p-methoxy-2,6-di-tert-butylphenoxyl radical

Base Information

• Chemical Name: p-methoxy-2,6-di-tert-butylphenoxyl radical
• CAS No.: 20137-67-1
• Molecular Formula: C₁₅H₂₅O₂
• Molecular Weight: 237.362
• Mol file: 20137-67-1.mol

Synonyms:

Chemical Property of p-methoxy-2,6-di-tert-butylphenoxyl radical

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of p-methoxy-2,6-di-tert-butylphenoxyl radical

There total 29 articles about p-methoxy-2,6-di-tert-butylphenoxyl radical 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: 85.0%

2,6-Di-t-butyl-4-methoxyphenol (489-01-0) → 2,6-di-tert-butyl-4-methoxyphenoxyl radical (20137-67-1,3425-36-3)

Guidance literature:

With ferrocenium hexafluorophosphate; C₂₂H₂₉CuN₅O₃^(2-)*2C₄H₁₂N⁽¹⁺⁾; In N,N-dimethyl-formamide; at -40 ℃; Reagent/catalyst; Inert atmosphere; Glovebox;

DOI:10.1021/jacs.0c03867

Reference yield:

2,6-Di-t-butyl-4-methoxyphenol (489-01-0) + α-tocopheroxyl radical (23531-69-3,30970-82-2,79645-40-2,83376-94-7,107081-04-9) → 2,6-di-tert-butyl-4-methoxyphenoxyl radical (20137-67-1,3425-36-3) + Tocopherol (59-02-9,18920-62-2)

Guidance literature:

In benzene; Equilibrium constant; Thermodynamic data; Ambient temperature; ΔG; also in tert-butanol;

Reference yield:

2,6-Di-t-butyl-4-methoxyphenol (489-01-0) + 3-benzotriazin-4-one-N-oxyl radical (1310558-97-4) → 2,6-di-tert-butyl-4-methoxyphenoxyl radical (20137-67-1,3425-36-3) + 3-hydroxy-3,4-dihydrobenzotriazine-4-one (28230-32-2)

Guidance literature:

With bis(1-methyl-1-phenylethyl)peroxide; In acetonitrile; at 25 ℃; Kinetics; Inert atmosphere; Photolysis;

DOI:10.1021/jo500789v

upstream raw materials:

2,6-Di-t-butyl-4-methoxyphenol

2,6-di-tert-butyl-4-methylphenoxy radical

bis(2,6-di-tert-butyl-4-methoxyphenyl) ethanedioate

(4-methoxy-2,6-di-tert-butylphenoxy)oxalyl chloride

Downstream raw materials:

2,6-Di-tert-butyl-1,4-benzoquinone

2,6-Di-t-butyl-4-methoxyphenol

2,6,2',6'-tetra-tert-butyl-4,4'-dimethoxy-4,4'-peroxy-bis-cyclohexa-2,5-dienone

C₁₉H₃₃O₂Te

Refernces

• 1、 Wittman, Jessica M.,Hayoun, Rebecca,Kaminsky, Werner,Coggins, Michael K.,Mayer, James M.. "A C-C bonded phenoxyl radical dimer with a zero bond dissociation free energy". . p. 12956 - 12959. Retrieved 2013.
• 2、 Cook et al.. "-". . p. 1356. Retrieved 1959.
• 3、 Modarelli, David A.,Lahti, Paul M.,George, Clifford. "Solid-state photochemical generation of a very stable phenoxyl-phenoxyl radical pair". . p. 6329 - 6330. Retrieved 1991.
• 4、 Fisher, Katherine J.,Feuer, Margalit L.,Lant, Hannah M. C.,Mercado, Brandon Q.,Crabtree, Robert H.,Brudvig, Gary W.. "Concerted proton-electron transfer oxidation of phenols and hydrocarbons by a high-valent nickel complex". . p. 1683 - 1690. Retrieved 2020/02/25.
• 5、 Wise, Catherine F.,Mayer, James M.. "Correction to "electrochemically Determined O-H Bond Dissociation Free Energies of NiO Electrodes Predict Proton-Coupled Electron Transfer Reactivity" (Journal of the American Chemical Society (2019)141: 38 (14971-14975)Doi: 10.1021/jacs.9b07923)". supporting information. p. 12544 - 12545. Retrieved 2020/07/14.