3-Hydroxymethyl-(1-oxy-2,2,5,5-tetramethylpyrroline)

Base Information

• Chemical Name: 3-Hydroxymethyl-(1-oxy-2,2,5,5-tetramethylpyrroline)
• CAS No.: 55738-75-5
• Molecular Formula: C9H16 N O2
• Molecular Weight: 172.247
• ChEMBL ID: CHEMBL324955
• DSSTox Substance ID: DTXSID30971113
• Nikkaji Number: J1.007.157G
• Wikidata: Q82954537
• Mol file: 55738-75-5.mol

Synonyms:3-Hydroxymethyl-(1-oxy-2,2,5,5-tetramethylpyrroline);CHEMBL324955;SCHEMBL4432073

Chemical Property of 3-Hydroxymethyl-(1-oxy-2,2,5,5-tetramethylpyrroline)

Chemical Property:

• Melting Point: 63-65°C
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 23.47000
• Density: g/cm³
• LogP: 1.53350
• Storage Temp.: Hygroscopic, -20?C Freezer, Under Inert Atmosphere
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 171.125928785
• Heavy Atom Count: 12
• Complexity: 219

Purity/Quality:

97% ^*data from raw suppliers

3-Hydroxymethyl-(1-oxy-2,2,5,5-tetramethylpyrroline) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C=C(C(N1O)(C)C)CO)C
• Uses: 3-Hydroxymethyl-(1-oxy-2,2,5,5-tetramethylpyrroline) (cas# 55738-75-5) is a compound useful in organic synthesis.

Technology Process of 3-Hydroxymethyl-(1-oxy-2,2,5,5-tetramethylpyrroline)

There total 12 articles about 3-Hydroxymethyl-(1-oxy-2,2,5,5-tetramethylpyrroline) 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: 97.0%

3-carboxy-2,5-dihydro-2,2,5,5-tetramethyl-1H-pyrrol-1-yloxy (2154-67-8,46147-16-4) → (2,5-dihydro-2,2,5,5-tetramethyl-1-oxyl-1H-pyrrol-3-yl)methanol (55738-75-5)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃; for 12h;

DOI:10.3390/51201244

Reference yield: 96.0%

methyl 1-oxyl-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrol-3-carboxylate radical (2154-32-7) → (2,5-dihydro-2,2,5,5-tetramethyl-1-oxyl-1H-pyrrol-3-yl)methanol (55738-75-5)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; hexane; at -78 - -50 ℃; for 4.5h; Inert atmosphere;

DOI:10.1021/jacs.6b05421

Reference yield: 94.0%

3-{[(ethoxycarbonyl)oxy]carbonyl}-2,5-dihydro-2,2,5,5-tetramethyl-1H-pyrrol-1-yloxy (19187-50-9) → (2,5-dihydro-2,2,5,5-tetramethyl-1-oxyl-1H-pyrrol-3-yl)methanol (55738-75-5)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at 0 ℃; for 1h;

DOI:10.1055/s-1980-29268

upstream raw materials:

methyl 1-oxyl-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrol-3-carboxylate radical

3-{[(ethoxycarbonyl)oxy]carbonyl}-2,5-dihydro-2,2,5,5-tetramethyl-1H-pyrrol-1-yloxy

3-carboxy-2,5-dihydro-2,2,5,5-tetramethyl-1H-pyrrol-1-yloxy

C₁₅H₁₃F₅NO₃

Downstream raw materials:

3-Acetoacetyloxymethyl-2,5-dihydro-2,2,5,5-tetramethyl-1H-pyrrol-1-yloxy radical

3-formyl-2,2,5,5-tetramethyl-pyrroline-1-oxyl

(2,5-dihydro-2,2,5,5-tetramethyl-1-hydroxyl-1H-pyrrol-3-yl)methanol hydrogen chloride

4-methylene-3-<(methylthio)carbonylthio>-2,2,5,5-tetramethylpyrrolidin-1-yloxy radical

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