4-Methoxy-2,2,6,6-tetramethyl-1-oxidopiperidine

Base Information

• Chemical Name: 4-Methoxy-2,2,6,6-tetramethyl-1-oxidopiperidine
• CAS No.: 95407-69-5
• Molecular Formula: C10H20 N O2
• Molecular Weight: 186.274
• Hs Code.: 2933399990
• DSSTox Substance ID: DTXSID10915010
• Nikkaji Number: J3.572.950J
• Wikidata: Q82885891
• Mol file: 95407-69-5.mol

Synonyms:4-methoxy-2,2,6,6-tetramethylpiperidine-1-oxyl;4-methoxy-2,2,6,6-tetramethylpiperidinyl-1-oxy;4-methoxy-TEMPO

Chemical Property of 4-Methoxy-2,2,6,6-tetramethyl-1-oxidopiperidine

Chemical Property:

• Melting Point: 40.5-44 °C(lit.)
• Boiling Point: 242.1°Cat760mmHg
• Flash Point: 100.2°C
• PSA: 12.47000
• Density: g/cm³
• LogP: 1.93780
• Storage Temp.: 2-8°C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 186.149403881
• Heavy Atom Count: 13
• Complexity: 171

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-Methoxy-TEMPO ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(CC(CC(N1[O-])(C)C)OC)C
• Uses: 4-Methoxy-TEMPO may be employed as catalyst for the synthesis of 2-substituted benzoxazoles, via aerobic oxidation reaction.

Technology Process of 4-Methoxy-2,2,6,6-tetramethyl-1-oxidopiperidine

There total 12 articles about 4-Methoxy-2,2,6,6-tetramethyl-1-oxidopiperidine 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: 100.0%

tetrathiafulvalene (31366-25-3) + C10H20NO2(1+)*F6Sb(1-) → 4-methoxy-2,2,6,6-tetramethylpiperidin-1-oxyl radical (95407-69-5) + bis-1,3-dithiolium hexafluoroantimonate

Guidance literature:

In acetonitrile; for 0.0166667h; Ambient temperature;

DOI:10.1246/cl.1994.1827

Reference yield: 95.0%

tetrathiafulvalene (31366-25-3) + 4-methoxy-2,2,6,6-tetramethyl-1-oxopiperidinium tetrafluoroborate → 4-methoxy-2,2,6,6-tetramethylpiperidin-1-oxyl radical (95407-69-5) + C6H4S4(1+)*BF4(1-)

Guidance literature:

In acetonitrile; for 0.0166667h; Ambient temperature;

DOI:10.1246/cl.1994.1827

Reference yield: 93.0%

tetrathiafulvalene (31366-25-3) + 4-Methoxy-2,2,6,6-tetramethyl-1-oxo-piperidinium; nitrate → 4-methoxy-2,2,6,6-tetramethylpiperidin-1-oxyl radical (95407-69-5) + C6H4S4(1+)*NO3(1-)

Guidance literature:

In acetonitrile; for 0.0166667h; Ambient temperature;

DOI:10.1246/cl.1994.1827

upstream raw materials:

4-methoxy-1-oxo-2,2,6,6-tetramethylpiperidinium bromide

TEMPOL

methyl iodide

tetrathiafulvalene

Downstream raw materials:

4-oxo-2,2,6,6-tetramethylpiperidin-oxyl

4-MeO-TEMPO-D

2,2,6,6-tetramethyl-N-hydroxy-4-methoxypiperidine

1-(phenylsulfanyl)acetone

Refernces

• 1、 Endo, Takeshi,Miyazawa, Takeo,Shiihashi, Shigeo,Okawara, Makoto. "Oxidation of Hydroxide Ion by Immonium Oxide". . p. 3877 - 3878. Retrieved 1984.
• 2、 Sen, Vasily D.,Tikhonov, Ivan V.,Borodin, Leonid I.,Pliss, Evgeny M.,Golubev, Valery A.,Syroeshkin, Mikhail A.,Rusakov, Alexander I.. "Kinetics and thermodynamics of reversible disproportionation-comproportionation in redox triad oxoammonium cations - Nitroxyl radicals - Hydroxylamines". . p. 17 - 24. Retrieved 2015/03/03.
• 3、 Wu, Adam,Mader, Elizabeth A.,Datta, Ayan,Hrovat, David A.,Borden, Weston Thatcher,Mayer, James M.. "Nitroxyl radical plus hydroxylamine pseudo self-exchange reactions: Tunneling in hydrogen atom transfer". supporting information; scheme or table. p. 11985 - 11997. Retrieved 2009/12/08.