4-Fluoro-2-methylaniline Chemical Properties

Melting point:

14.2°C

Boiling point:

90-92 °C/16 mmHg (lit.)

Density 

1.126 g/mL at 25 °C (lit.)

refractive index 

n20/D 1.537(lit.)

Flash point:

190 °F

storage temp. 

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

pka

4.51±0.10(Predicted)

form 

clear liquid

color 

Light yellow to Yellow to Orange

Specific Gravity

1.126

BRN 

1931798

CAS DataBase Reference

452-71-1(CAS DataBase Reference)

NIST Chemistry Reference

Benzenamine, 4-fluoro-2-methyl-(452-71-1)

EPA Substance Registry System

4-Fluoro-2-methylaniline (452-71-1)

Safety Information

Hazard Codes 

Xn,T,Xi

Risk Statements 

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

Safety Statements 

26-36/37/39-45-36

RIDADR 

2810

WGK Germany 

3

RTECS 

CY0500000

Hazard Note 

Toxic/Irritant

TSCA 

T

HazardClass 

6.1

PackingGroup 

III

HS Code 

29214300

MSDS

• Language:English Provider:2-Amino-5-fluorotoluene
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

4-Fluoro-2-methylaniline Usage And Synthesis

Chemical Properties

colorlesstolightyellowliqui

Uses

4-Fluoro-2-methylaniline was used in the synthesis of 4-fluoro-N-[(E)-{7-methoxy-2-[4-(methylsulfanyl)phenyl]-1-benzofuran-5-yl}methylidene]-2-methylaniline.

Synthesis

General procedure for the synthesis of 4-fluoro-2-methylaniline from 5-fluoro-2-nitrotoluene: 10% palladium/carbon (Pd/C, 21 mg, 0.020 mmol) was added to a solution of 4-fluoro-2-methyl-1-nitrobenzene (3b, 243 mL, 2.00 mmol) in methanol (MeOH, 10 mL). The reaction mixture was stirred at room temperature and bubbled with hydrogen (H2) for 2 hours. Upon completion of the reaction, the solid catalyst was removed by filtration and the solids were washed with dichloromethane (DCM, 25 mL). The filtrate and DCM wash solution were combined and concentrated under reduced pressure. The residue was purified by fast column chromatography (silica gel, petroleum ether (P.E.) gradient elution to petroleum ether:ethyl acetate (PE:EtOAc) 4:1) to afford 4-fluoro-2-methylaniline (4b) as a pink oil (250 mg, 100% yield).

References

[1] European Journal of Medicinal Chemistry, 2015, vol. 103, p. 539 - 550
[2] Collection of Czechoslovak Chemical Communications, 1984, vol. 49, # 1, p. 86 - 109
[3] Synlett, 2007, # 16, p. 2557 - 2558
[4] Acta Chemica Scandinavica (1947-1973), 1955, vol. 9, p. 1079,1083
[5] Chemische Berichte, 1929, vol. 62, p. 1804

4-Fluoro-2-methylaniline(452-71-1)Related Product Information

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• Toluidine Blue O
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• 3,3',5,5'-Tetramethylbenzidine dihydrochloride
• ALTRENOGEST
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• Tris(hydroxymethyl)aminomethane
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• 6-Fluoro-1,2,3,4-tetrahydro-2-methylquinoline
• 5-Fluoro-2-nitrobenzoic acid