1-Hydroxy-2,2,6,6-tetramethylpiperidine

Base Information

• Chemical Name: 1-Hydroxy-2,2,6,6-tetramethylpiperidine
• CAS No.: 7031-93-8
• Molecular Formula: C9H19NO
• Molecular Weight: 157.256
• Mol file: 7031-93-8.mol

Synonyms:2,2,6,6-tetramethylpiperidine-N-hydroxide;1-hydroxy-2,2,6,6-tetramethyl-1-piperidinyloxy;2,2,6,6-tetramethyl-piperidinol;

Chemical Property of 1-Hydroxy-2,2,6,6-tetramethylpiperidine

Chemical Property:

• Melting Point: 39-40 °C
• Boiling Point: 208.8±7.0 °C(Predicted)
• PKA: 14.28±0.60(Predicted)
• PSA: 23.47000
• Density: 0.917±0.06 g/cm3(Predicted)
• LogP: 2.35660
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

2,2,6,6-Tetramethyl-1-hydroxypiperidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• General Description: 1-Hydroxy-2,2,6,6-tetramethylpiperidine (TEMPO-OH) is a nitroxyl radical compound synthesized by the reduction of 2,2,6,6-tetramethyl-1-piperidinyloxy (TEMPO). It serves as a functional nitroxyl mediator in controlled radical polymerization, where it can be covalently attached to polymer chains, such as poly(4-chloromethyl styrene), to act as a macroinitiator for graft copolymerization. Its incorporation into nanocomposites, such as poly(4-chloromethyl styrene-graft-4-vinylpyridine)/TiO₂, has been verified using techniques like ¹H NMR, FTIR, and TEM, demonstrating its utility in polymer modification and stabilization.

Technology Process of 1-Hydroxy-2,2,6,6-tetramethylpiperidine

There total 88 articles about 1-Hydroxy-2,2,6,6-tetramethylpiperidine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 98.0%

thiophene-2-carbaldehyde (98-03-3) + 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical (2564-83-2,45842-10-2,126517-51-9,25657-03-8,26933-82-4,54637-06-8,64104-42-3) → 2,2,6,6-tetramethylpiperidin-1-ol (7031-93-8) + thiophene-2-carboxylic acid 2,2,6,6-tetramethyl-piperidin-1-yl ester (1100308-41-5)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,4-dimethyl-1,2,4-triazolium iodide; In tetrahydrofuran; at 20 ℃; for 6h; Inert atmosphere;

DOI:10.1002/anie.200802735

Reference yield: 98.0%

2,2,6,6-Tetramethyl-1-piperidinyloxy free radical (2564-83-2,45842-10-2,126517-51-9,25657-03-8,26933-82-4,54637-06-8,64104-42-3) + m-Chlorobenzaldehyde (587-04-2) → 2,2,6,6-tetramethylpiperidin-1-ol (7031-93-8) + 3-chloro-benzoic acid 2,2,6,6-tetramethyl-piperidin-1-yl ester (1100308-37-9)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,4-dimethyl-1,2,4-triazolium iodide; In tetrahydrofuran; at 20 ℃; for 6h; Inert atmosphere;

DOI:10.1002/anie.200802735

Reference yield: 96.0%

2,2,6,6-Tetramethyl-1-piperidinyloxy free radical (2564-83-2,45842-10-2,126517-51-9,25657-03-8,26933-82-4,54637-06-8,64104-42-3) → 2,2,6,6-tetramethylpiperidin-1-ol (7031-93-8)

Guidance literature:

With sodium 2-(1,2-dihydroxyethyl)-4-hydroxy-5-oxo-2,5-dihydro-furan-3-olate; In water; at 20 ℃;

DOI:10.1002/chem.201501823

upstream raw materials:

2,2,6,6-Tetramethyl-1-piperidinyloxy free radical

2,2,6,6-tetramethylpiperidin-1-oxoammonium chloride

3-phenyl-1-(2′,2′,6′,6′-tetramethyl-1′-piperidinyloxy)-propane

N,N-dimethyl-aniline

Downstream raw materials:

1-benzyloxy-2,2,6,6-tetramethylpiperidine

1-acetoxy-2,2,6,6-tetramethylpiperidine

1-trifluoroacetoxy-2,2,6,6-tetramethylpiperidine

1-methoxy-2,2,6,6-tetramethylpiperidine