the structure of the product was characterized by nuclear magnetic resonance (NMR) hydrogen spectroscopy, carbon spectroscopy and infrared spectroscopy. The results of one-way and orthogonal experiments showed that the molar ratio of raw materials had the greatest influence on the reductive methylation reaction, followed by the reaction temperature and finally the reaction time. The suitable conditions for this reductive methylation reaction were: n (tetramethylpiperidinol): n (paraformaldehyde): n (formic acid) = 1:1.05:1.05, reaction temperature of 80 ??C, reaction time of 2.5 h, and the solvent water could be applied three times. Under this optimized condition, the average yield of pentamethylpiperidinol was 97.9% and the purity was 99.6%.

Toxics Screening Level

The initial threshold screening level (ITSL) for 1,2,2,6,6-pentamethyl-4-piperidinol is 0.1 μg/m3 based on annual averaging time.

1,2,2,6,6-Pentamethyl-4-piperidinol(2403-89-6)Related Product Information

• 4-Methylpiperidine
• 3,5-Dimethylpiperidine
• Triacetonamine
• Haloperidol
• Bensulfuron methyl
• 4-(Aminomethyl)piperidine
• METSULFURON METHYL
• 2,6-Dimethylpiperidine
• Triacetonediamine
• Methylparaben
• Kresoxim-methyl
• Methyl acrylate
• Methyl acetate
• 4-Hydroxy-2,2,6,6-tetramethyl-piperidinooxy
• Thiophanate-methyl
• 2,2,6,6-Tetramethyl-4-piperidinol
• 2,2,6,6-Tetramethylpiperidine
• N-Methylpiperidine