4-Fluorobenzoic acid

Base Information

• Chemical Name: 4-Fluorobenzoic acid
• CAS No.: 456-22-4
• Molecular Formula: C7H5FO2
• Molecular Weight: 140.114
• Hs Code.: 29163900
• European Community (EC) Number: 207-259-0,695-034-1
• NSC Number: 10321
• UNII: V5ROO2HOU4
• DSSTox Substance ID: DTXSID9060023
• Nikkaji Number: J43.545G
• Wikipedia: 4-fluorobenzoic acid
• Wikidata: Q63390495
• Metabolomics Workbench ID: 53751
• ChEMBL ID: CHEMBL316860
• Mol file: 456-22-4.mol

Synonyms:4-fluorobenzoate;4-fluorobenzoic acid;4-fluorobenzoic acid, 18F-labeled;4-fluorobenzoic acid, anhydride;4-fluorobenzoic acid, copper (+1) salt;4-fluorobenzoic acid, copper (+2) salt;4-fluorobenzoic acid, copper (+2) salt dihydrate;4-fluorobenzoic acid, ion(1-);4-fluorobenzoic acid, monosodium salt;4-fluorobenzoic acid, potassium salt;4-fluorobenzoic acid, silver (+1) salt;p-fluorobenzoic acid;para-fluorobenzoic acid

Chemical Property of 4-Fluorobenzoic acid

Chemical Property:

• Appearance/Colour: white to light yellow crystal powder
• Vapor Pressure: 0.00936mmHg at 25°C
• Melting Point: 184 °C
• Refractive Index: 1.537
• Boiling Point: 253.7 °C at 760 mmHg
• PKA: 4.15(at 25℃)
• Flash Point: 107.2 °C
• PSA: 37.30000
• Density: 1.319 g/cm³
• LogP: 1.52390
• Storage Temp.: Store below +30°C.
• Solubility.: alcohol: soluble
• Water Solubility.: Soluble in alcohol, hot water, methanol, and ether. Very slightly soluble in cold water.
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 140.02735756
• Heavy Atom Count: 10
• Complexity: 128

Purity/Quality:

99% ^*data from raw suppliers

4-Fluorobenzoic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xn,Xi
• Statements: 22-41-36/37/38
• Safety Statements: 26-39-24/25-22-37/39-36

MSDS Files:

Total 1 MSDS from other Authors

Useful:

• Chemical Classes: Other Classes -> Benzoic Acid Derivatives
• Canonical SMILES: C1=CC(=CC=C1C(=O)O)F
• Description: 4-Fluorobenzoic acid is used as an intermediate in organic synthesis. For instance, it is used to synthesize N-cuccinimidyl 4-[18F]-fluorobenzoate, which is used for the 18F labeling of antibodies. It has been used in high resolution charge density study.
• Uses: 4-Fluorobenzoic acid has been used in high resolution charge density study.

Technology Process of 4-Fluorobenzoic acid

There total 211 articles about 4-Fluorobenzoic 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: 100.0%

4-fluorobenzylic alcohol (459-56-3) → 4-Fluorobenzoic acid (456-22-4)

Guidance literature:

With sodium hypochlorite; sodium hydrogencarbonate; for 1.33333h;

DOI:10.1016/S0022-1139(97)00105-X

Reference yield: 99.0%

4-fluorobenzaldehyde (459-57-4) → 4-Fluorobenzoic acid (456-22-4)

Guidance literature:

With C₄H₁₁FeMo₆NO₂₄^(3-)*3C₁₆H₃₆N⁽¹⁺⁾; water; oxygen; sodium carbonate; at 50 ℃; for 8h; under 760.051 Torr; Green chemistry;

DOI:10.1002/anie.201612225

Reference yield: 98.0%

methyl 4-flurobenzoate (403-33-8) → 4-Fluorobenzoic acid (456-22-4)

Guidance literature:

With iodine; aluminium; In acetonitrile; at 80 ℃; for 18h;

DOI:10.1021/acs.joc.1c00034

upstream raw materials:

1,2-bis-(4-fluoro-phenyl)-1,2-diphenyl-ethane-1,2-diol

acetyl chloride

p-aminoethylbenzoate

N-Trimethylammonio-p-fluorbenzamidat

Downstream raw materials:

4-fluorobenzoic acid ethyl ester

2-(4-fluorophenyl)-1H-benzoimidazole

methyl 4-flurobenzoate

Dichloracetaldehyd-p-fluorbenzamid

Refernces

• 1、 Fang, Yong-Qi,Lv, Chun-Xu,Lu, Ming. "Role of water and p-fluorobenzoic acid in mn(ii)t(p-cl)pp catalyzed aerobic oxidation of p-fluorotoluene". . p. 313 - 315. Retrieved 2013.
• 2、 Wu, Wenbo,Mao, Duo,Xu, Shidang,Kenry,Hu, Fang,Li, Xueqi,Kong, Deling,Liu, Bin. "Polymerization-Enhanced Photosensitization". . p. 1937 - 1951. Retrieved 2018.
• 3、 Yan, Huan,Liu, Zhongxian,Tan, Kai,Ji, Ruigeng,Ye, Yingxin,Yan, Tingbing,Shen, Yuehai. "Synthesis and evaluation of indole-substituted N-heterocyclic carbene ligands". . . Retrieved 2020.
• 4、 Fu, Qiang,Liang, Fu-Shun,Lou, Da-Wei,Pan, Gao-Feng,Wang, Rui,Wu, Min,Xie, Kai-Jun. "Transformation of Thioacids into Carboxylic Acids via a Visible-Light-Promoted Atomic Substitution Process". supporting information. p. 2020 - 2024. Retrieved 2022/03/31.
• 5、 Zhang, Haowen,Zhang, Xiao,Zheng, Ying,Zhou, Cen. "Isotruxene-based porous polymers as efficient and recyclable photocatalysts for visible-light induced metal-free oxidative organic transformations". supporting information. p. 8878 - 8885. Retrieved 2021/11/27.