2,6-Difluorophenol

Base Information

• Chemical Name: 2,6-Difluorophenol
• CAS No.: 28177-48-2
• Molecular Formula: C6H4F2O
• Molecular Weight: 130.094
• Hs Code.: 29081000
• European Community (EC) Number: 248-884-9
• DSSTox Substance ID: DTXSID00182456
• Nikkaji Number: J236.192B
• Wikidata: Q27460275
• ChEMBL ID: CHEMBL1232721
• Mol file: 28177-48-2.mol

Synonyms:2,6-difluorophenol

Chemical Property of 2,6-Difluorophenol

Chemical Property:

• Appearance/Colour: white crystal
• Vapor Pressure: 2.11mmHg at 25°C
• Melting Point: 38-42 °C
• Refractive Index: 1.495
• Boiling Point: 157.7 °C at 760 mmHg
• PKA: 7.45±0.10(Predicted)
• Flash Point: 58 °C
• PSA: 20.23000
• Density: 1.351 g/cm³
• LogP: 1.67040
• Storage Temp.: 2-8°C
• Solubility.: ethanol: soluble50mg/mL, clear, colorless to light yellow
• Water Solubility.: Slightly soluble in water. Soluble in ethanol.
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 130.02302107
• Heavy Atom Count: 9
• Complexity: 87.1

Purity/Quality:

99% ^*data from raw suppliers

2,6-Difluorophenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xi,Xn
• Hazard Codes: F,Xi,Xn
• Statements: 11-36/37/38-20/21/22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)F)O)F
• Recent ClinicalTrials: Early Convalescent Plasma Therapy for High-risk Patients With COVID-19 in Primary Care (the CoV-Early Study)
• General Description: 2,6-Difluorophenol is a fluorinated phenol derivative used as a key starting material in the synthesis of fluorine-substituted hexabenzocoronene (HBC) compounds. Its electron-withdrawing fluorine groups help balance the electron-donating effects of alkoxy substituents, improving the stability and electronic properties of the resulting HBC derivatives. These modified HBCs exhibit columnar self-assembly and charge-carrier mobility comparable to nonfluorinated analogs, making them promising for optoelectronic applications.

Technology Process of 2,6-Difluorophenol

There total 19 articles about 2,6-Difluorophenol 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: 95.0%

2,6-difluorophenylboronic acid (162101-25-9) → 2,6-difluorophenol (28177-48-2)

Guidance literature:

With dihydrogen peroxide; In water; at 30 ℃; Green chemistry;

DOI:10.1016/j.tetlet.2019.06.018

Reference yield: 92.1%

3,4,5-trifluorobenzoic acid (121602-93-5,255875-61-7) → 2,6-difluorophenol (28177-48-2)

Guidance literature:

With water; lithium carbonate; at 180 - 185 ℃; for 12h; Sealed tube;

Reference yield: 88.9%

2,6-difluoroaniline (5509-65-9) → 2,6-difluorophenol (28177-48-2)

Guidance literature:

2,6-difluoroaniline; With sulfuric acid; sodium nitrite; In water; at -5 - 0 ℃; for 2h; Green chemistry; Large scale;

With sulfuric acid; copper(II) sulfate; In water; Reagent/catalyst; Temperature; Reflux; Green chemistry; Large scale;

upstream raw materials:

1,3-difluoro-2-methoxybenzene

1,3-Difluorobenzene

2,6-difluorophenylboronic acid

2,6-difluorophenyl phenyl sulfate

Downstream raw materials:

2,6-difluorophenoxyacetic acid

1,3-difluoro-2-methoxybenzene

C₆⁽¹³⁾CH₆F₂O

3,5-difluoro-4-hydroxybenzaldehyde

Refernces

A fluorine-substituted hexakisdecyloxy-hexa-peri-hexabenzocoronene

10.1021/ol051972k

The study presents the synthesis and characterization of a fluorine-substituted hexakisdecyloxyhexa-peri-hexabenzocoronene (HBC), a compound known for its electronic and optoelectronic properties. The researchers used 2,6-difluorophenol as the starting material, which was alkylated, iodinated, and coupled with trimethylsilyacetylene to form intermediate compounds. These were then subjected to cyclotrimerization and cyclodehydrogenation to yield the final product. The purpose of these chemicals was to create a fluorine-substituted HBC that could potentially avoid oxidation issues encountered in the synthesis of alkoxy HBCs, by using electron-withdrawing fluorine groups to counteract the electron-donating effects of alkoxy groups. The synthesized compound was found to form columnar assemblies in its liquid-crystalline phase and in thin films, and it showed similar charge-carrier mobility to nonfluorinated HBCs, with electrochemical data suggesting the possibility of electron injection into the material. This study aimed to understand the effects of different substituents on the morphological and electronic properties of HBCs, with potential applications in device structures due to the compound's improved processibility and electronic properties.