3-(4-Nitrophenyl)pentanedioic acid

Base Information

• Chemical Name: 3-(4-Nitrophenyl)pentanedioic acid
• CAS No.: 92289-14-0
• Molecular Formula: C11H11 N O6
• Molecular Weight: 253.211
• Hs Code.: 2917399090
• DSSTox Substance ID: DTXSID70593439
• Nikkaji Number: J1.514.018F
• Wikidata: Q72495642
• Mol file: 92289-14-0.mol

Synonyms:3-(4-NITROPHENYL)PENTANEDIOIC ACID;92289-14-0;3-(4-NITROPHENYL) PENTANEDIOIC ACID;3-(4-Nitro-phenyl)-pentanedioic acid;SCHEMBL1857061;3-(p-nitrophenyl)-glutaric acid;DTXSID70593439;YNPLFNKGJKRZNX-UHFFFAOYSA-N;CL8002;MFCD11110458;AKOS016011808;3-(4-NITROPHENYL)PENTANEDIOICACID;AS-45983;CS-0157630;A844187

Chemical Property of 3-(4-Nitrophenyl)pentanedioic acid

Chemical Property:

• Vapor Pressure: 5.24E-09mmHg at 25°C
• Melting Point: 235 °C
• Boiling Point: 453.3°C at 760 mmHg
• PKA: 3.88±0.10(Predicted)
• Flash Point: 194.9°C
• PSA: 120.42000
• Density: 1.458g/cm3
• LogP: 2.15100
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 253.05863707
• Heavy Atom Count: 18
• Complexity: 313

Purity/Quality:

99% ^*data from raw suppliers

3-(4-Nitrophenyl)PentanedioicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC=C1C(CC(=O)O)CC(=O)O)[N+](=O)[O-]

Technology Process of 3-(4-Nitrophenyl)pentanedioic acid

There total 13 articles about 3-(4-Nitrophenyl)pentanedioic acid 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: 94.0%

3-phenylglutaric acid (4165-96-2) → 3-(4-Nitro-phenyl)-pentanedioic acid (92289-14-0)

Guidance literature:

3-phenylglutaric acid; With sulfuric acid; at 0 ℃; for 0.333333h;

With nitric acid; at 20 ℃; for 3.33333h; Conversion of starting material;

Reference yield: 88.0%

tetraethyl 2-(4-nitrophenyl)propane-1,1,3,3-tetracarboxylate (126989-14-8) → 3-(4-Nitro-phenyl)-pentanedioic acid (92289-14-0)

Guidance literature:

With hydrogenchloride; water; at 100 ℃; for 22h; Product distribution / selectivity;

Reference yield: 60.0%

diethyl 2,4-diacetyl-3-(4-nitrophenyl)pentanedioate (340265-92-1) → 3-(4-Nitro-phenyl)-pentanedioic acid (92289-14-0)

Guidance literature:

With sodium hydroxide; In water; for 3h; Reflux;

DOI:10.1016/j.tet.2014.06.005

upstream raw materials:

ethanol

3-(4-nitro-phenyl)-pentanedioic acid anhydride

tetraethyl 2-(4-nitrophenyl)propane-1,1,3,3-tetracarboxylate

3-phenylglutaric acid

Downstream raw materials:

4-(4-nitrophenyl)piperidine-2,6-dione

1-methyl-4-(4-nitro-phenyl)-piperidine-2,6-dione

3-(4-Nitro-phenyl)-pentanedioyl dichloride

3-(4-aminophenyl)-1,5-bis(2,5-dimethylthiophen-3-yl)pentane-1,5-dione

Refernces

• 1、 Algi, Melek Pamuk,Cihaner, Atilla,Algi, Fatih. "Design, synthesis, photochromism and electrochemistry of a novel material with pendant photochromic units". . p. 5064 - 5072. Retrieved 2014/12/10.
• 2、 -. "INHIBITORS OF C-FMS KINASE". Page/Page column 24. . Retrieved 2008/06/13.