404330

1-Ethynyl-4-fluorobenzene

99%

• Sinonimo/i: (4-Fluorophenyl)acetylene, (4-Fluorophenyl)ethyne, (p-Fluorophenyl)acetylene, (p-Fluorophenyl)ethyne, 1-Fluoro-4-ethynylbenzene, 2-(4-Fluorophenyl)acetylene, 4-Ethynylfluorobenzene, 4-Fluoroethynylbenzene
• Formula condensata: FC₆H₄C≡CH
• Numero CAS: 766-98-3
• Peso molecolare: 120.12
• Beilstein: 1099285
• Numero MDL: MFCD00168823
• Codice UNSPSC: 12352100
• ID PubChem: 24865238
• NACRES: NA.22

Proprietà

• Livello qualitativo: 200
• Saggio: 99%
• Stato: solid
• Indice di rifrazione: n20/D 1.516 (lit.)
• P. ebollizione: 55-56 °C/40 mmHg (lit.)
• Punto di fusione: 26-27 °C (lit.)
• Densità: 1.048 g/mL at 25 °C (lit.)
• Gruppo funzionale: fluoro
• Temperatura di conservazione: 2-8°C
• Stringa SMILE: Fc1ccc(cc1)C#C
• InChI: 1S/C8H5F/c1-2-7-3-5-8(9)6-4-7/h1,3-6H; QXSWHQGIEKUBAS-UHFFFAOYSA-N

Descrizione

Descrizione generale

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

Applicazioni

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]
• 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.[5]
• 1-(4-Fluorophenyl)-3-methoxy-3-(4-methoxyphenyl)propan-1-one by reacting with p-anisaldehyde.[6]
• 5-(4-Fluorophenyl)-1-(2-nitrobenzyl)-1H-1,2,3-triazole by reacting with 1-(bromomethyl)-2-nitrobenzene in the presence of sodium azide.[7]

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.[8]

Informazioni sulla sicurezza

• Pittogrammi: GHS02,GHS07
• Avvertenze: Danger
• Indicazioni di pericolo: H228,H315,H319,H335
• Consigli di prudenza: P210 - P240 - P241 - P261 - P302 + P352 - P305 + P351 + P338
• Classi di pericolo: Eye Irrit. 2 - Flam. Sol. 1 - Skin Irrit. 2 - STOT SE 3
• Organi bersaglio: Respiratory system
• Codice della classe di stoccaggio: 4.1B - Flammable solid hazardous materials
• Classe di pericolosità dell'acqua (WGK): WGK 3
• Punto d’infiammabilità (°F): 84.2 °F - closed cup
• Punto d’infiammabilità (°C): 29 °C - closed cup
• Dispositivi di protezione individuale: Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter