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404330 Aldrich

1-Ethynyl-4-fluorobenzene

99%

  • CAS Number 766-98-3

  • Linear Formula FC6H4C≡CH

  • Molecular Weight 120.12

  •  Beilstein Registry Number 1099285

  •  MDL number MFCD00168823

  •  PubChem Substance ID 24865238

  • Popular Documents:  FTIR (PDF)  

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Properties

Related Categories Alkynyl, Alkynyl Fluorinated Building Blocks, Building Blocks, Chemical Synthesis, Fluorinated Building Blocks,
InChI Key   QXSWHQGIEKUBAS-UHFFFAOYSA-N
assay   99%
refractive index   n20/D 1.516(lit.)
bp   55-56 °C/40 mmHg(lit.)
mp   26-27 °C(lit.)
density   1.048 g/mL at 25 °C(lit.)

Description

Packaging

1, 5 g in glass bottle

Application

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.

General description

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.

Price and Availability

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Safety & Documentation

Safety Information

Symbol 
Signal word 
Danger
Hazard statements 
RIDADR 
UN1325 - class 4.1 - PG 2 - Flammable solids, organic, n.o.s., HI: all
WGK Germany 
3
Flash Point(F) 
84.2 °F
Flash Point(C) 
29 °C
Protocols & Articles

Related Content

Alkynes and Acetylenic Building Blocks

Aldrich Chemistry lists over 600 alkyne building blocks, including a wide array of propargyl alcohols, acetylenic boron reagents, and halogenated substrates for cross-coupling. Additionally, many of ...
Keywords: Building blocks, Coupling reactions, Cross couplings

Peer-Reviewed Papers
15

References

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