404330

1-Ethynyl-4-fluorobenzene

99%

• Sinônimo(s): (4-Fluorophenyl)acetylene, (4-Fluorophenyl)ethyne, (p-Fluorophenyl)acetylene, (p-Fluorophenyl)ethyne, 1-Fluoro-4-ethynylbenzene, 2-(4-Fluorophenyl)acetylene, 4-Ethynylfluorobenzene, 4-Fluoroethynylbenzene
• Fórmula linear: FC₆H₄C≡CH
• Número CAS: 766-98-3
• Peso molecular: 120.12
• Beilstein: 1099285
• Número MDL: MFCD00168823
• Código UNSPSC: 12352100
• ID de substância PubChem: 24865238
• NACRES: NA.22

Propriedades

• Nível de qualidade: 200
• Ensaio: 99%
• Formulário: solid
• índice de refração: n20/D 1.516 (lit.)
• p.e.: 55-56 °C/40 mmHg (lit.)
• pf: 26-27 °C (lit.)
• densidade: 1.048 g/mL at 25 °C (lit.)
• grupo funcional: fluoro
• temperatura de armazenamento: 2-8°C
• cadeia de caracteres SMILES: Fc1ccc(cc1)C#C
• InChI: 1S/C8H5F/c1-2-7-3-5-8(9)6-4-7/h1,3-6H
• chave InChI: QXSWHQGIEKUBAS-UHFFFAOYSA-N

Descrição

Descrição geral

1-Ethynyl-4-fluorobenzene (pFAB) is a fluorobenzene derivative. Trianionic pincer alkylidyne complex catalyzed polymerization of 1-ethynyl-4-fluorobenzene has been reported. The surface of the iodophenyl-terminated organic monolayers has been modified by Sonogashira coupling of the iodophenyl groups found on the surface with pFAB. Dimerization catalyzed by Y[N(TMS)₂]₃ and 4-chloroaniline gave exclusive formation of one of three possible enediynes in excellent yield.

Aplicação

1-Ethynyl-4-fluorobenzene may be used in the synthesis of the following:

• 3-(4-Fluorophenyl)-1H-isochromen-1-one by reacting with 2-iodobenzoic acid in the presence of copper catalyst.
• 4-Bromo-3,5-difluoro-2,6-bis-(4-fluoro-phenylethynyl)-pyridine by reacting with 2,4,6-tribromo-3,5-difluoropyridine by palladium catalyzed Sonogashira reaction.
• 1-(4-Fluorophenyl)-3-methoxy-3-(4-methoxyphenyl)propan-1-one by reacting with p-anisaldehyde.
• 5-(4-Fluorophenyl)-1-(2-nitrobenzyl)-1H-1,2,3-triazole by reacting with 1-(bromomethyl)-2-nitrobenzene in the presence of sodium azide.

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.

Informações de segurança

• Pictogramas: GHS02,GHS07
• Palavra indicadora: Danger
• Frases de perigo: H228,H315,H319,H335
• Declarações de precaução: P210 - P240 - P241 - P261 - P302 + P352 - P305 + P351 + P338
• Classificações de perigo: Eye Irrit. 2 - Flam. Sol. 1 - Skin Irrit. 2 - STOT SE 3
• Órgãos-alvo: Respiratory system
• Código de classe de armazenamento: 4.1B - Flammable solid hazardous materials
• Classe de risco de água (WGK): WGK 3
• Ponto de fulgor (°F): 84.2 °F - closed cup
• Ponto de fulgor (°C): 29 °C - closed cup
• Equipamento de proteção individual: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter