3-Pentanone, 1-hydroxy-2-methyl-1-(4-nitrophenyl)-

Base Information

• Chemical Name: 3-Pentanone, 1-hydroxy-2-methyl-1-(4-nitrophenyl)-
• CAS No.: 105590-48-5
• Molecular Formula: C12H15NO4
• Molecular Weight: 237.255
• DSSTox Substance ID: DTXSID20468209
• Nikkaji Number: J1.810.204H
• Mol file: 105590-48-5.mol

Synonyms:105590-48-5;3-Pentanone, 1-hydroxy-2-methyl-1-(4-nitrophenyl)-;SCHEMBL8044440;DTXSID20468209

Chemical Property of 3-Pentanone, 1-hydroxy-2-methyl-1-(4-nitrophenyl)-

Chemical Property:

• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 237.10010796
• Heavy Atom Count: 17
• Complexity: 279

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC(=O)C(C)C(C1=CC=C(C=C1)[N+](=O)[O-])O

Technology Process of 3-Pentanone, 1-hydroxy-2-methyl-1-(4-nitrophenyl)-

There total 6 articles about 3-Pentanone, 1-hydroxy-2-methyl-1-(4-nitrophenyl)- 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: 78.0%

4-nitrobenzaldehdye (555-16-8) + pentan-3-one (96-22-0) → 1-hydroxy-2-methyl-1-(p-nitrophenyl)-3-pentanone (105590-48-5)

Guidance literature:

With aluminum oxide; 1,3,4,6,7,8-hexahydro-2H-pyrimido[1,2-a]pyrimidine; In toluene; at 20 ℃; for 0.75h; Sonication;

DOI:10.1039/c2ob06648c

Reference yield: 22.0%

4-nitrobenzaldehdye (555-16-8) + pentan-3-one (96-22-0) → 1-hydroxy-2-methyl-1-(p-nitrophenyl)-3-pentanone (105590-48-5) + 2-(4-nitrophenyl)pentan-3-one (104869-86-5)

Guidance literature:

With potassium tert-butylate; In ammonia; at -70 ℃;

DOI:10.1246/cl.1986.173

Reference yield:

4-nitrobenzaldehdye (555-16-8) + pentan-3-one (96-22-0) → 1-hydroxy-2-methyl-1-(4-nitrophenyl)pentan-3-one (105590-48-5) + (1S,2S)-1-hydroxy-2-methyl-1-(4-nitrophenyl)pentan-3-one

Guidance literature:

With (1'R,2'R)-6-(2'-aminocyclohexyl)-6,7-dihydro-5H-dibenzo[c,e]azepine triflate; 3-nitrobenzoic acid; at 20 ℃; for 30h; optical yield given as %ee; enantioselective reaction; Neat (no solvent);

DOI:10.1016/j.tet.2011.09.101

upstream raw materials:

4-nitrobenzaldehdye

pentan-3-one