2,2,5,5-tetramethyl-4-phenyl-3-azahexane-3-nitroxide

Base Information

• Chemical Name: 2,2,5,5-tetramethyl-4-phenyl-3-azahexane-3-nitroxide
• CAS No.: 53544-93-7
• Molecular Formula: C₁₅H₂₄NO
• Molecular Weight: 234.362
• Mol file: 53544-93-7.mol

Synonyms:2,2,5,5-tetramethyl-4-phenyl-3-azahexane-3-nitroxide

Chemical Property of 2,2,5,5-tetramethyl-4-phenyl-3-azahexane-3-nitroxide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,2,5,5-tetramethyl-4-phenyl-3-azahexane-3-nitroxide

There total 8 articles about 2,2,5,5-tetramethyl-4-phenyl-3-azahexane-3-nitroxide 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%

N-tert-Butyl-N-(2,2-dimethyl-1-phenyl-propyl)-hydroxylamine (180743-04-8) → 2,2,5,5-tetramethyl-4-phenyl-3-azahexane-3-nitroxide (53544-93-7)

Guidance literature:

With manganese(IV) oxide; In diethyl ether; at 20 ℃; for 0.0333333h;

DOI:10.1007/BF01433978

Reference yield:

pivalaldehyde (630-19-3) → 2,2,5,5-tetramethyl-4-phenyl-3-azahexane-3-nitroxide (53544-93-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 62 percent / Zn, aq. NH₄Cl / diethyl ether / 8 h / Ambient temperature

2: 2.) Cu(OAc)2, conc. aq. NH₃, air / 1.) THF, Et₂O, RT, 12 h, 2.) THF, Et₂O, MeOH, 10 min

With ammonium hydroxide; copper diacetate; air; ammonium chloride; zinc; In diethyl ether;

DOI:10.1021/ja984013c

Reference yield:

N-tert-butyl-(2,2-dimethylpropylidene)amine N-oxide (72331-68-1) + phenylmagnesium bromide (100-58-3) → 2,2,5,5-tetramethyl-4-phenyl-3-azahexane-3-nitroxide (53544-93-7)

Guidance literature:

With ammonium hydroxide; copper diacetate; air; Yield given; Multistep reaction; 1.) THF, Et₂O, RT, 12 h, 2.) THF, Et₂O, MeOH, 10 min;

DOI:10.1021/ja984013c

upstream raw materials:

triethylsilane

tertiary butyl chloride

N-tert-butyl-α-phenylnitrone

t-Butyl radical

Refernces

• 1、 Benoit, Didier,Chaplinski, Vladimir,Braslau, Rebecca,Hawker, Craig J.. "Development of a universal alkoxyamine for "living" free radical polymerizations". . p. 3904 - 3920. Retrieved 2007/10/03.
• 2、 Abe, Yukino,Seno, Shin-ya,Sakakibara, Kazuhisa,Hirota, Minoru. "Spin Trapping of Oxygen-centred Radicals by Substituted N-Benzylidene-tert-butylamine N-Oxides". . p. 897 - 903. Retrieved 2007/10/02.