1-HYDROXY-2,2,5,5-TETRAMETHYL-4-PHENYL-3-IMIDAZOLINE-3-OXIDE

Base Information

• Chemical Name: 1-HYDROXY-2,2,5,5-TETRAMETHYL-4-PHENYL-3-IMIDAZOLINE-3-OXIDE
• CAS No.: 18796-01-5
• Molecular Formula: C13H18 N2 O2
• Molecular Weight: 234.298
• Hs Code.: 29332990
• Mol file: 18796-01-5.mol

Synonyms:3-Imidazoline,1-hydroxy-2,2,5,5-tetramethyl-4-phenyl-, 3-oxide (8CI)

Chemical Property of 1-HYDROXY-2,2,5,5-TETRAMETHYL-4-PHENYL-3-IMIDAZOLINE-3-OXIDE

Chemical Property:

• Vapor Pressure: 2.09E-06mmHg at 25°C
• Melting Point: 188-194 °C
• Refractive Index: 1.6450 (estimate)
• Boiling Point: 378.6°Cat760mmHg
• Flash Point: 182.8°C
• PSA: 52.22000
• Density: 1.17g/cm³
• LogP: 2.10220

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1-HYDROXY-2,2,5,5-TETRAMETHYL-4-PHENYL-3-IMIDAZOLINE-3-OXIDE

There total 9 articles about 1-HYDROXY-2,2,5,5-TETRAMETHYL-4-PHENYL-3-IMIDAZOLINE-3-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: 75.0%

2,2,6,6-Tetramethyl-4-piperidone (826-36-8) + N-(3-hydroxyimino-2-methyl-3-phenylpropyl-2)hydroxylamine → 1-hydroxy-2,2,5,5-tetramethyl-4-phenyl-3-imidazoline-3-oxide (18796-01-5)

Guidance literature:

With ammonium acetate; In methanol; for 4h; Heating;

DOI:10.1007/BF02502943

Reference yield: 66.0%

4-phenyl-2,2,5,5-tetramethyl-3-imidazolin-1-yloxy-3-oxide (18796-03-7) → 1-hydroxy-2,2,5,5-tetramethyl-4-phenyl-3-imidazoline-3-oxide (18796-01-5)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; triethylamine; In benzene; at 80 ℃; for 4h;

DOI:10.1016/j.tetlet.2007.09.031

Reference yield: 28.0%

4-phenyl-2,2,5,5-tetramethyl-3-imidazolin-1-yloxy-3-oxide (18796-03-7) + methylhydrazine hemisulfate (302-15-8,5118-34-3) → 1-methoxy-4-phenyl-2,2,5,5-tetramethyl-3-imidazoline 3-oxide (28459-23-6) + 1-hydroxy-2,2,5,5-tetramethyl-4-phenyl-3-imidazoline-3-oxide (18796-01-5)

Guidance literature:

With triethylamine; In methanol; for 0.5h;

DOI:10.1007/BF00955785

upstream raw materials:

4-phenyl-2,2,5,5-tetramethyl-3-imidazolin-1-yloxy-3-oxide

methylhydrazine hemisulfate

4-dichloromethyl-2,2,5,5-tetramethyl-3-imidazoline-3-oxide-1-oxyl

diphenyl hydrazine

Downstream raw materials:

2,2,4,4,5-pentamethyl-5-phenyl-imidazolidine-1,3-diol

4-phenyl-2,2,5,5-tetramethyl-3-imidazolin-1-yloxy-3-oxide

4-o-nitrophenyl-2,2,5,5-tetramethyl-3-imidazoline-1-oxyl 3-oxide

4-p-nitrophenyl-2,2,5,5-tetramethyl-3-imidazoline-1-oxyl 3-oxide

Refernces

• 1、 Vasilevsky, Sergei F.,Krivenko, Olga L.,Alabugin, Igor V.. "Oxidative coupling of alkynes mediated by nitroxyl radicals under Sonogashira conditions and Pd-free catalytic approach to stable radicals of 3-imidazoline family with triple bonds". . p. 8246 - 8249. Retrieved 2007.
• 2、 Vasilevsky, Sergei F.,Krivenko, Olga L.,Gorelik, Vitalii R.,Alabugin, Igor V.. "Synthetic and mechanistic aspects of cross-coupling of nitroxyl radicals of 3-imidazoline series with terminal alkynes". . p. 8807 - 8814. Retrieved 2008/12/21.