1,3-Difluorobenzene

Base Information

• Chemical Name: 1,3-Difluorobenzene
• CAS No.: 372-18-9
• Molecular Formula: C6H4F2
• Molecular Weight: 114.095
• Hs Code.: H4F2 MOL WT. 114.09
• European Community (EC) Number: 206-746-5
• NSC Number: 10285
• UNII: VO3C26WOC2
• DSSTox Substance ID: DTXSID50190682
• Nikkaji Number: J43.475B
• Wikidata: Q27117910
• Metabolomics Workbench ID: 55919
• Mol file: 372-18-9.mol

Synonyms:1,3-difluorobenzene;m-difluorobenzene

Chemical Property of 1,3-Difluorobenzene

Chemical Property:

• Appearance/Colour: clear colorless to yellowish liquid
• Vapor Pressure: 82.7mmHg at 25°C
• Melting Point: -59 °C
• Refractive Index: 1.4390
• Boiling Point: 83.9 °C at 760 mmHg
• Flash Point: 2.2 °C
• PSA: 0.00000
• Density: 1.165 g/cm³
• LogP: 1.96480
• Storage Temp.: Flammables area
• Solubility.: 1.1g/l
• Water Solubility.: insoluble
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 114.02810645
• Heavy Atom Count: 8
• Complexity: 64.9

Purity/Quality:

99% ^*data from raw suppliers

1,3-Difluorobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F, Xn
• Hazard Codes: F,Xn
• Statements: 11-20-2017/11/20
• Safety Statements: 7-16-29-33-7/9

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=CC(=C1)F)F
• Uses: 1,3-Difluorobenzene has been extensively used in the synthesis of pharmaceutical and pesticide intermediate. For example, it can be used for the synthesis of fluorinated medicine such as Fluconazole, etc. and pesticide (Flucycloxuron, Diflubenzuro, etc.). It can also be used to synthesize liquid crystal materials. It is used in the laser induced fluorencence matrix study of 1,3-difluorobenzene radical cation. It is also used synthesis of 1,2,3-triazole containing fluconazole analogues.

Technology Process of 1,3-Difluorobenzene

There total 129 articles about 1,3-Difluorobenzene 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: 40.5%

benzene (71-43-2,26181-88-4,54682-86-9,13967-78-7,174973-66-1) → fluorobenzene (462-06-6) + 1,3-Difluorobenzene (372-18-9) + ortho-difluorobenzene (367-11-3)

Guidance literature:

With aluminum(III) fluoride; copper (II)-fluoride; at 450 - 500 ℃; Product distribution / selectivity; Gas phase;

Reference yield: 39.0%

1-chloro-2-fluorobenzene (348-51-6) → fluorobenzene (462-06-6) + 1,3-Difluorobenzene (372-18-9) + para-difluorobenzene (540-36-3) + ortho-difluorobenzene (367-11-3)

Guidance literature:

With Al₂CuF₈; at 500 ℃; Gas phase; Inert atmosphere;

Reference yield: 39.0%

1,2,3,5-tetrafluorobenzene (2367-82-0) → 1,2,3-trifluorobenzene (1489-53-8) + 1,3-Difluorobenzene (372-18-9) + para-difluorobenzene (540-36-3) + ortho-difluorobenzene (367-11-3) + 1,2,4-trifluorobenzene (367-23-7)

Guidance literature:

1,2,3,5-tetrafluorobenzene; With dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; [(HC[(CMe)N(2,4,6-Me₃C₆H₂)]₂)Al(H)₂]; In benzene-d6; benzene; at 100 ℃; for 8h; Inert atmosphere; Glovebox; Sealed tube;

With methanol; In benzene-d6; benzene; at 100 ℃; for 2h; Overall yield = 69.5 %; regioselective reaction; Catalytic behavior; Inert atmosphere; Glovebox; Sealed tube;

DOI:10.1021/om501113j

upstream raw materials:

meta-fluoroaniline

fluorobenzene

2,4-difluorophenylamine

m-phenylenediamine

Downstream raw materials:

chloro-fluoro-(3-fluoro-phenyl)-methyl-silane

dichloro-(3-fluoro-phenyl)-methyl-silane

m-xylene

(biphenyl-2-yl)(diphenyl)methanol

Refernces

• 1、 Assante, Michele,Geogheghan, Katherine J.,Hayes, Hannah L. D.,Jin, Na,Leach, Andrew G.,Lloyd-Jones, Guy C.,Noonan, Gary,Tomasi, Simone,Wei, Ran. "Protodeboronation of (Hetero)Arylboronic Esters: Direct versus Prehydrolytic Pathways and Self-/Auto-Catalysis". supporting information. p. 14814 - 14826. Retrieved 2021/09/13.
• 2、 -. "Novel manufacturing method of fluoro-aryl compounds and derivatives thereof". Paragraph 0225-0228. . Retrieved 2020/01/25.