3-Fluoro-5-nitrobenzoic acid

Base Information

• Chemical Name: 3-Fluoro-5-nitrobenzoic acid
• CAS No.: 14027-75-9
• Molecular Formula: C7H4FNO4
• Molecular Weight: 185.111
• Hs Code.: 2916399090
• European Community (EC) Number: 675-236-6
• DSSTox Substance ID: DTXSID50374627
• Wikidata: Q72475259
• Mol file: 14027-75-9.mol

Synonyms:3-fluoro-5-nitrobenzoic acid;14027-75-9;BENZOIC ACID, 3-FLUORO-5-NITRO-;MFCD05864360;3-fluoro-5-nitrobenzoicacid;SCHEMBL410432;DTXSID50374627;VIPUIECMSDQUIK-UHFFFAOYSA-N;CK1081;5-FLUORO-3-NITROBENZOIC ACID;AKOS005259225;AKOS017344929;GS-4148;SY030509;AM20050194;CS-0030566;FT-0600850;EN300-73309;VU0549289-1;A20025;J-512533;F9995-0101

Chemical Property of 3-Fluoro-5-nitrobenzoic acid

Chemical Property:

• Vapor Pressure: 3.16E-05mmHg at 25°C
• Melting Point: 125 °C
• Refractive Index: 1.588
• Boiling Point: 341.2 °C at 760 mmHg
• PKA: 3.14±0.10(Predicted)
• Flash Point: 160.1 °C
• PSA: 83.12000
• Density: 1.568 g/cm³
• LogP: 1.95530
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 185.01243577
• Heavy Atom Count: 13
• Complexity: 227

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Fluoro-5-nitrobenzoicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=C(C=C(C=C1[N+](=O)[O-])F)C(=O)O

Technology Process of 3-Fluoro-5-nitrobenzoic acid

There total 5 articles about 3-Fluoro-5-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: 92.0%

3-fluoro-5-nitrobenzonitrile (110882-60-5) → 3-nitro-5-fluorobenzoic acid (14027-75-9)

Guidance literature:

With sulfuric acid; In water; at 150 ℃; for 2h;

DOI:10.7164/antibiotics.47.1456

Reference yield: 64.0%

3-amino-5-nitro-benzoic acid (618-84-8) + 1,2-dichloro-benzene (95-50-1) → 3-nitro-5-fluorobenzoic acid (14027-75-9)

Guidance literature:

With nitrosonium tetrafluoroborate; acetic acid; In dichloromethane; acetonitrile;

Reference yield:

2-nitro-4-fluoroaniline (364-78-3) → 3-nitro-5-fluorobenzoic acid (14027-75-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 84 percent / Br₂ / acetic acid / 1 h / Ambient temperature

2: 1.) conc. H₂SO₄, NaNO₂, 2.) 50percent H₃PO₂, Cu₂O / 1.) H₂O, -2 deg C - -3 deg C, 105 min, 2.) H₂O, -5 deg C, 90 min; 0 deg C, 10 min

3: 63 percent / dimethylformamide / 5 h / Heating

4: 92 percent / 75percent H₂SO₄ / H₂O / 2 h / 150 °C

With copper(I) oxide; sulfuric acid; bromine; hypophosphorous acid; sodium nitrite; In water; acetic acid; N,N-dimethyl-formamide;

DOI:10.7164/antibiotics.47.1456

upstream raw materials:

3-fluoro-5-nitrobenzonitrile

2-nitro-4-fluoroaniline

1-bromo-3-fluoro-5-nitrobenzene

4-fluoro-2-bromo-6-nitroaniline

Downstream raw materials:

allyl 3-fluoro-5-nitrobenzoate

6-fluoro-3,10-diazatricyclo[6.4.1.0^4,13]trideca-1,4⁽¹³⁾,5,7-tetraen-9-one

methyl 3-fluoro-5-nitrobenzoate

Refernces

• 1、 Adams,Rinehart. "Directed biosynthesis of 5'-fluoropactamycin in Streptomyces pactum". . p. 1456 - 1465. Retrieved 2007/10/02.