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

Base Information

• Chemical Name: 2,2,5-Trimethyl-4-phenyl-3-azahexane-3-nitroxide
• CAS No.: 61015-94-9
• Molecular Formula: C14H22NO
• Molecular Weight: 220.335
• European Community (EC) Number: 686-982-7
• DSSTox Substance ID: DTXSID50447704
• Nikkaji Number: J1.156.450J
• Mol file: 61015-94-9.mol

Synonyms:2,2,5-Trimethyl-4-phenyl-3-azahexane-3-nitroxide;61015-94-9;AGN-PC-0NCHOS;DTXSID50447704;(alpha-Isopropylbenzyl tert-butylaminooxy)radical

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

Chemical Property:

• Refractive Index: n20/D1.515
• Flash Point: 96℃
• PSA: 3.24000
• Density: 0.953 g/mL at 25 °C
• LogP: 3.82970
• Storage Temp.: ?20°C
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 4
• Exact Mass: 220.170139325
• Heavy Atom Count: 16
• Complexity: 201

Purity/Quality:

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

2,2,5-Trimethyl-4-phenyl-3-azahexane-3-nitroxide ^*data from reagent suppliers

Safty Information:

• Hazard Codes: O,T
• Statements: 7-8-25
• Safety Statements: 3-7-17-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C(C1=CC=CC=C1)N(C(C)(C)C)[O]
• Uses: Stable nitroxide radical useful in controlling living radical polymerizations

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

There total 7 articles about 2,2,5-Trimethyl-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: 77.0%

N-tert-butyl-α-phenylnitrone (3376-24-7,68315-30-0) + isopropylmagnesium chloride (1068-55-9) → N-(tert-butyl)-N-(2-methyl-1-phenylpropyl)-N-oxyl (61015-94-9)

Guidance literature:

N-tert-butyl-α-phenylnitrone; isopropylmagnesium chloride; In tetrahydrofuran; at -78 - 20 ℃; Inert atmosphere;

With ammonium hydroxide; copper diacetate; In methanol;

DOI:10.1246/BCSJ.20200398

Reference yield:

N-tert-butyl-α-phenylnitrone (3376-24-7,68315-30-0) + Isopropyl-methyl-quecksilber (29138-88-3) → N-(tert-butyl)-N-(2-methyl-1-phenylpropyl)-N-oxyl (61015-94-9)

Guidance literature:

With sodium hexachloroiridate;

DOI:10.1021/ja00436a015

Reference yield:

(Z)-2-methyl-N-(2-methylpropylidene)propan-2-amine N-oxide (85664-55-7) + phenylmagnesium bromide (100-58-3) → N-(tert-butyl)-N-(2-methyl-1-phenylpropyl)-N-oxyl (61015-94-9)

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:

N-tert-butyl-α-phenylnitrone

Isopropyl-methyl-quecksilber

(Z)-2-methyl-N-(2-methylpropylidene)propan-2-amine N-oxide

phenylmagnesium bromide

Downstream raw materials:

N-tert-butyl-O-[1-(4-chloromethyl-phenyl)-ethyl]-N-(2-methyl-1-phenyl-propyl)-hydroxylamine

2,2,5-trimethyl-3-(1'-(p-bromo)phenylethoxy)-4-phenyl-3-azahexane

N-tert-butyl-N-(2-methyl-1-phenylpropyl)-O-(1-phenylhex-5-enyl)hydroxylamine

2-[N-tert-butyl-N-(2-methyl-1-phenyl-propyl)-aminooxy]-malonic acid dimethyl ester