1-Ethynyl-2,4-difluorobenzene

Base Information

• Chemical Name: 1-Ethynyl-2,4-difluorobenzene
• CAS No.: 302912-34-1
• Molecular Formula: C8H4 F2
• Molecular Weight: 138.117
• Hs Code.: 2903999090
• European Community (EC) Number: 629-222-1
• DSSTox Substance ID: DTXSID40407953
• Nikkaji Number: J2.119.270H
• Mol file: 302912-34-1.mol

Synonyms:1-Ethynyl-2,4-difluorobenzene;302912-34-1;Benzene, 1-ethynyl-2,4-difluoro-;2,4-Difluorophenylacetylene;1-ethynyl-2,4-difluoro-benzene;8FS;1ethynyl-2,4-difluorobenzene;SCHEMBL434666;1-ethynyl-2.4-difluorobenzene;DTXSID40407953;HRUJQXRGWQWYDH-UHFFFAOYSA-N;MFCD02093726;AKOS010651580;1-Ethynyl-2,4-difluorobenzene, 97%;BS-42516;CS-0138295;E1169;FT-0683058;A18602;EN300-103707;T72256;J-017882;F8886-6515

Chemical Property of 1-Ethynyl-2,4-difluorobenzene

Chemical Property:

• Vapor Pressure: 9.88mmHg at 25°C
• Melting Point: 29-32 °C(lit.)
• Refractive Index: 1.492
• Boiling Point: 134.7°C at 760 mmHg
• Flash Point: 92 °F
• PSA: 0.00000
• Density: 1.17g/cm³
• LogP: 1.94610
• Storage Temp.: 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 138.02810645
• Heavy Atom Count: 10
• Complexity: 156

Purity/Quality:

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

1-Ethynyl-2,4-difluorobenzene ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi
• Statements: 10-36/37/38
• Safety Statements: 16-26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C#CC1=C(C=C(C=C1)F)F
• Uses: 1-Ethynyl-2,4-difluorobenzene (CM) may be used to synthesize sulfonatedpoly(aryleneether)s containing CM and TFP [4-[Trifluorovinyl(oxy)]phenol]. It may also be employed for the preparation of 4-(2,4-difluorophenylethynyl)-3-methyl-5-phenylisoxazole.

Technology Process of 1-Ethynyl-2,4-difluorobenzene

There total 3 articles about 1-Ethynyl-2,4-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:

[(2,4-difluorophenyl)ethynyl]trimethylsilane (480438-92-4) → 2,4-difluoroethynylbenzene (302912-34-1)

Guidance literature:

With copper(l) iodide; fluorosilicic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; water; at 60 ℃; for 2h;

DOI:10.1021/acs.orglett.9b03999

Reference yield:

C8H5F2I → 2,4-difluoroethynylbenzene (302912-34-1)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 60 ℃; for 6h;

DOI:10.1016/j.tetlet.2008.09.060

Reference yield:

2,4-difluoro-1-iodobenzene (2265-93-2) → 2,4-difluoroethynylbenzene (302912-34-1)

Guidance literature:

Multi-step reaction with 2 steps

1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; N-ethyl-N,N-diisopropylamine / 1 h / 60 °C / Sealed tube

2: potassium fluoride / methanol / 24 h / 20 °C / Sealed tube

With bis-triphenylphosphine-palladium(II) chloride; potassium fluoride; copper(l) iodide; N-ethyl-N,N-diisopropylamine; In methanol;

DOI:10.1021/acs.orglett.1c01709

upstream raw materials:

[(2,4-difluorophenyl)ethynyl]trimethylsilane

2,4-difluoro-1-iodobenzene

Downstream raw materials:

6-(2,4-difluorophenylethynyl)-1-(propane-2-sulfonyl)-1H-benzimidazole-2-ylamine

[(2,4-difluorophenyl)ethynyl]trimethylsilane

[(E)-2-(2,4-difluorophenyl)vinyl]boronic acid

2-({4-amino-3-[(2,4-difluorophenyl)ethynyl]phenyl}sulfonyl)benzonitrile

Refernces

• 1、 Lasányi, Dániel,Tolnai, Gergely L.. "Copper-Catalyzed Ring Opening of [1.1.1]Propellane with Alkynes: Synthesis of Exocyclic Allenic Cyclobutanes". supporting information. p. 10057 - 10062. Retrieved 2019/12/24.