| Identification | More | [Name]
1-ETHYNYL-2-FLUOROBENZENE | [CAS]
766-49-4 | [Synonyms]
1-ETHYNYL-2-FLUOROBENZENE
2'-FLUOROPHENYL ACETYLENE
2-FLUOROPHENYLACETYLENE
Benzene, 1-ethynyl-2-fluoro-(7CI, 8CI, 9CI) | [Molecular Formula]
C8H5F | [MDL Number]
MFCD00799540 | [Molecular Weight]
120.12 | [MOL File]
766-49-4.mol |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin .
R10:Flammable. | [Safety Statements ]
S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S16:Keep away from sources of ignition-No smoking .
S36:Wear suitable protective clothing . | [RIDADR ]
UN 1993 3/PG 3 | [WGK Germany ]
3 | [Hazard Note ]
Irritant | [HazardClass ]
3 | [PackingGroup ]
III | [HS Code ]
29039990 |
| Hazard Information | Back Directory | [Chemical Properties]
clear yellow to brownish liquid | [Uses]
1-Ethynyl-2-fluorobenzene has been employed in the cross-coupling of phenylacetylenes. It may be used in the preparation of 3-(2-deoxy-β-D-ribofuranosyl)-6-(2-fluorophenyl)-2,3-dihydrofuro-[2,3-d]pyrimidin-2-one and 4-(2-fluorophenylethynyl)-3-methyl-5-phenylisoxazole. | [Uses]
Employed in studies on the polymerization1 and cross-coupling2 of phenylacetylenes. | [Application]
1-Ethynyl-2-fluorobenzene has been employed in the cross-coupling of phenylacetylenes. It may be used in the preparation of 3-(2-deoxy-β-D-ribofuranosyl)-6-(2-fluorophenyl)-2,3-dihydrofuro-[2,3-d]pyrimidin-2-one and 4-(2-fluorophenylethynyl)-3-methyl-5-phenylisoxazole.1-Ethynyl-2-fluorobenzene, a fluorinated benzene derivative, is a terminal alkyne. | [General Description]
1-Ethynyl-2-fluorobenzene, a fluorinated benzene derivative, is a terminal alkyne. | [Synthesis]
GENERAL STEPS: 1-(2,2-dibromovinyl)-2-fluorobenzene (1.0 eq.), Cs2CO3 (2.5 eq.) and DMSO (0.1 M) were mixed in a sealed tube and heated at 115 °C overnight according to a modified literature method [10]. Upon completion of the reaction, the reaction mixture was poured into brine (20 mL/mmol) to quench the reaction. Subsequently, the mixture was extracted with tert-butyl methyl ether (3 x 10 mL/mmol) and the combined organic layers were washed with brine (15 mL/mmol) and dried with Na2SO4. Finally, all volatiles were removed to give the crude product, which was purified by fast column chromatography to give the target product 1-ethynyl-2-fluorobenzene (S3). | [References]
[1] Tetrahedron, 2017, vol. 73, # 33, p. 5023 - 5028 |
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