1-Fluoro-2-iodobenzene Chemical Properties

Melting point:

−41-−40 °C(lit.)

Boiling point:

188-189 °C(lit.)

Density 

1.903 g/mL at 25 °C(lit.)

refractive index 

n20/D 1.59(lit.)

Flash point:

160 °F

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

form 

Liquid

Specific Gravity

1.903

color 

Clear light yellow

Sensitive 

Light Sensitive

BRN 

2039770

CAS DataBase Reference

348-52-7(CAS DataBase Reference)

NIST Chemistry Reference

Benzene, 1-fluoro-2-iodo-(348-52-7)

EPA Substance Registry System

o-Fluoroiodobenzene (348-52-7)

Safety Information

Hazard Codes 

Xn,N,Xi

Risk Statements 

22-37/38-41-51/53-36/37/38

Safety Statements 

26-39-61-37/39

RIDADR 

UN3082 - class 9 - PG 3 - DOT NA1993 - Environmentally hazardous substances, liquid, n.o.s. HI: all (not BR)

WGK Germany 

2

TSCA 

T

HazardClass 

IRRITANT

HS Code 

29039990

MSDS

• Language:English Provider:2-Fluoroiodobenzene
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

1-Fluoro-2-iodobenzene Usage And Synthesis

Chemical Properties

Clear colourless to light yellow liquid

Uses

suzuki reaction

Uses

2-Fluoroiodobenzene was used in the synthesis of:

• bridged biphenyl compounds, 1-fluoro-8-methylbiphenylene and 4-fluoro-5-methylfluorene
• 2-acetyl-7-iodo-1-benzothiophene
• chiral o-phosphanophenyl sulfoxides

Synthesis Reference(s)

Synthetic Communications, 20, p. 1701, 1990 DOI: 10.1080/00397919008053092

Synthesis

Cesium carbonate (Cs2CO3) (0.6 mmol, 195 mg), o-fluorobenzoic acid (1) (0.3 mmol), photocatalyst [Ir(dF(CF3)ppy)2dtbbpy]PF6(D) (6 μmol, 6.7 mg), N-iodosuccinimide (NIS) (0.9 mmol, 202.5 mg) and iodine (I2) (15 μmol, 5 mol%) were added in order to a 15 mL test tube. 202.5 mg) and iodine (I2) (15 μmol, 5 mol%). The tubes were evacuated and displaced three times with argon, followed by the addition of 3 mL of anhydrous 1,2-dichloroethane (DCE) via syringe under argon protection. The tubes were sealed with Parafilm M, placed in an oil bath fitted with a contact thermometer, and the reaction was carried out at 50 °C by irradiation with a 6 × 5 W blue LED (λmax = 455 nm). After 24 or 36 h of reaction, the reaction mixture was filtered through a 2 cm thick pad of silica gel and the silica gel was washed with dichloromethane (DCM) (50 mL). The filtrates were combined and concentrated under reduced pressure to remove the solvent. The crude product was purified by rapid column chromatography on silica gel to afford the target product o-fluoroiodobenzene (2). (Note: The reaction is extremely sensitive to moisture, and the product yield was significantly reduced to less than 5% when 0.01 equivalents of water was added to the system.)

References

[1] Synlett, 2018, vol. 29, # 12, p. 1572 - 1577

1-Fluoro-2-iodobenzene(348-52-7)Related Product Information

• 1,4-Diiodobenzene
• 2-Fluoroaniline
• 2-Methylbenzotrifluoride
• 2-(Trifluoromethyl)benzoic acid
• (Diacetoxyiodo)benzene
• alpha-Chloro-o-fluorotoluene
• Iodobenzene
• 1,2-Diiodobenzene
• 1-Fluoro-2-nitrobenzene
• [BIS(TRIFLUOROACETOXY)IODO]PENTAFLUOROBENZENE
• 1,4-DIIODOTETRAFLUOROBENZENE
• 4-CHLORO-2-FLUORO-1-IODOBENZENE,1-CHLORO-3-FLUORO-4-IODOBENZENE
• 2,4-Difluoroiodobenzene
• 3-FLUORO-4-IODONITROBENZENE
• 2-BROMO-4,6-DIFLUOROIODOBENZENE
• 3-FLUORO-4-IODOTOLUENE
• IODOPENTAFLUOROBENZENE
• Fluorine