4-Fluorophthalic acid

Base Information

• Chemical Name: 4-Fluorophthalic acid
• CAS No.: 320-97-8
• Molecular Formula: C8H5FO4
• Molecular Weight: 184.124
• Hs Code.: 29173990
• European Community (EC) Number: 642-710-9
• NSC Number: 20683
• UNII: XK39UM4T28
• DSSTox Substance ID: DTXSID80953883
• Wikidata: Q72476563
• Mol file: 320-97-8.mol

Synonyms:4-FLUOROPHTHALIC ACID;320-97-8;4-Fluorobenzene-1,2-dicarboxylic acid;1,2-Benzenedicarboxylic acid, 4-fluoro-;MFCD06208213;NSC-20683;1,?2-?Benzenedicarboxylic acid, 4-?fluoro-;4-fluorobenzene-1,2-dioic acid;Phthalic acid, 4-fluoro-;SCHEMBL336978;XK39UM4T28;DTXSID80953883;OMCXTFVBNCFZMY-UHFFFAOYSA-N;NSC20683;TD1009;ZB1837;AKOS005216106;4-Fluoro-1,2-benzenedicarboxylic acid;AC-9812;CS-W017018;PS-6851;SY047579;AM20080789;FT-0602513;EN300-31765;A19945;J-515417;Z335437572;InChI=1/C8H5FO4/c9-4-1-2-5(7(10)11)6(3-4)8(12)13/h1-3H,(H,10,11)(H,12,13;K8J

Chemical Property of 4-Fluorophthalic acid

Chemical Property:

• Melting Point: 154-158℃
• Boiling Point: 377.2 °C at 760 mmHg
• PKA: 2.91±0.10(Predicted)
• Flash Point: 181.9 °C
• PSA: 74.60000
• Density: 1.551 g/cm³
• LogP: 1.22210
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• Water Solubility.: Insoluble in water.
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 184.01718680
• Heavy Atom Count: 13
• Complexity: 228

Purity/Quality:

97% ^*data from raw suppliers

4-FluorophthalicAcid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1F)C(=O)O)C(=O)O
• Chemical Composition and Structure: 4-Fluorophthalic acid is a derivative of phthalic acid which contains a fluorine atom attached to one of the carbon atoms in the phthalic acid structure.
• Uses: Fluorescent Probe: ; Utilized in the synthesis of nitrogen–fluorine co-doped carbon nanodots (N,F-CDs) for the selective detection of hypochlorite ions (ClO?) in aqueous media. The N,F-CDs act as a fluorescent probe, with their fluorescence being quenched in the presence of ClO? ions.^[1]; ; Pharmaceutical Intermediate: ; Used as an intermediate in the synthesis of pharmaceutical compounds.
• Analysis Method: Characterized using techniques such as transmission electron microscopy (TEM) and Fourier transform infrared spectroscopy (FT-IR) to analyze the morphology and chemical structure of the synthesized compound.
• References: [1] Highly sensitive fluorescent probe for selective detection of hypochlorite ions using nitrogen–fluorine co-doped carbon nanodots; DOI 10.1016/j.saa.2020.119231

Technology Process of 4-Fluorophthalic acid

There total 7 articles about 4-Fluorophthalic 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%

3,4-dimethyl-fluorobenzene (452-64-2) → 4-fluorobenzene-1,2-dicarboxylic acid (320-97-8)

Guidance literature:

3,4-dimethyl-fluorobenzene; With potassium permanganate; water; In tert-butyl alcohol; Heating / reflux;

With hydrogenchloride; water; pH=1;

Reference yield: 80.0%

4-fluorophthaloyl fluoride → 4-fluorobenzene-1,2-dicarboxylic acid (320-97-8)

Guidance literature:

In water; Solvent; Alkaline conditions;

Reference yield: 40.0%

carbon monoxide (201230-82-2) + 4-Fluorobenzoic acid (456-22-4) → 4-fluorobenzene-1,2-dicarboxylic acid (320-97-8)

Guidance literature:

With sodium acetate; palladium diacetate; silver carbonate; In 1,4-dioxane; at 150 ℃; for 48h; under 760.051 Torr;

DOI:10.1021/ja8063827

upstream raw materials:

4-fluoro-2-methyl-1-vinylbenzene

4-fluoro-phthalic acid diethyl ester

3,4-dimethyl-fluorobenzene

carbon monoxide

Downstream raw materials:

tert‐butyl 4‐[2‐(2,6‐dioxopiperidin‐1‐id‐3‐yl)‐1,3‐dioxo‐iso‐indolin‐5‐yl]‐piperazine‐1‐carboxylate

2-(2-cyclopent-1-enyl-3-methyl-benzoylamino)-5-fluoro-indan-2-carboxylic acid ethyl ester

2-(2-cyclopent-1-enyl-3-methyl-benzoylamino)-5-fluoro-indan-2-carboxylic acid

(R)-5-fluoro-2-(2-isobutyl-3-methyl-benzoylamino)-indan-2-carboxylic acid

Refernces

• 1、 -. "Method for synthesizing 4-fluorophthalic acid". . . Retrieved 2018/09/28.
• 2、 Giri, Ramesh,Yu, Jin-Quan. "Synthesis of 1,2- and 1,3-dicarboxylic acids via Pd(II)-catalyzed carboxylation of aryl and vinyl C-H bonds". supporting information; experimental part. p. 14082 - 14083. Retrieved 2009/03/11.