5-Fluoro-2-methylaniline Property

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

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

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H311Toxic in contact with skin

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

H373May cause damage to organs through prolonged or repeated exposure

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

P501Dispose of contents/container to..…

5-Fluoro-2-methylaniline Chemical Properties,Usage,Production

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).