2-Cyclohexen-1-one, 2-[hydroxy(4-nitrophenyl)methyl]-

Base Information

• Chemical Name: 2-Cyclohexen-1-one, 2-[hydroxy(4-nitrophenyl)methyl]-
• CAS No.: 203111-43-7
• Molecular Formula: C13H13NO4
• Molecular Weight: 247.251
• DSSTox Substance ID: DTXSID10425104
• Nikkaji Number: J931.631K
• Mol file: 203111-43-7.mol

Synonyms:CMLD2_000148;2-Cyclohexen-1-one, 2-[hydroxy(4-nitrophenyl)methyl]-;203111-43-7;DTXSID10425104;CCG-102259;2-(hydroxy(4-nitrophenyl)methyl)cyclohex-2-enone;SR-05000001246;SR-05000001246-1;2-(alpha-Hydroxy-4-nitrobenzyl)-2-cyclohexen-1-one

Chemical Property of 2-Cyclohexen-1-one, 2-[hydroxy(4-nitrophenyl)methyl]-

Chemical Property:

• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 247.08445790
• Heavy Atom Count: 18
• Complexity: 364

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC=C(C(=O)C1)C(C2=CC=C(C=C2)[N+](=O)[O-])O

Technology Process of 2-Cyclohexen-1-one, 2-[hydroxy(4-nitrophenyl)methyl]-

There total 3 articles about 2-Cyclohexen-1-one, 2-[hydroxy(4-nitrophenyl)methyl]- 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%

cyclohexenone (930-68-7) + 4-nitrobenzaldehdye (555-16-8) → 2-[hydroxy(4-nitrophenyl)methyl]-2-cyclohexen-1-one (203111-43-7)

Guidance literature:

With boron tribromide-dimethyl sulfide complex; trimethylamine; In dichloromethane; at 0 - 20 ℃; for 1.5h;

DOI:10.1016/S0040-4020(01)00842-0

Reference yield: 48.0%

cyclohexenone (930-68-7) + 4-nitrobenzaldehdye (555-16-8) → 2-[hydroxy(4-nitrophenyl)methyl]-2-cyclohexen-1-one (203111-43-7) + (1R,9S)-6-(4-Nitro-benzyl)-8-oxa-tricyclo[7.3.1.02,7]trideca-2,4,6-trien-9-ol

Guidance literature:

With titanium tetrachloride; In dichloromethane; at 0 - 5 ℃; for 2.15h;

DOI:10.1021/jo020199t

Reference yield:

cyclohexenone (930-68-7) + 4-nitrobenzaldehdye (555-16-8) → 2-[hydroxy(4-nitrophenyl)methyl]-2-cyclohexen-1-one (203111-43-7) + 6-(hydroxy(4-nitrophenyl)methyl)cyclohex-2-enone

Guidance literature:

In aq. phosphate buffer; at 40 ℃; for 18h; pH=8; Sonication; Inert atmosphere; Enzymatic reaction;

DOI:10.1016/j.mcat.2021.111467

upstream raw materials:

cyclohexenone

4-nitrobenzaldehdye

Downstream raw materials:

2-(4-Nitrobenzyl)phenol

(E)-2-(4-nitrobezylidene)-3-phenylcyclohexanone

(S)-2-(hydroxy(4-nitrophenyl)methyl)cyclohex-2-enone

(R,E)-3-(4-chlorophenyl)-2-(4-nitrobenzylidene)cyclohexanone