4-NITROPHENYL ACETATE

Base Information

• Chemical Name: 4-NITROPHENYL ACETATE
• CAS No.: 830-03-5
• Molecular Formula: C8H7 N O4
• Molecular Weight: 181.148
• Hs Code.: 29153900
• European Community (EC) Number: 212-593-5
• NSC Number: 2633
• UNII: I902J0QH9S
• DSSTox Substance ID: DTXSID2061191
• Nikkaji Number: J45.688H
• Wikidata: Q27156150
• ChEMBL ID: CHEMBL40988
• Mol file: 830-03-5.mol

Synonyms:Aceticacid, p-nitrophenyl ester (6CI,8CI); Phenol, p-nitro-, acetate (7CI);4-Nitrophenyl acetate; NSC 2633; p-Acetoxynitrobenzene; p-Nitrobenzene acetate;p-Nitrophenol acetate; p-Nitrophenyl acetate

Chemical Property of 4-NITROPHENYL ACETATE

Chemical Property:

• Appearance/Colour: off-white or beige powder
• Vapor Pressure: 0.0014mmHg at 25°C
• Melting Point: 75-77 °C(lit.)
• Refractive Index: 1.5468 (estimate)
• Boiling Point: 296.8°C at 760 mmHg
• Flash Point: 145.2°C
• PSA: 72.12000
• Density: 1.304g/cm³
• LogP: 2.04330
• Storage Temp.: −20°C
• Solubility.: 0.53g/l
• Water Solubility.: Insoluble in water.
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 181.03750770
• Heavy Atom Count: 13
• Complexity: 203

Purity/Quality:

99.9% ^*data from raw suppliers

4-Nitrophenyl Acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,C
• Hazard Codes: F,C
• Statements: 11-34
• Safety Statements: 24/25-45-36/37/39-26-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Nitrogen Compounds -> Other Aromatics (Nitrogen)
• Canonical SMILES: CC(=O)OC1=CC=C(C=C1)[N+](=O)[O-]
• General Description: 4-Nitrophenyl acetate (NA) is a substrate used in kinetic studies to evaluate catalytic hydrolysis, as demonstrated in research involving a zinc(II) complex derived from a linear pentadentate ligand. 4-NITROPHENYL ACETATE’s hydrolysis is spectrophotometrically monitored, with the zinc(II) complex significantly accelerating the reaction, evidenced by measurable second-order rate constants (k_c) under controlled conditions (25°C, 0.1 mol/L KNO₃, CH₃CN solvent). This highlights NA’s utility as a model ester for investigating metalloenzyme-like catalytic mechanisms.

Technology Process of 4-NITROPHENYL ACETATE

There total 52 articles about 4-NITROPHENYL ACETATE 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: 98.0%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + acetic acid (64-19-7,77671-22-8) → 4-nitrophenol acetate (830-03-5)

Guidance literature:

With bismuth(lll) trifluoromethanesulfonate; for 1.08333h; Heating;

Reference yield: 96.0%

4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) + 2-acetyl-4,5-dichloropyridazin-3(2H)-one (155164-63-9) → 4-nitrophenol acetate (830-03-5)

Guidance literature:

In neat (no solvent); at 100 ℃; for 0.0833333h; Sealed tube; Green chemistry;

DOI:10.5012/bkcs.2013.34.11.3410

Reference yield: 95.0%

Isopropenyl acetate (108-22-5) + 4-nitro-phenol (100-02-7,78813-13-5,89830-32-0) → 4-nitrophenol acetate (830-03-5)

Guidance literature:

With aluminum triflate; at 20 ℃; for 0.0833333h;

DOI:10.1016/j.tetlet.2007.03.162

upstream raw materials:

Ketene

4-nitro-phenol

acetic anhydride

acetyl chloride

Downstream raw materials:

p-aminophenyl acetate

1-(2-hydroxy-5-nitrophenyl)ethanone

4,4'-diacetoxyazoxybenzene

O-Acetyl-chinin

Refernces

Syntheses of a linear pentadentate ligand and its zinc(II) complex and its promoted hydrolysis of 4-nitrophenyl acetate

10.1081/SIM-100002039

The research focuses on the synthesis and characterization of a linear pentadentate ligand, N-(2-hydroxyethyl)-N′′-(2-hydroxybenzyl)-diethylenetriamine (HL), and its zinc(II) complex. The study investigates the promoted hydrolysis of 4-nitrophenyl acetate (NA) by the zinc(II) complex. The ligand and its complex were synthesized using reagents like 2-chloroethanol, diethylenetriamine, and salicylaldehyde, and characterized using IR spectra, 1H NMR spectra, and elemental analyses. The protonation constants of HL and the stability constants of its Zn(II) complexation were determined through pH potentiometric titration at 25°C and I = 0.1 mol/L KNO3. The kinetics of NA hydrolysis catalyzed by the complex were studied spectrophotometrically at 25°C and I = 0.1 mol/L KNO3 in a CH3CN solvent, with the second-order rate constants (kc) for NA hydrolysis being obtained. The experiments involved the preparation of the ligand and its complex, pH titration to determine protonation and complexation equilibria, and kinetic studies to measure the rate of NA hydrolysis catalyzed by the complex.