5-Fluoro-2-methylaniline Chemical Properties

Melting point:

38-40 °C (lit.)

Boiling point:

98-100°C 15mm

Density 

1.13 g/cm3 (20℃)

refractive index 

1.538

Flash point:

194 °F

storage temp. 

Keep in dark place,Inert atmosphere,2-8°C

form 

Crystalline Solid or Liquid

pka

3.44±0.10(Predicted)

color 

Purple to brown

Water Solubility 

insoluble

BRN 

2637584

InChI

InChI=1S/C7H8FN/c1-5-2-3-6(8)4-7(5)9/h2-4H,9H2,1H3

InChIKey

JLCDTNNLXUMYFQ-UHFFFAOYSA-N

SMILES

C1(N)=CC(F)=CC=C1C

CAS DataBase Reference

367-29-3(CAS DataBase Reference)

NIST Chemistry Reference

5-Fluoro-2-methylaniline(367-29-3)

Safety Information

Hazard Codes 

Xn,T,Xi

Risk Statements 

20/21/22-36/37/38-23/24/25

Safety Statements 

26-27-36/37/39-45-36

RIDADR 

UN 1325 4.1/PG 2

WGK Germany 

3

Hazard Note 

Toxic/Irritant

HazardClass 

6.1

PackingGroup 

III

HS Code 

29214300

MSDS

• Language:English Provider:5-Fluoro-o-toluidine
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

5-Fluoro-2-methylaniline Usage And Synthesis

Chemical Properties

purple to brown crystalline solid

Uses

Used as a pharmaceutical intermediate in organic synthesis.

Synthesis

In a nitrogen-fed glovebox, Pd(P(o-tol)3)2 and CyPF-PtBu (1:1 ratio) were dissolved in dioxane and mixed for 5 min. A 20 mL scintation vial was charged with aryl halide (0.60 mmol, 1 equiv), ammonium sulfate (0.90 mmol, 1.5 equiv), and sodium tert-butoxide (2.7 mmol, 4.5 equiv). To this vial was added 6 mL of anhydrous dioxane and the appropriate amount of catalyst from the stock solution. The reaction vial was sealed with a Teflon-lined screw cap and removed from the glovebox. The reaction was stirred at the desired temperature for 12 h. The reaction mixture was diluted with EtOAc and filtered through a pad of Celite. The filtrate was concentrated in vacuo, and the crude product was purified by flash column chromatography. 5-Fluoro-2-methylaniline (Table 3, 2s) (CAS: 367-29-3) The reaction to form this product was conducted with 0.5 mol % Pd(P(o-tol)3)2 and 0.5 mol % CyPF-PtBu for 8 h. The crude product was isolated by flash column chromatography (5:1 Hexanes:EtOAc). 5-Fluoro-2-methylaniline was isolated as an oil in 76% yield. 1(600 MHz, CDCl3): δ 6.97 (t, J= 7.2 Hz, 1H), 6.40 (t, J= 9.9 Hz, 2H), 3.69 (s, 2H), 2.12 (s, 3H). 13C-NMR(151 MHz, CDCl3): δ 162.24 (d, JC-F= 240.9 Hz), 145.82 (d, JC-F= 10.6 Hz), 131.12 (d, JC-F= 9.6 Hz), 117.62 (d, JC-F = 2.6 Hz), 104.67 (d, JC-F= 21.0 Hz), 101.56 (d, JC-F= 24.6 Hz), 16.62 (s).

5-Fluoro-2-methylaniline(367-29-3)Related Product Information

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