2,5-Difluoro-4-nitrobenzoic acid

Base Information

• Chemical Name: 2,5-Difluoro-4-nitrobenzoic acid
• CAS No.: 116465-48-6
• Molecular Formula: C7H3F2NO4
• Molecular Weight: 203.102
• Hs Code.: 2916399090
• European Community (EC) Number: 630-236-5
• NSC Number: 59332
• DSSTox Substance ID: DTXSID40289135
• Wikidata: Q72463532
• Mol file: 116465-48-6.mol

Synonyms:2,5-difluoro-4-nitrobenzoic acid;116465-48-6;2,5-difluoro-4-nitrobenzenecarboxylic acid;2,5-Difluoro-4-nitrobenzoicacid;2,5-difluoro-4-nitrobenzic acid;2,5-difluoro-4-nitro-benzoic acid;BENZOIC ACID, 2,5-DIFLUORO-4-NITRO-;MFCD03425705;NSC59332;SCHEMBL1020420;DTXSID40289135;GPTNSBLYGCZJQV-UHFFFAOYSA-N;BCP24606;CL4102;NSC-59332;Benzoic acid, 2,5-difluoro-4-nitro;AKOS005069260;AC-3606;CS-W003066;2,5-bis(fluoranyl)-4-nitro-benzoic acid;SY007423;AM20020249;FT-0648890;EN300-112013;2,5-DIFLUORO-4-NITROBENZENECARBOXYLICACID;A803687;10R-0046;W-204900

Chemical Property of 2,5-Difluoro-4-nitrobenzoic acid

Chemical Property:

• Appearance/Colour: solid
• Vapor Pressure: 5.8E-06mmHg at 25°C
• Melting Point: 147-148 °C
• Refractive Index: 1.563
• Boiling Point: 364.8 °C at 760 mmHg
• PKA: 2.03±0.13(Predicted)
• Flash Point: 174.4 °C
• PSA: 83.12000
• Density: 1.661 g/cm³
• LogP: 2.09440
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Slightly soluble in water.
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 1
• Exact Mass: 203.00301390
• Heavy Atom Count: 14
• Complexity: 255

Purity/Quality:

98% ^*data from raw suppliers

2,5-Difluoro-4-nitrobenzoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37-60

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C(=CC(=C1F)[N+](=O)[O-])F)C(=O)O
• Uses: 2,5-Difluoro-4-nitrobenzoic acid is used as a pharmaceutical intermediate.

Technology Process of 2,5-Difluoro-4-nitrobenzoic acid

There total 5 articles about 2,5-Difluoro-4-nitrobenzoic 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: 85.0%

1,4-difluoro-2-methyl-5-nitrobenzene (141412-60-4) → 2,5‐difluoro‐4‐nitrobenzoic acid (116465-48-6)

Guidance literature:

With sodium dichromate; sulfuric acid; acetic acid;

DOI:10.1021/jm00090a024

Reference yield: 76.0%

2,5-difluoro-4-nitrobenzonitrile (172921-32-3) → 2,5‐difluoro‐4‐nitrobenzoic acid (116465-48-6)

Guidance literature:

With water; sodium hydroxide; at 95 ℃;

Reference yield:

1,4-difluoro-2-methylbenzene (452-67-5) → 2,5‐difluoro‐4‐nitrobenzoic acid (116465-48-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / fuming HNO₃ / 0.5 h / 0 - 10 °C

2: 85 percent / Na₂Cr₂O₇, AcOH, conc. H₂SO₄

With sodium dichromate; sulfuric acid; nitric acid; acetic acid;

DOI:10.1021/jm00090a024

upstream raw materials:

1,4-difluoro-2-methyl-5-nitrobenzene

1,4-difluoro-2-methylbenzene

para-difluorobenzene

2-bromo-1,4-difluorobenzene

Downstream raw materials:

GNE-7915

4-[(5-cyclopentyl-4-ethyl-2-methyl-3-oxo-2,4,5,7,9-pentazabicyclo[4.4.0]deca-6,8,10-trien-8-yl)amino]-2-fluoro-5-methoxy-N-(1-methyl-4-piperidyl)benzamide

4-amino-N-(4-dimethylaminocyclohexyl)-2-fluoro-5-methoxy-benzamide

4-amino-N-(1-ethyl-4-piperidyl)-2-fluoro-5-methoxy-benzamide

Refernces

• 1、 Thornton,Jackman,Marsham,O'Connor,Bishop,Calvert. "Quinazoline antifolate thymidylate synthase inhibitors: Difluoro- substituted benzene ring analogues". . p. 2321 - 2327. Retrieved 2007/10/02.