71444-30-9

Basic information

• Product Name: 2-[hydroxy(4-nitrophenyl)methyl]cyclohexanone
• Synonyms: 2-[Hydroxy-(4-Nitrophenyl)-methyl]-cyclohexanone
• CAS NO: 71444-30-9
• Molecular Formula: C₁₃H₁₅NO₄
• Molecular Weight: 249.2625
• Mol File: 71444-30-9.mol
• Article Data: 229

Chemical Properties

• Boiling Point: 445.4°C at 760 mmHg
• Flash Point: 189.2°C
• Density: 1.302g/cm³
• Vapor Pressure: 1.03E-08mmHg at 25°C
• Refractive Index: 1.595
• CAS DataBase Reference: 2-[hydroxy(4-nitrophenyl)methyl]cyclohexanone(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[hydroxy(4-nitrophenyl)methyl]cyclohexanone(71444-30-9)
• EPA Substance Registry System: 2-[hydroxy(4-nitrophenyl)methyl]cyclohexanone(71444-30-9)

Safety Data

• Hazardous Substances Data: 71444-30-9(Hazardous Substances Data)

Usage

Physical Properties

Appearance: Yellow crystalline solid
Melting Point: 63-65°C

Applications

Organic Synthesis: Used as a starting material for pharmaceuticals, agrochemicals, and other fine chemicals.
Polymer Production: Acts as a reagent in the production of various polymers.
Heterocyclic Compound Synthesis: Used in the synthesis of heterocyclic compounds.

Research Interest

Medicinal Chemistry: Studied for potential medicinal applications.
Material Science: Investigated for its unique chemical properties in material science applications.

Upstream product

• 108-94-1 cyclohexanone 
• 555-16-8 4-nitrobenzaldehdye 
• 6651-36-1 1-(Trimethylsilyloxy)cyclohexene 
• 120-92-3 cyclopentanone 
• 89-98-5 2-chloro-benzaldehyde 
• 17814-55-0 trichloro<(1-cyclohexenyl)oxy>silane 
• 100-10-7 4-dimethylamino-benzaldehyde 
• 64340-79-0 1-(dimethylsilyloxy)cyclohexene 
• 91890-07-2 2-(1-cyclohexenyloxy)-1,3,2-dioxaborolane 
• 104412-60-4 cyclohexen-1-yloxybis(dimethylamino)borane 
• 104412-62-6 (1-cyclohexenyloxy)dimethoxyborane 
• 619-73-8 4-nitrobenzyl chloride 
• 108-93-0 cyclohexanol 
• 930-68-7 cyclohexenone 

Downstream Products

• 79963-33-0 (1RS,2RS)-2<(RS)-Hydroxy-(4-nitrophenyl)methyl>cyclohexanol 
• 22114-45-0 2-(4-nitrobenzylidene)cyclohexan-1-one 
• 849669-34-7 2-(4-nitrobenzylidene)-6-(4-hydroxybenzylidene) cyclohexanone 
• 79963-35-2 (1RS,2RS)-2<(SR)-Acetoxy-(4-nitrophenyl)methyl>cyclohexylacetat 
• 79963-37-4 (2α,4α,4aα,8aβ)-2,4-Bis(4-nitrophenyl)hexahydro-4H-1,3-benzodioxin 
• 619-73-8 4-nitrobenzyl chloride 
• 67579-84-4 (1R,2R)-N₁,N₁-diethylcyclohexane-1,2-diamine 
• 108-94-1 cyclohexanone 
• 555-16-8 4-nitrobenzaldehdye 
• 351533-35-2 (2S,1'R)-2-[1'-hydroxy-1'-(4-nitrophenyl)methyl]cyclohexan-1-one 
• 351533-35-2 (2R)-2-[(S)-hydroxy(4-nitrophenyl)methyl]cyclohexanone 
• 264224-65-9 (4R)-4-hydroxy-4-(4-nitrophenyl)-butan-2-one 
• 88958-64-9 (4S)-4-hydroxy-4-(4-nitrophenyl)-butan-2-one 

Relevant articles and documents

Enantioenrichment by Iterative Retro-Aldol/Aldol reaction catalyzed by an achiral or racemic base

Chemical Equation Presented Did nature use the same strategy? The combination of crystal growth and iterative retro-aldol/aldol reactions catalyzed by a simple achiral (or racemic) base allows improvement of the enantiomer ratio of a product obtained from a stereochemically imperfect aldol reaction (see scheme).

A chemo-enzymatic oxidation/aldol sequential process directly converts arylbenzyl alcohols and cyclohexanol into chiral β-hydroxy carbonyls

The development of a combination enzyme and organocatalyst for aqueous sequential organic transformation has great significance, in that it is not only environmentally friendly but also overcomes only a single methodological drawback, either in the chemical or biological process. Herein, through the utilization of the bulky steric hindrance of chiral proline derivatives, an integrated laccase and proline as a chemo-enzymatic co-catalyst system is developed. It enables an efficient oxidation/aldol enantioselective sequential reaction to be accomplished, overcoming the mutual deactivation issue. As we present in this study, this one-pot organic transformation, an initial laccase-mediated oxidation of arylbenzyl alcohols and cyclohexanol to form aldehydes and cyclohexanone, followed by a subsequent proline derivative-catalyzed aldol condensation of the in situ generated intermediates, provides various 1,2-diastereoisomeric chiral β-hydroxy ketones with acceptable yields and high enantio-/diastereoselectivities.

Biomass waste-derived recyclable heterogeneous catalyst for aqueous aldol reaction and depolymerization of PET waste

In this work, we discuss the valorization of biomass waste-derived orange peel ash (OPA) by exploring its applicability as a heterogeneous catalyst in aqueous aldol reactions and demonstrating its versatility by promoting the methanolysis of poly(ethylene terephthalate) (PET) waste. The catalyst was characterized using Fourier-transform infrared spectroscopy (FT-IR), Brunauer-Emmett-Teller (BET) analysis, X-ray powder diffraction (XRD), X-ray fluorescence (XRF), energy dispersive X-ray (EDX) spectroscopy, scanning electron microscopy (SEM), transmission electron microscopy (TEM), X-ray photoelectron spectroscopy (XPS), and thermal gravimetric analysis (TGA) to decode its chemical composition. The aldol reactions were carried out at ambient temperature in the presence of water as a solvent. PET depolymerization was performed in an autoclave for 1 h using only 6% w/w OPA. The catalyst was recovered and reused in both the reactions for up to four successive cycles with minimal loss in the catalytic activity. The use of OPA as a cost-free, eco-friendly and effective recyclable catalyst enables a greener route for C-C bond formation and PET waste recycling.