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-]
• Uses: 4-Nitrophenyl Acetate have been used as a substrate to study for the enzymatic activity of Carbonic Anhydrase III isolated from bovine skeletal muscle. 4-Nitrophenyl acetate is used with iodoacetic acid for reductive cleavage of methionine-containing peptides. It is also used as a substrate that has been used in assays for esterase and lipase activity. Inorganic complexes have been evaluated for their methanolysis or hydrolysis activity using p-nitrophenyl acetate.

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

2-Acetoxypropyl-p-nitrophenylether

Refernces

• 1、 Kunitake,T. et al.. "-". . p. 540 - 545. Retrieved 1976.
• 2、 Okahata,Y. et al.. "-". . p. 3067 - 3072. Retrieved 1977.
• 3、 Gruhn,Bender. "-". . p. 219,222,224,225. Retrieved 1975.
• 4、 Nothling, Mitchell D.,Ganesan, Aravindhan,Condic-Jurkic, Karmen,Pressly, Eric,Davalos, Ashley,Gotrik, Michael R.,Xiao, Zeyun,Khoshdel, Ezat,Hawker, Craig J.,O'Mara, Megan L.,Coote, Michelle L.,Connal, Luke A.. "Simple Design of an Enzyme-Inspired Supported Catalyst Based on a Catalytic Triad". . p. 732 - 745. Retrieved 2017.
• 5、 Enright, Dale R.,Gogate, Akash R.,Smoliakova, Irina P.,Vasireddy, Purna C. R.. "Palladium-catalyzed aryl group transfer from triarylphosphines to arylboronic acids". . . Retrieved 2021/11/11.
• 6、 -. "Prodrug compound and application ofprodrug compound in treatment of cancer". Paragraph 0181-0182. . Retrieved 2021/03/06.