4-Fluorophenylacetylene

Base Information

• Chemical Name: 4-Fluorophenylacetylene
• CAS No.: 766-98-3
• Molecular Formula: C8H5F
• Molecular Weight: 120.126
• Hs Code.: 29039990
• DSSTox Substance ID: DTXSID10335017
• Nikkaji Number: J146.410H
• Wikidata: Q72475675
• ChEMBL ID: CHEMBL233810
• Mol file: 766-98-3.mol

Synonyms:(4-Fluorophenyl)acetylene;(4-Fluorophenyl)ethyne;(p-Fluorophenyl)acetylene;(p-Fluorophenyl)ethyne;1-Ethynyl-4-fluorobenzene;1-Fluoro-4-ethynylbenzene;4-Ethynyl-1-fluorobenzene;4-Ethynylfluorobenzene;

Chemical Property of 4-Fluorophenylacetylene

Chemical Property:

• Appearance/Colour: white crystalline solid
• Vapor Pressure: 8.32mmHg at 25°C
• Melting Point: 26-27 °C(lit.)
• Refractive Index: n20/D 1.516(lit.)
• Boiling Point: 138.6 °C at 760 mmHg
• Flash Point: 24.3 °C
• PSA: 0.00000
• Density: 1.06 g/cm³
• LogP: 1.80700
• Storage Temp.: 2-8°C
• Water Solubility.: Soluble in chloroform, diethyl ether, acetone, dichloromethane, hexane and ethanol. Highly soluble in toluene. Insoluble in wa
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 120.037528322
• Heavy Atom Count: 9
• Complexity: 123

Purity/Quality:

99%, ^*data from raw suppliers

4-Fluorophenylacetylene ^*data from reagent suppliers

Safty Information:

• Pictogram(s): F,Xi
• Hazard Codes: F,Xi
• Statements: 36/37/38-11-10
• Safety Statements: 16-26-36-37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C#CC1=CC=C(C=C1)F
• Uses: Intermediates of liquid Crystals. As pharmaceutical intermediates. As organic synthesis intermediates. For vacuum deposition. Intermediates of Liquid Crystals 1-Ethynyl-4-fluorobenzene, a substituted phenylacetylene, may be used in the synthesis of aryl acetylenes, via Sonogashira type cross coupling reaction with various haloarenes in the presence of bis(μ-iodo)bis((-)-sparteine)dicopper(I) catalyst.

Technology Process of 4-Fluorophenylacetylene

There total 33 articles about 4-Fluorophenylacetylene 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%

(2RS,3SR)-2,3-dibromo-3-(4-fluorophenyl)propanoic acid → 1-ethynyl-4-fluorobenzene (766-98-3)

Guidance literature:

With potassium carbonate; In dimethyl sulfoxide; at 115 ℃; for 12h;

DOI:10.1002/cjoc.201180402

Reference yield: 91.0%

1-(4-fluorophenyl)-2-trimethylsilylacetylene (130995-12-9) → 1-ethynyl-4-fluorobenzene (766-98-3)

Guidance literature:

With potassium trimethylsilonate; In dimethyl sulfoxide; at 60 ℃; for 5h; under 760.051 Torr; Reagent/catalyst; Solvent; Catalytic behavior; Sealed tube;

Reference yield: 82.0%

p-(2,2-dichloro-1-fluoroethenyl)fluorobenzene → 1-ethynyl-4-fluorobenzene (766-98-3)

Guidance literature:

With n-butyllithium; In diethyl ether;

DOI:10.1246/bcsj.61.1625

upstream raw materials:

1-(4-fluorophenyl)ethanone

N-phenylbenzenesulfonamide

(C₆H₁₁)HgCCC₆H₄F

9-phenyl-9H-xanthene

Downstream raw materials:

2,3-Bis-[4-(4-fluoro-phenylethynyl)-phenyl]-quinoxaline

2,3-bis-[4-(4-fluoro-phenylethynyl)-phenyl]-quinoxaline-6-carboxylic acid

(E)-1-fluoro-4-[2-(phenylsulfanyl)vinyl]benzene

2-(4-fluorophenyl)indole

Refernces

• 1、 Hasenbeck, Max,Müller, Tizian,Averdunk, Arthur,Becker, Jonathan,Gellrich, Urs. "Piers′ Borane-Induced Tetramerization of Arylacetylenes". supporting information. . Retrieved 2022/01/04.
• 2、 Deng, Guobo,Liang, Yun,Luo, Xiai,Yang, Xiumei,Yang, Yuan,Yang, Yuzhong,Zhou, Liwei. "Synthesis of Phenanthrenes via Palladium-Catalyzed Three-Component Domino Reaction of Aryl Iodides, Internal Alkynes, and o-Bromobenzoic Acids". supporting information. p. 1223 - 1230. Retrieved 2020/04/15.