1-Hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrole-3-carbaldehyde

Base Information

• Chemical Name: 1-Hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrole-3-carbaldehyde
• CAS No.: 71051-83-7
• Molecular Formula: C9H14NO2
• Molecular Weight: 168.216
• ChEMBL ID: CHEMBL119633
• DSSTox Substance ID: DTXSID10570567
• Nikkaji Number: J1.007.159C
• Wikidata: Q82458067
• Mol file: 71051-83-7.mol

Synonyms:71051-83-7;1-Hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrole-3-carbaldehyde;1-hydroxy-2,2,5,5-tetramethylpyrrole-3-carbaldehyde;(1-OXYL-2,2,5,5-TETRAMETHYL-3-PYRROLINE)FORMALDEHYDE;(1-Oxyl-2,2,5,5,-tetramethyl-?3-pyrroline)formaldehyde;3-Formyl-2,2,5,5-tetramethyl-1-oxopyrroline;CHEMBL119633;SCHEMBL2621539;DTXSID10570567;(1-Oxyl-2,2,5,5,-tetramethyl- delta 3-pyrroline)formaldehyde;1-oxyl-2,2,5,5-tetramethyl-2,5-dihydro-1h-pyrrole-3-carbaldehyde

Chemical Property of 1-Hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrole-3-carbaldehyde

Chemical Property:

• Melting Point: 79.5-80°C
• PSA: 20.31000
• LogP: 1.26790
• Storage Temp.: -20°C Freezer, Under Inert Atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 169.110278721
• Heavy Atom Count: 12
• Complexity: 241

Purity/Quality:

99% ^*data from raw suppliers

(1-Oxyl-2,2,5,5,-tetramethyl-?3-pyrroline)formaldehyde ^*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)C=O)C
• Uses: A spin-label compound with an aldehyde functionality A spin-label compound with an aldehyde functionality.

Technology Process of 1-Hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrole-3-carbaldehyde

There total 14 articles about 1-Hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrole-3-carbaldehyde 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: 88.0%

3-(N-Methoxy-N-methylcarbamoyl)-2,2,5,5-tetramethyl-3-pyrrolin-1-yloxy (171295-28-6) → 3-formyl-2,2,5,5-tetramethyl-pyrroline-1-oxyl (71051-83-7)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; at -60 ℃; for 1h;

DOI:10.1002/recl.19951140906

Reference yield: 83.0%

(2,5-dihydro-2,2,5,5-tetramethyl-1-oxyl-1H-pyrrol-3-yl)methanol (55738-75-5) → 3-formyl-2,2,5,5-tetramethyl-pyrroline-1-oxyl (71051-83-7)

Guidance literature:

With manganese(IV) oxide; In tetrachloromethane; for 0.5h; Heating;

DOI:10.1055/s-1980-29268

Reference yield: 78.0%

C9H15BrNO2 (127841-64-9) → 3-formyl-2,2,5,5-tetramethyl-pyrroline-1-oxyl (71051-83-7)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In chloroform; for 0.5h; Heating;

DOI:10.1055/s-1990-26788

upstream raw materials:

C₉H₁₅BrNO₂

1-<1-Oxyl-2,2,5,5-tetramethylpyrrolin-3-carboxy)-imidazol

2,2,5,5-tetramethyl-pyrrolidinyl-1-oxyl-3-carboxylic acid chloride

(2,5-dihydro-2,2,5,5-tetramethyl-1-oxyl-1H-pyrrol-3-yl)methanol

Downstream raw materials:

C₁₇H₂₀NO₂

(3-{(2R,3R)-1-benzyl-3-[ (tert-butoxy)carbonyl]aziridin-2-yl}-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrol-1-yl)oxidanyl

C₁₇H₁₅F₅NO₃

C₁₁H₁₆NO₂