2-Propanamine, 2-methyl-N-(phenylmethylene)-, N-oxide

Base Information

• Chemical Name: 2-Propanamine, 2-methyl-N-(phenylmethylene)-, N-oxide
• CAS No.: 3376-24-7
• Molecular Formula: C11H15 N O
• Molecular Weight: 177.246
• Hs Code.: 2929 90 00
• Nikkaji Number: J1.553.918F,J4.356G
• Wikidata: Q27257256
• Mol file: 3376-24-7.mol

Synonyms:alpha phenyl-tert-butyl nitrone;alpha-PBN;alpha-phenyl-N-tert-butyl nitrone;alpha-phenyl-t-butyl nitrone;alpha-phenyl-tert-butylnitrone;N-benzylidene-2-methylpropylamine n-oxide;N-t-butyl-alpha-phenylnitrone;N-tert-butyl-alpha-phenylnitrone;N-tert-butylphenylnitrone;phenyl butyl nitrone;phenyl-butyl-nitrone;phenyl-N-tert-butylnitrone;phenyl-N-tert-butylnitrone, (Z)-isomer;phenyl-tert-butylnitrone

Chemical Property of 2-Propanamine, 2-methyl-N-(phenylmethylene)-, N-oxide

Chemical Property:

• Vapor Pressure: 0.00547mmHg at 25°C
• Melting Point: 73-74 °C(lit.)
• Refractive Index: 1.552
• Boiling Point: 283.3°Cat760mmHg
• PKA: 1.50±0.53(Predicted)
• Flash Point: 118.5°C
• PSA: 28.75000
• Density: 0.99g/cm³
• LogP: 2.93750
• Storage Temp.: 2-8°C
• Solubility.: DMSO: soluble
• Water Solubility.: Soluble in DMSO (10 mg/ml), chloroform (50 mg/ml), and water (20 mg/ml).
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 177.115364102
• Heavy Atom Count: 13
• Complexity: 185

Purity/Quality:

99%+ ^*data from raw suppliers

N-?tert-?Butyl-?α-?phenylnitrone ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)[N+](=CC1=CC=CC=C1)[O-]
• Uses: Spin trap reagent for carbon- or oxygen- or nitrogen-centered free radicals. N-tert-Butyl-a-phenylnitrone is a commonly-used free radical trap. It contains radical scavenging activity and an ability to inhibit Cox-2 (cyclooxygenase-2). N-tert-Butyl-a-phenylnitrone is an antioxidant that has been shown to act as a protective agent in several experimental models of neurodegenerative disorders. N-tert-Butyl-a-phenylnitrone inhibits lipid peroxidation in rat liver microsomes. It also prevents the induction of inducible nitric oxide synthase (iNOS) by reactive oxygen species. N-tert-Butyl-α-phenylnitrone has been used:as a component of Dneasy Blood&Tissue buffer to preserve the oxidized state of DNA extracted from human non-tumorigenic epithelial breast (MCF10A) cellsas a free radical scavenger of reactive oxygen species (ROS) in microglial (MG) cell linesto attenuate fibroblast senescence in unstable oral squamous cell carcinomas (GU-OSCC)

Technology Process of 2-Propanamine, 2-methyl-N-(phenylmethylene)-, N-oxide

There total 43 articles about 2-Propanamine, 2-methyl-N-(phenylmethylene)-, N-oxide 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-α-cyanobenzylhydroxylamine trimethylsilyl ether (105488-71-9) → N-tert-butyl-α-phenylnitrone (3376-24-7,68315-30-0)

Guidance literature:

With silver fluoride; In acetonitrile; at 80 ℃;

DOI:10.1039/c39860000789

Reference yield: 99.0%

N-benzyl-N-(tert-butyl)hydroxylamine (68883-38-5) → N-tert-butyl-α-phenylnitrone (3376-24-7,68315-30-0)

Guidance literature:

N-benzyl-N-(tert-butyl)hydroxylamine; With polytetrafluoroethylene; dmap; oxygen; 3,6-dichloro-1,2,4,5-tetrazine; for 0.0166667h;

Irradiation;

DOI:10.1055/a-1691-0449

Reference yield: 97.0%

N-tertbutylhydroxylamine hydrochloride (57497-39-9) + benzaldehyde (100-52-7) → N-tert-butyl-α-phenylnitrone (3376-24-7,68315-30-0)

Guidance literature:

With pyrrolidine; In dichloromethane; at 20 ℃; for 0.25h;

DOI:10.1021/acscatal.5b01726

upstream raw materials:

N-tert-Butylhydroxylamine

benzaldehyde

methyl N-(1,1-dimethylethyl)benzenecarboximidate N-oxide

C₇H₁₆NO₂⁽¹⁺⁾*CF₃O₃S^(1-)

Downstream raw materials:

N-(tert-butyl)-N-(2-methyl-1-phenylpropyl)-N-oxyl

4-benzyl-2-tert-butyl-3-phenyl-[1,2,4]oxadiazolidine-5-thione

C₁₅H₂₂NO₃

α-Methoxybenzyl-tert-butyl-nitroxyl-Radikal

Refernces

• 1、 Sonokawa, Koji,Machida, Hidenori,Sakakibara, Kazuhisa,Hirota, Minoru. "The Reaction of Nitrogen Dioxide with N-Benzylidene-t-butylamine N-Oxide. Formation of a White Solid Adduct and Its Properties". . p. 207 - 210. Retrieved 1992.
• 2、 Goodrow et al.. "". . p. 3447. Retrieved 1974.
• 3、 Adrio, Javier,Amarante, Giovanni Wilson,Granato, álisson Silva. "Metal-Free Solvent Promoted Oxidation of Benzylic Secondary Amines to Nitrones with H2O2". . p. 13817 - 13823. Retrieved 2021/10/01.
• 4、 Li, Xiaopei,Kato, Tatsuhisa,Nakamura, Yasuyuki,Yamago, Shigeru. "The effect of viscosity on the coupling and hydrogen-abstraction reaction between transient and persistent radicals". supporting information. p. 966 - 972. Retrieved 2021/04/29.